Showing

PreviousNext property

$180

3 BR / 3 BA / Sleeps 6

FAN-tastic Getaway - Key West vacation rentals
1 / 24

$180

Inquire

FAN-tastic Getaway

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

Details

FAN-tastic GETAWAY: Formerly owned by actress and fan dancer, Sally Rand.60" Smart TV and surround sound in living room; Dade County pine walls, wine cellar and every conceivable culinary tool in kitchen.1st floor master suite with Smart TV, WIFI, and bathroom ensuite with indoor shower and outdoor private shower…
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Television
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$800

4 BR / 3 BA / Sleeps 10

6 Reviews

$800

Inquire

Pavilion Villa ~ Weekly Rental

Key West house
4 BR / 3 BA / Sleeps 10 | Quick view
“ Very Good ” 6 Reviews

Details

Reviews

(6)

A Private Tropical Paradise... is the feeling you get when you enter the pavilion of this extraordinary award winning villa just a half block off Duval St. in Old Town Key West. I first visited this private home when it was featured on the prestigious Garden Home Tour of Key West which opens a few select private homes…
  • Housekeeping Optional
  • A/C or climate control
  • Parking
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(6)

Great Stay!

Left on Jan 12, 2011 for a stay in April 2010

We stayed here with a big group in April, and had the time of our lives. GREAT PLACE!

We got there early, and the maid was still cleaning when we walked in. She was hesitant to let us leave our bags there because of liability reasons, which we totally understood. She let us leave them there anyway, and all was well. :)

There are actually 3 bedrooms available, but you can make it 5. My …

PreviousNext property

$168

1 BR / 1 BA / Sleeps 4

23 Reviews

$168

Book

ORCHID SUITE - 1 Bd, 1 Bth, 1 Block From Duval - Private Parking!

Key West condo
1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 23 Reviews

Details

Reviews

(23)

Part of the Nightly group unit Tres Flores You won't find a better private off-street parking is just outside your door. Turn down 'Free School House Lane' (the entrance to Nancy's Secret Garden and 1/2 block from the Marquesa Hotel & Restaurant) and you are home! Featuring a queen pillow-top bed with light …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(23)

Beautiful little apartment

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

We stayed at the Orchid. So nice, cute, and CLEEEAN. Just what we wanted.

One of the ladies at the office was rude.

PreviousNext property

$233

2 BR / 3 BA / Sleeps 6

21 Reviews

$233

Inquire

A Place in Paradise

Key West condo
2 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 21 Reviews

Details

Reviews

(21)

A PLACE IN PARADISE - Experience Key West living in this 2 bedroom 2.5 bath Conch-Style home in Truman Annex. This home features a fully equipped kitchen, dining area, half bath and living room with french doors that open to a sunny private patio. Outside dining area ideal for Happy Hour, grilling your fresh catch …
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Parking
  • Grill
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(21)

Location, Location, Location

Left on Nov 06, 2008 for a stay in June 2008

The location was the biggest asset. Basically everything we wanted to do was within driving distance except our fishing and snorkling excursions. The house would have been very comfortable for 4 but having 6 was little crowded. The biggest draw back to us was that our son and his family brought their car from Georgia with them and they had no where to park since there was only 1 space for …

PreviousNext property

$184

2 BR / 1 BA / Sleeps 4

3 Reviews

$184

Book

"SECRET GARDEN" - Weekly Or Monthly (Truman Annex) - A Step Above,Steps Away!

Key West condo
2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** Granite counter tops are in the well outfitted kitchen. The bath has travertine on the floors and walls- its small but very attractive with a bath/ shower combination. This great location, together with interiors by one of Key …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Key West Vacation Rentals was great to work with.

Left on Dec 25, 2013 for a stay in December 2013

We loved our stay at Truman annex at the Secret Garden. Working with Key West Vacation Rentals was awesome. Had a little problem when we first checked in with construction going on in the unit next door. We went back to the office and they were very accommodating and helpful. They allowed us to change units and even helped us carry our luggage to our new unit. When we return to Key West we will…

PreviousNext property

$198

2 BR / 2 BA / Sleeps 6

1 Reviews

$198

Book

TRINIDAD SUITE #105 - 2/2 Condo w/ Pool & Hot Tub - 1 Mile To Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Comfortable value

Left on Jan 27, 2015 for a stay in January 2015

We stayed here once back in 2001. The place hasn't changed. That's good and not so good. Good because the facility met our needs for a short stay to participate in the Key West Half Marathon. The price was right (for Key West) and it was clean and comfortable. The staff was attentive. The not so good is that it hasn't changed since 2001. Furnishings and decor need updating. It's a little …

