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$127

2 BR / 2 BA / Sleeps 4

2 Reviews

$127

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Angela Cottage: A hideaway in Old Town

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

Details

Reviews

(2)

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

Details

Reviews

(2)

Outstanding

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

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

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$418

3 BR / 3 BA / Sleeps 8

1 / 30

$418

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"A KEY ESCAPE"- Luxury Vacation Rental w/ Private Pool- 1/2 Block To Duval St

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

Details

A Key Escape 3 br 2.5 bath w/ private heated pool. Professionally decorated in a Coastal Living style, this elegant yet very comfortable custom built 3 bedroom, 2.5 bath, 3 story home has a living room (Q sleeper sofa) with rose hardwood floors, a gourmet kitchen with granite countertops and stainless steel …
  • 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

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$208

2 BR / 1 BA / Sleeps 4

TRUMAN @ DUVAL 'Old Town KW' Home Just A Hop-Skip-And-Jump To Duval St. - Key West vacation rentals
1 / 25

$208

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TRUMAN @ DUVAL 'Old Town KW' Home Just A Hop-Skip-And-Jump To Duval St.

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

Details

Truman at Duval - if you're looking for South Beach slick-- not here! If you're looking for Key West charm and location, look no further. Small 2 bedroom, 1 bath, apartment that just screams fun and good times! Duval, with its world class reputation, beckons you to come play. Sight-seeing, people watching, it's all…
  • 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

GRAND TURK SUITE #404 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach - Key West vacation rentals
1 / 24

$198

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GRAND TURK SUITE #404 - 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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$418

3 BR / 4 BA / Sleeps 8

1 / 34

$418

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"ALEXANDRIA'S SECRET" Luxurious Home w/ Private Pool - 1/2 Block to Duval St

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

Details

Alexandria's Secret is a private retreat in the historic district of Key West. With impeccable location and amenities, this three bedroom home is a Key West favorite for its secluded ambiance.This serene hideaway is just moments away from Duval Street and the most exciting spots the southernmost city has to offer- …
  • 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

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$83

2 BR / 2 BA / Sleeps 2

Minimum 90 day rental - 1 bedroom 1 Bathroom Condo at Las Salinas - Key West vacation rentals
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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$600

2 BR / 2 BA / Sleeps 6

1 / 24

$600

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Garden Home Paradise in Midtown Key West

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

Details

2 bedrooms, 1 Bath, 1 Outdoor Shower and Pavillion, Tropical Garden (sleeps 4-6). Open the gate and stroll through the lush gardens of this beautiful two bedroom, one bath home, built in 1953 and entirely renovated. In addition to the updated kitchen and bath, there's a screen porch, a covered outdoor pavillion with …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

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$198

2 BR / 2 BA / Sleeps 6

1 Reviews

$198

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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
“ Terrible ” 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)
  • 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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$200

2 BR / 2 BA / Sleeps 6

1 / 10

$200

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Charming Single Family Home Key West Rental

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

Details

Charming 2 bedroom 2 bath sleeps six Single Family Home. Located in a lovely casa marina neighborhood, this charming furnished 2 bedroom home features an open floor plan with cathedral ceilings, French doors that open to a spacious shared deck, two off-street parking spaces, washer/dryer, central AC.
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Wheelchair accessible

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$340

3 BR / 2 BA / Sleeps 8

8 Reviews

$340

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Hemmingway's Retreat

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

Details

Reviews

(8)

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

    Details

    Reviews

    (8)

    1211 Catherine St.

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

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

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    $358

    2 BR / 5 BA / Sleeps 6

    1 / 13

    $358

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    Hyatt Beach Club

    Key West condo
    2 BR / 5 BA / Sleeps 6 | Quick view

    Details

    This property is located on the north side of Key West 4 miles from downtown.It is available from Dec. 27th to January 3rd. A great venue for the holiday season. This is a great two bedroom two bath unit with master bedroom and en suite. Private balcony which overlooks outdoor infinity pool. Also a view of water with …
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Wireless Internet
    • Housekeeping Optional
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible

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    $180

    1 BR / 1 BA / Sleeps 2

    16 Reviews

    $180

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    Key West Garden House

    Key West house
    1 BR / 1 BA / Sleeps 2 | Quick view
    “ Excellent ” 16 Reviews

    Details

    Reviews

    (16)

    Experiance the laid back life of the tropics in this light and airy 1 bedroom, 1 bath private home. Located on a quiet lane in the heart of Old Town, The Key West Garden House features a large covered back porch, outdoor living and dining area, gas barbeque and heated pool in a lush tropical setting. The yard is …
    • Internet Access
    • Washing Machine
    • Outdoor Dining Area
    • Grill
    • Satellite or cable TV
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (16)

    Great Experience!

    Left on Jul 23, 2013 for a stay in May 2013

    We stayed at the Garden House with our maltese in May. Susan was terrific and her place felt like a home away from home in the Keys. It is such an adorable historic house, we just loved it.
    I hope to go back soon and stay at the Garden House again.
    Maureen B.

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    $200

    1 BR / 1 BA / Sleeps 6

    1 Reviews

    $200

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    Key West - Capt. Andy

    Key West house
    1 BR / 1 BA / Sleeps 6 | Quick view
    “ Terrible ” 1 Reviews

    Details

    Reviews

    (1)

    Have you ever wondered what it would be like to live on a boat? Well now you can try out the liveaboard experience on board Capt Andy, a 43 ft fishing boat in Key West! This is the perfect rental for a group of boat loving friends looking for a budget friendly rental in Key West. Featuring a full galley kitchen, …
    • Ocean or water views
    • 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)

    Worst stay for the highest price ever paid nightly.

    Left on Feb 22, 2015 for a stay in February 2015

    I worked for the airline for 13 years and travelled the world. After the taxes, cleaning fee and exchange, this was the highest price I paid for a nightly stay of $410.77cad. This marina is in the middle of a seedy area, surrounded by low income housing. There's no lock box so you have to get a hold of the captain and wait when you get there. We were not advised that the boat was under …

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    $138

    4294967295 BR / 1 BA / Sleeps 2

    1 Reviews

    $138

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    "DECKSIDE SUITE" Studio w/ Shared Hot Tub Steps To Duval St

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

    Details

    Reviews

    (1)

    Part of Conch Republic Cottages Efficiency at its finest! The Deckside Suite is the perfect vacation rental in Key West for those who are trying to get the most bang for their buck. You have everything you need in this cozy, studio-style unit, including a fully-stocked kitchen, cable TV, free wireless internet, and a…
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Rats Rats and Rats

    Left on Jan 21, 2015 for a stay in January 2015

    this is a very small unit... in need of a total make over. and yes there are rats all over the deck and in the walls. We could hear them at night and in the moring we saw 4 run across the deck.... Management (Key West Vacation Rentas)was not concerned simply saying there are rats everwhere in Key West.. It appears that one side of the unit is rented to locals and they helped entertain us by …

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    $300

    3 BR / 2 BA / Sleeps 8

    1 / 23

    $300

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    Oceanside Key West's Best Luxury Penthouse Condo

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

    Details

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

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    $183

    2 BR / 2 BA / Sleeps 6

    1 / 20

    $183

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    A Low Key Paradise- Monthly rental only

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

    Details

    Located on a quiet residential street in the beautiful Key West neighborhood of Casa Marina, A Low Key Paradise has a beautiful open layout, with views of the large private patio and pool visible as soon as you enter. Guests can walk to nearby Higgs beach, and Higgs beach dog park— perfect for your family member …
    • Wireless Internet
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

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    $183

    3 BR / 3 BA / Sleeps 10

    1 / 24

    $183

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    "CAYO HUESO HIDEAWAY' - Luxury Monthly Rental - Pvt Pool & Pvt Hot Tub

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

    Details

    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Cayo Hueso: As you approach the front door to 1120 Curry Lane the transformation starts to happen. The small lush tropical lane, the two wonderfully inviting porches... your journey to the tropics and relaxation has begun! …
    • 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

