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Holiday Rentals near Higgs Beach

1000 Atlantic Blvd, Atlantic Ave and White St, Key West, Florida 33040-4852
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    Travellers to Key West are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 48 Rentals in Key West
    Key West Beachfront Luxury 2/2 Condo  A212 No Hurricane Damage1 / 38
    (43)Excellent
    0.6 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach1 / 19
    (1)Excellent
    0.5 miles from Higgs Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Studio Blu1 / 15
    (2)Average
    0.4 miles from Higgs Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Seaside Place Key West FL 5 Bedroom House 4 Baths1 / 57
    (42)Excellent
    0.5 miles from Higgs Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • DVD Player
    • Wi-Fi
    • Balcony
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2021
    We are 2 families who travel together frequently. Covid helped screw a couple trips up so we were determined to make this trip work. We met in Homestead to allow the kids to...
    Reviewed 14 November 2019
    I stayed here with a group of 10 friends. 4 couples and three singles. We had the best time. The house is beautiful. The pool amazing. Abby was responsive and helpful. Our...
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    About this property
    Seaside Place is located half a block from our main street, Duval Street. We are across the Street from a public beach, and down the street from the Southernmost Point of the US. We have parking for you to leave your car in the drive and walk to all the main activities that Key West has to offer....
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    Key West, Florida Keys
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Key West Oasis - Private Pool, Separate Cottage - Great for Couples & Families1 / 23
    (10)Excellent
    0.5 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 October 2020
    My husband and I own our own businesses and booked this lovely cottage in Key West during a lull in our busy season. We were worn out and stressed with the whole Covid Crazyness...
    Reviewed 3 March 2019
    Key West Oasis is a perfect warm weather get-a-way with a very private (no view of neighbors) backyard and an enclosed outdoor shower as a plus! The house was recently renovated...
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    About this property
    Key West Oasis is a private two bedroom/two bath rental house ideally located in Charming Old Town, Key West, Florida, close to Duval street, great restaurants, bars and the beach. This 1906 'cigar maker's cottage' has been newly renovated into a stylish Key West retreat. The house features an open...
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    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.6 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    About this property
    Moonlight' is a freshly renovated condo that is located at 1800 Atlantic Blvd on the beach, with sunset views right from your own 28-foot balcony. You'll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling glass doors. 'Moonlight' is located in...
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    Stock Island, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.5 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
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    Pet friendly
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    'LADY ADMIRAL' ~ Sweet cottage & guest house with private pool off Duval1 / 24
    (115)Excellent
    0.6 miles from Higgs Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    'TORTOISE SHELL II' ~ Comfortable, Modern Condo Two Blocks from Duval!1 / 15
    (7)Excellent
    1.2 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Attitude Key West (2 Bikes and Wireless Internet)1 / 50
    (117)Excellent
    1.1 miles from Higgs Beach
    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 2
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    Craig & Cindy Key West Truman Annex Shipyard Condo with a deck at Mile Marker 0!1 / 50
    (10)Excellent
    1.1 miles from Higgs Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 26 April 2021
    We stayed at Shipyard 206-7 by Cindy & Craig in October 2020 for 7 nights. The location is prime; not too far from Duval and all the fun activities, but def far enough away...
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Truman Annex, two blocks from Duval1 / 27
    (60)Very good
    1.3 miles from Higgs Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Balcony
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    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    'LOST SHAKER OF SALT' ~ 3 Bed, 2 Bath Pet Friendly Home with 40' Private Pool1 / 14
    (108)Excellent
    1.0 miles from Higgs Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Craig & Cindy Key West Truman Annex 212 Fleming House1 / 47
    (19)Excellent
    1.2 miles from Higgs Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Craig & Cindy Key West 3 Bedroom Waterfront Beachside Resort Condo1 / 50
    (45)Excellent
    2.2 miles from Higgs Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Key West, Florida Keys
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Key West Golf Club - Completely Renovated - Tree House Too.1 / 21
    (11)Excellent
    3.6 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    'SOUTHERNMOST BELLE'~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!1 / 41
    (91)Very good
    1.2 miles from Higgs Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
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    Reviewed 6 March 2021
    This is a lovely property. The front yard was such a nice oasis for privacy & relaxation. There were only four of us and we had plenty of indoor space as well. The...
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    Key West, Florida Keys
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Majestic Escape near Duval!  Pool, wifi, renovated 2/2 1/2, private courtyard.1 / 50
    (63)Excellent
    1.1 miles from Higgs Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    'THE QUARTERDECK' ~ Colorful & Comfortable 2Ba/ 1Ba Unit in The Shipyard!1 / 10
    (45)Very good
    1.1 miles from Higgs Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    'TIDES ON SIMONTON' ~ Perfectly located just off Duval and all the fun!1 / 18
    (98)Very good
    0.8 miles from Higgs Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    'CASA DE VINO' ~ Excellent Price for an Amazing Townhouse with Pool & Tiki!1 / 24
    (59)Excellent
    3.5 miles from Higgs Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Tom's Chicken Coop:  Nice Ocean View, Pool, Renovated, Close to Beach1 / 40
    (83)Excellent
    0.6 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    'CORAL CABANA' ~ Lush Porch Views of the Pool & Gardens, near Golf Course!1 / 19
    (82)Excellent
    3.5 miles from Higgs Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Tropical Key West Get Away1 / 33
    (96)Very good
    3.4 miles from Higgs Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Great location! Everything one would need. 3 month minimum1 / 13
    (5)Excellent
    0.6 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Secret Villa I * Old Town with Private Pool, close to Duval!1 / 24
    (69)Excellent
    1.0 miles from Higgs Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    BEST DEAL IN THE KEYS!1 / 26
    (102)Very good
    1.2 miles from Higgs Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Secret Villa II * Old Town: Beautiful Home w/ Private Pool, 2 blocks to Duval!1 / 24
    (51)Excellent
    1.0 miles from Higgs Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    'OFF CALL' ~ Rustic, Nautical Decor With King Master Suite & Heated Pool!1 / 21
    (62)Very good
    3.4 miles from Higgs Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    0.4 miles from Higgs Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Perfect for two families wanting to vacation together or large groups. This is a large duplex home with a total of 5 bdrms and 3.5 bathrooms. Both sides of the duplex are complete separate homes, or can be opened up both upstairs and down to create one big home. One side has 3 bdrms (two rooms...
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    Key West, Florida Keys
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Harbour Place 115 in Truman Annex Key West1 / 23
    (63)Excellent
    1.2 miles from Higgs Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi1 / 50
    (201)Excellent
    1.2 miles from Higgs Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.5 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Welcome to Casa Sol! This charming Conch House is located in the Heart of Old Town Key West. Casa Sol affords the ability to be part of the action of world famous Duval Street, but also allows you to retreat from it when you don't. It's a short 11 minute walk to Duval Street and a 14 minute walk...
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Key West Gem - Large, Bright 2 BR Condo on Ocean w/ Olympic-size Pool1 / 31
    (126)Excellent
    0.6 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.5 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Make your next Florida vacation something special with this charming home in a quiet, upscale enclave that is close to everything! Paradise Palms, a cigar-styled “shotgun” cottage is in a cute neighborhood on the edge of Old Town Key West. Enter the home from the front porch into the living space...
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.5 miles from Higgs Beach
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    About this property
    Private fenced outdoor space to enjoy your private plunge pool and the large outdoor space for lounging and dining. Adorable, affordable, and near all the action.... You bet! Coconut Cottage is the perfect escape for a couple or singles looking to get away from it all in paradise. Located in a...
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    0.6 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Meander down a quiet street in midtown Key West until you come upon a white picket fence on a shady corner lot. Park and walk around to open the gate. Before even entering the house, go ahead and peek out back to envision the delightful tropical oasis featuring a kidney shaped pool and gorgeous...
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Conch Get Enough!  - Key West's Old Town Truman Annex1 / 32
    (149)Excellent
    1.2 miles from Higgs Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Sunshine Daydream: Private Home 1/2 Block Off Duval in Gallery District -1 / 22
    (117)Excellent
    0.6 miles from Higgs Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    0.2 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine swimming in the Olympic sized pool and enjoying a spectacular view of the Atlantic Ocean at the same time. How about an evening stroll through the tropical jungle in your own backyard. Or maybe a scenic bike ride along the beach to experience the sunset. At Atlantic Paradise, all this can...
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    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.6 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Atlantic Ocean is just at your reach when staying at Papaya Place! You can almost hear the waves of the ocean! This great 2 bedroom, 2 bath, waterfront Key West condo at 1800 Atlantic Condominiums offers you a wonderful relaxing garden view overlooking the nature preserve. Enjoy the peace and...
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    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.5 miles from Higgs Beach
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely 1 bed, 2 bathroom private home with covered back porch and bricked courtyard within walking distance to Duval Street. Sunny View is the monthly rental Key West perfect escape for a couple or singles looking to get away from it all in Paradise. Located in Old Town Key West this one bedroom...
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
    0.3 miles from Higgs Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Royal Palm Villa! Become the Key West local you've always dreamed of in this large, upscale Key West house. Walk to Duval Street where you can sample the many restaurants and bars that Key West is famous for or stroll along the seaport where you can take in the spectacular sunsets and...
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Truman Annex: The Plantation SELF CATERING  beautifully landscaped rear patio1 / 17
    (73)Excellent
    1.2 miles from Higgs Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    0.6 miles from Higgs Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Welcome to Ella Varela! This beautiful and recently updated Conch Cottage is centrally located and Fido friendly. Ella Varela is far enough out that you can enjoy peace and quiet, but close enough you can still be part of the action. It's a short 15 minute walk to Duval Street, the Seaport or the...
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Truman Annex Best Location in Town1 / 31
    (34)Excellent
    1.2 miles from Higgs Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    • Washer
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access1 / 51
    (187)Excellent
    1.2 miles from Higgs Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Superb Location, Affordably Priced1 / 50
    (165)Excellent
    1.0 miles from Higgs Beach
    Studio, 1 Bathroom, Sleeps 1 Quick View
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    Location Information
    Key West, Florida Keys
    Condo/Apartment - 1 Bathroom, Sleeps 1
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