Showing

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

$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

$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

$200

2 BR / 1 BA / Sleeps 4

8 Reviews

$200

Book

Sail Florida Adventures | Days and Sunset sails

Key West house
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent8 Reviews

Details

Reviews

(8)

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

(8)

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

$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

$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

$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

$210

2 BR / 2 BA / Sleeps 6

39 Reviews

$210

Book

2 bedroom Condo Presented Key West Style

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent39 Reviews

Details

Reviews

(39)

This is a non-smoking condo (smoking on the balcony only) with that "home away from home" appeal. My condo is reasonably priced and includes 1 king bed suite and 1 queen bed suite and a sofabed. All bed linens are provided. Wait there is more, 2 full baths, fully equipped kitchen (dine in/dine out), cental air with …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(39)

spacious, clean, quiet, excellent value for the price.

Left on Sep 20, 2012 for a stay in August 2012

We stayed in late august and had a wonderful time here. Very spacious with 2 bedrooms ,2 spacious bathrooms and a a large fully equipped kitchen. The kitchen has everything you will need,pots,pans, toaster,coffeemaker,dishwasher,microwave,etc.,etc. You feel at home. The master bedroom has a walk in closet,in suite bathroom. The smaller bedroom has queen bed. Both rooms have their own TVs. There …

PreviousNext property

$800

5 BR / 4 BA / Sleeps 12

36 Reviews

$800

Inquire

Seaside Place Key West FL 5 Bedroom House 4 Baths

Key West house
5 BR / 4 BA / Sleeps 12 | Quick view
Excellent36 Reviews

Details

Reviews

(36)

Seaside Place is located half a block from our main street, Duval Street. We are across the Street from a public beach, and down the street from the Southernmost Point of the US. We have parking for you to leave your car in the drive and walk to all the main activities that Key West has to offer. We also have a …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(36)

Home away from home

Left on Jun 21, 2010 for a stay in June 2010

This house is amazing. We all had a excellent time and we come back every year. The location was fabulous and the house in general was beautiful.

PreviousNext property

$186

2 BR / 2 BA / Sleeps 6

1 Reviews

$186

Inquire

Sunshine Luxury Suite - 2 Free Bicycles & Garage

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

Details

Reviews

(1)

My Sunshine Luxury Suite is an upscale property located in Key West, an island paradise. Sunshine Suite provides the luxury and convenience of your own condo home just 90 miles from Havana. Surrounding the resort, you will enjoy lush tropical foliage and amenities such as our tennis court, gym facilities, and heated …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Great Place!

Left on Oct 28, 2014 for a stay in October 2014

fabulous condo on a very secure property close to the beaches. Roosevelt Blvd is within walking distance and has a sidewalk large enough for walking and biking along the ocean. The unit is very clean, well stocked with linens, has a fully equipped kitchen and has everything you need and/or forgot. It also has a covered parking spot and bicycles! Perfect layout for two couples each bedroom has…

PreviousNext property

$290

2 BR / 2 BA / Sleeps 6

14 Reviews

$290

Book

Spectacular Atlantic Ocean View Condo

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

Details

Reviews

(14)

************************************************************************************************* TAKE 20%+ OFF: -- Stay June 30 - July 3 (3 nights) and pay a reduced rate of $800 for all three nights instead of $1,020. -- Note, taxes and fees will be added to all rates…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(14)

Unbelievable view!

Left on Mar 15, 2014 for a stay in February 2014

A gorgeous retreat from the hustle and bustle of everyday life. Our family of 2 grown ups and 2 kids had a wonderful time at this place, very nicely decorated and appointed with all the necessities. Great kitchen, nice bedrooms, one with a spectacular view and one with its own couch and seating area. The balcony is to die for. Set away from the business of the center of Key West so there's a 10 …

PreviousNext property

$229

2 BR / 2 BA / Sleeps 5

14 Reviews

$229

Book

Best Location, 1/2 Block to Duval, Bimini Suite

Key West condo
2 BR / 2 BA / Sleeps 5 | Quick view
Excellent14 Reviews

Details

Reviews

(14)

Located in the heart of Old Town, this split 2 Bedroom plan is just blocks from everything Key West has to offer. The famous Southernmost Point, Hemingway House, Lighthouse, Beaches and more. Just 1/2 block from Duval Street. Completely updated for your comfort and convience with new furnitire, bedding, decor and …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly

Details

Reviews

(14)

location! location! location!