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    $167

    2 BR / 2 BA / Sleeps 6

    8 Reviews

    $167

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

    Key West house
    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Excellent ” 8 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
    • Balcony or terrace
    • Fitness Room
    • Grill
    • 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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    $157

    3 BR / 3 BA / Sleeps 8

    1 / 26

    $157

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    "BEACH CLUB BREEZE" Monthly Rental - Two Story Home w/ Sun Deck & BBQ Grill

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

    Details

    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** This well-manicured, "home away from home" is two stories of wonderful! It has 3 bedrooms, 3 baths and has a colorful, comfortable style. The traditional white picket fence greets you when you arrive. Though, it's only a …
    • 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

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    $117

    2 BR / 2 BA / Sleeps 6

    1 / 17

    $117

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    Amazing Grace

    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.*** Amazing Grace is nestled in the middle of the island on Seidenberg Avenue that dead ends into Salt Run Canal that divides Key West in half. With 2 bedrooms, 2 bathrooms, off street parking and a hot tub you may find that you …
    • Dishwasher
    • Microwave
    • Refrigerator
    • Toaster
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $93

    1 BR / 1 BA / Sleeps 4

    1 / 14

    $93

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    "BOARDWALK LOFT" - Monthly Rental - Newly Renovated Condo w/ Shared Pool.

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

    Details

    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Beautiful Getaway Spot w/ Pool! Boardwalk Loft is the perfect getaway spot for families, or for individuals that just need some peace and quiet. The interior exudes elegance from top to bottom. You will fall in love with …
    • 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

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    $167

    3 BR / 3 BA / Sleeps 6

    4 Reviews

    $167

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

    Key West house
    3 BR / 3 BA / Sleeps 6 | Quick view
    “ Excellent ” 4 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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    $308

    3 BR / 4 BA / Sleeps 8

    1 / 21

    $308

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    La Dolce Vita - Luxury Monthly Rental Private heated pool

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

    Details

    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Located in one of Key West's best neighborhoods just a short walk from Higgs and Smathers beaches, La Dolce Vita offers uncommon space and the finest of appointments throughout. Upon entering the gated property complete with…
    • 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

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    $227

    3 BR / 3 BA / Sleeps 6

    2 Reviews

    $227

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

    Key West house
    3 BR / 3 BA / Sleeps 6 | Quick view
    “ Excellent ” 2 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
    • Fitness Room
    • Grill
    • 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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    $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
    “ Excellent ” 6 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
    • Patio
    • Fitness Room
    • 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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    $468

    4 BR / 2 BA / Sleeps 12

    1 Reviews

    $468

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    "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.

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    $198

    2 BR / 2 BA / Sleeps 6

    1 Reviews

    $198

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    BONAIRE SUITE #210 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Average ” 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)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Our trip

    Left on Feb 19, 2015 for a stay in February 2015

    When we got into the condo we had ants on the counter. The next day went to the office to let them know, they had someone come and spray. The sofa bed's mattress needed to be replaced. Last year rented a condo in the same build, it was nicer. Had beach chair to take to the beach nice touch.

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    $140

    1 BR / 1 BA / Sleeps 4

    1 / 13

    $140

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    Conch Haven Built 1883 Beautiful ! MONTHLY Rental

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

    Details

    This 1200 sq ft luxury apartment in the the heart of Old Key West is located only 2 blocks off Duval St and is a short walk or bike to all the fun of Key West ! The property is completely private and safe, surrounded by a 6 foot gated fence and tropical landscaping. Due to local zoning laws we can only rent by the …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • A/C or climate control
    • Pet friendly
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly

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    $350

    3 BR / 2 BA / Sleeps 8

    12 Reviews

    $350

    Inquire

    Key West - Libra

    Key West house
    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 12 Reviews

    Details

    Reviews

    (12)

    Come stay aboard our FABULOUS houseboat Libra! Docked in one of Key West's most exclusive yacht club marinas, our guests have free access to a host of "members only" amenities including a swimming pool, private beach, tiki bar, fitness facility, sauna, clubhouse, onsite restaurant, free parking and much more! This …
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • A/C or climate control
    • Balcony or terrace
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (12)

