Search results; Over 1,000 homes in Key West

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Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
2 queen beds
Sep 14 – 19
R11,686 ZAR for 5 nights
4.67 out of 5 average rating, 15 reviews
Hotel in Key West
Close to Smathers Beach + Pool. Dining. Shuttle.
1 king bed
Sep 11 – 16
R13,155 ZAR for 5 nights
4.63 out of 5 average rating, 32 reviews
Hotel in Key West
Near Old Town Key West + Pool. Dining. Shuttle.
2 queen beds
Sep 11 – 16
R15,079 ZAR for 5 nights
4.79 out of 5 average rating, 33 reviews
Hotel in Key West
Coastal Comfort | Sunset-watching. Outdoor Pool
1 king bed
Sep 11 – 16
R10,311 ZAR for 5 nights
4.54 out of 5 average rating, 35 reviews
Apartment in Key West
At Mine | Key West Suite steps from Duval Street
1 queen bed
Sep 13 – 18
R10,062 ZAR for 5 nights
4.84 out of 5 average rating, 1370 reviews
Top guest favorite
Camper/RV in Key West
Airstream Key/RV rental&delivery, campsite require
3 beds
Sep 11 – 16
R9,898 ZAR for 5 nights
5.0 out of 5 average rating, 6 reviews
Superhost
Houseboat in Key West
Deluxe Bungalow
4 beds
Sep 21 – 26
R12,164 ZAR for 5 nights
4.72 out of 5 average rating, 238 reviews
Guest favorite
Houseboat in Key West
The Tiki Suite - a Key West icon
1 bed
Sep 21 – 26
R53,843 ZAR for 5 nights
4.9 out of 5 average rating, 485 reviews
Hotel in Key West
Near Airport + Free Breakfast & Newly Renovated
1 king bed
Sep 11 – 16
R12,513 ZAR for 5 nights
4.52 out of 5 average rating, 21 reviews
Condo in Key West
Pool View Suite w/ Full Kitchen | Beachside Resort
2 beds
Sep 11 – 16
R22,639 ZAR for 5 nights
4.75 out of 5 average rating, 231 reviews
Superhost
Hotel in Key West
Secluded Island Escape | Sailing. Pool
2 queen beds
Sep 11 – 16
R24,250 ZAR for 5 nights
New place to stay
Boat in Key West
Sentient: Spacious 65’ Yacht With Full Amenities
5 beds
Oct 22 – 27
R37,129 ZAR for 5 nights
New place to stay
Superhost
Boat in Marathon
Paradise awaits on this cozy houseboat!
1 king bed
Sep 21 – 26
R18,710 ZAR for 5 nights
4.8 out of 5 average rating, 285 reviews
Room in Key West
Stay with LisaNurse & boat captain,
Gypsy Soul sleepaboard
Sep 15 – 20
R16,735 ZAR for 5 nights
4.81 out of 5 average rating, 36 reviews
Guest favorite
Room in Key West
Stay with Devin And DavidHosting for 8 years,
Mallory House Room #2
Sep 12 – 17
R10,707 ZAR for 5 nights
4.9 out of 5 average rating, 388 reviews
Hotel in Key West
Elegant Escape | Outdoor Pool. Island Experience
2 queen beds
Sep 11 – 16
R28,698 ZAR for 5 nights
New place to stay
Top guest favorite
Boat in Key West
Off Grid Boat "Shanty Pineapple" Key West
1 bed
Sep 11 – 16
R27,441 ZAR for 5 nights
4.97 out of 5 average rating, 29 reviews
Top guest favorite
Apartment in Key West
Heron Hideaway
2 beds
Sep 28 – Oct 3
R24,157 ZAR for 5 nights
5.0 out of 5 average rating, 28 reviews