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$183

3 BR / 3 BA / Sleeps 6

1 Reviews

$183

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"CLUB CLARK" Gorgeous 3 Bd 3 Bth Home w/ Pvt Pool. Close to Dante's!

Key West house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The main dwelling includes a beautiful, newly-renovated kitchen, a master bedroom with en-suite, a second bedroom with twin beds (which can be made into a king upon request), a full guest bathroom including a tub and full …
  • Internet Access
  • 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

(1)

Club Clark

Left on Apr 10, 2014 for a stay in March 2014

The place was really nice and the staff was very easy to work with. It was a very good vacation and would definitely like to stay there again.

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$398

2 BR / 2 BA / Sleeps 6

3 Reviews

$398

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BAHAMA HOUSE Bahemian-Style Home w/ Pvt Pool and Grill. 1/2 Block To Duval St

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

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Reviews

(3)

The BAHAMA HOUSE located at 508 Amelia Street is a historic Bahamian-style Conch Cottage. It is a perfect example of turn-of-the-century island architecture. This adorable two bedroom cottage, each with queen bed and TV (the master has a large flat screen), two full baths and queen sleeper-sofa is accented with Dade …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(3)

Comfortable 2 bedroom 2 Bath home that is 50 feet off Duval street

Left on Jun 30, 2014 for a stay in June 2014

We stayed at this home in Key West for one night. It was located 1 house off Duval Street on the quieter side towards the Southern most point. It was very easy to walk Duval to grab dinner and a drink and then walk back home. This unit also has 1 parking space (not usually the case in Key West), so that was convenient. (We were able to fit a mini van and midsize SUV bumper to bumper in that …

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$188

1 BR / 2 BA / Sleeps 4

21 Reviews

$188

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"THE AUDUBON HOUSE" Customer Favorite! Great Location 1 Block To Duval

Key West condo
1 BR / 2 BA / Sleeps 4 | Quick view
Excellent21 Reviews

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Reviews

(21)

AUDUBON'S LIVING ROOM HAS JUST BEEN REFURBISHED WITH NEW FURNITURE INCLUDING NEW CHAIRS AND A NEW QUEEN SLEEPER SOFA! The Audubon House is an historic free-standing one bedroom cottage featuring all the comforts of home, and more! The spacious, beautifully furnished great room features a living room. The dining …
  • 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

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Reviews

(21)

Nice, but

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

The home was nice and well maintained. It had all the amenities it said it did, but the pool was away a bit and across the street and was very small with little if any sun, so we ended up not using it at all and going to the beach. This house is in the area where the roosters wake you up early in the morning. Too early for vacation. The master bedroom is tight -- the bed is cramped and closet …

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$218

1 BR / 1 BA / Sleeps 4

37 Reviews

$218

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"SUNSET SUITE" Romantic Getaway for 2 - Private Hot Tub - 1/2 Block To Duval

Key West cottage
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent37 Reviews

Details

Reviews

(37)

Overlooking the gardens and lily pond, the entrance to this spacious unit is through a totally enclosed private decked courtyard with a 4-person spa, table and chairs. Inside this spacious unit you will find a living room with cathedral ceilings, 56” TV, A/C, stereo, queen sleeper sofa and fabulous original tropical…
  • 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

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Reviews

(37)

Quaint and Awesome!

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

Sunset Suite is unique and fantastic. The kitchen is well equiped but small which doesn't bother me. The TV is large when you need to wind down. The bath is efficient. The loft takes a little getting used to, but we liked it. The private deck and spa was great! Privacy is very important to my husband and myself and to be so close to everyone, it is very private. The location is perfect. We …

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$198

2 BR / 2 BA / Sleeps 6

1 Reviews

$198

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BARBADOS SUITE #204 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Very Good1 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)

Excellent Accomodations

Left on Apr 29, 2015 for a stay in April 2015

We came in a small plane, so we needed to ship our luggage down to Key West. The office staff allowed us to ship it right to the check in office. The suite had two rooms and a kitchen, with a beautiful view of the marsh between the suite and the Airport. The suite was well furnished and had plenty of room. It was also a clean room with ice cold ac. We were also allowed to plug our electric rental…

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$153

2 BR / 2 BA / Sleeps 4

Tropical Sun Garden Retreat ~ Monthly Rental - Key West vacation rentals
1 / 16

$153

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Tropical Sun Garden Retreat ~ Monthly Rental

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

Details

Everyone dreams of a charming Key West cottage, tucked away in a tropical sun garden where flowers and trees flourish around an outdoor living porch all year round. This private cottage has all of that and more. Situated in the Conch Grove Garden compound, in Old Town Key West, this quiet little gated community has …
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$153

