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From $343 per night (USD)
VRBO
Villa Olivietta
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! This ultimate ...
From $343 per night (USD)
VRBO
From $125 per night (USD)
VRBO
"CAROLINE ON MY MIND" ~ Special!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
CLASSIC KEY WEST.... This retreat is an elegant two bedroom, 2 bath condominium one block off of famous Duval Street. Se ...
From $125 per night (USD)
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From $80 per night (USD)
VRBO
Paradise Palm
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
Paradise Palm***PLEASE NOTE THIS IS A MONTHLY RENTAL ONLY***This is a beautiful, private two-story open plan townhome ba ...
From $80 per night (USD)
VRBO
From $371 per night (USD)
VRBO
Four Palms
Bedrooms:
5.5
Bathrooms:
3
Sleeps:
8
WELCOME TO FOUR PALMS! We are complying with the directives listed on the Monroe County website. Please be aware tha ...
From $371 per night (USD)
VRBO
From $207 per night (USD)
VRBO
Angler's Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A stay in Anglers Retreat is more then just a rental, but will be part of your Key West vacation experience. In addition ...
From $207 per night (USD)
VRBO
From $181 per night (USD)
VRBO
Dance of the Butterflies
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! For a month i ...
From $181 per night (USD)
VRBO
From $171 per night (USD)
VRBO
Hemingway's Hammock
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $171 per night (USD)
VRBO
From $382 per night (USD)
VRBO
The Contented Crane
Bedrooms:
4.5
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! Traveling to ...
From $382 per night (USD)
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From $452 per night (USD)
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Bahamian Bamboo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! BAHAMIAN BAMB ...
From $452 per night (USD)
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From $414 per night (USD)
VRBO
Paradise On The Ocean
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
5
This two bedroom condo is located in the Truman Annex, Key West's premier residential community in Harbour Place on the ...
From $414 per night (USD)
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From $645 per night (USD)
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"MEMORY MAKER" ~ Ideal Location!
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
A STYLISH CARIBBEAN SURPRISE RIGHT OFF DUVAL... Private single-family home with peaceful porches totaling two bedrooms, ...
From $645 per night (USD)
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From $165 per night (USD)
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Attitude Key West At the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We understand that these are unprecedented times and no one knows what tomorrow will bring. Here in Key West we believe ...
From $165 per night (USD)
VRBO
From $478 per night (USD)
VRBO
Pineapple Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
WELCOME TO PINEAPPLE COTTAGE! We are complying with the directives listed on the Monroe County website. Please be awa ...
From $478 per night (USD)
VRBO
From $288 per night (USD)
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Somewhere on the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Somewhere on the Beach has Amazing sweeping views of the Atlantic. This property has just undergone a major fantastic re ...
From $288 per night (USD)
VRBO
From $120 per night (USD)
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Tim & Laura's Island Retreat
Bedrooms:
2.5
Bathrooms:
2
Sleeps:
5
Contact us about special Summer Rates! Absolute Best Location! Our Townhome is set in the tranquil verdant gardens of ...
From $120 per night (USD)
VRBO
From $125 per night (USD)
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Vibe in Paradise Key West B217
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This property features an extra large floor plan from the popular B building at 1800 Atlantic. Enjoy the flow through br ...
From $125 per night (USD)
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From $142 per night (USD)
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Perfect Harmony
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! PERFECT HARMO ...
From $142 per night (USD)
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From $763 per night (USD)
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The Ibis & The Crane
Bedrooms:
9
Bathrooms:
6
Sleeps:
16
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! Dreaming of a ...
From $763 per night (USD)
VRBO
From $240 per night (USD)
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Botanical Island Delight C120
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This unit has a king in both bedrooms. 1800 Atlantic is directly on the Atlantic ocean in Key West, adjacent to Smather ...