PreviousNext property

$368

2 BR / 1 BA / Sleeps 4

1 / 27

$368

Book

"DUVAL HIDEAWAY" Nightly Rental w/ Shared Hot Tub. Located On Duval

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

Details

Duval Hideaway features all the comforts of home, and then some! A full kitchen with everything needed to prepare a gourmet meal including washer/dryer, glass top stove, dishwasher, blender, toaster, coffee maker and radio/CD player. Each of the queen bedrooms has a 24' LCD TV, spacious closets and down pillows. A…
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$467

5 BR / 5 BA / Sleeps 14

1 / 40

$467

Book

"SHARK KEY CHATEAU" Incredible 3-Story Mansion w/ Private Beach, Pool, & Spa

Key West house
5 BR / 5 BA / Sleeps 14 | Quick view

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Shark Key Chateau is 'Grande' to say the least. With unspoiled views from every angle, to playful colors, and unrivaled decor and design, this home is a Chateau unlike any other. Shark Key Chateau is designed in true keys …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$188

4294967295 BR / 1 BA / Sleeps 2

4 Reviews

$188

Book

"HONEYMOON HIDEAWAY" Romantic Getaway Spot For Two - Private Hot Tub

Key West cottage
1 BA / Sleeps 2 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

The kitchen offers an under-counter fridge, microwave, coffee maker, toaster, blender and everything to cook, prepare and enjoy a light meal…and don’t forget the BBQ grill and Ice-maker by the pool! This very comfortable unit also has a very sexy two-person custom shower with glass door, hairdryer, soaps, …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

True outdoor living!

Left on Apr 04, 2014 for a stay in March 2014

The place we stayed at was small inside, but big on the outside space. The courtyard was beautiful and added another dimension to the space. Like a living room in the tropics!

PreviousNext property

$188

4294967295 BR / 1 BA / Sleeps 2

36 Reviews

$188

Book

"ROMANTIC RETREAT" Private Hot Tub - Very Secluded - Half Block To Duval St.

Key West cottage
1 BA / Sleeps 2 | Quick view
“ Excellent ” 36 Reviews

Details

Reviews

(36)

Romantic Retreat features a king pillow-top bed, Tommy Bahama furniture, flat screen TV and tropically inspired original fine art. The recently renovated kitchen includes granite counter tops, under counter refrigerator, microwave, toaster/oven, coffee maker, blender and soft mood lighting under and above the cabinets…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(36)

"Little Love Shack"

Left on Jun 25, 2009 for a stay in December 2008

Fabulous place to stay, loved the private hot tub and the pool area. Nice
comfortable room, mini kitchen, we did not cook but the frig was nice to have.
CVS just a half block away to pick up those things you forgot to bring and ice.
Perfect location, we walked everywhere. No need for a car or bike. Possibly a
bike, we thought about renting one but never got around to it. Would

PreviousNext property

$138

4294967295 BR / 1 BA / Sleeps 4

1 Reviews

$138

Book

"OSPREY SUITE @ THE SANCTUARY" Affordable Cottage w/ BBQ Grill & Hot tub

Key West cottage
1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Part of Southernmost Sanctuary Suites The Osprey Suite (Formerly the Osprey Suite) - Located in the Garden at the Southernmost Studios, the Osprey Suite is the perfect island getaway. Located within walking distance to all of the charms in Old Town you'll never want to leave! The Osprey has a Queen Bed as well as …
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Satellite or cable TV
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Wow... just Wow. So incredible.

Left on Aug 28, 2014 for a stay in August 2014

This was a last minute booking for us.. we had no idea what type of room we would be getting. Boy were we surprised! The gate is a little hard to find at first and you begin to wonder if it's going to be a bad idea... but then you walk into something like The Secret Garden. Stone walkways with gorgeous greenery and colorful flowers blooming... adorable plaques with funny phrases... seating …

PreviousNext property

$138

4294967295 BR / 1 BA / Sleeps 2

30 Reviews

$138

Book

"MALLORY SUITE" 1 Block from Duval St. Great KW Deal

Key West condo
1 BA / Sleeps 2 | Quick view
“ Excellent ” 30 Reviews

Details

Reviews

(30)

The Mallory Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity. Take advantage of this …
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(30)

Authentic Key West Experience

Left on Jun 25, 2009 for a stay in December 2008

Beautifully decorated cottage--We could live there year-round! Key West inspired furniture, a full newly remodeled kitchen, and modern bath. Walking distance to all the sights (only a block from Duval), yet nice and quiet. The cottage was very modern and clean, and the rental staff was very helpful and friendly. We found this on a pet friendly website and our Golden loved the fenced in area …

PreviousNext property

$418

3 BR / 4 BA / Sleeps 8

50 Reviews

$418

Book

TROPICAL RETREAT- Upscale Home w/ Private Pool & BBQ Grill 1/2 Block To Duval

Key West house
3 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 50 Reviews

