Florida Keys Luxury Hotels
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Featured Florida Keys Luxury Hotels

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $212 total per night
$212 total
Oct 28 - Oct 29
Total with taxes and fees
Guests of Oceans Edge Key West Resort, Hotel & Marina have access to a marina, 6 outdoor pools, and a 24-hour gym. If you drive, self parking is USD 30.38 per night, and there's also an area shuttle. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, securing valuables, and luggage storage. Other amenities at this luxury hotel include free WiFi in public areas, meeting rooms, and free use of bicycles.
Pool
Pet friendly

The Marker Key West Harbor Resort
200 William Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$271 nightly
The price is $305 total per night
$305 total
Oct 26 - Oct 27
Total with taxes and fees
Guests staying at The Marker Key West Harbor Resort enjoy access to 3 outdoor pools, a gym, and free WiFi in public areas. Self parking is available for USD 47.30 per day. The 24-hour front desk has staff standing by to help with concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include a 24-hour business center, a meeting room, and a banquet hall.
Pool
Pet friendly

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $224 total per night
$224 total
Oct 26 - Oct 27
Total with taxes and fees
Cheeca Lodge & Spa features a private beach, a golf course, and a full-service spa. Free valet and self parking are available, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with concierge services, luggage storage, and securing valuables. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.
On private beach
Pool

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$263 nightly
The price is $295 total per night
$295 total
Oct 27 - Oct 28
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton features a private beach, a full-service spa, and 2 outdoor pools. Valet parking is offered for USD 50 per day. The front desk has multilingual staff on hand 24/7 to help with luggage storage, securing valuables, and concierge services. Other amenities at this beach resort include a gym, free WiFi in public areas, and conference space.
On private beach
Pool

Kingsail Resort
7050 Overseas Highway, Marathon, FL
$93 nightly
The price is $105 total per night
$105 total
Oct 28 - Oct 29
Total with taxes and fees
Guests staying at Kingsail Resort enjoy access to a marina, an outdoor pool, and free WiFi in public areas. If you decide to drive, there's free parking. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Additional amenities include coffee/tea in a common area, express check-out, and a terrace.
Pool
Pet friendly

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$232 nightly
The price is $261 total per night
$261 total
Oct 27 - Oct 28
Total with taxes and fees
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 53.75 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, and luggage storage. Other amenities at this beach hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

Parmer's Resort
565 Barry Avenue, Summerland Key, FL
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $172 total per night
$172 total
Oct 26 - Oct 27
Total with taxes and fees
Guests of Parmer's Resort have access to a private beach, a marina, and an outdoor pool. A stay here includes free parking. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this beach motel include free WiFi in public areas, coffee/tea in a common area, and a microwave in a common area.
On private beach
Pool

H2O Suites - Adults Only
1212 Simonton Street, Key West, FL
$339 nightly
The price is $381 total per night
$381 total
Oct 26 - Oct 27
Total with taxes and fees
At H2O Suites - Adults Only, guests enjoy features like an outdoor pool, a gym, and a rooftop terrace. Self parking is offered for USD 22.50 per day. The 24-hour front desk has staff standing by to help with securing valuables, luggage storage, and concierge services. Other amenities at this adults-only hotel include free newspapers, a terrace, and laundry facilities.
Pool
Free WiFi

Seashell Motel & Key West Hostel
718 South Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $147 total per night
$147 total
Oct 19 - Oct 20
Total with taxes and fees
Guests staying at Seashell Motel enjoy free WiFi in public areas, laundry facilities, and a vending machine. There's free parking if you drive. Multilingual staff at the 24-hour front desk can assist with securing valuables, tours or tickets, and luggage storage. Additional amenities include barbecue grills, a garden, and an ATM.
Parking included
Free WiFi

Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway, Key Largo, FL
Free Cancellation
Reserve now, pay when you stay
$288 nightly
The price is $324 total per night
$324 total
Oct 23 - Oct 24
Total with taxes and fees
Guests of Playa Largo Resort & Spa, Autograph Collection have access to a marina, a full-service spa, and an outdoor pool. Valet parking is offered for USD 37.63 per night. Multilingual staff at the 24-hour front desk can assist with access to locker space, tours or tickets, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Southernmost House
1400 Duval Street, Key West, FL
$266 nightly
The price is $299 total per night
$299 total
Oct 30 - Oct 31
Total with taxes and fees
At Southernmost House, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. Self parking is available for USD 25 per night. The front desk has multilingual staff that can help with concierge services, securing valuables, and luggage storage. Other amenities at this adults-only hotel include free newspapers, a terrace, and a reception hall.
Pool
Breakfast included

Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3852 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $135 total per night
$135 total
Oct 26 - Oct 27
Total with taxes and fees
At Fairfield Inn & Suites by Marriott Key West at the Keys Collection, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. Self parking is offered for USD 14.00 per day. The 24-hour front desk has multilingual staff ready to assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included

Santa Maria Suites
1401 Simonton St, Key West, FL
$399 nightly
The price is $449 total per night
$449 total
Oct 21 - Oct 22
Total with taxes and fees
Guests staying at Santa Maria Suites enjoy access to 2 outdoor pools, a gym, and free WiFi in public areas. Self parking is available for USD 22.50 per day. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, tours or tickets, and securing valuables. Additional amenities include free newspapers, a terrace, and laundry facilities.
Pool
Free WiFi

Southwinds Motel
1321 Simonton Street, Key West, FL
$189 nightly
The price is $213 total per night
$213 total
Oct 26 - Oct 27
Total with taxes and fees
Guests of Southwinds Motel enjoy access to 2 outdoor pools, coffee in a common area, and free newspapers. You'll find limited parking. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. Additional amenities include laundry facilities, a picnic area, and a vending machine.
Pool
Breakfast included

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$208 nightly
The price is $234 total per night
$234 total
Oct 19 - Oct 20
Total with taxes and fees
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a meeting room, a terrace, and laundry facilities.
On private beach
Pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Florida Keys hotels essential information
Accommodation | 8,384 hotels |
---|---|
Lowest Price | $105 |
Highest Price | $449 |
Popular hotels | Oceans Edge Key West Resort, Hotel & Marina, The Marker Key West Harbor Resort, Cheeca Lodge & Spa, Casa Marina Key West, Curio Collection by Hilton, Kingsail Resort, Southernmost Beach Resort and Guesthouses, Parmer's Resort, H2O Suites - Adults Only, Seashell Motel & Key West Hostel, Playa Largo Resort & Spa, Autograph Collection, Southernmost House, Fairfield Inn & Suites by Marriott Key West at the Keys Collection, Santa Maria Suites, Southwinds Motel, Amara Cay Resort |
Recent Luxury Hotels Reviews

Chesapeake Beach Resort
5/5 Excellent
"The pools where very clean and very comfy, the place is keep very clean. Thank you."
A verified traveler stayed at Chesapeake Beach Resort
Posted 3 days ago