Villas in Key West
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263 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
Match: Sleeps
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ATLANTIC PARADISE Condo 1800 Atlantic, shared pool, jacuzi, BBQ, family fun!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront 2 Bedroom 2 Bath Condo Key West Florida
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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KEY WEST CASA Large Condo, Truman Annex, Shared Pool, Downtown Key West
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Casa Del Sol, a Key West Vacation (Truman Annex)
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Clean Apartment in Old Town Key West (Best Downtown Locations)
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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AMELIA HOME Spacious Private Home with Private Pool, BBQ Grill + Pet Friendly
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Tree House Old Town 2 Bedroom MONTHLY Rental
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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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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Artist Cottage in Truman Annex
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Harbor Walk Hideaways
Private Room
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Casa Cay West ~ Beautiful Tropical House - 2 King Beds! Sleeps 8
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Secret Villa II * Old Town: Beautiful Home w/ Private Pool, 2 blocks to Duval!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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STARFISH - SUNNY TOWNHOME in QUIET TRUMAN ANNEX TWO BLOCKS FROM DUVAL ST.
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Truman Annex: The Plantation SELF CATERING beautifully landscaped rear patio
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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'LOST SHAKER OF SALT' ~ 3 Bed, 2 Bath Pet Friendly Home with 40' Private Pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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'Oceanside Oasis' * Kings Pointe: Direct Ocean Views & 3 BR'S
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Attitude Key West (2 Bikes and Wireless Internet)
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Secret Villa I * Old Town with Private Pool, close to Duval!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tom's Chicken Coop: Nice Ocean View, Pool, Renovated, Close to Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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My Condo by the Beach with Ocean View
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sea Breeze Cottage- in Beautiful Truman Annex
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tom's 2000sf Direct Oceanfront Penthouse. Renovated, Heated Pool, Close To Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Seaside Place Key West FL 5 Bedroom House 4 Baths
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Attitude Key West at the Beach, 2 Bikes and Internet, Pool, Whirl Pool, Sauna
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Catherine House: A charming Old Town Key West cottage
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Boli Townhouse - Luxury Rental in gated Truman Annex
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Harbour Place 115 in Truman Annex Key West
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Top Floor Ocean Views from every window Olympic Size Pool-Jacuzzi- Sauna-Tennis
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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William Skelton House - Available Easter Weekend!
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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The Mermaids House, Historic Old Town Key West
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Azure Morning- Oceanfront, near Marina, Pool & Jacuzzi
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'CORAL CABANA' ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Apple of Your Eye in Paradise (Truman Annex)!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Villa Paradiso: A unique mid-town paradise
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Rose Lane Villas - Villa Vista - 2 bedrooms - Downtown Key West
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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NEWLY RENOVATED ...LAST MINUTE SPECIALS...CHECK DATES
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy More Privacy in a Truman Annex End Unit Townhome
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Duval Square Penthouse: A large, beautiful condo steps from the action
Condo/Apartment
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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'LADY ADMIRAL' ~ Sweet cottage & guest house with private pool off Duval
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ann Street Cottage: A bright and airy home near Duval Street
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Beach House with Ocean View-No Contact Check-In
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Majestic Escape near Duval! Pool, wifi, renovated 2/2 1/2, private courtyard.
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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'CASA DE VINO' ~ Excellent Price for an Amazing Townhouse with Pool & Tiki!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Rose Lane Villas - Villa Grande - 3 bedrooms - Downtown Key West
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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~$~1,500/wk - Best Deal in Key West - Plus 7 Bikes Included!
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Peaceful Setting Amongst The Active Island Life Style
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Frequently Asked Questions about Key West
- Yes, here are some popular holiday rentals in Key West that have a pool:\n
- \n
- Tee by the Sea - Luxury 2/2 1/2 with huge pool, parking and 7 Bikes FREE \n
- HISTORIC KEY WEST - Main House - Sleeps 8 \n
- HISTORIC KEY WEST - Turtle House - Sleeps 6 \n
- Yes, here are some popular holiday rentals in Key West that have internet access:\n
- \n
- Tee by the Sea - Luxury 2/2 1/2 with huge pool, parking and 7 Bikes FREE \n
- HISTORIC KEY WEST - Main House - Sleeps 8 \n
- HISTORIC KEY WEST - Turtle House - Sleeps 6 \n
- The best pet friendly rentals in Key West are:\n
- \n
- Ocean View Estate with Private Pool 15 minutes from Key West \n
- LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH \n
- The Tree House Old Town 2 Bedroom MONTHLY Rental \n
- Some of the most popular kid friendly rentals in Key West are:\n
- \n
- Tee by the Sea - Luxury 2/2 1/2 with huge pool, parking and 7 Bikes FREE \n
- HISTORIC KEY WEST - Main House - Sleeps 8 \n
- HISTORIC KEY WEST - Turtle House - Sleeps 6 \n