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Holiday Rentals near Sunset Pier

Duval St, Ocean Key Resort & Spa, Key West, Florida 33040
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    Travellers to Key West are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 101 Rentals in Key West
    0.3 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    0.3 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    0.3 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Truman Annex, two blocks from Duval1 / 35
    (74)Very good
    0.6 kilometres from Sunset Pier
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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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 with 40' Private Pool1 / 14
    (130)Excellent
    0.8 kilometres from Sunset Pier
    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 / 48
    (20)Excellent
    0.7 kilometres from Sunset Pier
    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
    'Stone's Throw' ~ Beautiful home in a great location!1 / 17
    (11)Excellent
    1.2 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    BARGAIN RATES! Pool, wifi, renovated 2/2 1/2 private courtyard.1 / 50
    (79)Excellent
    0.9 kilometres from Sunset Pier
    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
    2022 IS THE FINAL YEAR.  Giving it to a vacation rental company for 2023.1 / 39
    (100)Excellent
    3.2 kilometres from Sunset Pier
    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
    (85)Excellent
    7.1 kilometres from Sunset Pier
    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
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    7.0 kilometres from Sunset Pier
    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
    Secret Villa I * Old Town with Private Pool, close to Duval!1 / 25
    (89)Excellent
    0.8 kilometres from Sunset Pier
    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
    SUMMER 2023 COMING FAST - BOOK NOW & SAVE1 / 25
    (126)Very good
    0.8 kilometres from Sunset Pier
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    'LADY ADMIRAL' ~ Sweet cottage & guest house with private pool off Duval!1 / 24
    (142)Excellent
    1.7 kilometres from Sunset Pier
    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
    TRUMAN ANNEX - FOUNDRY 71 / 20
    (32)Excellent
    0.5 kilometres from Sunset Pier
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
    Apple of Your Eye in Paradise (Truman Annex)!1 / 24
    (78)Excellent
    0.8 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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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 / 51
    (146)Excellent
    0.9 kilometres from Sunset Pier
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Completely renovated in 2016! Galleon Resort Efficiency Historic District1 / 33
    (45)Very good
    0.3 kilometres from Sunset Pier
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Craig & Cindy Key West Truman Annex Shipyard Condo with a deck at Mile Marker 0!1 / 34
    (10)Excellent
    0.9 kilometres from Sunset Pier
    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
    Key West Golf Club - Completely Renovated - Tree House Too.1 / 19
    (11)Excellent
    7.1 kilometres from Sunset Pier
    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
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    'TIDES ON SIMONTON' ~ Perfectly located just off Duval and all the fun!1 / 18
    (118)Very good
    1.1 kilometres from Sunset Pier
    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
    'CASA DE VINO' ~ Excellent Price for an Amazing Townhouse with Pool & Tiki!1 / 24
    (60)Excellent
    7.1 kilometres from Sunset Pier
    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
    (6)Excellent
    1.6 kilometres from Sunset Pier
    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
    Rose Lane Villas - Villa Aqua - 2 King Bedrooms - Downtown Key West1 / 37
    (70)Excellent
    0.5 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Secret Villa II * Old Town: Beautiful Home w/ Private Pool, 2 blocks to Duval!1 / 25
    (72)Excellent
    0.8 kilometres from Sunset Pier
    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
    Lazy River Pool, Enchanting Garden, Old Town Key West, Free WiFi, Bikes & Parkin1 / 50
    (32)Excellent
    1.2 kilometres from Sunset Pier
    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
    'OFF CALL' ~ Rustic, Nautical Decor With King Master Suite & Heated Pool!1 / 21
    (62)Very good
    7.0 kilometres from Sunset Pier
    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
    Harbour Place 115 in Truman Annex Key West1 / 45
    (66)Excellent
    0.7 kilometres from Sunset Pier
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    3.1 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Downtown Nassau Oasis 1 Bedroom Townhouse steps to Duval1 / 27
    (143)Very good
    1.3 kilometres from Sunset Pier
    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
    0.3 kilometres from Sunset Pier
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Charming 1 bedroom apartment with comfortable King size bed (100% cotton sheets) in the best possible location. The heart of Old Town Key West, two blocks from Simonton beach, the seaport, watersports and four blocks from Mallory Square. Walk everywhere, to the Historic Seaport, Hemingway House,...
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    Key West, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Downtown Location in Historic District-No Contact Check-In1 / 37
    (44)Very good
    1.5 kilometres from Sunset Pier
    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
    Azure Morning- Oceanfront, near Marina, Pool & Jacuzzi1 / 24
    (96)Excellent
    8.0 kilometres from Sunset Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    'Oceanside Oasis' * Kings Pointe: Direct Ocean Views & 3 BR'S1 / 32
    (91)Excellent
    7.9 kilometres from Sunset Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Penthouse Level Ocean Views-  Live the Dream1 / 41
    (146)Very good
    3.2 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Key West Home/Pool on the Water1 / 34
    (12)Excellent
    5.1 kilometres from Sunset Pier
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Boli Townhouse - Luxury Rental in gated Truman Annex1 / 51
    (132)Excellent
    0.9 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Casa Cay West ~ Beautiful Tropical House - 2 King Beds! Sleeps 81 / 50
    (11797)Excellent
    7.1 kilometres from Sunset Pier
    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
    0.3 kilometres from Sunset Pier
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Charming 1 bedroom apartment with comfortable King size bed (100% cotton sheets) in the best possible location. The heart of Old Town Key West, two blocks from Simonton beach, the seaport, watersports and four blocks from Mallory Square. Walk everywhere, to the Historic Seaport, Hemingway House,...
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    Key West, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    3.2 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
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    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1.0 kilometres from Sunset Pier
    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
    STARFISH - SUNNY TOWNHOME in QUIET TRUMAN ANNEX TWO BLOCKS FROM DUVAL ST.1 / 44
    (127)Excellent
    0.8 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Reviewed 24 November 2021
    I have booked STARFISH in the past and have booked it again, and will not hesitate to book this property whenever my future travels include Key West, Florida. The interior of...
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    Key West, Florida Keys
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Catherine House: A charming Old Town Key West cottage1 / 29
    (161)Excellent
    1.6 kilometres from Sunset Pier
    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
    The Grande Vista: 2  BR, 2  BA Condominium in Key West, Sleeps 61 / 42
    (79)Very good
    3.2 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    6.0 kilometres from Sunset Pier
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Attitude Key West at the Beach, 2 Bikes and Internet, Pool, Whirl Pool, Sauna1 / 51
    (198)Excellent
    3.1 kilometres from Sunset Pier
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Key West, Florida Keys
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Enjoy More Privacy in a Truman Annex End Unit Townhome1 / 24
    (121)Excellent
    0.8 kilometres from Sunset Pier
    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
    Rent Five Days -Get Two Days for Free December 3-241 / 22
    (77)Very good
    0.9 kilometres from Sunset Pier
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Location Information
    Key West, Florida Keys
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    William Skelton House - Available Easter Weekend!1 / 50
    (135)Excellent
    0.5 kilometres from Sunset Pier
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
    Ann Street Cottage: A bright and airy home near Duval Street1 / 24
    (141)Excellent
    0.4 kilometres from Sunset Pier
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Location Information
    Key West, Florida Keys
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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