Showing

PreviousNext property

$358

4 BR / 2 BA / Sleeps 8

2 Reviews

$358

Inquire

OLD TOWN KEY WEST - Historic & Charming - Main

Key West house
4 BR / 2 BA / Sleeps 8 | Quick view
Very Good2 Reviews

Details

Reviews

(2)

RENTAL RATES ARE NEGOTIABLE... Please contact us for current pricing and availability (we do not maintain calendars) In the event you, or any of your family, guests, or friends want to use the house at any time during the rental term, the rental rate would be the same. We do request that all guests, family members, …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

February visit to Key West

Left on May 21, 2010 for a stay in February 2010

Our family stayed at the Main House for 4 nights and loved it. The location was fabulous! Loved the houses and gardens!!! The owner was very nice and considerate of us. If we get back that is where we would want to be!!

PreviousNext property

$300

2 BR / 2 BA / Sleeps 8

12 Reviews

$300

Inquire

Pelican Landing Abaco Retreat

Key West condo
2 BR / 2 BA / Sleeps 8 | Quick view
Excellent12 Reviews

Details

Reviews

(12)

Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. Our beautiful waterfront condos have a range of …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(12)

Flawless new year stay

Left on Jan 20, 2012 for a stay in January 2012

Outstanding time wonderful facilities, will bring boat next time

PreviousNext property

$270

2 BR / 3 BA / Sleeps 4

3 Reviews

$270

Book

Shelleys Rooftop Hideaway

Key West condo
2 BR / 3 BA / Sleeps 4 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Upper Duval is the best! A few steps away from the Southernmost pt & beaches,great restaurants,art galleries, Louies backyard,and Blue Heaven. A few more steps from Mallory sq, Sloppy Joes, Smokin tuna, the pier restaurants, entertainment day and night. Have the best of both worlds, be in the middle of all key …
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

Great location

Left on Dec 31, 2013 for a stay in December 2013

Really enjoyed staying at Shelleys Rooftop. Far enough down Duval St. to be away from the crowds but just a walk away to the crowds and popular bars. Spent Christmas with family and friends in Key West and fun time had by all. Great pool at the condo and great people watching area at the "ledge" over looking Duval St. Condo was perfect for the 5 of us especially with 2 1/2 baths. When I …

PreviousNext property

$110

1 BR / 2 BA / Sleeps 2

2 Reviews

$110

Inquire

Newton Street Hideaway: A secluded one bedroom

Key West house
1 BR / 2 BA / Sleeps 2 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

30 DAY MINIMUM RENTAL The meadows of Key West is a lovely, quiet and historic neighborhood located just behind Old Town Key West and known for it's tranquil tree lined streets. Centrally located on the island, yet far enough away from the hustle bustle of Duval, this is truly a wonderful locale for an extended stay …
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

A Second Home

Left on Jun 17, 2011 for a stay in May 2011

We have stayed at the Newton Street Hideaway for several years, and, as soon as we open the door, it's just like coming home! It's fun to spot the improvements made by the owners since our previous visit (this time there were new rugs in the kitchen, and stools at the breakfast bar) The house is situated in the quiet residential area known as The Meadows, on the far side of White Street, but it …

PreviousNext property

$127

2 BR / 2 BA / Sleeps 4

2 Reviews

$127

Inquire

Angela Cottage: A hideaway in Old Town

Key West house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

30 DAY MINIMUM RENTAL This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good central location to get to the Historic seaport or new town. The light & airy combined living/dining area with its soft color toned furnishings, hardwood floors & many windows create a relaxing Key …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Outstanding

Left on Jun 26, 2009 for a stay in March 2009

I have rented the Angla Cottage for the past three seasons. The house is very comfortable with space for guests in a separate portion of thje house. Swimming pool is great, and outdoor dining area is outstanding for any meal. The kitchen is new and all the necessary pots and pans are present.

PreviousNext property

$200

2 BR / 1 BA / Sleeps 4

7 Reviews

$200

Book

Sail Florida Adventures | Days and Sunset sails

Key West house
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent7 Reviews

Details

Reviews

(7)

What a unique way to spend time on the water. Its not a 5 star hotel but you will have a nice clean private chartered boat on the water. Get ready for a unique vacation that others will envy. Boat is a 2003 Beneteau 331, while the boat is dockside the marina has electricity, water and Internet. Fully functional …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Suitable for children - ask

Details

Reviews

(7)

Very Relaxing

Left on Feb 23, 2014 for a stay in February 2014

The boat is exactly as stated and I found the accommodations very pleasant and comfortable . We stayed three nights. However some people might not as there are very "tight quarters" on relatively small boats. And I would not recommend it to individuals with mobility issues. The marina is very safe and the clubhouse and pool very nice. Our host was very nice and met us at the boat and …

PreviousNext property

$179

2 BR / 3 BA / Sleeps 4

2 Reviews

$179

Inquire

Olivia Cottage: A charming Old Town house near Key West's historic cemetery

Key West house
2 BR / 3 BA / Sleeps 4 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, this charming Old Town house has recently been completely and tastefully renovated by its owners. Located just across the street from Key West's historic city cemetery, truly a tourist attraction in our town, the Oliva …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Stepping Into a Picture

Left on Jul 21, 2011 for a stay in June 2011

I stayed in Olivia Cottage five weeks and loved every minute. After looking at pictures on the internet, I felt like I was stepping into the pictures. It's exactly as shown. The patio/pool area is just the most relaxing place. Everything I needed was provided and the staff at KW Vacation Rentals were most friendly and helpful. I had one problem with the smoke detectors and it was repaired quickly…

PreviousNext property

$225

2 BR / 2 BA / Sleeps 6

4 Reviews

$225

Book

Key West condo! Bring your own boat!