Details

Reviews

(50)

Tropical Retreat, at 519 Catherine Street, is on a quiet lane half a block off the upscale Upper end of Duval St. where there are many sophisticated restaurants, high-end art galleries and shops. Downtown Duval St. is within easy walking distance from Tropical Retreat to enjoy the exciting nightlife, music, bars and …
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(50)

Perfect place to stay with a family

Left on Jun 24, 2009 for a stay in July 2007

It was truly a perfect place with the pool, patio, location, and was laid out just great. We had 8 people (4 adults & 4 teenagers) and had more than enuff room for everyone. Can't imagine anyone would be dissappointed. Also had a large enuff secure driveway that we could park our full size rental van inside behind a lockable gate (i.e. no parking problems).

PreviousNext property

$70

2 BR / 2 BA / Sleeps 6

1 / 23

$70

Inquire

Boater's Beach Haven

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

Details

BOATER'S BEACH HAVEN: Located midtown on Florida Bay. Take advantage of the private boat dock; bring your own boat or rent one in Key West. Old Town is a quick bike ride away. 2-bedroom condo with fully-stocked kitchen. Master bedroom has bathroom ensuite with spa tub. Guest bedroom with queen bed, queen …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Parking
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$138

4294967295 BR / 1 BA / Sleeps 4

2 Reviews

$138

Book

"EGRET SUITE @ THE SANCTUARY" Cute Cottage w/ Hot Tub Just Steps to The South

Key West cottage
1 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Part of Southernmost Sanctuary Suites Located on Historic Simonton Street, these suites are the perfect cozy escape you've been looking for! An adorable front porch to watch the people biking, walking or scooting along. Start your mornings on the porch with your Cuban coffee and a good book before you hit the …
  • A/C or climate control
  • Patio
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Little slice of heaven with my dogs

Left on Jul 25, 2014 for a stay in July 2014

The Egret Studio is very close to the Southernmost Point and next door to a Cuban cafe, so I had coffee there every morning. The studio is very clean, well appointed and we were able to bring our dogs: they had a great time in Key West.

The location is pretty quiet and very convenient, just a couple of short blocks from Camille, one of the best restaurants in town.

We will be back. Soon.

PreviousNext property

$345

2 BR / 2 BA / Sleeps 6

6 Reviews

$345

Inquire

Key West Crown Jewel

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

KEY WEST CROWN JEWEL: 2-bedroom, 2-bath, penthouse condominium with 1350 square feet of living space.WIFI, flat-screen plasma television with Bose surround sound system in the living room, as well as TV/VCR/DVD/CD players in each bedroom. Large, fully-equipped modern kitchen with granite countertops and stainless …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(6)

Its' 5 someplace

Left on Feb 03, 2010 for a stay in January 2010

We had a really great time and the condo had everything you would want. The TV etc. had 5 remotes that was a little confusing till we figured out you only needed one to do what we wanted and that was watch TV. I would somehow separate them so it is not confusing. View is great,condo was decorated beautiful and beds confortable. Wifi connection was really helpful and we would come back.
bill & …

PreviousNext property

$650

4 BR / 3 BA / Sleeps 10

1 Reviews

$650

Inquire

Amanda's Dream Suites ~ Weekly Rental

Key West house
4 BR / 3 BA / Sleeps 10 | Quick view
“ Average ” 1 Reviews

Details

Reviews

(1)

Originally built in 1938, Amanda's Dream Suites vacation rental is a charming large wooden home offering two full stories with deep porches which overlook the garden and pool. An exterior stair case on one end of the building join the first and second floor. A renovation of the home in the early 1990's …
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Linens Provided
  • Television
  • Stereo or CD player
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Comfortable but over priced, tired and in need of updating.

Left on Mar 16, 2014 for a stay in March 2014

Management company was very inattentive to advertised included amenities. No beach towels to use or forks in the kitchen for three days after three requests. An added note this property is in the direct flight path of the airport so it can be deafening at times.

