Romantic Hotels in Florida Keys
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Florida Keys Romantic Getaways & Hotels

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Free Cancellation
$249 nightly
The price is $280 total per night
$280 total
Nov 30 - Dec 1
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, luggage storage, and tours or tickets. Other amenities at this beach hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $229 total per night
$229 total
Nov 18 - Nov 19
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
Free WiFi

Pier House Resort & Spa
1 Duval St, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$457 nightly
The price is $514 total per night
$514 total
Nov 23 - Nov 24
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 concierge services 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 gym, a hot tub, and meeting rooms.
On private beach
Pool

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$247 nightly
The price is $278 total per night
$278 total
Nov 20 - Nov 21
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 securing valuables, luggage storage, and dry cleaning/laundry. 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
$310 nightly
The price is $349 total per night
$349 total
Dec 1 - Dec 2
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 tours or tickets, dry cleaning/laundry, and securing valuables. 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
$283 nightly
The price is $318 total per night
$318 total
Nov 16 - Nov 17
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 5 outdoor pools, a children's pool, and a gym.
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
$321 nightly
The price is $361 total per night
$361 total
Dec 1 - Dec 2
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 luggage storage, tours or tickets, 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
$307 nightly
The price is $346 total per night
$346 total
Dec 1 - Dec 2
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 tours or tickets, luggage storage, and dry cleaning/laundry. 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
$394 nightly
The price is $444 total per night
$444 total
Dec 1 - Dec 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 securing valuables, tours or tickets, and luggage storage. Additional amenities include free newspapers, a terrace, and laundry facilities.
Pool
Free WiFi

Southernmost House
1400 Duval Street, Key West, FL
$370 nightly
The price is $416 total per night
$416 total
Dec 7 - Dec 8
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 luggage storage, securing valuables, and concierge services. Other amenities at this adults-only hotel include free newspapers, a terrace, and a TV in a common area.
Pool
Breakfast included

Tranquility Bay Beachfront Hotel and Resort
2600 Overseas Hwy, Marathon, FL
Free Cancellation
Reserve now, pay when you stay
$297 nightly
The price is $334 total per night
$334 total
Dec 1 - Dec 2
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.
On private beach
Pool

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, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include conference space, a 24-hour business center, and a computer station.
Pool
Hot Tub

The Saint Hotel Key West, Autograph Collection, Adult Only
417 Eaton Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
$254 nightly
The price is $286 total per night
$286 total
Dec 1 - Dec 2
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 tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include free use of bicycles, a computer station, and a terrace.
Pool
Free WiFi

Penthouse Beach Ocean Views- Live the Dream
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.
Pool
Hot Tub

The Gardens Hotel
526 Angela Street, Key West, FL
$336 nightly
The price is $378 total per night
$378 total
Nov 18 - Nov 19
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 luggage storage, concierge services, 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 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 | 8,403 hotels |
|---|---|
Lowest Price | $229 |
Highest Price | $514 |
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, 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

Marina Del Mar Resort and Marina
5/5 Excellent
"Great location for walking to restaurants, dive boats. Fun to watch activity in the canal. Great swimming pool, hot tub, beautiful landscaping!"
A verified traveler from BURLINGTON stayed at Marina Del Mar Resort and Marina
Posted 1 day ago