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

The location was perfect for going out in Key west! I stayed with 3 other friends and there was plenty of space. The place was clean the bathrooms were nice. The only thing that was a bit of a pain was the parking. its just a driveway you share with the rest of the guests. So one night/ eve I was out and had to go back and move the car so another guest could leave. Aside form that the place was …

PreviousNext property

$172

2 BR / 1 BA / Sleeps 4

8 Reviews

$172

Inquire

Artist Cottage in Truman Annex

Key West condo
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent8 Reviews

Details

Reviews

(8)

Truman Annex Best Location in Town!! 2 Bedroom 1 Bath ground floor Shipyard Condo. This beautiful townhome sits on a private quiet walking lane and is just a 5 minute walk to downtown where you will find Key West's famous bars and shopping. Also a 10 minute walk to Ft. Zachary Taylor, our beautiful beach..great …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(8)

Thank you for the memories!

Left on Sep 12, 2010 for a stay in July 2010

Dear Susan & staff,

We wanted to take this opportunity to thank you for our amazing stay this summer. The artist Cottage was just immaculate and we were very impressed. It was a perfect place for us and our boys for our summer vacation. We've been to Key West before, and this place by far surpasses all the other places we have stayed. Next time we plan a trip to Key West, you can guarantee we …

PreviousNext property

$172

1 BR / 1 BA / Sleeps 2

21 Reviews

$172

Inquire

Key West Seashell Cottage-1 block to Duval, spa

Key West house
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent21 Reviews

Details

Reviews

(21)

Forget that "been there, done that" hotel room; enjoy the comforts of home in Old Town Key West at the Seashell Cottage. Located on a quiet lane, just 1 block to Duval Street, walk to the grocery store, restaurants, museums, beach, and "Sunset Celebration". The original local artwork throughout the home expresses …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(21)

Great rental at a great price!

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

My husband and I went here for a summer vacation and really enjoyed staying here. The location is very close to Duval Street, restaurants, shops, and other activities but still on a quiet, private street. The house is bigger than it looks in the pictures, is well kept and very clean. The furniture is comfortable. The bed was a little harder than I am used to but my husband liked it :) Everything …

PreviousNext property

$249

3 BR / 2 BA / Sleeps 8

11 Reviews

$249

Book

Steps to Duval, Old Town Charm -Grand Bahama Suite

Key West condo
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent11 Reviews

Details

Reviews

(11)

Just steps away from shops, restaurants, and the excitement of Duval Street, yet set on a quiet side street in a world of its own. With 3 bedrooms and 2 Baths, The Grand Bahama Suite has plenty of room for a large gathering or group of friends. Experience endless sunshine and the incomparable charm found only in …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(11)

Amazing location!!!

Left on Nov 05, 2013 for a stay in August 2013

Location was wonderful one block block of Duval street, 3 of us shared the rental each had their own bedroom and there were 2 baths, and we 3 grown men having the 2nd bath was very valuable. The backyard area while not being the most beautiful thing in the world was still a great place to sit out and have a few drinks with friends old and new, our upstairs neighbors were great people and we …

PreviousNext property

$250

2 BR / 3 BA / Sleeps 6

56 Reviews

$250

Book

Tee by the Sea - Luxury 2/3 condo - 7 Bikes FREE

Key West condo
2 BR / 3 BA / Sleeps 6 | Quick view
Excellent56 Reviews

Details

Reviews

(56)