PreviousNext property

$70

1 BR / 1 BA / Sleeps 4

5 Reviews

$70

Inquire

Varela Cottage

Key West house
1 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 5 Reviews

Details

Reviews

(5)

VARELA COTTAGE: One bedroom cottage with sleeping loft and private Jacuzzi. Enter the great room with a large master bedroom and small sun room at the front of the house.Dining area leads to a large kitchen and beautiful view of your own piece of paradise. Sliding glass door to a lovely deck with private hot tub …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Television
  • DVD Player
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

1118 Varela St. Journey!

Left on Mar 09, 2010 for a stay in February 2010

My first evenings rest was very uneasy at most, I was confronted with sprits from times past.It was however a very satisfying stay after speaking my peace and terms.I could tell that this home must have been an older conch home many years ago and I am sure it has many secrets hidden within its walls. I is a very comfertable home with many warm possibilities. The back yard was a very nice santuary…

PreviousNext property

$378

2 BR / 2 BA / Sleeps 6

13 Reviews

$378

Book

PASSOVER COTTAGE - Adorable, Historic Home w/ Caribbean Attitude and Pvt Pool

Key West house
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 13 Reviews

Details

Reviews

(13)

This house is in a quiet residential neighborhood where loud boisterous parties are not appropriate. This 2 bedroom, 2 bath, 2 story house has an open floor plan featuring lots of pine walls and floors throughout. Upstairs is the king bedroom and a full bath and downstairs is the second bedroom which has a two twin…
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(13)

Loved it! Great neighbours!

Left on Aug 22, 2011 for a stay in August 2011

We had a great time in Key West! This is a great little hidden cottage. Almost downtown, but with a feeling of total seclusion. I would recommend this location for a family up to six or two couples. Lots of room and well maintained. Good job Key West Vacation Rentals! We will be back!

PreviousNext property

$215

1 BR / 1 BA / Sleeps 2

11 Reviews

$215

Inquire

Campbell Suite

Key West condo
1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 11 Reviews

Details

Reviews

(11)

Having spent a long weekend in this one bedroom, one and a half bath apartment, one previous guest described it as a "cozy condo hideaway in the heart of historic Key West." The historic significance is close to home. It starts with the white stucco building that houses this suite and other vacation condos. The three-…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control

Details

Reviews

(11)

The best condo!

Left on Dec 15, 2011 for a stay in November 2011

The condo was as cute as can be. Decorated beautifully, clean, and in a perfect location. It was a great vacation.

PreviousNext property

$208

4294967295 BR / 1 BA / Sleeps 2

1 Reviews

$208

Book

"KEYLIME COTTAGE" 1 Block From All The Duval Action! Pvt Parking, Shared Pool

Key West condo
1 BA / Sleeps 2 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Brand New to the Rental Market! Part of Banana's Foster Guest House This cozy 2nd floor studio is perfect for a couple looking to be in the middle of the Duval action! After entering the compound from the shared off street parking into the courtyard with shared plunge pool and BBQ grill, go upstairs to a large …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great Location - Everything you need for the Key West

Left on Nov 11, 2014 for a stay in November 2014

This place was perfect for what we were looking for:

Close to Duval, Close to Front Street, Pet Friendly, Shared Space but still alot of privacy. It is a small one bedroom, one bathroom, with shared balcony access. It is perfect for 2 people in Key West for a weekend get-a-way. I would recommend it and would rent out this unit again for our next trip to the Keys.

PreviousNext property

$250

1 BR / 1 BA / Sleeps 2

70 Reviews

$250

Inquire

Rose Cottage

Key West house
1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 70 Reviews

Details

Reviews

(70)

Old Key West style defines this charming Bahamian Colonial studio hidden away on Rose Lane, which runs only one block from Simonton to Duval. The building right next door on Simonton, Casa Antigua, was Hemingway's first island residence, where in 1928 he wrote Farewell to Arms. Going the other way, the lane intersects…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(70)

Great Getaway Spot

Left on Sep 23, 2008 for a stay in April 2008

I am working in Iraq and had just a short time for a break, dreamt about a place with a pool down in the Keys.
This location sounded great - and it lived up to our expectations. Everything worked, it was spotless, it had all the amenities, it was completely private and just a short walk from the main street of Key West. Outstanding location. The back yard was great, there were no bugs, the ladder…

PreviousNext property

$67

1 BR / 2 BA / Sleeps 2

2 Reviews

$67

Inquire

Sunny View

Key West house
1 BR / 2 BA / Sleeps 2 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

SUNNY VIEW: Adorable, affordable, and a great location! Located in Old Town Key West, this 1 bedroom 2 bath cottage is a gorgeous spot to rest and recuperate from the real world. Quaint porch off the living room looks out to a fenced yard and BBQ grill. In a quiet neighborhood a few steps from famous El Siboney …
  • Internet Access
  • A/C or climate control
  • Grill
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Fantastic

Left on Feb 09, 2011 for a stay in January 2011

We had a wonderful time. The weather was great. The cottage was in the perfect location, very clean and filled with everything we needed. It was better than the condo we had last year. The only negative I can think of is the month wasn't long enough. Hope to be back in the future.