From $240 per night (USD)
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From $161 per night (USD)
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Natures Preserve Tranquility A208
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Lovely 2nd floor unit. Beautifully renovated, This unit has luxurious finishes. Both bedrooms and the living room open o ...
From $161 per night (USD)
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From $111 per night (USD)
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Driftwood Dreams
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! This freshly ...
From $111 per night (USD)
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From $136 per night (USD)
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A Toast to Sunset
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! If your idea ...
From $136 per night (USD)
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From $274 per night (USD)
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Excitement on Key West Ocean
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
PROFESSIONAL CLEANING PER CDC GUIDELINES BEFORE & AFTER EACH STAY You feel the excitement the moment you arrive. The war ...
From $274 per night (USD)
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From $459 per night (USD)
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Azure Morning
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your spacious oceanfront balcony will be a front row seat for a panorama of azure blue ocean and sky. There are touches ...
From $459 per night (USD)
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From $250 per night (USD)
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"BELLA VITA" ~ Location!
Bedrooms:
2.5
Bathrooms:
2
Sleeps:
4
IDEAL LOCATION IN GREAT COMMUNITY... Enjoy your stay at the President's Walk at Truman Annex. This well manicured commu ...
From $250 per night (USD)
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From $584 per night (USD)
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The Artists' Muse
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! For many, the ...
From $584 per night (USD)
VRBO
From $329 per night (USD)
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Absolute Key West
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
This Private home is located in the historic Truman Annex of old town Key West, where you can get away from it all while ...
From $329 per night (USD)
VRBO
From $207 per night (USD)
VRBO
Southard Comfort in the Truman Annex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
LOCATION, LOCATION, LOCATION and under new ownership. Southard Comfort is on Southard Street in the TRUMAN ANNEX, which ...
From $207 per night (USD)
VRBO
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Ocean Motion Too
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Have this yacht all to yourselves with its spacious and bright with windows surrounding it making views of the ocean ama ...
Click For Pricing
VRBO
From $134 per night (USD)
VRBO
Boathouse Harbor Retreat C337
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This property has been totally renovated and features a fantastic roll in custom shower which is fully wheelchair access ...
From $134 per night (USD)
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From $171 per night (USD)
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Alhambra
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...
From $171 per night (USD)
VRBO
From $171 per night (USD)
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Island Spa
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This Shipyard unit has a Queen bed, one bathroom, very sunny, bright condo.It has a very nice large deck balcony facing ...
From $171 per night (USD)
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From $353 per night (USD)
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Sunset Dreams
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! SUNSET DREAMS ...
From $353 per night (USD)
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From $218 per night (USD)
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Casita Angelita
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! This moderniz ...
From $218 per night (USD)
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From $288 per night (USD)
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Atlantic Paradise Found C232
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Atlantic Paradise Found C232 at 1800 Atlantic Condominiums is a beautifully appointed spacious condominium with a lovely ...
From $288 per night (USD)
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From $288 per night (USD)
VRBO
Key West On My Mind 305
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stunning 2 bedroom ocean-view oasis vacation rental at the fabulous 1800 Atlantic in Key West. Our family owned unit has ...
From $288 per night (USD)
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From $382 per night (USD)
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Banana Blossoms
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! When explorin ...
From $382 per night (USD)
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From $179 per night (USD)
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"CARIBBEAN SOUL" ~ Has it All!
Bedrooms:
4.5
Bathrooms:
3
Sleeps:
6
QUINTESSENTIAL KEY WEST HOME LEAVING NOTHING MORE TO BE DESIRED... Framed by a white picket fence you will be welcomed t ...
From $179 per night (USD)
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From $50 per night (USD)
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Villa Aqua
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get with ...
From $50 per night (USD)
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From $75 per night (USD)
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Boli Townhouse in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We want you to know that your safety and comfort while in Key West is our utmost priority. We have upgraded our meticulo ...
From $75 per night (USD)
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From $414 per night (USD)
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Tropical Executive
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
This Harbour Place condominium is in Key West's most prestigious community of Truman Annex offering breath taking water ...