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Very Good4 Reviews

Details

Reviews

(4)

Come down and take part in in Key West's many fishing tournaments this summer! No docking fees at this condo where you can park your boat in the spacious lot and keep your car covered in your reserved spot under the building. Make memories the whole family will cherish in this great family friendly condo in Key …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(4)

Lovely, well presented

Left on Oct 25, 2013 for a stay in October 2013

A very nice accommodation. Very well thought out and presented. Faultlessly clean and well maintained. Pauly was quite kind and took great pains to ensure our complete satisfaction.

PreviousNext property

$100

2 BR / 2 BA / Sleeps 4

1 Reviews

$100

Book

Key West 2bd/2ba Condo - Monthly

Key West condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

***Due to licensing restrictions, this Key West Condo rental requires minimum stay of 30 nights*** MONTHLY RENTAL ONLY - NO PETS ALLOWED - NO EXCEPTIONS Seaside Breeze is a true Key West island paradise. It is a wonderful two bedroom two bath, newly renovated condo decorated in light and bright colors. There is a …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - elevator access

Details

Reviews

(1)

Great location for hitting all the best of Key West

Left on Mar 17, 2015 for a stay in January 2015

Stayed here for 2 months while I was having my house remodeled and I was very pleased with the facilities and the unit.

The condo has been nicely redone and very well stocked with any items you might need during your stay. The Complex is well maintained and managed with plenty of parking available. A great Pool and whirlpool are available for your visit, and it was never super crowded during …

PreviousNext property

$185

3 BR / 2 BA / Sleeps 8

1 Reviews

$185

Book

Architects Cottage on Quiet Lane in Old Town

Key West house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Note, this is a monthly rental. We do not rent our home out for less than 30 days. Historic 'conch' house has been completely redesigned and custom crafted by 2 architects as our home away from home. Featured on HGTV in 2007 (!), this intimate house boasts many fun and thoughtful features which will help make your…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children

Details

Reviews

(1)

Tranquility and great music at night

Left on Dec 08, 2014 for a stay in November 2014

This is a wonderful conch house in Old Town, Key West. The house is just around the middle of Old Town, so you can walk or bike to the harbor, the ocean, and the great music at night. There is a little park at the end of the lane, and if you travel with a dog as I do, the park is a great place to meet other people and dogs. There is a large, light-filled room overlooking the pool in the …

PreviousNext property

$378

2 BR / 2 BA / Sleeps 6

11 Reviews

$378

Book

"DU PONT HOUSE" Luxury Rental - Private Pool - 1/2 Block To Duval St.

Key West house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent11 Reviews

Details

Reviews

(11)

Built in the 1990's, The Du Pont House is a two story hideaway on a quiet lane. Completely gated and fenced, your private pool is surrounded by tropical plants ablaze with color. French doors in the living room and bedroom open to your private courtyard and outdoor shower. The second bedroom and bath are …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(11)

Another wonderful stay

Left on Sep 10, 2010 for a stay in August 2010

We love the Dupont House! Pictures don't quite do it justice because it has two-story ceilings because of the second bedroom. It is much more open and roomy than it appears. This is our second stay there and both times it has been perfect. It is current and appropriately (not to mention cutely) decorated... Seriously cute - we have a bunch of pictures of the house and its decorations! The house …

PreviousNext property

$500

2 BR / 2 BA / Sleeps 4

14 Reviews

$500

Inquire

Pineapple Cottage Key West

Key West house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent14 Reviews

Details

Reviews

(14)

The Pineapple Cottage is tucked away and totally private, yet it is only a half a block from Duval Street. This two story "cottage" offers a first floor bedroom that opens through french doors to the private pool and gardens. A second floor suite includes a bedroom and bath plus a seperate living room. Each floor has …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area

Details

Reviews

(14)

We loved it, you can't beat the location

Left on Oct 15, 2010 for a stay in October 2010

We booked through preferred properties and they were very helpful. The cottage is right next to their office so check in was easy. I have to be honest and say I was very apprehensive when we entered the cottage through the car park but I needn't have been, it's like entering your own private oasis! You would never know it is there, but its so close to everything which is perfect. The decking area…

PreviousNext property

$193

3 BR / 4 BA / Sleeps 6

2 Reviews

$193

Inquire

Packer Retreat: A beautifully renovated "Conch" house

Key West house
3 BR / 4 BA / Sleeps 6 | Quick view
Very Good2 Reviews

Details

Reviews

(2)

30 DAY MINIMUM RENTAL Packer Retreat is a beautifully renovated "Conch" house with many architectural touches in the charming historic district. Designed to bring the outdoors in, this home features a bright living room with cathedral ceilings & tall French doors opening to the pool & garden area. Nicely decorated …
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Great house needs updating

Left on Jun 18, 2009 for a stay in February 2009

Packer retreat is a great house. So great I am renting it in 2010. The layout and outdoor space is unusually large for Key West. And the home is very private and quiet. the location is within walking distance to Duval and White streets.