All new luxury 2 bedroom / 2 1/2 bath condo of 1100 sq. ft. less than 1/2 mile outside of Key West in NEW gated community, including huge heated pool, clubhouse with fitness center. Sleeps up to 6 with a queen bed in each room and a queen sleeper/sofa in LR. We are 4 miles from Duval St. and 2 miles from the beach…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(56)

Perfect Escape

Left on Jun 28, 2009 for a stay in April 2009

From the moment we walked in the door we loved this condo! It was clean, well decorated and looked brand new. Everything was very nice quality and in perfect condition. The bedding was wonderful! We loved the pool. There was hardly anyone around when we were there. We did meet some nice people there though. It was a great place to kick back and relax. We rode the bikes to the store down the …

PreviousNext property

$195

2 BR / 2 BA / Sleeps 6

18 Reviews

$195

Inquire

1800 Atlantic Affordable Oceanfront condo WIFI

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

Details

Reviews

(18)

2 Bedroom 2 bath Island view condo located in the oceanfront condominium complex with the largest oceanfront pool & 20 person hot tub. Sleeps 4-6. Everything you need for an island vacation without the cramped hotel room! Outdoor balcony access from living and bedroom areas. Fully equipped kitchen. All linens and …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(18)

Nice place in a great complex on the beach in Key West!

Left on Oct 24, 2010 for a stay in October 2010

Planned a trip to the keys this October to see a race and do a little diving, found this place online and couldn't resist. Nice for the price, very spacious, there were only 2 of us so there was more than enough room, could comfortably sleep 2 couples and maybe another couple on the pull out. The complex was beautiful, great pool with hot tub, plenty of grills, tennis courts(although we don't …

PreviousNext property

$289

2 BR / 2 BA / Sleeps 6

7 Reviews

$289

Inquire

Sailor House

Key West house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent7 Reviews

Details

Reviews

(7)

Relax in paradise amongst all the comforts of home in the Sailor House, a proud member of Andrews Inn & Garden Cottages. Just a half a block off the world famous Duval Street, the Sailor House offers the ultimate in privacy and luxurious island living. Families and couples traveling together rave about their …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(7)

Great Location

Left on Nov 27, 2012 for a stay in November 2012

My husband and I stayed with another couple and our 2 dogs at the Sailor House for a long weekend. Here are the pros and cons:

Pros: Great location just a block off of Duval Street, quiet, dog friendly, full kitchen, wonderful sun deck off second floor back bedroom, upstairs porch off front bedroom with swing, back patio with grill and hot tub, newly renovated, large living room area, walking…

PreviousNext property

$255

2 BR / 2 BA / Sleeps 6

13 Reviews

$255

Book

Elegant, Two Bedroom Condo Close to the Ocean

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent13 Reviews

Details

Reviews

(13)

This quiet four-story condominium building is located just a short walk across the road to the Ocean with a recreational side walk miles long for running, walking, rollerblading and biking to Smaters Beach which is Key West's largest beach. This 2 bedroom, 2 bathroom unit offers all the convenience and comfort of your…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(13)

Outstanding!

Left on Feb 18, 2013 for a stay in January 2013

This was perfect for us! It is fully stocked with everything you need. The pool, hot tub and grill area were great after a long day of sightseeing. We were well taken care by both Margaret and Pauly. Pauly referred us to good restaurants and cab service. Be sure to visit the Hogfish Bar & Grill while you're there! Thanks so much for making our vacation an enjoyable experience!

PreviousNext property

$219

2 BR / 2 BA / Sleeps 6

1 Reviews

$219

Inquire

Coconut Mallory Resort 2 Bedroom Condo

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Terrible1 Reviews

Details

Reviews

(1)

This popular island destination is the site of the only living coral reef in the coastal regions of the US. In addition to the marine life and water activities other features of Key West include natural preserves and unique land animals. Coconut Mallory Resort and Marina is located in Key West, the southernmost …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(1)

Don't stay her

Left on Apr 03, 2014 for a stay in April 2014

We booked this through Expedia (sorry trip Advisor). Check in began at 4 according to our printed information from Expedia. We arrived at 6:30--the office was closed--- it had closed at 5. Check in is 4-5 PM???? An envelope was taped to the office door with our name on it and directions to our room, OK--we felt better.