From $414 per night (USD)
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From $179 per night (USD)
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Waters Edge at Key Haven
Bedrooms:
4.5
Bathrooms:
4
Sleeps:
8
Spacious 2-story 4 bedroom, 3.5 bathroom home. This gulf front and canal front home has spectacular views and water acc ...
From $179 per night (USD)
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From $100 per night (USD)
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Oceanfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the charm and grace of Old Key West in a new and distinctive setting. Luxury, two-bedroom, two-bath, waterfront ...
From $100 per night (USD)
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From $239 per night (USD)
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Key West Home/Pool onthe Water
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BOAT LOVERS! Five minutes to open ocean. Keep your boat in the canal right at your back door. KAYAK LOVERS! Slip t ...
From $239 per night (USD)
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From $300 per night (USD)
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BMW Fantasy
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
Downtown Duval St. 2 bedroom 2 1/2 bath condo, located in the heart of Old Town. Walking distance to many of the main at ...
From $300 per night (USD)
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From $763 per night (USD)
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The Commodore's Manor
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! THE COMMODORE ...
From $763 per night (USD)
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From $234 per night (USD)
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Key West Suites Hotel #201
Bedrooms:
1
Bathrooms:
0
Sleeps:
6
Key West Suites Hotel #201 Welcome to your charming private studio apartment right on Duval street! Built in 1919, it u ...
From $234 per night (USD)
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From $645 per night (USD)
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"CONCH HEAVEN" ~ Easy Breezy!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
OLD TOWN LOCATION... A beautifully furnished and comfortable home, located a short distance from Duval Street. Have bik ...
From $645 per night (USD)
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From $350 per night (USD)
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Galleon Resort Waterfront Luxury in Old Town Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
This is a large (1245 SF) 1BR/1BA condo on the 6th floor of the Galleon Resort & Marina.....and is a one of a kind. It ...
From $350 per night (USD)
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From $185 per night (USD)
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Keys Kokomo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! Get here fast ...
From $185 per night (USD)
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From $205 per night (USD)
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Tom's Oceanfront Penthouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Covid Cancellation Policy: Until there is a Corona vaccine a 100% refund will be given up until the day of arrival. No ...
From $205 per night (USD)
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From $236 per night (USD)
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Happy Hour Haven
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
It is always "Happy Hour" in this lovely second floor condo. Coffee in the morning, cocktails anytime, or just relax wi ...
From $236 per night (USD)
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From $156 per night (USD)
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Key West State of Mind
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! KEY WEST STAT ...
From $156 per night (USD)
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From $117 per night (USD)
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Boater's Dream at Sunset Marina
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
30- Night minimum stay: Private and quiet, this luxurious unit is an ideal place for relaxing and you are only minutes a ...
From $117 per night (USD)
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From $599 per night (USD)
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Eisenhower Retreat
Bedrooms:
4.5
Bathrooms:
4
Sleeps:
10
A reflection of old Key West, Eisenhower's Retreat was designed and built with the architectural feel of an old "Conch H ...
From $599 per night (USD)
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From $250 per night (USD)
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"SUGAR SHACK" ~ Escape Reality!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
PERFECT FAMILY RETREAT IN LUSH GATED COMMUNITY Enjoy this incredible family townhome in Coral Hammock’s lush community j ...
From $250 per night (USD)
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From $207 per night (USD)
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Southernmost Sanctuary
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Southernmost Sanctuary is a beautiful two bedroom, one bath condominium has recently been updated located in the Shipyar ...
From $207 per night (USD)
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From $300 per night (USD)
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Life in the Slow Lane
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
This charming unit has a whimsy nautical feel with the blue and white decor. There are two master suites, one on the ...
From $300 per night (USD)
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From $125 per night (USD)
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237 Southard Street, Key West
Bedrooms:
2.5
Bathrooms:
2
Sleeps:
4
Walk or take your bikes everywhere from this little part of Paradise, you will never need a car. Located in beautiful O ...
