Search results; Over 1,000 places in Key West

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Guest favorite
Apartment in Key West
Henry's Penthouse On The Ocean
4 guests2 bedrooms2 beds2 baths
Aug 30 – Sep 4
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Aug 30 – Sep 4
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R55,328 ZAR for 5 nights

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Hotel in Key West
Newly renovated + Free Full Breakfast - Queen Room
2 queen beds
Aug 12 – 17
R13,864 ZAR for 5 nights
4.69 out of 5 average rating, 345 reviews
Hotel in Key West
Close to Smathers Beach + Pool. Dining. Shuttle.
Waterfront
Jul 3 – 8
R24,875 ZAR for 5 nights
New place to stay
Boat in Key West
Sailboat Stay: Explore & Relax
WaterfrontBoat slip,
Jul 6 – 11
R18,269 ZAR for 5 nights
New place to stay
Superhost
Home in Key West
Keys Quiet Getaway
3 beds
Jul 5 – 10
R32,946 ZAR for 5 nights
New place to stay
Hotel in Key West
Newly renovated + Free Full Breakfast - King Bed
1 king bed
Jul 11 – 16
R17,393 ZAR for 5 nights
4.76 out of 5 average rating, 347 reviews
Camper/RV in Key West
Airstream Key/RV rental&delivery only, no campsite
3 beds
Jul 5 – 10
R9,569 ZAR for 5 nights
5.0 out of 5 average rating, 3 reviews
Condo in Key West
Poolside Suite with Direct Pool Access
2 beds
Jul 8 – 13
R35,660 ZAR for 5 nights
4.78 out of 5 average rating, 58 reviews
Top guest favorite
Houseboat in Key West
Shanty Pineapple Key West
Kayak
Jul 6 – 11
R25,472 ZAR for 5 nights
4.96 out of 5 average rating, 23 reviews
Apartment in Key West
Charming 1BR two-story apartment with 2 balconies
1 queen bed
Jul 6 – 11
R21,878 ZAR for 5 nights
4.63 out of 5 average rating, 60 reviews
Top guest favorite
Houseboat in Key West
Key West Outpost: eco-vacation
Ocean and bay views
Jul 3 – 8
R52,843 ZAR for 5 nights
5.0 out of 5 average rating, 64 reviews
Condo in Key West
Colorful 2BR Oceanfront 4th-Floor | Balcony
On the beach
Aug 24 – 29
R30,603 ZAR for 5 nights
4.59 out of 5 average rating, 148 reviews
Home in Key West
Spacious studio central Key West
1 queen bed
Jul 14 – 19
R15,137 ZAR for 5 nights
New place to stay
Condo in Key West
Pool View 3BR Residence | Beachside Resort
5 beds
Jul 5 – 10
R54,701 ZAR for 5 nights
4.73 out of 5 average rating, 119 reviews
Superhost
Room in Stock Island
Stay with ShaneTourist guide,
Top Flight Stay with Free Parking and Concierge
Jul 4 – 9
R16,995 ZAR for 5 nights
4.8 out of 5 average rating, 88 reviews
Guest favorite
Room in Key West
Stay with JohnHosting for 9 years,
Sail, Snorkel, Relax!
Jul 11 – 16
R20,988 ZAR for 5 nights
5.0 out of 5 average rating, 8 reviews
Guest favorite
Guesthouse in Key West
Key West
1 king bed
Jul 5 – 10
R24,943 ZAR for 5 nights
4.91 out of 5 average rating, 116 reviews
Top guest favorite
Apartment in Key West
Studio Blu -Hip Studio/Old Town
1 queen bed
Jul 28 – Aug 2
R24,754 ZAR for 5 nights
4.94 out of 5 average rating, 418 reviews
Condo in Key West
2BR Suite | Pool | Hot Tub | Tennis | Dog Friendly
3 beds
Aug 10 – 15
R18,009 ZAR for 5 nights
4.52 out of 5 average rating, 201 reviews