2 BR / 1 BA / Sleeps 4

1 / 25

$153

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Petunia | Enjoy the stars from the deck | Summer for four

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

Details

Just like its name, Petunia is a happy place. Open the picket gate, pull your bags down the short, bricked walk and open the massive wood door with a grin from ear to ear. You’ve come home. This two-story, two-bedroom home with a beautifully updated, second-floor bath offers the kinds of privacy and outdoor …
  • Wireless Internet
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$498

4 BR / 2 BA / Sleeps 12

3 Reviews

$498

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"TRADEWINDS" Private Parking - Two Private Hot Tubs - 1/2 Block To Duval!

Key West house
4 BR / 2 BA / Sleeps 12 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Tradewinds is comprised of the Leeward Isle and Windward Isle Two Cigar Maker’s Cottages, side-by-side, located ½ block off Duval Street. These two cottages are a favorite of our guests who like to relax in the private, quiet, beautiful garden areas with large spas that are behind each house. Your party can …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(3)

Very Nice accommodations. Hot tubs were great!

Left on Mar 20, 2014 for a stay in March 2014

Very close to activities. Good parking area and cmfortable homes.

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$155

2 BR / 1 BA / Sleeps 4

4 Reviews

$155

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"SHIPYARD" - WEEKLY OR MONTHLY (Truman Annex) - A Short Stroll to Sunset!

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

Details

Reviews

(4)

***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** The Shipyard is a great place to stay and play near the water and Old Town Key West! Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and magnificent development…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(4)

Great Get away

Left on Nov 29, 2013 for a stay in November 2013

The Shipyard Complex is very nice, clean and easy to get in and out of. The house is close to all the action of Duval, the boat races and if you want to take a walk to the Southern Most that's fairly close too. Great weather, the house is outfitted perfectly with all the comforts of home. No doubt that I'll rent it again next year.

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$368

2 BR / 3 BA / Sleeps 6

1 / 38

$368

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"SWEET CAROLINE"

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

Details

Part of Banana's Foster Guest House This spacious 2 bedroom apartment takes up the first floor of this historic home. From the off street parking and shared courtyard entrance off Simonton opening into the kitchen to the private front entrance with sweeping front porch over Caroline Street- this rental has a lot to…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$60

1 BR / 1 BA / Sleeps 4

1 / 14

$60

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737 The Place, a Monthly Rental Old Town Key West

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

Details

Reasonable rates, best for couples and small families, Key West, Private, gated property in Historic Old Town Key West. Fishermen will love smoker grille for their catch. Newly refurbished, tropical furnishings, private deck. Large kitchen with full range and oven, microwave, and toaster oven. Washer/dryer enclosed …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$155

2 BR / 1 BA / Sleeps 4

3 Reviews

$155

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

Key West condo
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent3 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
  • Grill
  • 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…

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$178

4294967295 BR / 1 BA / Sleeps 4

4 Reviews

$178

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"SUN ALSO RISES" - Papa`s Hideaway Historic Inn - Studio (2nd Flr)

Key West house
1 BA / Sleeps 4 | Quick view
Very Good4 Reviews

Details

Reviews

(4)

Papa's Hideaway is a historic Key West Inn with all the charm of Hemingway's day and the convenience of being just one block off Duval Street. The perfect mix of location, atmosphere and value. This studio is located on the second floor and offers a king-size bed, queen-size sleeper sofa, kitchenette, beautiful …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

really nice grounds

Left on Feb 13, 2014 for a stay in January 2014

pool area and grounds were very nice...room was clean but needed some TLC..screen was broken on sliding door..no way to lock the door...kitchenette lacked anything but bare bones...coffee filters would have been nice...decent basic room..but no frills

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$198

4294967295 BR / 1 BA / Sleeps 4

8 Reviews

$198

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"TORRENTS OF SPRING" - Papa`s Hideaway Historic Inn - Deluxe Studio (2nd Flr)

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

Details

Reviews

(8)

Papa's Hideaway is a historic Key West Inn with all the charm of Hemingway's day and the convenience of being just one block off Duval street. The perfect mix of location, atmosphere and value. Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds rustling through the palms, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(8)

Papa's Hideaway

Left on Nov 01, 2013 for a stay in October 2013

This was the first trip to Key West and first time at Papa's. It was booked sight unseen! Pleasantly surprised by this hidden and cozy gem! While the place is dated, it was extremely comfortable and clean.
The location was away from the noise of Duval street, yet easily within walking distance.
Would definitely choose to stay there again.
There was a problem, upon arrival,couldn't get into the …

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$200

5 BR / 3 BA / Sleeps 18

1 / 24

$200

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"BAY HARBOR VIEW" - Waterfront Monthly Rental w/ Spectacular Views

Key West house
5 BR / 3 BA / Sleeps 18 | Quick view

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** a passport tucked away off of mile marker 15. While relaxing in the 20x12 free form lagoon pool, the surrounding scenery makes you feel like you are on your own deserted island. Around the back of the home, the large …
  • Waterfront
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

2 BR / 2 BA / Sleeps 6

1 / 22

$198

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TORTUGA SUITE #301 - 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

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$133

3 BR / 2 BA / Sleeps 6

1 / 25

$133

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"SANDY BREEZE" 3 Bd 2 Bth Home w/ Private Pool

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

Details

***Due to licensing restrictions, this home requires a minimum stay of 28 nights*** This newly renovated 3 bedroom "home away from home" sits right smack in the middle of the Key West island and is a short distance to everywhere you will want to go during your vacation! Located on Seminary St, in a quiet …
  • Internet Access
  • A/C or climate control
  • Grill
  • Linens Provided
  • Satellite or cable TV
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$83

2 BR / 2 BA / Sleeps 6

1 / 30

$83

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"HOWE STREET HIDEAWAY" Newly Renovated 2 Bed Two Bath Home.

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

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The neighborhood is complete with conch style homes, little lanes, corner gardens and yes our famous Key West Roosters watching their chicks. Featuring a classic front porch for greeting the neighbors as they go about their day…
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

2 BR / 2 BA / Sleeps 6

1 / 27

$198

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JAMAICA SUITE #102 - 2/2 Condo w/ Pool & Hot Tub - 1 Mile To 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

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$83

2 BR / 2 BA / Sleeps 2

1 / 10

$83

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Minimum 90 day rental - 1 bedroom 1 Bathroom Condo at Las Salinas

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

Details

Minimum 90 day stay requirement- Las Salinas is well maintained and has a beautiful community pool. Offers covered parking. There is a shared swimming pool.Located in New Town featuring 1 bedroom with a queen sized bed and one bathroom. The unit has a private balcony and offers covered parking. There is a shared …
  • 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

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$83

2 BR / 2 BA / Sleeps 4

1 / 23

$83

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Playa Royale - Monthly Rental

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

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Playa Royale is located on South Roosevelt Blvd., directly across from Key West's largest beach (Smathers) on the Atlantic Ocean. You can choose to join in activities held in the club house overlooking the pool, tennis courts …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$183

2 BR / 2 BA / Sleeps 4

1 / 12

$183

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30 night Minimum Stay Heart of Historic downtown 2 bedroom 2 1/2 Bathroom

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

Details

This unit offers the perfect way to visit Key West, park your car and walk everywhere. Sunset celebration is only steps away. This town home is complete luxury with viking appliances, custom kitchen cabinets, granite counter tops, beautifully furnished, and Westin Hotel heavenly beds. The amenities include one …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Linens Provided
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$167

3 BR / 2 BA / Sleeps 8

1 / 16

$167

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30 night minimum stay requirement. The Palms - 3 Bedroom House with a Swimmi

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

Details

Located on a quiet street in the Meadows of Key West; a tranquil residential neighborhood located just behind the Key West Historical district. This home offers you a two bedroom one bathroom main house with a separate one bedroom cottage with a full bathroom. The private pool and outdoor deck area is in between the …
  • Internet Access
  • A/C or climate control
  • Linens Provided
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$100

1 BR / 1 BA / Sleeps 2

1 / 15

$100

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"HEMINGWAYS SHADOW" Beautiful & Modern - Style 1 Bed Condo in Old Town

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

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Hemingway's Shadow is a well-appointed, 1 bedroom home located on Thomas Street, directly behind the Key West Lighthouse Museum. The living room, dining area and kitchen form an L-shape open area. The kitchen also has a …
  • Internet Access
  • A/C or climate control
  • Dishwasher
  • Microwave
  • Refrigerator
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

2 BR / 2 BA / Sleeps 6

1 / 24

$198

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CRISTOBAL SUITE #411- 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
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

2 BR / 2 BA / Sleeps 6

1 / 28

$198

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GREAT EXUMA SUITE #406 - 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

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$198

2 BR / 2 BA / Sleeps 6

1 Reviews

$198

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VIRGIN GORDA SUITE #310 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Average1 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)

Top notch customer service

Left on Nov 23, 2014 for a stay in November 2014

When we arrived they did not have our reservation in their system eve though I had prepaid. I booked through a third party. I showed them my receipts and they put us in a room before they had verified that I hadn't been dooped by a scam artist.