PreviousNext property

$275

2 BR / 2 BA / Sleeps 6

1 / 17

$275

Inquire

Sunrise Suites Resort

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

Details

Enjoy this quiet 2 bedroom, 2 bath condominium tucked away from all the excitement of Key West. Spend your days lounging by the shared lagoon shaped pool surrounded by beautifully lush tropical foliage. Or take just a short walk to Smather’s Beach where you can spend your time snorkeling, parasailing, or just …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$508

3 BR / 3 BA / Sleeps 10

1 / 32

$508

Book

Conch Republic Cottages - 3 Bed 3 Bath Group Property - Steps from Duval St!

Key West cottage
3 BR / 3 BA / Sleeps 10 | Quick view

Details

This nightly group rental consists of 3 separate units. 1) Porchside Paradise 2) Orange Blossom Suite 3) Deckside Suite . Three separate bedrooms with queen sized beds. Two sleeper sofas and two private hot tubs! Located at 510 Petronia St, literally steps from Duval St! Take advantage of the vivid nightlife, …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Deck
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$229

2 BR / 2 BA / Sleeps 6

6 Reviews

$229

Book

1/2 Block to Duval, World of its own -Nassau Suite

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

The Nassau Suite is one of the largest suites in The Bahama House. Featuring 2 King Bedrooms, 2 Bath and 2 Day-rooms with Futons. Quietly Tucked away in a world of it's own, yet literally only steps away from all that Key West has to offer. Whether your looking for a place to meditate or find an endless party, The …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(6)

Wish I had found this place 15 years ago.

Left on Jan 06, 2014 for a stay in December 2013

Stayed in the Nassau the week of Christmas thru New Years. Came down with two other couples. The pictures do not do this place justice. Plenty of room for all. Having two bathrooms was also a plus. Very close to Duval street, and anywhere you really would want to go is in walking distance, minus the beach, but is a short/cheap taxi ride away. Our unit had 90% new furniture, and matresses. …

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
“ Excellent ” 49 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

$2,325

11 BR / 11 BA / Sleeps 24

1 Reviews

$2,325

Inquire

The Meeting Point - Key West ~ Weekly Rental

Key West house
11 BR / 11 BA / Sleeps 24 | Quick view
“ Poor ” 1 Reviews

Details

Reviews

(1)

The Meeting Point – Key West is by-far the most spacious and classically elegant vacation rental property on the island. Situated in the heart of Old Town, there is nothing else like it. If you’re looking for luxury and plenty of room, The Meeting Point is the grandest vacation rental in Key West, both in …
  • Housekeeping Optional
  • A/C or climate control
  • Balcony or terrace
  • Garden
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Not up to standars

Left on Apr 09, 2015 for a stay in March 2015

Not well mantained

Low quality furniture, and kitchen equipment, silver and tableware very cheap, plastic glases and cups. For 23 people very small dinning are. Not clean. For the price we paid it was a disappointment.

Good thing: excelent location and good parking space.

PreviousNext property

$188

1 BR / 1 BA / Sleeps 4

30 Reviews

$188

Book

"OCEANIA SUITE" - Quiet 'Old Town' Cottage - Beautiful Shared Pool

Key West condo
1 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 30 Reviews

Details

Reviews

(30)

This immaculately clean and comfortable air conditioned suite features beautiful vaulted ceilings and pastel colored walls as well as a top of the line flat screen TV and stereo. The living room has tropical furniture and a w/ Queen Sleeper Sofa. Efficiency kitchen is fully equipped for cooking w/ dishes, pots & pans…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(30)

Fantastic

Left on Jun 24, 2009 for a stay in February 2008

This was the perfect set up for a small family with young children. Kids slept on the pull out couch after making them a quick dinner in the kitchen. While they slept, we enjoyed a bottle of wine and fantastic take out on the porch from many of the local restaurants, one of which is a stone's throw away. Set right in the historic district without the noise, and having the pool there was …

PreviousNext property

$198

2 BR / 2 BA / Sleeps 6

1 / 25

$198

Book

SAINT MARTIN SUITE #207 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

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

Details

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$138

4294967295 BR / 1 BA / Sleeps 2

27 Reviews

$138

Book

"TRUMAN SUITE" 1 Block To Duval St. Great KW Deal.

Key West condo
1 BA / Sleeps 2 | Quick view
“ Excellent ” 27 Reviews

Details

Reviews

(27)

The Truman Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity. Take advantage of this …
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(27)

Very nice and private experience

Left on Jun 24, 2009 for a stay in November 2007

I felt the service and the Truman Efficiency were fine. They were of a
fine size. Comfortable bed and clean as well. Upgraded bathroom with
plenty of hot water and kitchen supplies. There is a shared pool, but it
was also fine. The efficiency was close to other Key West Activities and
we could walk almost anywhere. It was pricey. But most everything is in
Key West during this time.