I have traveled all over the world and have NEVER seen such a dark and …

PreviousNext property

$288

3 BR / 2 BA / Sleeps 6

1 / 10

$288

Book

Southernmost Retreat- 1 Block from Duval

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

Details

Just 1 short block from Duval Street the Southernmost Retreat is a recently renovated and decorated 3 bedroom, 2 bath house located Simonton Street. The Southernmost Retreat is located in the Simonton Historic Cottages enclave and is surrounded by fine restaurants, art galleries, shopping and in the center of the Old…
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • A/C or climate control
  • Porch
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

PreviousNext property

$255

2 BR / 2 BA / Sleeps 6

1 / 19

$255

Book

Key West Condo close to the Ocean

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

Details

This 2 bedroom, 2 bathroom unit offers all the convenience and comfort of your own home. It is spacious and fully equipped. Located just minutes from Smathers Beach, two miles from Higgs Beach. This condo is a fourth floor unit (there are two elevators in the building). It has a private balcony with an unobstructed …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

PreviousNext property

$215

2 BR / 1 BA / Sleeps 6

1 / 6

$215

Book

The Banyan Resort at Key West

Key West condo
2 BR / 1 BA / Sleeps 6 | Quick view

Details

Experience a world full of lush and fragrant gardens on a Caribbean Estate tucked away in the heart of Old Town, Key West. Stay in a 2 bedroom unit in a restored historic wrecker's home and wander through the extensive gardens as time transcends you to an era long ago. You can relax and indulge yourself at this …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Central heating
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$215

1 BR / 2 BA / Sleeps 4

1 / 6

$215

Book

Coconut Beach

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

Details

This Key West condo is legally listed as a one-bedroom. However it could easily accommodate two couples, or a family of 4, with privacy. The first floor includes a full kitchen, full bath, dining area, TV area with a sofa, and a Murphy Bed. The second floor (a lock-out unit) includes a "closet kitchen", a king bed…
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$289

1 BR / 1 BA / Sleeps 4

1 / 18

$289

Inquire

Eyebrow House - Historic Home in Heart of Old Town

Key West B&B
1 BR / 1 BA / Sleeps 4 | Quick view

Details

Eyebrow House is a very spacious one-bedroom suite with a large front porch and palm tree-filled private fenced-in yard overlooking a quiet side street. Our guests enjoy the best of both worlds as the restaurants, world-class galleries, and vibrant nightlife of Duval St. are just a half block away. You feel like a …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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

$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

$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

$239

2 BR / 2 BA / Sleeps 6

7 Reviews

$239

Inquire

Luxury 2Bed/Bath condo on the beach. (Sleeps 6)

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent7 Reviews

Details

Reviews

(7)

Beautifully remodeled, 1374 sq. ft., 2 bedrooms (both are King Beds) 2 Bath condo located on the beach in a resort complex -(SLEEPS 6). Gorgeously landscaped & located RIGHT NEXT TO SMATHERS BEACH, the largest beach in Key West! AMENTIES INCLUDE: Private 40' Balcony, Master suite, Resort includes a Private …
  • Waterfront
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(7)

Iowa Couple - Great Key West vacation

Left on Jan 19, 2012 for a stay in September 2011

This was our second trip to Key West and it was also a repeat stay in the
same place. The place was clean and nicely maintained as in our first
visit. The location on the beach is nice and we sure liked the convenience of being able to walk to Smather's Beach. We went with another couple and we all agreed the roominess of the place and also the heated pool on the beach, were both big factors…

PreviousNext property

$169

1 BR / 1 BA / Sleeps 2

20 Reviews

$169

Inquire

Atlantis House in Key West, Fl.