Room was hard to find, office closed at 5pm, room was quite old but bathrooms and kitchen were clean, rug was new but installed too loosely in the …

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$198

2 BR / 2 BA / Sleeps 6

1 / 27

$198

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SAINT THOMAS SUITE #302 - 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

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$198

2 BR / 2 BA / Sleeps 6

2 Reviews

$198

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"GRENADA SUITE #209" - 2/2 Condo w/ Pool & Hot Tub - Pvt Parking

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Average2 Reviews

Details

Reviews

(2)

*** 1 Private, covered parking spot is included when you rent this particular vacation condo 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 …
  • 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

Details

Reviews

(2)

Too Expensive for outdated rental property

Left on Dec 31, 2014 for a stay in December 2014

The unit was very old, the cot mattress were outdated. The patio door was not locking properly, the main door was not locking properly. It was very outdated one and didnt expect his kind of property for the amount we spent.

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$218

2 BR / 2 BA / Sleeps 6

1 / 28

$218

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CAYO COCO SUITE #208 (Recently Updated!) - Amazing Views - Pool & Hot Tub

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

Details

(Recently updated!) 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 …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

2 BR / 2 BA / Sleeps 6

1 Reviews

$198

Book

CAT ISLAND SUITE #205 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

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

Details

Reviews

(1)

Aweful

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

Avoid this place at all costs . It is horrible ….. I would rather have stayed in my car. The apartment was disgusting . Furniture looked like it was from the early 80's and was dirty.

The walls are mirrored and broken, fixed with tape. The smoke alarms are missing but the wires are hanging out of the walls. I would never stay there again. I do have to say the girl at the front desk was nice …

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$198

2 BR / 2 BA / Sleeps 6

1 / 24

$198

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CURACAO SUITE #202 - 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

$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
Excellent1 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 …

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$198

2 BR / 2 BA / Sleeps 6

1 / 22

$198

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DOMINICAN SUITE #110 - 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

$198

2 BR / 2 BA / Sleeps 6

1 / 24

$198

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COZUMEL SUITE #112 - 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

$198

2 BR / 2 BA / Sleeps 6

1 / 23

$198

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HISPANIOLA SUITE #101- 2/2 Condo w/ Pool & Hot Tub - 1 Mile To 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

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$128

4294967295 BR / 1 BA / Sleeps 2

5 Reviews

$128

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"CORAL COVE" Affordable Old Town Efficiency - Patio and BBQ Grill

Key West condo
1 BA / Sleeps 2 | Quick view
Very Good5 Reviews

Details

Reviews

(5)

This wonderful unit that has been completely remodeled in July 2013 has a private entrance in to the quaint efficiency on the back side of the complex. Featuring hardwood floors, Dade County Pine walls and a high-end, fully stocked kitchenette, this secluded hideaway offers the finest of appointments and one of the…
  • Internet Access
  • 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

(5)

Great Value.

Left on Aug 17, 2013 for a stay in August 2013

Very Small but a great value if it will only be one or two staying. Not a bad location either. My wife and I rent from Key West vacation rentals every year and they are a pleasure to work with. No surprises!

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$198

2 BR / 2 BA / Sleeps 6

1 / 34

$198

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MARTINIQUE SUITE #108 - 2/2 Condo w/ Pool & Hot Tub - Sunset View!

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

$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
Excellent30 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
  • Grill
  • 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 …

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$200

3 BR / 3 BA / Sleeps 6

1 / 19

$200

Inquire

Eliza's Jewel is a charming property close to White Street.

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

Details

30 DAY MINIMUM Two charming Conch houses are joined together at Eliza’s Jewel, an elegant three-bedroom home in Old Town Key West. Located in a quaint neighborhood just steps from the restaurants, shops and art galleries of White Street, Eliza’s Jewel combines beautifully preserved historical architecture with …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$167

3 BR / 3 BA / Sleeps 6

4 Reviews

$167

Book

"TOBAGO GRANDE" Monthly Rental Home w/ Private Pool Just 1 Block To Duval

Key West house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Tobago House is just steps from restaurants, night life, Hemingway's House, and the 'Southernmost Point' of the United States. This home offers an open, airy floor plan with old style pine walls and floors, cathedral ceilings …
  • 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

(4)

Perfect in Every Way!