The home is beautifully decorated but needs to be "freshened" up. The sofas and carpets are dirty. the kitchen has very little equipment (1 pan, no serving…

PreviousNext property

$258

2 BR / 3 BA / Sleeps 7

18 Reviews

$258

Book

"CASA BONITA @ DUVAL SQUARE" Luxury Duval St. Condo w/ Shared Pool & Balcony

Key West condo
2 BR / 3 BA / Sleeps 7 | Quick view
Excellent18 Reviews

Details

Reviews

(18)

Short walk to Fort Zachary State Park and South Beach! This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(18)

One week not enough

Left on Jul 02, 2009 for a stay in March 2009

Our Duval St location while not in party central was close enough for our liking.We had access to far more restaurants/bars and night time activities than we could visit or participate in. Our accommodations in Casa Bonita were excellent -especially the master bedroom. The registration process and service were excellent . We appreciated being allowed to leave our baggage in our place well after …

PreviousNext property

$9,999,999

2 BR / 3 BA / Sleeps 6

14 Reviews

$9,999,999

Inquire

Foundry Condo 2BR/2.5BA Truman Annex Old Town KW

Key West condo
2 BR / 3 BA / Sleeps 6 | Quick view
Excellent14 Reviews

Details

Reviews

(14)

Two bedrooms, two and a half baths, Foundry Condo 121 Front Street in the Truman Annex, is located in the heart of Key West's Old Town. Fly in and take a taxi from the Key West airport or the Keys Shuttle from the Miami or Ft. Lauderdale airports. One reserved vehicle parking space. Available for a week minimum, or …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(14)

Best place I have stayed in KW

Left on Jun 07, 2011 for a stay in August 2010

I have stayed all over Key West over the past few years and this was the best. Its located right in Truman annex which is a block from Duval and only a few blocks from Mallory Square. The rooms were awesome, the place was clean, and Dave was very helpful. Oh, and the air was super cold. I will definitely stay there anytime they have an opening.

PreviousNext property

$300

3 BR / 2 BA / Sleeps 8

1 Reviews

$300

Book

Oceanside Key West's Best Luxury Penthouse Condo

Key West condo
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

WOW Oceanside Voted #1 Key West's Best Luxury Penthouse Marina/Condo/Pool Direct Oceanfront 1490 Sq Ft Condo, 3 Bedrooms, 2 Baths, (Sleeps 6) Oceanside Marina is one of the newest and one of the most prestigious communities offering breath taking water views and large, open units. The amenities are rounded out with …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(1)

Awesome View. Great Place.

Left on May 01, 2015 for a stay in April 2015

My brother, mother and I and our spouses met up in Key West for a great vacation. This condo had plenty of space inside and out for 6 adults and was very comfortable. The deck offered a wonderful view for morning coffee, nap, conversation, and/or book read each and every day. The pool space was also great. This condo is technically on Stock Island which is on the opposite end from THE Duval …

PreviousNext property

$400

2 BR / 2 BA / Sleeps 4

2 Reviews

$400

Inquire

Quilted Giraffe

Key West house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

This home has a unique pricing structure. While it can rent for less than 30 days, the owner prefers Monthly rentals. Because of this, this home offers substantial (25% off) Monthly Rental discounts. Your space. Your vacation lifestyle. The Quilted Giraffe provides both. This two-bedroom, two full bath home welcomes …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(2)

Relaxing respite

Left on Mar 05, 2010 for a stay in February 2010

The heated pool and lush backyard foliage were the draw to this well appointed home. Parking was a nightmare, the neighbor to the right facing the house was most unpleasant. A parking spot in the front yard would be recommended. The location was excellent for walking anywhere. The service was good once we met Bill. Prior to him, Corey and Libby both seemed disorganized and inattentive to our …

PreviousNext property

$400

2 BR / 2 BA / Sleeps 4

49 Reviews

$400

Inquire

Valhalla

Key West house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent49 Reviews

Details

Reviews

(49)

This two-bedroom, two-bath classic contemporary is the perfect headquarters for your dream vacation. The entire inside is painted cloud white. This choice creates not only a crisp, clean elegance but also serves as the perfect backdrop for an amazing art collection. It's fitting that this special residence isn't …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(49)

Wonderful Home

Left on Oct 17, 2008 for a stay in October 2008

We participated in a fund raiser for epilepsy in Houston and won the week at the house in an auction. We had never been to Key West and could not have been happier with the house and the island. It was beautiful, well furnished and very comfortable. It was also very close to both the beach and the clubs. We had a great week and will come back and rent from Historic Hideaways again.

PreviousNext property

$83

1 BR / 1 BA / Sleeps 2

1 Reviews

$83

Inquire

Southard Square Hideaway Old Town, Pool, Parking Too!

Key West house
1 BR / 1 BA / Sleeps 2 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

A surprise awaits you inside the gates of the Southard Square village. Nestled in the heart of Historic Key West, you will be only 4 blocks from world famous Duval Street and 3 blocks away from the scenic Historic Seaport of Key West. Please see our video!! When you arrive, park your car in your dedicated parking …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Washing Machine
  • A/C or climate control
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great location...Relax and enjoy!

Left on Apr 27, 2014 for a stay in January 2014

Very nice condo with huge pool area. Very clean and neat. We loved the location! We would love to go back again some day. The only negative was the living room furniture. It seem really inexpensive and quite uncomfortable...it did looked nice. No table in condo...only counter with two small bar stools. Wish it had a small table with 4 chairs. Condo manager Carlos was wonderful.

PreviousNext property

$288

2 BR / 2 BA / Sleeps 6

1 Reviews

$288

Book

SOUTHERN CROSS @ TROPICAL VILLAGE - Beautifully Updated Home w/ Shared Pool.

