Book Hotels in Rockland Key, FL
Cabins, apartments, houseboats! We offer comfortable & private vacation rentals
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
Top Rockland Key hotels
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$390 nightly
The price is $439 total per night from Feb 3 to Feb 4
$439 total
Feb 3 - Feb 4
Total with taxes and fees
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Staff was helpful! Clean rooms!
Reviewed on Jan 29, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$370 nightly
The price is $417 total per night from Feb 2 to Feb 3
$417 total
Feb 2 - Feb 3
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
Good... The carpet needs deep cleaned. Stayed here before and room was newer/cleaner.
Reviewed on Jan 26, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$402 nightly
The price is $452 total per night from Feb 9 to Feb 10
$452 total
Feb 9 - Feb 10
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
Staff was amazing. The pool area was so relaxing and fun
Reviewed on Jan 21, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$530 nightly
The price is $596 total per night from Feb 2 to Feb 3
$596 total
Feb 2 - Feb 3
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
location and amenities
Reviewed on Jan 27, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$352 nightly
The price is $396 total per night from Feb 1 to Feb 2
$396 total
Feb 1 - Feb 2
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
amenities. wish the room was cleaner-lots of sand on the ground from previous guest stay but appreciate the early check-in
Reviewed on Jan 26, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$497 nightly
The price is $560 total per night from Feb 2 to Feb 3
$560 total
Feb 2 - Feb 3
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
The property was wonderful. Great pool, restaurant, and the room was clean and well kept. Staff was all wonderful, from the welcome cocktail, help with a relentless alarm clock, daily free smoothies at poolside, great pool towels and lots of chaise lounges under umbrellas. Also enjoyed the 'air show' ...
Reviewed on Jan 28, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$389 nightly
The price is $437 total per night from Mar 3 to Mar 4
$437 total
Mar 3 - Mar 4
Total with taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool ...
Room was Classic “old Florida “ if you like that style. Room was clean. Location was good. Restaurant and bar looked nice though we didn’t try. Beach was large and pool looked ok too. Help was friendly. Probably wouldn’t stay there again but to each his own.
Reviewed on Jan 25, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$418 nightly
The price is $470 total per night from Feb 1 to Feb 2
$470 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families will appreciate ...
Staff were wonderful!
Reviewed on Jan 24, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$418 nightly
The price is $470 total per night from Feb 2 to Feb 3
$470 total
Feb 2 - Feb 3
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
Overall a great experience. Pool and hot tub were amazing and the shuttle was great. Check you bill though, I was being billed for parking (I don’t have a car in FL lol)
Reviewed on Jan 26, 2026
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.
Hotels in Rockland Key with star-rating
Check Rockland Key Hotels by Star Rating
4 Star Hotels
37 properties
Recent Rockland Key hotel reviews by fellow wanderers
The Perry Hotel & Marina Key West
5 out of 5
Posted 13 hours ago
Travelocity Verified Review
"The place was very nice, clean, and the was staff friendly. My friends and I very much enjoyed our stay here. We will definitely stay again the next time in Key West. We were lucky to have a room overlooking the marina, sitting on the balcony with a cup of coffee in the morning was a relaxing way to start the day. The food was delicious as well. We definitely recommend this hotel. If you are lucky you may get to see Ellie the Golden Retriever with her owner at the concierge desk. "
A verified traveler from mechanicsburg stayed at The Perry Hotel & Marina Key West
Explore More Ways to Travel with Travelocity
- Dredgers Key Hotels
- Hotels near Key West Naval Station
- Hotels near Key West Golf Club
- Hotels near Duval Street
- Geiger Key Hotels
- Hotels near Smathers Beach
- Condos in Raccoon Key
- Raccoon Key Hotels
- Vacation Homes in Raccoon Key
- Hotels near Robbie's
- Fleming Key Hotels
- New Town Hotels
- Hotels near Fort East Martello Museum and Gallery
- All Inclusive Resorts & in Key West
- Beach Resorts & in Key West
- Key West Hotels
- The Meadows Hotels
- Meadows Hotels
- Lower Florida Keys Hotels
- Hotels near The Unitarian Universalist Fellowship of Key West
- Hotels near Boca Chica Nude Beach
- Beach Resorts & in Big Coppitt Key
- Hotels with Pools in Big Coppitt Key
- Big Coppitt Key Hotels
- Apartments in Stock Island
- Condos in Stock Island
- Extended Stay Hotels in Stock Island
- Beach Resorts & in Stock Island
- Hotels with Free Parking in Stock Island
- Hotels with Room Service in Stock Island
- Kimpton Hotels in Stock Island
- Oceanfront Hotels in Stock Island
- Pet Friendly Hotels in Stock Island
- Stock Island Hotels
- Houseboats in Stock Island
- Motels in Stock Island
- Vacation Homes in Stock Island
- Resorts in Stock Island
- Old Town Key West Hotels
- Hotels near Saddlebunch Keys
- Monroe County Hotels
- Hotels near Key West AIDS Memorial
- 3 Star Hotels in Key Haven
- 5 Star Hotels in Key Haven
- Condo Resorts in Key Haven
- Cheap Hotels in Key Haven
- Key Haven Hotels
- Cow Key Hotels
- 2 Star Hotels in Boca Chica Key
- Apartments in Boca Chica Key
- Cheap Hotels in Boca Chica Key
- Highgate Independent Hotels in Boca Chica Key
- Pet Friendly Hotels in Boca Chica Key
- Boca Chica Key Hotels
- Motels in Boca Chica Key
- Rv Parks in Boca Chica Key
- Hotels near Clarence S. Higgs Memorial Beach Park
- Midtown Hotels
- Hotels near Key West Tropical Forest and Botanical Garden
- Hotels near Key West Intl.
- Flights to Raccoon Key
- Flights from Chicago to Raccoon Key
- Flights from Nashville to Raccoon Key
- Flights to Key West
- Flights to Stock Island
- Flights from Detroit to Stock Island
- Flights from San Francisco to Key Haven
- Flights from Tampa to Key Haven
- Flights from Atlanta to Boca Chica Key
- Flights from Baltimore to Boca Chica Key
- Flights from Boston to Boca Chica Key
- Flights from Cleveland to Boca Chica Key
- Flights from Columbus to Boca Chica Key
- Flights from Indianapolis to Boca Chica Key
- Flights from Minneapolis - St. Paul to Boca Chica Key
- Flights from New York to Boca Chica Key
- Flights from Orlando to Boca Chica Key
- Flights from Philadelphia to Boca Chica Key
- Flights from San Francisco to Boca Chica Key
- Flights from Seattle to Boca Chica Key
- Flights from Washington to Boca Chica Key
- Flights from Pittsburgh to Boca Chica Key
- Jetblue Airways New York (JFK) to Key West (EYW) flights
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Hotels in Boca Chica Key
- Hotels in Big Coppitt Key
- Hotels near Duval Street
- All-inclusive Resorts in Key West
- Key West vacations
- Hotels in Stock Island
- Hotels in Cow Key
- Flights to Key West
- Things to do in Stock Island
- Hotels in Geiger Key
- Hotels in Key West
- Hotels in Key Haven
- Hotels near Key West Golf Club