    Fantastic time

    Left on Mar 28, 2013 for a stay in October 2012

    We all had a great time. It was far away from everything yet close to everything at the same time. Restaurant had excellent food and pool was great. On the downside the boat was not cleaned when we got there and the hammock I so looked forward to was not there. All n all it was a great time n we rented it again this year. Hope it's clean n ready this year when we get there

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    $66

    1 BR / 1 BA / Sleeps 4

    1 Reviews

    $66

    Book

    Artist cottage with hot tub

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

    Details

    Reviews

    (1)

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

    Details

    Reviews

    (1)

    Wonderful little cottage, not so wonderful owner

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

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

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    $198

    2 BR / 2 BA / Sleeps 6

    1 / 26

    $198

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    RUM CAY SUITE #304 - 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 / 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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    $100

    1 BR / 1 BA / Sleeps 4

    1 / 23

    $100

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    "FRANGIPANI OASIS" Beautifully Decorated Featured Home w/ Pvt Pool

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

    Details

    ***Due to licensing restrictions, this home requires a minimum stay of 28 nights*** This inviting HGTV Featured Home (Bang for Your Buck, 2010) surrounds you with luxury, comfort and history. Originally a Cuban Cigar Maker’s Cottage (circa 1920’s), this vacation home has been updated with no expense spared. …
    • 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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    $350

    3 BR / 2 BA / Sleeps 8

    12 Reviews

    $350

    Inquire

    Key West - MV Coconuts

    Key West house
    3 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 12 Reviews

    Details

    Reviews

    (12)

    The M/V Coconuts is a completely unique home with 360 degree water views, it also happens to be a 50-foot trawler, permanently docked at the Key West Harbor Marina. This is more than a boat. It really is a very comfortable home, with proper living area, bedrooms and large sundecks. There is over 1100 sq ft of indoor …
    • Waterfront
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • A/C or climate control
    • Balcony or terrace
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (12)

    awesome stay in Key West

    Left on Apr 04, 2013 for a stay in September 2012

    Great large space to share with friends, yet you all have privacy with multiple floors and decks. The beds could use some new mattresses and sheets, but otherwise it was much better than a b & b. The marina is just outside of town and provides a safe quiet stay. The club house has great food and services. During our stay, our a/C went out and our host worked into the wee hours of the morning …

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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
    “ Average ” 2 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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    $778

    4 BR / 5 BA / Sleeps 12

    1 / 30

    $778

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    "HAVANA OASIS" Luxury 2-Home, Group Rental w/ 2 Pvt Pools. Sleeps 12!

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

    Details

    Island Oasis The beaches of the Atlantic Ocean are less than a 7 minute blocks away. This ultra luxurious 2 bedroom, 2-1/2 bath, 2 story house has been totally redecorated by one of Key West’s most talented designers, Michael Pelkey. Sitting in a row of 6 townhomes built by Key West's premier builder, Island …
    • 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

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    $888

    5 BR / 4 BA / Sleeps 12

    1 / 32

    $888

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    "ABBEY ROAD" Great for Big Parties! - 4 Luxury Units - 4 Private Hot Tubs

    Key West cottage
    5 BR / 4 BA / Sleeps 12 | Quick view

    Details

    Abbey Road - Gated Compound, Sleeps up to 12! Lennon's Lodge (Sleeps 6 with 8 person hot tub), McCartney's Manor (Sleeps 2 with 2 person hot tub), Starr's Suite (Sleeps 2 with 2 person hot tub) and Harrison's Hideaway (Sleeps 2 with 2 person hot tub) and will accommodate up to 12 persons for the ultimate in …
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Balcony or terrace
    • Grill
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $300

    2 BR / 2 BA / Sleeps 8

    12 Reviews

    $300

    Inquire

    Pelican Landing Abaco Retreat

    Key West condo
    2 BR / 2 BA / Sleeps 8 | Quick view
    “ Excellent ” 12 Reviews

    Details

    Reviews

    (12)

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

    Details

    Reviews

    (12)

    Flawless new year stay

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

    Outstanding time wonderful facilities, will bring boat next time

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    $150

    3 BR / 3 BA / Sleeps 8

    1 / 25

    $150

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    Higgs Beach Hacienda - 3 Bed 2.5 Bath Monthly Rental Near Beach. Huge Yard!