Key West cottage
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Part of TROPICAL VILLAGE Southern Cross: Sitting next to the lily pond with fountain or lounging in the shade of your own Royal Poinciana tree, Southern Cross is the perfect place to relax in paradise. This one and a half story vacation cottage is surrounded by exotic gardens, and situated in the Tropical Village …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Tropical Perfection

Left on Oct 07, 2014 for a stay in October 2014

The property was clean, the kitchen was equipped with all the necessities, great private porch and shared pool. Location is great - just a couple blocks from Duval and a 15 minute walk to the Mallory Square. Higgs Beach was a close, great market nearby, and a CVS, you really couldn't have asked for a better location! The trip was epic, relaxing and wild from start to finish. I can't wait to come …

PreviousNext property

$149

1 BR / 1 BA / Sleeps 4

10 Reviews

$149

Book

Your Condo by the Beach with Ocean View

Key West condo
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent10 Reviews

Details

Reviews

(10)

The Jungle Breeze condo at LaBrisa Condominiums is a 1 bedroom, 1 bath apartment with a king size bed in the bedroom and a queen size sleeper sofa in the living area. It accommodates 2-4 people. This property is rented by the week from Saturday to Saturday, it is not a hotel; it is a privately owned condo facing the …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(10)

The View

Left on Jan 14, 2011 for a stay in June 2010

The wonderful view made the hot, tropical, June climate worth it. It was so nice to relax on the balcony and enjoy the view. Apartment was very nice to come home to after a day of fun in the sun! Location a big plus. Use of bikes and bus line helped with getting around. Can't wait to return!!!

PreviousNext property

$265

2 BR / 2 BA / Sleeps 6

5 Reviews

$265

Inquire

Paradise Found

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

Paradise found reservations must begin and end on a Saturday. You feel it the moment you arrive. It's a rhythm. A rhythm set into motion over a century ago by pirates, artists, writers and other champions of leisure. Today that same rhythm beckons you to discover the charm and grace of Old Key West in a new and …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(5)

Wonderful place off the beaten path

Left on Jun 20, 2011 for a stay in August 2010

The condo it's self was wonderful could stand a little updating (Bed) and outside but were painting and fixing when we were there, The grounds were very beautiful
But we really enjoyed the pool and the view was spectacular
could not walk to everything definitely need a car
Mike was very nice to work with great place overall

PreviousNext property

$230

2 BR / 2 BA / Sleeps 5

2 Reviews

$230

Inquire

Royal Palm

Key West house
2 BR / 2 BA / Sleeps 5 | Quick view
Very Good2 Reviews

Details

Reviews

(2)

There's no better way to experience "Island Time"-that slow shifting of hours that makes Key West such an ideal vacation spot-than staying at Royal Palm. Located in the prestigious Foundry building within the exclusive Truman Annex gated community, this two-bedroom, three-story brick townhouse offers privacy and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Suitable for the elderly - ask

Details

Reviews

(2)

Really Great Experience

Left on Mar 15, 2013 for a stay in February 2013

Had a great time. Historic Hideaways was very helpful. Our place was central to everything, very clean. Perfect for our needs.

Thank you.

PreviousNext property

$450

3 BR / 2 BA / Sleeps 6

8 Reviews

$450

Book

3 Bedroom Oceanfront Condo Key West

Key West condo
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent8 Reviews

Details

Reviews

(8)

Large 3 Bedroom, 2 Bath OCEANFRONT condo. Breathtaking views of the Atlantic from every room. Tropical landscaped property with large heated pool and Jacuzzi. Just steps to Smathers Beach which has swimming, jet skis, parasailing, etc. Fully appointed condo with all the amenities of home at your fingertips. Sorry …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children

Details

Reviews

(8)

Beautiful oceanfront condo

Left on Jan 11, 2014 for a stay in January 2014

We just rented this unit - it was wonderful!!! Beautiful kitchen,
recently remolded. Large family room. Bedrooms nice sizes. Unit
has a complete wrap around deck with ocean views. About 3 minute walk to Smathers beach. Really nice pool & 15 person hot tub. If you are
a beach person this unit is for you!! Only negative - not that close
to the down town area(5 minute car ride) - however unit …

PreviousNext property

$175

2 BR / 2 BA / Sleeps 5

8 Reviews

$175

Book

Sunrise at Seaside Condo 2 Bedroom

Key West condo
2 BR / 2 BA / Sleeps 5 | Quick view
Excellent8 Reviews

Details

Reviews

(8)

Tropical 2 bedroom, 2 bath Key West Condo. Large balcony overlooking pool. Full kitchen and living room with all the amenities of home. Large heated pool and Jacuzzi. Tennis court and gym. Washer and dryer in unit. Great condo complex on quiet side of island. Located 1 mile from Smathers Beach. Plenty of …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(8)

OK

Left on Feb 14, 2014 for a stay in February 2014

when we arrived the condo smelled cigarette smoke, there was no notation if there is wi-fi and if there was no code was provided until we called the following day.

i know this is Key West where smoking is allowed everywhere. when i looked at the ad smoking was not mentioned. i just assumed that the condo would be smelling great since the rent was top notched. it is about 4 miles to the heart of …

PreviousNext property

$183

3 BR / 3 BA / Sleeps 8

1 Reviews

$183

Inquire

Blackbeard's Treasure - MONTHLY Rental (30 night min.)

Key West house
3 BR / 3 BA / Sleeps 8 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

SPRING SPECIALS! 10% off MAY & JUNE 2015! Please see Specials Page for terms, rules and limitations. To say this townhouse condominium is worth the amassed treasure of Blackbeard, one of the most notorious and wealthy pirates in seafaring history, is a major understatement. The 1950's era art deco Steamplant at water…
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for the elderly - ask

Details

Reviews

(1)

Beautiful condo.