PreviousNext property

$70

2 BR / 2 BA / Sleeps 6

1 / 32

$70

Inquire

A Little Slice of Paradise

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

Details

A LITTLE SLICE OF PARADISE (monthly rental): Secluded community, steps from the golf course, minutes from the beach, airport and some of the locals' favorite restaurants. 2 bedrooms, 1 full bath upstairs; open floor plan downstairs with sleeper sofa for guests, half bath, and screened porch. WIFI, HDTVs, fully-…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Television
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$249

3 BR / 2 BA / Sleeps 8

10 Reviews

$249

Book

Steps to Duval, Old Town Charm -Grand Bahama Suite

Key West condo
3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 10 Reviews

Details

Reviews

(10)

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

(10)

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

$400

2 BR / 2 BA / Sleeps 4

11 Reviews

$400

Inquire

Casa Camilla

Key West house
2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 11 Reviews

Details

Reviews

(11)

You'll know you've found island heaven--the term heaven meaning transcendence or going beyond the ordinary--when you enter Casa Camilla. This two-bedroom, two-bathroom home located in the lovely Meadows neighborhood of Old Key West is extraordinary inside and out. The outside rear half of the property is beautifully …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(11)

absolutely gorgeous!

Left on Dec 07, 2011 for a stay in November 2011

The house is absolutely beautiful and in a great location; easy to get to Duval street. Very quiet neighborhood. The house had everything except internet access and a heated pool/jacuzzi.

PreviousNext property

$209

2 BR / 2 BA / Sleeps 5

14 Reviews

$209

Book

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

Key West condo
2 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 14 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

$208

2 BR / 1 BA / Sleeps 4

24 Reviews

$208

Book

"SEA BREEZE" - Luxurious 2/1 Condo in Old Town, A Parrot Heads Paradise!

Key West condo
2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 24 Reviews

Details

Reviews

(24)

Sea Breeze features all the amenities of then some! A full kitchen with glass top stove, dishwasher, icemaker, blender, toaster, coffee maker and radio/CD player to play your favorite Jimmy Buffet CD while enjoying a fresh cup of isn't a better way to start your day in paradise! A covered porch/sitting area off …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(24)

The best vacation I've had in a long time.

Left on Jun 25, 2009 for a stay in February 2009

1. The rental Sea Breeze was extremely clean, comfortable and homey. It was
within walking distance to the majority of Old Key West that we wanted to see.
The residents are very friendly and helpful. An example; we we standing on a
street corner looking at a map trying to get our "bearing" when a very pleasant
lady came up to us and said, "You look like you may be lost or confused, may I

PreviousNext property

$338

3 BR / 2 BA / Sleeps 8

10 Reviews

$338

Book

"CASA KEY WEST @ DUVAL SQUARE" Extra Large Condo Located On Duval St.

Key West condo
3 BR / 2 BA / Sleeps 8 | Quick view
“ Very Good ” 10 Reviews

Details

Reviews

(10)

Located in Duval Square (between Duval St and Simonton St) where fine and varied dining abounds (Square One, Origami Sushi Restaurant and New York Garden Cafe), This development extends from Duval Street to Simonton Street and is in the heart of historic Old Town. It is comprised of residential units upstairs and …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(10)

Beautiful Condo, Relaxing Community

Left on Apr 02, 2013 for a stay in March 2013

Had a great two-night stay with my all-adult family of 5. The condo has three full bedrooms so it was very comfortable for our group. The condo also features 2 completely windowed living areas (one upstairs, one downstairs) with stunning views of the harbor. The patio gets lots of sun for reading and sunbathing. We spent evenings cooking in the open kitchen and on the patio grilling.

PreviousNext property

$167

4 BR / 3 BA / Sleeps 10

1 / 31

$167

Inquire

30 night minimum stay requirement. Key Haven Retreat - 4 Bedroom House with

Key West house
4 BR / 3 BA / Sleeps 10 | Quick view

Details

This 4 Bedroom Key Haven open-water home has it all!! Enjoy the custom in-ground pool, barbeque and dine in at your waterside gazebo. You can relax upstairs in the custom finished open porch which features a beautiful open water view. This home also offers a downstairs porch which includes a bar area where you can …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$67

2 BR / 3 BA / Sleeps 6

2 Reviews

$67

Inquire

Duval on the Square

Key West house
2 BR / 3 BA / Sleeps 6 | Quick view
“ Very Good ” 2 Reviews

Details

Reviews

(2)

DUVAL ON THE SQUARE: Located at the Duval Square on Duval but above all the hubbub, built on the 2nd and 3rd story of the complex.Nicely decorated with bedding for up to 6 guests. Sleeper sofa and loveseat in the living room are terrific for an afternoon of relaxing or to snuggle up to watch a movie in the evening. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Vacation spot

