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Key West: 187 properties found
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1,750 feet from beach
Enjoy a sun terrace, garden, bar, and year-round outdoor swimming pool at this delightful retreat.
This property has no availability on our site from 15 Sept to 18 Sept.
Checking for other dates
Key WestShow on map1.6 miles from centre
Beachfront
Offering a private beach area, beachfront access, and a year-round outdoor swimming pool for relaxation.
Recommended for your group
Queen Room with Balcony
- 2 large double beds
- Free stay for your child
Per night
Original price US$702. Current price US$642.
3 nights, 2 adults, 1 child
1,900 feet from beach
Offering a sun terrace, year-round outdoor swimming pool, and private check-in & check-out services.
Recommended for your group
Double Room with Two Double Beds
- 2 double beds
Per night
Price US$537
3 nights, 2 adults, 1 child
2,200 feet from beach
Enjoy a sun terrace, garden, and year-round outdoor swimming pool at this historic building.
Recommended for your group
Thimble Duo
- 2 large double beds
- Free stay for your child
Per night
Original price US$1,028. Current price US$765.
3 nights, 2 adults, 1 child
2,350 feet from beach
Offering a year-round outdoor swimming pool, free on-site private parking, and family rooms.
Recommended for your group
Classic Double Queen with City View and Balcony
- 2 large double beds
- Free stay for your child
Per night
Price US$492
3 nights, 2 adults, 1 child
1,300 feet from beach
A sun terrace, garden, and year-round outdoor swimming pool enhance the relaxing atmosphere of this property.
Recommended for your group
RIDLEY ROOM 1 KING WITH SOFA
- 2 beds (1 extra-large double, 1 sofa bed)
- Free stay for your child
Per night
Original price US$1,058. Current price US$831.
3 nights, 2 adults, 1 child
Key WestShow on map3.3 miles from centre
Beachfront
This beachfront resort offers a private beach area, outdoor swimming pool, and fitness centre.
Recommended for your group
Signature Double
- 2 double beds
Per night
Price US$488
3 nights, 2 adults, 1 child
Parrot Key Hotel & VillasOpens in new window
This property matches your criteria and may be ranked higher in your search results. It will pay us a higher commission if you make a booking.
5,200 feet from beach
Sustainability certification
Enjoy a stunning swimming pool with a view, fitness centre, restaurant, and beautiful garden.
Recommended for your group
Queen Room with Two Queen Beds and Garden View
- 2 large double beds
- Free stay for your child
Per night
Original price US$630. Current price US$544.
3 nights, 2 adults, 1 child
1.1 miles from beach
Sustainability certification
Offering a fitness centre, year-round outdoor swimming pool, and free airport shuttle service.
Recommended for your group
Queen Room with Two Queen Beds and Pool View
- 2 large double beds
- Free stay for your child
Per night
Price US$447
3 nights, 2 adults, 1 child
1,450 feet from beach
Offering a fitness centre, restaurant, bar, and year-round outdoor swimming pool for ultimate relaxation.
Recommended for your group
Two Queens Standard View
- 2 large double beds
- Free stay for your child
Per night
Original price US$852. Current price US$777.
3 nights, 2 adults, 1 child
2,550 feet from beach
This property boasts a sun terrace, garden, and year-round outdoor swimming pool for relaxation.
Recommended for your group
Merlin's Two Bedroom Suite
- Private suite • 2 bedrooms • 1 living room • 1 bathroom • 495 ft²2 beds (1 extra-large double, 1 large double) • Free cot always available
- Free stay for your child
Per night
Original price US$1,700. Current price US$1,313.
3 nights, 2 adults, 1 child
400 feet from beach
This property boasts an outdoor swimming pool, family rooms, and convenient on-site private parking.
Recommended for your group
Deluxe Double Room
- 2 double beds
Per night
Price US$477
3 nights, 2 adults, 1 child
Hyatt Vacation Club at Windward PointeOpens in new window
This property matches your criteria and may be ranked higher in your search results. It will pay us a higher commission if you make a booking.
4,750 feet from beach
Enjoy a year-round outdoor swimming pool, hot tub, and family-friendly restaurant with delicious meals.