From $125 per night (USD)
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From $207 per night (USD)
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Shady Nook
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Two blocks away from Duval Street with direct access to Thomas Street through the rear gate. Has free hook up for intern ...
From $207 per night (USD)
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From $225 per night (USD)
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Truman Treasure
Bedrooms:
5
Bathrooms:
3
Sleeps:
5
Private home of three bedrooms and 2 1/2 Baths within a gated community. High definition TV found in every bedroom in ...
From $225 per night (USD)
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From $100 per night (USD)
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Banyan Court 238
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a luxury town home, located in the heart of old town and walking distance to all main attractions, including th ...
From $100 per night (USD)
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From $302 per night (USD)
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Atlantic Reflections
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! ATLANTIC REFL ...
From $302 per night (USD)
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From $279 per night (USD)
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Sailor's Story
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
The Presidents Walk and Southard Court community is located in the Truman Annex Complex which is located 2 blocks from D ...
From $279 per night (USD)
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From $288 per night (USD)
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Atlantic Oasis Penthouse on the Ocean C420
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Penthouse property with vaulted ceilings at the famous 1800 Atlantic. Both bedrooms and the living room have access to y ...
From $288 per night (USD)
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From $133 per night (USD)
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The Pearl in Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located on a quiet street in Key West, a tranquil residential neighborhood located just behind the Key West Historical d ...
From $133 per night (USD)
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From $300 per night (USD)
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Pelican Landing Antigua Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Our beautiful waterfront condos have a range of room types to suite your every need. Whether you want a suite for two or ...
From $300 per night (USD)
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From $273 per night (USD)
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Nature's Edge
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! NATURE'S EDGE ...
From $273 per night (USD)
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From $680 per night (USD)
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"SEAPORT SANCTUARY" ~ Romantic!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A QUIET BUNGALOW IN THE HISTORIC SEAPORT... Private one bedroom home in the heart of Old Town. A great place for a coup ...
From $680 per night (USD)
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From $143 per night (USD)
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Casa Manana Key West Monthly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Casa Mañana at 800 Virginia Street is perfectly situated for the guest who wants to enjoy Key West at its finest. Locat ...
From $143 per night (USD)
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From $491 per night (USD)
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Good Vibrations
Bedrooms:
5.5
Bathrooms:
4
Sleeps:
10
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! Key West has ...
From $491 per night (USD)
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From $45 per night (USD)
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The Simonton Studio
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
The Simonton Studio is neat, sweet and complete. This pet friendly accommodation is the perfect location for exploring ...
From $45 per night (USD)
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From $459 per night (USD)
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William Skelton Home
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
The William Skelton "Pink House" is located just steps from Duval Street in the heart of Old Town Key West. At this very ...
From $459 per night (USD)
VRBO
Click For Pricing
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BellaMaggio
Bedrooms:
5
Bathrooms:
4
Sleeps:
11
This yacht is one of a kind with its four state room layout, each room having its own private bath and shower. There is ...
Click For Pricing
VRBO
From $300 per night (USD)
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Pelican Landing Florida Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Our beautiful waterfront condos have a range of room types to suite your every need. Whether you want a suite for two or ...
From $300 per night (USD)
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From $557 per night (USD)
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Archipelago
Bedrooms:
5.5
Bathrooms:
4
Sleeps:
12
This gorgeous townhouse has 4 bedrooms, 4 full Bathrooms, and 2 half bathrooms. It is unique in that it has 2 of everyt ...
From $557 per night (USD)
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From $205 per night (USD)
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Island Oasis
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
WELCOME TO ISLAND OASIS! We are complying with the directives listed on the Monroe County website. Please be aware th ...
From $205 per night (USD)
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From $182 per night (USD)
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Paradise Perfected
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! Hidden behind ...