Key West cottage
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent20 Reviews

Details

Reviews

(20)

Romantic, Private, Boutique Guesthouse with only 2 suites in Key West, Florida steps away from the Beach and Ocean and the Key West Wildlife Center. Reserve 1 room for a couple or both rooms to accommodate up to 4. The owners Capt. Steve and Kayla offer Snorkeling, Sunset trips, eco-adventure trips, Dolphin Watch and …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • A/C or climate control

Details

Reviews

(20)

Another Stay in Paradise

Left on Feb 26, 2011 for a stay in February 2011

This was our 2nd visit to Key West and Atlantis House. Last year we experienced the coldest March in recent Key West history and when we were sharing our experience of last year with someone they were rather surprised we gave Key West a second chance. I paused to reflect on that comment. Not once did we ever consider not coming back to Key West and one of the compelling reasons to come back is…

PreviousNext property

$350

2 BR / 2 BA / Sleeps 6

3 Reviews

$350

Inquire

Premium 1800 Atlantic Key West - C232

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Unit C232 is one of the premium rental Condo's in the 1800 Atlantic Complex. Beautifully decorated with higher end furnishings. Top of the line full size fully equipped eat in Kitchen. Dining room area and spacious living room. Both Bedrooms and the living room open onto the expansive private balcony that runs the …
    • Suitable for children - ask
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (3)

    Another great stay!

    Left on Jul 15, 2010 for a stay in June 2010

    Every facet of our stay was perfect. We have stayed in many other places in Key West, and this is by far our favorite! We have stayed in this particular unit several times, and will continue to do so. The location is great: right on the ocean, on the quiet side, and stores, etc. are a short distance away, without having to brave the traffic of the whole"Duval area". The whole experience was easy…

    PreviousNext property

    $205

    1 BR / 1 BA / Sleeps 4

    12 Reviews

    $205

    Inquire

    Nassau Suite Old Town Key West

    Key West house
    1 BR / 1 BA / Sleeps 4 | Quick view
    Excellent12 Reviews

    Details

    Reviews

    (12)

    • Wireless Internet • Full Kitchen Nassau Suite is a bi-level suite with a very spacious bedroom upstairs a king bed, TV, writing desk w/outlet for computer and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, A/C and colorful Caribbean artwork. The …
      • Smoking allowed - ask
      • Suitable for children - ask

      Details

      Reviews

      (12)

      A nice and quiet place to stay

      Left on Jan 29, 2011 for a stay in January 2011

      Close to all activities in Duval street (walking distance).
      Possibility to stay outside on porch or on central area.
      Lots of privacy. Food store next door.

      One negative point maybe: no parking available

      PreviousNext property

      $558

      3 BR / 3 BA / Sleeps 5

      1 Reviews

      $558

      Inquire

      Ocean Retreat

      Key West condo
      3 BR / 3 BA / Sleeps 5 | Quick view
      Excellent1 Reviews

      Details

      Reviews

      (1)

      Private home of three bedrooms and 2 1/2 Baths within a gated community. High definition plasma TV found in every bedroom in addition to the living room and high speed internet available throughout. There is access to a large private association pool. This beautiful home is close to ocean and the beach. Only three …
      • Shared outdoor pool (unheated)
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Smoking allowed
      • Suitable for children
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (1)

      Ocean Retreat- luxe comfort without pretense!

      Left on Feb 28, 2014 for a stay in February 2014

      This three bedroom condo (two upstairs bedrooms with king and twin beds and ensuite baths and a downstairs bedroom with full-sized bed and right-next-door half-bath) exceeded all our expectations. The new pictures are accurate representations of the condition and quality of the property. Tasteful and yet relaxed, this is, without a doubt, our favorite condo in our eight years of vacationing in …

      PreviousNext property

      $188

      1 BR / 1 BA / Sleeps 4

      3 Reviews

      $188

      Inquire

      STEPS TO DUVAL! LUXURY, SLEEPS 2-4,

      Key West condo
      1 BR / 1 BA / Sleeps 4 | Quick view
      Excellent3 Reviews

      Details

      Reviews

      (3)

      The Bella Vita is a 1 Bedroom, 1 bath, luxurious, steps from Duval Street. Bella Vita is the sister unit to the La Dolce Vita in the same building, listing 431504. Please check out our for availability, photos and video. Everything is brand new from floor ceilings! 14 foot high ceilings! …
      • Internet Access
      • Housekeeping Optional
      • A/C or climate control
      • Central heating
      • Porch
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (3)

      Luxury property that has location, location, location!!

      Left on Feb 03, 2012 for a stay in January 2012

      We had such a wonderful time staying at Bella Vita that we are planning our next visit there. The property is a perfect getaway for a couple trying for some alone time; while enjoying all of the sites, sounds and tastes of Key West! The property is beautifully and tropically decorated with paintings from the owner decorating the walls. The kitchen is completely updated and beautiful. Best of…

      PreviousNext property

      $450

      4 BR / 3 BA / Sleeps 7

      4 Reviews

      $450

      Inquire

      4 Bedroom Home with private pool just off Duval St

      Key West house
      4 BR / 3 BA / Sleeps 7 | Quick view
      Excellent4 Reviews

      Details

      Reviews

      (4)

      Chick-A-Pea’s Cottage: Located in the gallery district of Key West. The house is steps off of Duval St. near Hemmingway’s house, the Southernmost Point, the Butterfly Museum and great shops, restaurants and bars . The location is quiet & private… yet in the heart of key west The house is a traditional Key …
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Pet friendly
      • Suitable for children - ask
      • Suitable for the elderly - ask

      Details

      Reviews

      (4)

      Key West Charm

      Left on Jun 30, 2013 for a stay in June 2013

      Perfect home for my family of 5 adults. Very clean, well maintained property. Lovely pool and cabana which functions as an outside room. Location was great - not too close to the noise of Duval Street but close enough to walk to all the action. Good restaurants, Butterfly Museum, and Hemingway House nearby.

      PreviousNext property

      $325

      2 BR / 3 BA / Sleeps 4

      34 Reviews

      $325

      Inquire

      The Mermaids House, Old Town Key West

      Key West house
      2 BR / 3 BA / Sleeps 4 | Quick view
      Excellent34 Reviews

      Details

      Reviews

      (34)

      Private Historic Bahama Conch Home in Old Town Key West. Fenced in with large tropical private quiet yard. Hundred year old trees to relax under in the hammock or lounge in the comfortable outdoor furniture for a respite from a day of touring.Great place to have a barbecue or read a book ,do yoga or meditation on the …
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Smoking allowed - ask
      • Suitable for children - over five
      • Suitable for the elderly - ask

      Details

      Reviews

      (34)

      Excellent choice for Key West!

      Left on Oct 14, 2011 for a stay in October 2011

      This is a great place to stay for seeing Key West! All the amenities you need for 2-4 people; has all the comforts of home and just 1 block off of Duval St. It's very well decorated, many original historic features, clean, and has a great backyard patio for outdoor dining, relaxing in the hammock, or just enjoying time there. Bikes are available for discovering the beaches, the Hemingway House …

      PreviousNext property

      $117

      1 BR / 1 BA / Sleeps 4

      1 Reviews
      1 / 54

      (1)

      Poor

      $117

      Book

      Artist cottage with hot tub

      Key West cottage
      1 BR / 1 BA / Sleeps 4 | Quick view
      Poor1 Reviews

      Details

      Reviews

      (1)

      The artist cottage is mainly used as a residence for visiting artist that are in town doing shows at my gallery. The cottage is very quiet and secluded with lots of privacy,situated amongst 100 year old trees and lush tropical foliage. The cottage was built in 1913 and is a true piece of old key west. The property is…
      • Hot Tub/Jacuzzi
      • Internet Access
      • Housekeeping Optional
      • Outdoor Dining Area
      • A/C or climate control
      • Pet friendly
      • Smoking allowed - ask
      • Suitable for children - ask
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      Details