Left on Apr 28, 2015 for a stay in February 2015

We very much enjoyed this condo. It is beautifully decorated and there is a high priority for safety. Each condo has a private elevator that can only be entered with a specific fob. The roof-top dipping pool was wonderful on those really hot days. We enjoy laying in the sun & it was nice to be able to dip in the pool from time to time. We walked everywhere we chose to go, it's wonderful …

PreviousNext property

$173

3 BR / 4 BA / Sleeps 8

3 Reviews

$173

Inquire

Casa Alegria - a Bahamian style conch house

Key West house
3 BR / 4 BA / Sleeps 8 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

30 DAY MINIMUM RENTAL Welcome to Casa Alegria! An extended vacation at this Bahamian style conch house is sure to bring you happiness and joy! As you approach the front of the house you'll notice ample off-street parking on either side (a rarity in Old Town!) as well as an easy place to park bicycles. You can park…
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

paradise

Left on Apr 24, 2014 for a stay in January 2014

We were fortunate enough to stay in this immaculate and welcoming retreat. We loved swimming in the pool and riding the bikes around town. We could not have asked for a more perfect place to make our vacation more fabulous!!!! Love...love...love!

PreviousNext property

$188

1 BR / 1 BA / Sleeps 4

1 Reviews

$188

Inquire

Steps To Duval! La Dolce Vita, Luxury, Sleeps 2-4

Key West condo
1 BR / 1 BA / Sleeps 4 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

La Dolce Vita is the sister unit to the Bella Vita in the same building, Flip Key listing #333914. Steps from Duval Street! "La Dolce Vita" is a totally renovated condo. Please check out our calendars for availability, photos and video. Everything is brand new from floor to ceilings! 14 foot …
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Central heating
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Fantastic Stay!

Left on Mar 01, 2015 for a stay in December 2014

My husband and two sons (21 & 24) stayed in this condo over Christmas. This was our first stay in Key West and we wanted to be close to everything, but yet not right on Duval St. This location was perfect; literally a stones throw away from Duval St. The unit inside was decorated very lovely and had all the amenities one would need. I found the owners were nice to do business with, especially…

PreviousNext property

$408

3 BR / 2 BA / Sleeps 10

3 Reviews

$408

Book

"TOON HALL @ TROPICAL VILLAGE" - Great For Large Groups. Close to ATL Ocean!

Key West house
3 BR / 2 BA / Sleeps 10 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Part of TROPICAL VILLAGE Toon Hall: World-class comfort, lush tropical surroundings and unmatched privacy characterize the former winter home of Pulitzer Prize winning cartoonist, author and artist, Jeff MacNelly. Designed to accommodate a large family or group, this three bedroom home has two full baths plus the …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Best vacation ever!

Left on Jul 01, 2014 for a stay in June 2014

We took our family of 6 to Toon Hall and were greeted by 2 Cadillac SUV's at the airport to check us in and take us to our home. Toon Hall was very spacious and comfortable, perfectly situated blocks from the beach and Duvall Street. We were able to chill and grill at home by our pool or walk into town for a night of fun.We also loved the privacy and security the fenced yard offered.

PreviousNext property

$999,999

2 BR / 2 BA / Sleeps 6

16 Reviews

$999,999

Inquire

Rare 2BR/2BA Shipyard Condo Truman Annex Old Town

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent16 Reviews

Details

Reviews

(16)

This weekly (minimum) condo is in a perfect location for enjoying all the sights of Old Town Key West - a car is not even necessary as you can walk to everything! Fly in to Key West or take the Keys Shuttle from the Miami or Ft. Lauderdale airports. This rare condominium with a second full bath works very nicely …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(16)

Great Location and Reasonably Priced

Left on Jun 07, 2011 for a stay in February 2011

This unit is convenient to restaurants, shopping and Old Town. It's quite comfortable, though some of the appliances and entertainment items are a bit past their prime. The unit is a great location and I fully intend to rent it again.

PreviousNext property

$357

2 BR / 2 BA / Sleeps 4

12 Reviews

$357

Inquire

SeaShadows of Key West

Key West house
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent12 Reviews

Details

Reviews

(12)

SeaShadows is a townhouse located just 2 blocks from Duval Street and a few minutes walk from Mallory Square. Down the street is Ft. Zachary Taylor Park where you can spend the day fishing, swimming, barbecuing, walking, and anything else that you can think of doing in the sun. It sleeps 4 adults or two adult …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly - ask

Details

Reviews

(12)

Absolutely fantastic

Left on May 31, 2011 for a stay in May 2011

Had a fantastic week in fey west,the townhouse was beautiful,the location was perfect,townhouse had everything you could possibly need also a great pool area..Everything is in walking distance,we will absolutely go back next year and many years after that thank you so much Sonia

PreviousNext property

$10,000

3 BR / 2 BA / Sleeps 6

2 Reviews

$10,000

Inquire

Ellen's Retreat, tropical living, MINIMUM 28 days

Key West house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

This beautiful home offers you contemporary luxury combined with exquisite historical charm of Old Town Key West. The open and spacious downstairs floorplan has an abundance of natural light and opens onto a fabulous pool area with an expansive deck. Entertaining your family and friends is effortless with the design …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

A place in heaven!

Left on Feb 19, 2013 for a stay in January 2013

Ellen´s retreat was simply fantastic. The house was beautiful and luxurious. The grounds were spacious and it was like you had your very own private oasis. I need also to mention the fantastic and beautiful heated pool in which both children and adults spent most of their time.

