Holiday Rentals in Key West
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116 rentals in Key West.
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Sunrise Suite Key West 2 Bed Rooms 2 Full Baths
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Casa Del Sol, a Key West Vacation (Truman Annex)
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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BIG POOL! Across Street from Beach! SEASIDE PLACE, Key West - 5/5 w/parking
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
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Simonton Studio, an Old Town get-away for 2
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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The Mermaids House, Historic Old Town Key West
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Henry's Piece Of Paradise On The Ocean In Key West
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Harbor Walk Hideaways
Private Room
4 bedrooms
3 bathrooms
Sleeps 8
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Oceanfront 2 Bedroom 2 Bath Condo Key West Florida
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Sunrise at Seaside Condo 2 Bedroom
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Duval Balcony - Street Suite
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Artist Cottage in Truman Annex
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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KEY WEST and 3 Bikes or Walk Everywhere! 2 Porches, Pool, Parking & WIFI
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Quiet, Quaint And Conveniently Located!
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Tee by the Sea - Luxury 2/2 1/2 with huge pool, parking and 7 Bikes FREE
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
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Less than two blocks from the famous Duval St shuffle
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
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New Listing Family Friendly
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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YKNOT CHARTERS, ON AND OFF DOCK CHARTERS
Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 6
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Anchor Drop in Key West is a modern elegance with luxury finishes.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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6 bedroom Duval Street Compound - Pool, Hot Tub, 2 parking spots - A++ Location
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 16
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Island vibe, Downtown Nightlife, Sunset
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Comfy Family Home in a Gorgeous Gated Community
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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HISTORIC KEY WEST - Conch House - Sleeps 5
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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2 Bedroom, 2 Bath Condo with private balcony and Close to the Ocean
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Steps from Duval 1 Bedroom Townhouse in great complex Hidden secret
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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The Tree House Old Town 2 Bedroom MONTHLY Rental
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
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Top floor, two bedroom,two bath condo with private balcony,close to the Ocean
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Conch Haven Old Town 1/1 MONTHLY Rental
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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BOOK NOW CONTEMPORARY LUXURY WITH STUNNING OCEAN VIEWS AMAZING VALUE
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Ocean Vista
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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HISTORIC KEY WEST - Cigar House - Sleeps 4
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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HISTORIC KEY WEST - Turtle House - Sleeps 6
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Seaside Condo 2 pools. sunny, quiet, near Old Town
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Sunshine suit (2/2 apartment)
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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HISTORIC KEY WEST - Main House - Sleeps 8
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Shipyard-1/2 Block Duval Street
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Key West Suites Hotel unit 201
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Luxuriously upgraded Condo with Salty Breezes and Exquisite Sunrises
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Deluxe One Bedroom Condo
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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A Change in Latitudes - TRUMAN ANNEX
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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BOOK TODAY AND ENJOY YOUR KEY WEST ISLAND OASIS CONDO ON THE OCEAN
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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'Little Paradise' Historic Seaport Old Town Key West
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Sizzling Summer and Fall Specials for your ocean view Key West Oasis
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Ocean Breezes, Morning Sunrises, Excellent nightly rental condo on the ocean.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Amazingly Transformed in 2022 Luxurious renovation Fantastic Ocean View
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Eleanor's Place in Key West Old Town - Dogs Ok
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Showing results 1-50 of 116
Frequently Asked Questions about Key West
- Yes, here are some popular holiday rentals in Key West that have a pool:
- Sunrise Suite Key West 2 Bed Rooms 2 Full Baths
- Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
- Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
- Yes, here are some popular holiday rentals in Key West that have internet access:
- Sunrise Suite Key West 2 Bed Rooms 2 Full Baths
- Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
- Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
- Some of the most popular kid friendly rentals in Key West are:
- Sunrise Suite Key West 2 Bed Rooms 2 Full Baths
- Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
- Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach