Search results; Over 1,000 places in Key West

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Guesthouse in Key West
Cozy & modern guest house!
Free cancellation
Jun 8 – 13
R15,011 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 14 reviews
Condo in Key West
Pool View Suite w/ Full Kitchen | Beachside Resort
2 beds
Jun 1 – 6
R18,980 ZAR for 5 nights
for 5 nights
4.71 out of 5 average rating, 182 reviews
Hotel in Key West
Close to Smathers Beach + Pool. Dining. Shuttle.
1 king bed
Jun 1 – 6
R15,257 ZAR for 5 nights
for 5 nights
New place to stay
Top guest favorite
Condo in Key West
EYW Getaway
Free cancellation
Jun 13 – 18
R41,803 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 29 reviews
Hotel in Key West
Newly renovated + Free Full Breakfast - Queen Room
Free cancellation
Jun 29 – Jul 4
R16,059 ZAR for 5 nights
for 5 nights
4.68 out of 5 average rating, 326 reviews
Guest favorite
Condo in Key West
Key West Condo with Balcony Ocean View
2 queen beds
Jun 8 – 13
R44,048 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 32 reviews
Guest favorite
Apartment in Key West
Heron Hideaway
Free cancellation
Jul 6 – 11
R24,911 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews
Guest favorite
Condo in Key West
A Perfect Getaway
3 beds
Aug 8 – 13
R33,742 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 165 reviews
Superhost
Apartment in Key West
Waterfront Condo with Slip & Pool in Key West
3 beds
Jun 1 – 6
R46,443 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 62 reviews
Superhost
Townhouse in Key West
Comfortable, clean, renovated, beautiful home
3 beds
Jun 2 – 7
R34,084 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 283 reviews
Boat in Key West
FREE TIME 50’ 2 Cabin Yacht-Key West
2 queen beds
Jun 1 – 6
R37,849 ZAR for 5 nights
for 5 nights
New place to stay
Guest favorite
Apartment in Key West
Duval Balcony Spanky's Retreat
2 beds
Jun 15 – 20
R23,842 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 795 reviews
Apartment in Key West
Blue Room at the Grand Maloney
1 king bed
Jun 1 – 6
R22,088 ZAR for 5 nights
for 5 nights
4.81 out of 5 average rating, 64 reviews
Superhost
Apartment in Key West
#205 Key West Suites
3 beds
Jun 1 – 6
R22,418 ZAR for 5 nights
for 5 nights
4.84 out of 5 average rating, 247 reviews
Top guest favorite
Room in Key West
Stay with LisaHospitality - hotels,
Bella's room - 1 Queen + 1 Twin, Shared bathroom
Jun 21 – 26
R18,175 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 143 reviews
Condo in Key West
2BR Suite | Pool | Hot Tub | Tennis | Dog Friendly
3 beds
Jun 1 – 6
R24,091 ZAR for 5 nights
for 5 nights
4.52 out of 5 average rating, 198 reviews
Guest favorite
Condo in Key West
Tropical Escape at Sunrise
3 beds
Jun 14 – 19
R41,697 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 139 reviews
Superhost
Apartment in Key West
Sunshine Suite Condo Enjoy outdoor Hot tub & Pool
3 beds
Jun 3 – 8
R35,046 ZAR for 5 nights
for 5 nights
4.68 out of 5 average rating, 414 reviews