Left on Nov 14, 2013 for a stay in October 2013

I stayed at Tobago house for the month of October and loved it! This was my 2nd stay - my best friend rented the house for 6 weeks in the spring of 2012 - and it was even better than I remembered. The house is well appointed with all the things one needs to set up house for a few days or for several weeks.

The location is prime and provides easy access to Duval street and all the shops and …

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$198

2 BR / 2 BA / Sleeps 6

1 / 25

$198

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ISLA MARGARITA SUITE #305 - 2/2 Condo w/ Pool & Hot Tub - Pvt Parking

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

$198

2 BR / 2 BA / Sleeps 6

1 / 22

$198

Book

SAINT LUCIA SUITE #201 - 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

$227

3 BR / 3 BA / Sleeps 6

2 Reviews

$227

Book

"VILLA AZUL" Luxurious Monthly Home w/ Pvt Pool, Deck & Gorgeous Interior.

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

Details

Reviews

(2)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** You will certainly enjoy this wonderful historic home with recent renovations, perfectly placed pool, and plenty of outdoor living space located at 1116 Curry Lane. This home is situated in the heart of Old Town, just 4 blocks …
  • 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)

Beautiful and comfortable home

Left on Jan 27, 2011 for a stay in December 2008

Villa azul is a wonderfully decorated and appointed home in the historic Old Town section of Key West. The home and grounds were beautiful, serene, private and cozy. It is hard to imagine that this property would not exceed anyone's expectations.

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$155

2 BR / 1 BA / Sleeps 4

5 Reviews

$155

Book

"SEASHORE AT THE SHIPYARD" - Weekly Or Monthly (Truman Annex) Gourmet Kitchen

Key West condo
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and magnificent development in Old Town Key West with wide streets lined with multi-million dollar homes that are…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Too small - bad/uncomfortable/inadequate seating in living room

Left on Jan 27, 2011 for a stay in September 2010

Condo well-kept but too small for 4 people. Really feel that rental should specify actual square footage of a unit. It was clean and satisfactory, located in a quiet enclave. But not a good value for the money, actually. Swimming pool was old/too small and the concrete - stained - and pool area very unkempt. It was a real turn-off.

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$83

1 BR / 2 BA / Sleeps 4

6 Reviews

$83

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"PARADISE SUITE" Monthly Villa In Gated Complex w/ Pool. Steps to Duval St

Key West house
1 BR / 2 BA / Sleeps 4 | Quick view
Excellent6 Reviews

Details

Reviews

(6)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels lays the Paradise Suite. Paradise Suite (renovated for January 2013) is a bi-level suite with one bedroom upstairs. The …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(6)

Great time in Keys at Esperanza

Left on Jan 28, 2011 for a stay in October 2009

Very Nice! Great location for Fantasy Fest and the Parrothead music week that follows. Separate upstairs bedroom and a couch downstairs with its own bathroom was great for a short term friend to stay. Very private with the courtyard and gate. We really liked it...

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$150

2 BR / 1 BA / Sleeps 4

1 / 15

$150

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"ISLAND RENDEZVOUS" Gorgeous Old Town Home w/ Private Pool

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

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** This exclusive home in the heart of the island offers optimum privacy while having an airy and open floor plan and the best of appointments throughout. Whether enjoying the heated pool flanked by meticulously maintained …
  • 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

$192

2 BR / 2 BA / Sleeps 4

8 Reviews

$192

Book

"Shipyard Perch" Weekly or Monthly (Truman Annex) - Gourmet Appointed Kitchen

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

Details

Reviews

(8)

***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** The Shipyard’s Perch is a great place to stay and play near the water and Old Town Key West! Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(8)

Wonderful trip!

Left on Jan 27, 2011 for a stay in April 2010

Something to do every day, perfect location, nice condo.

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$167

2 BR / 2 BA / Sleeps 6

8 Reviews

$167

Book

"CASA 625" Monthly Rental w/ Private Pool. Beautiful Interior

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

Details

Reviews

(8)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The superb location at the top of Solares Hill, three blocks to the Historic Seaport and Duval Street, one block to the Public Library; Casa 625 will amaze you with the detailing, decorating and attention to detail! Sit on the …
  • 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

(8)

Always love 625

Left on Jan 27, 2011 for a stay in November 2010

This is a nice property I have stayed at multiple times. If it were my house, I would enhance it by making the master suite upstairs private (not wide open to the rest of the house) and I would put a TV in the master that's a reasonablt size (there was a 17" or so TV in a beautiful MBR!). Put the small TV downstairs in the BR there and get a new flatscreen that fits the property and the MBR.

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$467

5 BR / 5 BA / Sleeps 14

1 / 40

$467

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"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
2345 6 789
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