I will certainly come back again. I have never in my lift had such a great holiday stay.

PreviousNext property

$381

2 BR / 1 BA / Sleeps 4

1 Reviews

$381

Inquire

OLD TOWN KEY WEST - Historic & Charming - Turtle

Key West house
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

RENTAL RATES ARE NEGOTIABLE...Please contact us for current pricing and availability (we do not maintain calendars) In the event you, or any of your family, your guests, or your friends want to use the house at any time during the rental term, the rental rate would be the same. We do request that all guests, family …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask

Details

Reviews

(1)

wonderful place to stay,great people

Left on May 04, 2010 for a stay in February 2010

The best place to have a taste of old Key West. Not at all like anything you would rent anywhere else in the country!It was walking distance to everything in Old Town and the beach. A great restaurant just up the road with excellent food. The amenities were first rate..free internet, HD TV and the staff so helpful.
The only drawback and I discovered it was all over Key West...were the ROOSTERS. …

PreviousNext property

$83

1 BR / 1 BA / Sleeps 2

2 Reviews

$83

Inquire

The Studio at the Sailmaker`s House Sleeps 2 Historic Old Town

Key West house
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Gorgeous studio apartment on the second floor of the historic Sailmaker's House. This 28 night minimum vacation rental is located only 1.5 blocks from the Historic Seaport and 4.5 blocks from Duval Street. The open concept floor plan maximizes the space in this airy tree top studio. Comfortable Queen size bed will…
  • Wireless Internet
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Linens Provided
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

great place, great location, great stay!

Left on Sep 02, 2014 for a stay in July 2014

I really enjoyed my stay at the sailmaker's studio. The staff as well as the owner were very easy to work with and very helpful. My small dog was with me and he enjoyed it too. It is just blocks away from the wharf and restaurants, shops, grocery stores, sailing/boating trips are also just short walks away. It has all the typical amenities you could want: 2 balconies (1 is shared with another apt…

PreviousNext property

$270

2 BR / 2 BA / Sleeps 6

21 Reviews

$270

Inquire

Vista Fresco : Oceanside condominiums with resort-style amenities

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent21 Reviews

Details

Reviews

(21)

Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 400 feet of oceanfront property. An expansive pool and spa sits oceanside surrounded by a lushly landscaped garden of native Key West plants and trees. Plan a picnic or …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(21)

The appart was fantastic but it was impossible to use the pool.

Left on Aug 12, 2009 for a stay in July 2009

If there wasn't any pool at this condo, we'd never rent it. Unfortunatly, the pool
was broken and it was impossible to use it. We arrived on thurdays and friday,
the pool was broke. We ask to know when it would be repare, they told us it
would be the next monday but when we left on thursday night, the pool was
still broke... This point realy desapoint us.

For the condo, everything was …

PreviousNext property

$183

3 BR / 3 BA / Sleeps 6

3 Reviews

$183

Inquire

South Street Serentiy-Great Location, Private Pool, Parking, Steps to the Beach

Key West house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

This light and airy 3 bedroom, 2.5 bath home has a wrap around deck and expansive French doors that lead from every ground floor room to an outdoor space. Enter the private gate and you will be in a tropical paradise, surrounded by lush palms, fiery bougainvillea, and tropical ambiance. Here you can be part of the …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Washing Machine
  • Parking
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Best location, great rental for families~

Left on Apr 29, 2014 for a stay in January 2014

We loved the location, walking distance to everything. The house had everything you could need. There was confusion on the temperature of the pool, which wasn't discovered for nearly two weeks into the rental month, but was quickly readjusted. There were a few leaks that must be repaired by now, as the management company responded quickly. It was quiet and in a nice neighborhood with respectful …

PreviousNext property

$353

3 BR / 2 BA / Sleeps 8

8 Reviews

$353

Inquire

Hemmingway's Retreat

Key West house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent8 Reviews

Details

Reviews

(8)

Welcome To Paradise!!! Located in the heart of Key West this charming 3 bedroom, 2 bathroom house has been completly renovated and includes 50", 42", and 27" flat screen TVs, DVR, and wireless high speed internet. The interior has just been furnished with custom designer furniture by Domestic Home Furnishings. The …
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly

    Details

    Reviews

    (8)

    1211 Catherine St.

    Left on May 10, 2010 for a stay in April 2010

    My wife and I spent time in April at 1211 Catherine St., Key West, FL and had a marvelous time. The house is wonderful expecially the private pool. All that Key West has to offer is within easy walking or cycling distance of the house. The house is beautifully furnished and appointed so much so we spent many days just staying home and relaxing around the pool. One of the bicycles provided had to…

    PreviousNext property

    $290

    2 BR / 2 BA / Sleeps 5

    9 Reviews

    $290

    Inquire

    Beach Club #112 - Unique Oceanfront living

    Key West condo
    2 BR / 2 BA / Sleeps 5 | Quick view
    Excellent9 Reviews

    Details

    Reviews

    (9)

    Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This comfortable 2 bedroom unit features a huge oceanfront balcony accessed from both the …
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (9)

    Fabulous view

    Left on Jun 19, 2009 for a stay in May 2009

    This unit was just lovely, the view off the terrace was amazing. We had the pool (one of 2) to ourselves everyday. We never heard any of our neighbors. Although the beach was not manicured, the unit was very close to 2 beaches, if you want to sit in the sand.
    We could see cruise ships and parasailing right off the pation. I can't say enough, it was GREAT.