Left on Apr 16, 2009 for a stay in March 2009

For a month or less, this would be a great place to stay. The only issue was parking. It was in a parking garage underneath the townhomes, but people rarely pay attention to their assigned parking spots. Several times I had to park within 1-2 inches of the concrete pillars because of other inconsiderate drivers. Other than that, great place to stay, and well managed. And like the description…

PreviousNext property

$183

3 BR / 3 BA / Sleeps 8

1 / 21

$183

Inquire

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

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

Details

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

PreviousNext property

$400

2 BR / 2 BA / Sleeps 6

18 Reviews

$400

Inquire

The Meadows House

Key West house
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 18 Reviews

Details

Reviews

(18)

If you choose this two-bedroom, two plus bath home for your Key West vacation, you won't be sorry. While Key West has some fourteen neighborhoods, locals identify The Meadows area, your vacation neighborhood, as the most neighborly. Here you'll find houses with a statistically high year-around residency, relatively …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(18)

Week In Key West

Left on Aug 16, 2011 for a stay in July 2011

The house was very nice, the back yard/pool
were great...Enjoyed it very much.
Check in & out very easy.

PreviousNext property

$318

3 BR / 2 BA / Sleeps 8

9 Reviews

$318

Book

"AMELIA HOUSE" - Private Hot Tub - Half Block To Duval St - Sleeps 8!

Key West house
3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 9 Reviews

Details

Reviews

(9)

Amelia House is surrounded by fine restaurants, art galleries, and fine shopping. The living room incorporates a sofa and chairs, in a colorful Caribbean print, which compliments the soft peach wall color. Included are rattan tables to complete the comfortable ambiance of the great room which includes a kitchen …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(9)

We didn't want to leave the amelia House!

Left on Dec 02, 2013 for a stay in November 2013

From the beginning, Craig in the office helped us find the right house for our vacationing family. He was a pleasure to work with! I am so glad we picked the amelia House. The location off Duval Street is the best. And a parking spot! Close to everything yet quiet for sleeping. It is so perfect for a group wanting 3 bedrooms. I expected a lot... but the house actually exceeded my expectations. …

PreviousNext property

$468

4 BR / 2 BA / Sleeps 12

1 Reviews

$468

Book

"SEAPORT SUITE" - Great Party House w/ Hot Tub! 1 Min Walk to Sloppy Joe's

Key West condo
4 BR / 2 BA / Sleeps 12 | Quick view
“ Poor ” 1 Reviews

Details

Reviews

(1)

Seaport Suite is available for daily or weekly vacation rentals and located on the second floor of 219 Simonton in Old Town Key West. The location is as close to perfect as you can get, being one block off Duval Street and within walking distance to every single thing you could possibly want to do. With four bedrooms …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Seaport Suite not the place to stay

Left on Dec 02, 2014 for a stay in November 2014

Rental agents were very helpful can't complain about them or the maintenance staff. The property was not in the best shape. washer dryer didn''t work , had to have it replaced. One bathroom did not drain properly so when showering you could also take a bath. Ants all over the kitchen and bathrooms. Not impressed for the price I paid.

PreviousNext property

$700

4 BR / 4 BA / Sleeps 8

2 Reviews

$700

Inquire

Hermitage South

Key West house
4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

The name Hermitage invokes the sense of secluded residence or private retreat that aptly describes this inspiring four-bedroom, four-bath home in the heart of Old Town Key West. You'll know the minute you walk through the front door that an artist with considerable flair has decorated Hermitage South to be a one-of-a-…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(2)

Family Vacation in Key West

Left on Aug 11, 2012 for a stay in July 2012

The staff at Historic Hideaways was absolutely wonderful in assisting with the long distance scheduling of this vacation. In addition they were very responsive to any question related to the property both before arrival and during our stay.

The home was exactly as described...Clean...and stocked with all the items needed for a home away from home vacation rental. This home was close to …

PreviousNext property

$148

4294967295 BR / 1 BA / Sleeps 2

24 Reviews

$148

Book

"Hibiscus" - Private Parking - Perfect Location

Key West condo
1 BA / Sleeps 2 | Quick view
“ Excellent ” 24 Reviews

Details

Reviews

(24)

Part of the Nightly group unit Tres Flores You won't find a better private off-street parking is just outside your door. Turn down 'Free School House Lane' (the entrance to Nancy's Secret Garden and 1/2 block from the Marquesa Hotel & Restaurant) and you are home! Featuring a queen pillow-top bed with light …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(24)

We love it!

