Romantic Hotels in Florida Keys
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Featured Florida Keys Romantic Getaways & Hotels

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
$283 nightly
The price is $319 total per night
$319 total
May 25 - May 26
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, tours or tickets, and luggage storage. Other amenities at this beach hotel include conference space, coffee/tea in a common area, and a computer station.
Pool
Spa

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$237 nightly
The price is $267 total per night
$267 total
May 25 - May 26
Total with taxes and fees
Guests staying at Parrot Key Hotel & Villas enjoy access to 4 outdoor pools, a gym, and free WiFi in public areas. Valet parking is available for USD 32.25 per day, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services and dry cleaning/laundry. Other amenities at this beach hotel include a business center, a terrace, and a garden.
Pool
Pet friendly

Pier House Resort & Spa
1 Duval St Key West FL
Free Cancellation
Reserve now, pay when you stay
$381 nightly
The price is $429 total per night
$429 total
May 25 - May 26
Total with taxes and fees
Guests of Pier House Resort & Spa have access to a private beach, a full-service spa, and an outdoor pool. Self parking is available for USD 40 per day. The 24-hour front desk has multilingual staff ready to assist with securing valuables and concierge services. Other amenities at this beach resort include a gym, a hot tub, and meeting rooms.
On private beach
Pool

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$244 nightly
The price is $275 total per night
$275 total
May 21 - May 22
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 dry cleaning/laundry, securing valuables, and tours or tickets. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.
On private beach
Pool

Ocean Key Resort - A Noble House Resort
Zero Duval St. Key West FL
Free Cancellation
Reserve now, pay when you stay
$349 nightly
The price is $392 total per night
$392 total
May 25 - May 26
Total with taxes and fees
Ocean Key Resort - A Noble House Resort features a full-service spa, an outdoor pool, and a 24-hour gym. Valet parking is available for USD 53.75 per day, and there's also limo/town car service. The front desk is staffed 24/7 to help with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this spa resort include free WiFi in public areas, conference space, and express check-out.
Pool
Spa

Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
Free Cancellation
Reserve now, pay when you stay
$368 nightly
The price is $413 total per night
$413 total
May 25 - May 26
Total with taxes and fees
Hawks Cay Resort features a private beach, a marina, and a full-service spa. Parking is available for USD 28.13 per day (USD 45.00 per day for valet parking), and there's also limo/town car service. The 24-hour front desk has multilingual staff ready to assist with concierge services and securing valuables. Other amenities at this beach hotel include 3 outdoor pools, a gym, and a sauna.
On private beach
Pool

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Free Cancellation
Reserve now, pay when you stay
$296 nightly
The price is $333 total per night
$333 total
May 25 - May 26
Total with taxes and fees
Guests of Hyatt Centric Key West Resort and Spa have access to a marina, a full-service spa, and an outdoor pool. Self parking is offered for USD 40 per day. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, dry cleaning/laundry, and securing valuables. 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 24-hour gym, free WiFi in public areas, and a business center.
Pool
Spa

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$348 nightly
The price is $392 total per night
$392 total
May 21 - May 22
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 dry cleaning/laundry, securing valuables, and luggage storage. Other amenities at this beach resort include a gym, free WiFi in public areas, and conference space.
On private beach
Pool

Santa Maria Suites
1401 Simonton St Key West FL
$399 nightly
The price is $449 total per night
$449 total
Jun 1 - Jun 2
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 45.00 per day. The 24-hour front desk has staff standing by to help with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include free newspapers, a terrace, and laundry facilities.

Southernmost House - Adult Exclusive
1400 Duval Street Key West FL
$320 nightly
The price is $360 total per night
$360 total
May 25 - May 26
Total with taxes and fees
At Southernmost House - Adult Exclusive, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. Self parking is available for USD 40 per night. The front desk has multilingual staff that can answer questions about the accommodations, services, and more. Other amenities at this adults-only hotel include a terrace and a picnic area.
Pool
Breakfast included

Tranquility Bay Beachfront Hotel and Resort
2600 Overseas Hwy Marathon FL
Free Cancellation
Reserve now, pay when you stay
$337 nightly
The price is $380 total per night
$380 total
May 12 - May 13
Total with taxes and fees
Guests of Tranquility Bay Beachfront Hotel and Resort have access to a private beach, 3 outdoor pools, and a gym. You can take advantage of free parking if you drive. The front desk has multilingual staff that can answer questions about the accommodations, services, and more. Other amenities at this beach hotel include free WiFi in public areas and a banquet hall.

Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
At Margaritaville Beach House Key West, guests enjoy an outdoor pool, a 24-hour gym, and a hot tub. You can take advantage of free parking, along with an airport shuttle (available 24 hours). The front desk has multilingual staff on hand 24/7 to help with securing valuables, tours or tickets, and dry cleaning/laundry. Other amenities at this beach hotel include conference space, a 24-hour business center, and a computer station.

The Saint Hotel Key West, Autograph Collection, Adult Only
417 Eaton Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$263 nightly
The price is $296 total per night
$296 total
May 28 - May 29
Total with taxes and fees
At The Saint Hotel Key West, Autograph Collection, Adult Only, guests have access to an outdoor pool, a rooftop terrace, and coffee in a common area. Valet parking is available for USD 35.00 per night, and there's also an area shuttle. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this adults-only hotel include free use of bicycles, a computer station, and a terrace.

Penthouse Beach Ocean Views- Live the Dream
Key West FL
Guests of this condo have access to an outdoor pool, a gym, and a sauna. Other amenities at this beach condo building include a hot tub, laundry facilities, and a garden.

The Gardens Hotel
526 Angela Street Key West FL
$318 nightly
The price is $357 total per night
$357 total
May 13 - May 14
Total with taxes and fees
Guests of The Gardens Hotel enjoy features like 2 outdoor pools, free WiFi in public areas, and coffee in a common area. Self parking is available for USD 30 per night. Front-desk staff can assist with dry cleaning/laundry, luggage storage, and concierge services. 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 adults-only bed & breakfast include a library, free newspapers, and a terrace.
Pool
Breakfast included
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 | 8,313 hotels |
|---|---|
Lowest Price | $267 |
Highest Price | $449 |
Popular hotels | Southernmost Beach Resort and Guesthouses, Parrot Key Hotel & Villas, Pier House Resort & Spa, Cheeca Lodge & Spa, Ocean Key Resort - A Noble House Resort, Hawks Cay Resort, Hyatt Centric Key West Resort and Spa, Casa Marina Key West, Curio Collection by Hilton, Santa Maria Suites, Southernmost House - Adult Exclusive, Tranquility Bay Beachfront Hotel and Resort, Margaritaville Beach House Key West, The Saint Hotel Key West, Autograph Collection, Adult Only, Penthouse Beach Ocean Views- Live the Dream, The Gardens Hotel |
Recent Romantic Getaways & Hotels Reviews

Chesapeake Beach Resort
5/5 Excellent
"Breakfast the best ! Staff wonderful!"
A verified traveler stayed at Chesapeake Beach Resort
Posted 5 hours ago