      Reviews

      (1)

      Wonderful little cottage, not so wonderful owner

      Left on Apr 07, 2014 for a stay in June 2013

      First, let me say that I intended not to review this property simply because I didn't want to leave a negative review but today I got a letter in the mail that made me change my mind.The cottage was great, clean,neat,location great, and a great place for our little dogs, who were welcome. First there was no washing machine which didn't seem a problem because David assured us that our laundry …

      PreviousNext property

      $743

      3 BR / 4 BA / Sleeps 8

      1 / 25

      $743

      Inquire

      Ocean Paradise

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

      Details

      Three bedroom, four bathroom private home with heated pool stocked with massage water jets and special colored lighting. Breathtaking sunsets can be seen from third floor deck overlooking the Ocean. High definition plasma TV and surround stereo throughout the home. High Speed internet and faxing available as well. …
      • Ocean or water views
      • Internet Access
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Pet friendly - ask
      • Suitable for children
      • Suitable for the elderly - ask
      • Wheelchair accessible - ask

      PreviousNext property

      $250

      2 BR / 2 BA / Sleeps 6

      1 / 18

      $250

      Book

      Ultra 2 BR, 2 bath for Jan 24-Jan 31

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

      Details

      Incredible resort during the "peakest" of peak seasons in Key West, Florida. This extraordinary resort is not right in the heart of the Duval Street area, and it therefore offers the best of both worlds to visitors. Since it's within a short car or cab or scooter or bike ride from the Old Town area, if you…
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible

      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

      $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

      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

      $198

      1 BR / 2 BA / Sleeps 6

      3 Reviews

      $198

      Book

      Bonaire Suite- 1/2 block from Duval St. w/ pool

      Key West cottage
      1 BR / 2 BA / Sleeps 6 | Quick view
      Excellent3 Reviews

      Details

      Reviews

      (3)

      The Bonaire Suite is a bi-level suite decorated in a rich contemporary Palm Tree motif with two queen beds separated by a privacy curtain in the upstairs bedroom. The upstairs bath features a custom tumbled marble shower with glass door. Downstairs is a living room with sofa which converts to a queen bed and love …
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible - ask

      Details

      Reviews

      (3)

      Very satisfied and would love to stay again.

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

      We enjoyed every minute of our stay. The Bonaire suite was perfect for us. The courtyard and gardens were professionally maintained and extremely beautiful. The birds made it feel tropical and the pool was a great way to end each day. I highly reccomend this for any mature guests and we will definetly stay here again.

      PreviousNext property

      $220

      2 BR / 2 BA / Sleeps 6

      2 Reviews

      $220

      Inquire

      Oceanfront 2 Bedroom 2 Bath Condo Key West Florida

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

      Details

      Reviews

      (2)

      The "SeaJay" at La Brisa is located in a gated community overlooking the Atlantic Ocean just steps away from Smathers Beach with it's pristine sand and palm trees. Directly across the street is Key West's longest sidewalk along the beautiful ocean for bike riding, jogging or walking. Smathers Beach offers diving, …
      • Waterfront
      • Ocean or water views
      • Hot Tub/Jacuzzi
      • Sauna
      • Internet Access
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible

      Details

      Reviews

      (2)

      Ocean Front Condo on Smathers Beach Gets an a+ for Value, Comfor

      Left on Apr 07, 2014 for a stay in March 2014

      Waking up after staying our first night at the condo located at La Brisa #105 East, I barely lifted my head up off the pillow and I could see the ocean! Wow, that was a nice wake-up!
      The condo is very roomy, clean and tastefully decorated without any clutter. A great balcony with fantastic views is was super relaxing too.
      A fully functioning kitchen was at the ready but other than making coffee…

      PreviousNext property

      $298

      2 BR / 2 BA / Sleeps 6

      15 Reviews

      $298

      Book

      Hidden Treasure

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

      Details

      Reviews

      (15)