    PreviousNext property

    $300

    2 BR / 1 BA / Sleeps 4

    1 Reviews

    $300

    Book

    Duval Street Condo Key West

    Key West condo
    2 BR / 1 BA / Sleeps 4 | Quick view
    Very Good1 Reviews

    Details

    Reviews

    (1)

    Recently renovated, two bedroom, one bathroom, high end kitchen, luxurious living room, and balcony over looking garden restaurant. Tile throughout, modern kitchen, top-of-the-line appliances, are just a few nice features of this perfect vacation rental. Just moments from some of the best dinning establishments on …
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Great location and clean!

    Left on Apr 08, 2014 for a stay in April 2014

    Just got back from Key West and this condo is in a prime location on Duval St. It is towards the back so noise is not a problem-other than roosters crowing (they are all over the island)! The condo is on the small size but the kitchen is updated. Tyler was very easy to work with and even let us keep our luggage there after our checkout time. I will definitely recommend to friends and hope to …

    PreviousNext property

    $243

    2 BR / 3 BA / Sleeps 6

    23 Reviews

    $243

    Book

    Casa Del Sol, a Key West Vacation (Truman Annex)

    Key West house
    2 BR / 3 BA / Sleeps 6 | Quick view
    Excellent23 Reviews

    Details

    Reviews

    (23)

    Welcome to Casa Del Sol, a Key West Vacation...your very own luxurious and elegantly appointed 2 bedroom and 2.5 bath townhome with private carport... part of 45 lushly landscaped acres in Truman Annex. As part of President's Walk townhomes in gated Truman Annex, this premier waterfront community is bordered on one …
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Pet friendly - ask
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (23)

    Comfortable, cozy & perfectly located - a great place to stay!

    Left on Jul 18, 2013 for a stay in June 2013

    We stayed for a week in June, and enjoyed it so much that we extended the stay 3 more days. This is a beautiful and cozy rental with quick access to everything in the Keys we wanted to do and see. We had every amenity we needed, to the point that we felt like we were at home. The owners made us feel the same way - as family instead of strangers renting their space. We are already looking …

    PreviousNext property

    $700

    3 BR / 3 BA / Sleeps 7

    1 Reviews

    $700

    Inquire

    Secret Villa II Newly Listed and Available - Sleeps 6 - Private Pool - Parking

    Key West house
    3 BR / 3 BA / Sleeps 7 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    We are excited to announce the owner of our most popular luxury vacation rental "SECRET VILLA" is now offering the mirror image as a vacation rental! Available NOW...."SECRET VILLA II"! Location, Location, Location....This amazing property is situated on a quiet and peaceful lane away from traffic and noise. The …
    • Parking
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Wedding moon with friends

    Left on Jan 18, 2015 for a stay in January 2015

    Made a long weekend with friends even better. This place is in a great location just a block or two off Duvall street. The house is outstanding and has a great private heated pool. Also has a great little porch and court yard for mornings and evenings for a drink or two. The house has two nice bedrooms upstairs with private baths and one downstairs with its own bath. Great place to visit with …

    PreviousNext property

    $220

    0 BR / 1 BA / Sleeps 2

    43 Reviews

    $220

    Inquire

    Bali Hideaway: A studio cottage that's perfect for two

    Key West cottage
    0 BR / 1 BA / Sleeps 2 | Quick view
    Excellent43 Reviews

    Details

    Reviews

    (43)

    Perfect for two, this Bali-style studio cottage has it all: comfort, privacy and location. The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull…
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Patio
    • Linens Provided
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (43)

    great place for two!

    Left on Jun 18, 2009 for a stay in July 2007

    You don't know your only a block off the "main drag". No noise; serene and absolutely beautiful grounds made our stay better than a condo I rented a couple of years before. Absolutely loved the place!!

    PreviousNext property

    $215

    2 BR / 1 BA / Sleeps 5

    4 Reviews

    $215

    Inquire

    OLD TOWN KEY WEST - Historic & Charming - Conch

    Key West house
    2 BR / 1 BA / Sleeps 5 | Quick view
    Excellent4 Reviews

    Details

    Reviews

    (4)

    RENTAL RATES ARE NEGOTIABLE ......please contact us for current pricing and availability (we do not maintain calendars) In the event you, or your family, your guests, or your friends want to use the house at any time during the rental term, the rental rate would be the same. We do request that all guests, family …
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Suitable for children

    Details

    Reviews

    (4)

    more than exceptional

    Left on Apr 30, 2010 for a stay in April 2010

    Always a pleasure to stay on property at Bahama Gardens .......I have stayed in every unit and I am always pleased at the classic historical atmosphere provided by each unit. Perfect location and staff on site makes this property a must stay" whenever visiting KW. Walking distance to eveything KW has to offer - pool, jacuzzi - all the amenities -Thanks !
    Jeff Jerman

    PreviousNext property

    $188

    1 BR / 1 BA / Sleeps 4

    4 Reviews

    $188

    Book

    HIDEAWAY @ TROPICAL VILLAGE - Cozy Condo For 2 w/ Shared Pool

    Key West cottage
    1 BR / 1 BA / Sleeps 4 | Quick view
    Excellent4 Reviews

    Details

    Reviews

    (4)

    Part of TROPICAL VILLAGE Tropical Hideaway - Lush gardens surround this lovingly restored two-story vacation house. This downstairs rental cottage has one bedroom with full bath and features a living room with queen sleeper-sofa, cable TV, DVD, stereo with CD player, and wireless internet. The bedroom has a queen …
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (4)

    Great stay!!!