Recommended for your group
Two-Bedroom Villa
- Entire villa • 1 bedroom • 1 bathroom • 1 kitchen • 1,066 ft²3 beds (1 extra-large double, 1 sofa bed, 1 large double)
- No prepayment needed – pay at the property
Per night
Price US$799
3 nights, 2 adults, 1 child
Key WestShow on map3.9 miles from centre
A stunning resort offering a swimming pool with a view, fitness centre, and delightful restaurant.
Recommended for your group
The Perry Double Queen
- 2 large double beds
- Free stay for your child
Per night
Original price US$657. Current price US$540.
3 nights, 2 adults, 1 child
300 feet from beach
This resort offers a fitness centre, year-round outdoor swimming pool, restaurant, bar, and garden.
Recommended for your group
Two-Bedroom Villa with Garden View
- Private suite • 2 bedrooms • 1 living room • 2 bathrooms • 904 ft²3 beds (1 sofa bed, 2 large doubles)
- Free stay for your child
Per night
Price US$867
3 nights, 2 adults, 1 child
1.7 miles from beach
Enjoy stunning sea views from a terrace, with a family-friendly restaurant and bar on-site.
Recommended for your group
Family Bungalow
- 3 beds (1 double, 1 sofa bed, 1 large double)
Per night
Price US$362
3 nights, 2 adults, 1 child
Downtown Key West, Key WestShow on map0.8 miles from centre
Beachfront
This luxurious resort offers a private beach area, spa facilities, swimming pool with a view, and fitness centre.
Recommended for your group
Standard Queen Room
- 2 large double beds
- Free stay for your child
Per night
Original price US$1,161. Current price US$1,013.
3 nights, 2 adults, 1 child
2,250 feet from beach
This property boasts a sun terrace, garden, and year-round outdoor swimming pool for relaxation.
Recommended for your group
Cigar House King
- Private suite • 1 bedroom • 1 living room • 1 bathroom • 484 ft²2 beds (1 extra-large double, 1 sofa bed)
- Free stay for your child
Per night
Price US$645
3 nights, 2 adults, 1 child
Downtown Key West, Key WestShow on map0.6 miles from centre
Beachfront
This luxurious resort offers a private beach area, spa facilities, and a year-round outdoor swimming pool.
Recommended for your group
King Suite with Balcony and Key West View
- Free stay for your child
Per night
Price US$955
3 nights, 2 adults, 1 child
Hyatt Vacation Club at Beach HouseOpens in new window
This property matches your criteria and may be ranked higher in your search results. It will pay us a higher commission if you make a booking.
1.6 miles from beach
Offering a year-round outdoor swimming pool, hot tub, and free on-site private parking for guests.
Recommended for your group
Two-Bedroom Suite
- 3 beds (2 extra-large doubles, 1 sofa bed)
- No prepayment needed – pay at the property
Per night
Price US$779
3 nights, 2 adults, 1 child
1.4 miles from beach
Enjoy a year-round outdoor swimming pool, fitness centre, and free use of bicycles.
Recommended for your group
Deluxe Queen Room with Pool View
- 1 extra-large double bed
- No prepayment needed – pay at the property
Per night
Price US$507
3 nights, 2 adults, 1 child
3,950 feet from beach
Enjoy a spacious holiday home featuring an outdoor swimming pool, free on-site parking, and sea views.
Recommended for your group
Holiday Home
- Entire holiday home • 4 bedrooms • 1 living room • 4 bathrooms • 1 kitchen • 2,002 ft²9 beds (2 singles, 1 extra-large double, 6 large doubles)
Per night
Price US$1,067
3 nights, 2 adults, 1 child
2,800 feet from beach
This property boasts a terrace, year-round outdoor swimming pool, and free on-site private parking.
Recommended for your group
Queen Room with Twin Bed (Unit C8)
- 2 beds (1 single, 1 large double)
- Free stay for your child
Per night
Price US$507
3 nights, 2 adults, 1 child
2,200 feet from beach
An apartment offering a spa and wellness centre, ideal for relaxation after water sports activities.
Getaway Deal
Recommended for your group
Apartment
- Entire apartment • 1 bathroom • 1 kitchen • 484 ft²
Per night
Original price US$875. Current price US$793.
3 nights, 2 adults, 1 child
2,600 feet from beach
An apartment offering a spa and wellness centre, ideal for relaxation after cycling adventures.
Getaway Deal
Recommended for your group
One-Bedroom Apartment
- Entire apartment • 1 bathroom • 1 kitchen
Per night
Original price US$855. Current price US$768.
3 nights, 2 adults, 1 child