      Hidden from sight, among a colony of freestanding conch cottages, surrounded by lush tropical landscaping, you will find Hidden Treasure. Truly a treasure, it is the sister cottage of Island Style, owned by two sisters who share a passion for Key West. It features every high end amenity that you could possibly desire…
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible

      Details

      Reviews

      (15)

      Will be going back

      Left on Jul 31, 2012 for a stay in May 2012

      We stayed at Hidden treasure in May 2012. Great place, great management, and actually a lot bigger and more private than I expected. We had four people and two dogs and it wasn't crowded at all. I pretty much think of going back every day. Its within walking distance to everything, including Irish Kevin's which is awesome.

      PreviousNext property

      $359

      2 BR / 3 BA / Sleeps 5

      32 Reviews

      $359

      Inquire

      Key West Harbour Oceanfront Suites

      Key West condo
      2 BR / 3 BA / Sleeps 5 | Quick view
      Excellent32 Reviews

      Details

      Reviews

      (32)

      Fully Appointed Suite- Condominium Unit- 2 Bedrooms, 2.5 Baths (Sleeps 4-5) Our beautifully landscaped property and contemporary housing will provide you with a serene tropical setting ideal for a relaxing vacation getaway. Located off the azure waters of the Atlantic Ocean, minutes away from downtown Key West, …
      • Waterfront
      • Ocean or water views
      • Sauna
      • Internet Access
      • Housekeeping Optional
      • Pet friendly
      • Suitable for children
      • Suitable for the elderly
      • Wheelchair accessible

      Details

      Reviews

      (32)

      Out of Sight Excellence!

      Left on Nov 20, 2013 for a stay in October 2013

      From the very beginning of entering the property we knew that it was going to be special.
      From Karen V. to Chef Clive who is one great Chef we cannot say enough about their care and handling of our three days. The facility is quiet and very clean we had a two bedroom suite. Waterfront with entrance to there pristine harbor wow what not to like especially there olympic size pool.

      PreviousNext property

      $215

      1 BR / 1 BA / Sleeps 2

      1 / 24

      $215

      Inquire

      Casa Alegre

      Key West villa
      1 BR / 1 BA / Sleeps 2 | Quick view

      Details

      Nestled midway between the Atlantic Ocean and the Gulf of Mexico is Casa Alegre, an easy-living one-bedroom, one-bath duplex cottage featuring a bubbling hot tub on its own private deck. The White Street corridor is an Old Town neighborhood unto itself, yet the world-famous Duval Street in easy walking distance. In …
      • Hot Tub/Jacuzzi
      • Internet Access
      • Patio
      • Parking
      • Grill
      • Suitable for children - ask
      • Suitable for the elderly - ask

      PreviousNext property

      $271

      2 BR / 1 BA / Sleeps 4

      1 / 8

      $271

      Inquire

      Calico Cove

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

      Details

      Two bedroom / 1 bath, second floor, corner unit with front and back porches located at the Shipyard in Old Town, two blocks from Duval Street and everything that's happening in Key West but quiet enough to relax when you need to. Master bedroom has a queen size bed and guest bedroom two twin size beds to accommodate …
      • Washing Machine
      • Clothes Dryer
      • A/C or climate control
      • Central heating
      • Porch
      • Suitable for children - ask
      • Suitable for the elderly - ask

      PreviousNext property

      $286

      3 BR / 3 BA / Sleeps 6

      1 / 10

      $286

      Book

      A Dream come True

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

      Details

      ******** Key West laws state that this property can only be rented out monthly******* This lovely home is in the Casa Marina District of Key West. It has a front porch, front balcony that the 2 smaller bedrooms have access to, a large patio by the heated private pool in the back yard, and a balcony off the master …
      • Internet Access
      • Housekeeping Optional
      • Washing Machine
      • Clothes Dryer
      • Outdoor Dining Area
      • Pet friendly - ask
      • Suitable for children

      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…

      1 23456
      page 1 of 10
      Load more