    Left on Oct 08, 2014 for a stay in October 2014

    Everything was great! The location was perfect - and the private hot tub was the best! Only down side (which wasn't a big deal) was there were ants on the kitchen counter!

    Very nice rental!!!!

    PreviousNext property

    $290

    2 BR / 2 BA / Sleeps 6

    18 Reviews

    $290

    Inquire

    Beach Club #103 - Unique oceanfront living with breathtaking views

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent18 Reviews

    Details

    Reviews

    (18)

    Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This spacious 2 bedroom unit features a large oceanfront balcony accessed from both the …
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (18)

    Great Location

    Left on Jun 27, 2009 for a stay in April 2009

    We are very satisfied with Rent Key West Vacations. The staff was very helpful. We stayed at Key West Beach Club. We were extremely pleased with the Condo we rented, very comfortable, beautiful views of the ocean, it was better than we expected. The kitchen was nicely equipped. We could have used a better vacuum and the washer & dryer combo was very noisy. The pool and grill area were …

    PreviousNext property

    $290

    2 BR / 2 BA / Sleeps 6

    15 Reviews

    $290

    Inquire

    Beach Club #201 - Unique Oceanfront living

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent15 Reviews

    Details

    Reviews

    (15)

    Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit. This 2 bedroom, 2 bath unit features a huge oceanfront balcony accessed from both the living/…
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (15)

    Key West Wedding Vacation

    Left on Jun 18, 2009 for a stay in June 2008

    We loved staying at the condo.. It fit 5 of us very comfortably. We were down for a wedding. The view was great, the securty made me feel safe. We used the pool almost daily and actually had a couple of friends over for a cookout by the pool. I would stay with Rent Key West Vacations again and would recommend it to a friend.

    PreviousNext property

    $220

    1 BR / 1 BA / Sleeps 4

    49 Reviews

    $220

    Inquire

    Colony Poolside: A charming bungalow near the historic cemetery

    Key West cabin
    1 BR / 1 BA / Sleeps 4 | Quick view
    Excellent49 Reviews

    Details

    Reviews

    (49)

    Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true island hideaway .The bungalow features an one level open space living/dining area, full kitchen and a spacious bedroom with a king size bed. There is a nice private deck …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Deck
    • Linens Provided
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (49)

    Disappointing

    Left on Jun 18, 2009 for a stay in February 2008

    After viewing pictures of this cottage on line I was impressed with the layout, decor and proximity to the pool. So, I was looking forward to our stay there.
    Disappointed is the only word I can use to describe how I felt when we arrived and actually saw this space in person.
    The pool area and the surrounding grounds were not maintained.
    The deck patio furniture was filthy and the deck itself …

    PreviousNext property

    $1,200

    7 BR / 6 BA / Sleeps 18

    1 Reviews

    $1,200

    Inquire

    Suite Dreams in Key West

    Key West house
    7 BR / 6 BA / Sleeps 18 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Our unique property consists of 3 suites (a total of 7 bedrooms and 6 baths) with 2 sparkling lagoon style dipping pools in one compound in the luxurious Casa Marina area of Old Town Key West. We can accommodate groups up to 18 guests. The breakdown of the 3 suites which are being rented together are as follows: …
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (1)

    Perfect stay

    Left on Feb 16, 2014 for a stay in January 2014

    So our stay was Friday - Tuesday in January … We rented the Hemingway suite then added additional rooms … Love Love Love this place !! can not say enough about the owners / and their property manager Vicki …. Highly recommend this place , it has everything you need .. Full property, private pool , Patio, Bbq, fully stocked kitchen , an on "your honor" store , washer dryer … going to …

    PreviousNext property

    $198

    1 BR / 2 BA / Sleeps 4

    29 Reviews

    $198

    Book

    Andros Suite

    Key West house
    1 BR / 2 BA / Sleeps 4 | Quick view
    Excellent29 Reviews

    Details

    Reviews

    (29)

    Located inside the Villas known as Old Town Garden Villas Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right outside your door! Andros Suite is a bi-level suite with a very spacious bedroom upstairs with a colorful Caribbean …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Patio
    • Grill
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (29)

    Andros Suite MADE our Vacation perfect.

    Left on Jun 24, 2009 for a stay in May 2009

    We are so glad we stayed in the Andros Suite. This place is much better than one of the hotels. It's one block off the main street so is quiet but close enough to walk to everything. The home was great, just the right size. We loved the birds in the courtyard as well as the beautiful plants.

    We received great service from Key West Vacation Rentals. This location is central on Duvall, so …

    PreviousNext property

    $370

    3 BR / 2 BA / Sleeps 6

    42 Reviews

    $370

    Inquire

    Whitehead House: A unique two story home beside the Audubon House

    Key West house
    3 BR / 2 BA / Sleeps 6 | Quick view
    Excellent42 Reviews

    Details

    Reviews

    (42)

    Whitehead House is a unique two-story single family attached home nestled beside the Audubon House in Old Town Key West. Hidden behind the most photographed "prohibition fence" in Key West, this three bedroom, two bathroom home includes a large sunny pool and patio as well as off street parking (1 space for normal-…
    • Internet Access
    • A/C or climate control
    • Deck
    • Parking
    • Grill
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (42)

    Hidden Jewel

    Left on Jun 18, 2009 for a stay in July 2008

    This house is fantastic! The location is awesome - right in the middle of everything!!! Everything you would want was there. House was clean, pool was excellent and off street parking is great! The 2 bedrooms and bathroom downstairs are small, but for the amount of time you really need them, they are fine. I would certainly recommend this house and plan to rent it again.

    1 23456
    page 1 of 9
    Load more