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

    Details

    Tucked into a quiet residential neighborhood, this renovated home is the perfect getaway for a family or group of friends looking to experience the Key West island life! This 3 bedroom home is on Patricia St, just a block from the scenic biking bath that runs along the Atlantic side of the island; very close (less …
    • Internet Access
    • A/C or climate control
    • Linens Provided
    • Dishwasher
    • Microwave
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    PreviousNext property

    $1,448

    11 BR / 9 BA / Sleeps 32

    1 / 32

    $1,448

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    TROPICAL VILLAGE 6 Homes w/ Pvt Pool & BBQ Grill. Great For Large Parties!

    Key West house
    11 BR / 9 BA / Sleeps 32 | Quick view

    Details

    Tropical Village is comprised of 6 separate vacation rentals properties that can also be rented separately. COTTAGE @ TROPICAL VILLAGE POOLSIDE @ TROPICAL VILLAGE SOUTHERN CROSS @ TROPICAL VILLAGE TOON HALL @ TROPICAL VILLAGE RETREAT @ TROPICAL VILLAGE HIDEAWAY @ TROPICAL VILLAGE Located at 706 and…
    • 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 / 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

    PreviousNext property

    $838

    6 BR / 5 BA / Sleeps 16

    1 / 25

    $838

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    ESCAPE 2 PARADISE - 2 Beautiful 3-Story Homes w/ Pvt Pools. Steps From Duval

    Key West house
    6 BR / 5 BA / Sleeps 16 | Quick view

    Details

    Located in the luxury townhome complex "Echo Gardens," "Escape 2 Paradise" consists of two homes, units #3 and #4 - A Key Escape and Absolutely Paradise - which are right next door to each other. Equipped with two private pools, two private parking spaces, and enough room to sleep 16 people, "Escape 2 Paradise" truly…
    • Internet Access
    • A/C or climate control
    • Patio
    • Grill
    • Stereo or CD player
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $233

    2 BR / 2 BA / Sleeps 4

    2 Reviews

    $233

    Book

    Pinder House - Monthly Rental

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

    Details

    Reviews

    (2)

    ***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Located at 516 Elizabeth Street, the Pinder House is an address and house of distinction! Previously owned by Theopolis Pinder of the historic Pinder Family, whose roots go back to the 1850’s, this historic Eyebrow home has …
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Central heating
    • Balcony or terrace
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    Live in an 1830's house w / 2014 conveniences

    Left on Jan 23, 2014 for a stay in January 2014

    B+ no Choices in cable channels no prkg
    On site , parrot sanctuary adjacent
    Property's remote pool. Access. K

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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
    • Fitness Room
    • 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 / 38

    $198

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    SAINT BARTS SUITE #303 - 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 / 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

    $198

    2 BR / 2 BA / Sleeps 6

    1 Reviews

    $198

    Book

    SALT CAY SUITE #410 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

    Key West condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    “ Very Good ” 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)
    • 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)

    shady balcony in the morning

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

    We had a great night at sunrise suites. It is not central, so you have to get a taxy to go downtown. Because you have a sunset drink, wine with dinner and one before going back.

    The rooms are good and comfortable, the kitchen has what you need.

    by the way the lobby was friendly

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    $183

    3 BR / 3 BA / Sleeps 6

    1 Reviews

    $183

    Book

    "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
    “ Excellent ” 1 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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    $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

    PreviousNext property

    $248

    1 BR / 1 BA / Sleeps 2

    1 / 20

    $248

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    "BANANA SPLIT"

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

    Details

    Part of Banana's Foster Guest House This one bedroom apartment is on the 2nd floor of this historic property and accessed through the shared gated courtyard, right beside the shared off street parking on Simonton. Once through the gates, walk around the shared plunge pool and BBQ grill, going upstairs to the large …
    • 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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