From $182 per night (USD)
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From $79 per night (USD)
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Villa Nomade at Shipyard Condominiums
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Relax at Villa Nomade in luxurious surroundings. Featuring a fully equipped kitchen with bar seating and dining area. Th ...
From $79 per night (USD)
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From $134 per night (USD)
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Studio Blu
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location, location, location! Situated in the heart of the Cuban district, steps from arguably the best 'con leche' in ...
From $134 per night (USD)
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From $207 per night (USD)
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Another Day In Paradise
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $207 per night (USD)
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From $279 per night (USD)
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Colorful Cocktail
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Shipyard unit is a two level condominium which has a private courtyard with a deck to enjoy the beautiful weather a ...
From $279 per night (USD)
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From $279 per night (USD)
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Angel Fish
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
Tropically decorated 2 bedroom 2 bathroom townhouse in secluded area of Truman Annex, complete with updated appliances, ...
From $279 per night (USD)
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From $218 per night (USD)
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Shang-Ri-La
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! SHANG-RI-LA i ...
From $218 per night (USD)
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From $204 per night (USD)
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Havana House
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! Located on So ...
From $204 per night (USD)
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From $614 per night (USD)
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A Gulfstream Drift
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Imagine yourself watching the sunset over the ocean from the huge penthouse balcony. This tropical retreat in Paradise h ...
From $614 per night (USD)
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The “Lady Chelle”
Bedrooms:
2.5
Bathrooms:
1
Sleeps:
4
*Our boat is being cleaned according to CDC guidelines in order to ensure your safety and comfort throughout your v ...
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From $300 per night (USD)
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Pelican Landing Aruba Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Our beautiful waterfront condos have a range of room types to suite your every need. Whether you want a suite for two or ...
From $300 per night (USD)
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From $1908 per night (USD)
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Noona's Mansion
Bedrooms:
6.5
Bathrooms:
6
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! Located in Tr ...
From $1908 per night (USD)
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From $207 per night (USD)
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Seascape
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...
From $207 per night (USD)
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From $342 per night (USD)
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Billy's Blue Heaven Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
BIlly's Blue Heaven is fresh, clean and Pristine. and Includes one private parking spot directly in front of the condo. ...
From $342 per night (USD)
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From $414 per night (USD)
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Window On The Sea
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
5
Wake up to beautiful views of the Gulf Waters in this 2 bedroom 2 bathroom condo in the highly coveted Harbor Place Cond ...
From $414 per night (USD)
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From $300 per night (USD)
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"BEACH HOUSE" ~ Prestigious!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
PRESTIGIOUS TROPICAL RETREAT... Indulge in this spectacular two-story home situated in the premier gated community of hi ...
From $300 per night (USD)
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From $200 per night (USD)
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Charming Old Town Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This charming conch home is newly renovated. Classic wood frame with Two bedrooms and Two baths on the first floor as we ...
From $200 per night (USD)
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From $414 per night (USD)
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Sunset Dalite
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
Enjoy the breathtaking views of the Atlantic Ocean and the Gulf of Mexico from your front row seat! | This gorgeous cond ...
From $414 per night (USD)
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From $436 per night (USD)
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The Zesty Lime
Bedrooms:
4.5
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! Key West is k ...
From $436 per night (USD)
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From $175 per night (USD)
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The Key West Hen
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Give me a call if you’d like to book our home 702-232-2750 Welcome to your home away from home and enter through the c ...
From $175 per night (USD)
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From $300 per night (USD)
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Southernmost Palms
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 21 days prior to your arrival! When you thin ...
From $300 per night (USD)
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THE FREE SPIRIT
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
PLEASE NOTE ... THIS YACHT IS CURRENTLY NOT FOR CHARTER. ALL INQUIRIES REGARDING CHARTERS WILL NOT BE ACKNOWLEDGED If ...
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From $50 per night (USD)
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Villa Alta
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get wit ...
From $50 per night (USD)
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