Left on Jun 24, 2009 for a stay in July 2007

My fiancee and I have enjoyed staying at the Hibiscus twice. We love it because it is very homey, clean and cozy. We save money by bringing our own coffee and breakfast foods and snacks. And we don't have to pay for parking or worry about getting a ticket (as we have in the past). But the best thing about it is the location. It is close enough to all the excitement, including Mallory Sq., …

PreviousNext property

$350

1 BR / 2 BA / Sleeps 4

38 Reviews

$350

Inquire

Poinciana House

Key West house
1 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 38 Reviews

Details

Reviews

(38)

Poinciana House, a one-bedroom, two-full bath conch cottage, is a standout in authentic Florida design and guest friendliness. The private pool area and tropical garden is where you find the namesake Royal Poinciana tree complete with a chair hammock beckoning from one enormous branch. Swinging back and forth, you can…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(38)

Awesome pool and patio, flowers everywhere!

Left on Aug 15, 2008 for a stay in June 2008

I can't say enough about how beautiful this property is. Lots of flowers, the Royal Poinciana tree is very unique. The pool is awesome and the patio on the back of the house leads right into the pool. The decor is very Key West and I loved it. We did have one problem, the AC went out in the living room/kitchen area ON MY WEDDING DAY! There is an AC unit in the bedroom that still worked. It …

PreviousNext property

$700

4 BR / 4 BA / Sleeps 8

2 Reviews

$700

Inquire

Key West Wabi Sabi ~ Weekly Rental

Key West house
4 BR / 4 BA / Sleeps 8 | Quick view
“ Very Good ” 2 Reviews

Details

Reviews

(2)

Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic Key West cottage style island living. Built in 1930, the front of the historic wooden plank house is held to vintage form with loads of original details, complete with welcoming front porch and saw-tooth tin roof. True to its name, …
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Stereo or CD player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Great house - PRIME location

Left on Dec 28, 2014 for a stay in December 2014

We stayed here for a week over Christmas with 4 adult kids and had the best time ever. The accommodations were great for 6 of us and we couldn't ask for a better location! Across the street from the market, 1/2 block off Duval and easy walk to the best bars, the marina, and the beach. The back patio and pool were a bonus. Would never stay anywhere else when we come back to Key West!

PreviousNext property

$450

2 BR / 2 BA / Sleeps 6

3 Reviews

$450

Inquire

Havana Moon ~ Weekly Rental

Key West house
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Open the front door of the hand crafted Havana Moon Key West cottage located on Upper Duval Street, step from the porch, and look south toward Havana Cuba and... Mmmm... You'll catch a view of the ocean where the full moon rises with a soft salt southern breeze. Originally built in the late 1800's as a cigar …
  • Shared outdoor pool (unheated)
  • Housekeeping Optional
  • A/C or climate control
  • Deck
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Our new annual retreat!

Left on Apr 09, 2014 for a stay in February 2014

This was our 11th visit to Key West and the past 10 years were spent in a hotel. So glad we made the change to a vacation home! Especially THIS vacation home. It was perfect. Neat as a pin, and completely furnished. Each morning we walked a few buildings down to Mocha Café for the BEST coffee & croissants. We would spend the early part of the afternoon at the beach - which was just a …

PreviousNext property

$600

3 BR / 3 BA / Sleeps 6

10 Reviews

$600

Inquire

Kemp House

Key West house
3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 10 Reviews

Details

Reviews

(10)

This Civil War Era home sits in Key West's most desirable Historic Seaport District, less than a block from the Gulf of Mexico. Did Abraham Lincoln sleep here? Probably not. But anyone staying today in this classic revival valued in the millions will find not only history but every creature comfort and contemporary …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(10)

very lovely

Left on Feb 09, 2009 for a stay in November 2008

Beautiful house. Near everything. Comfortable and well kept.

PreviousNext property

$550

2 BR / 2 BA / Sleeps 4

7 Reviews

$550

Inquire

Key West Dreamin' ~ Weekly Rental

Key West house
2 BR / 2 BA / Sleeps 4 | Quick view
“ Very Good ” 7 Reviews

Details

Reviews

(7)

Key West Dreamin' vacation rental is a private historic home that is beautifully furnished and offers all the amenities of a luxury accommodation situated in a genuine Old Town Key West location. I love to trace our authentic properties to their historic significance and this home has a rich one that links us to …
  • Shared outdoor pool (unheated)
  • Housekeeping Optional
  • A/C or climate control
  • Garden
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

Perfect week in Key West!!!

Left on Jun 25, 2011 for a stay in June 2011

My two sisters and I spent a week in Key West, starting Memorial Day Weekend, for my sister's 60th birthday. We could not have been more pleased with Key West Dreamin'!!! The house and location are perfect. I cannot say enough about the cleanliness of this house - VERY clean and well kept. Pictures on the website are very true to the property. Kitchen had everything we needed. LOVED the …

2345 6 7891011
page 6 of 11
Load more