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Top Rockland Key hotels

Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $275 total per night from May 4 to May 5
$275 total
May 4 - May 5
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 ...
The property was friendly with pets. Staff very nice.

Reviewed on Apr 6, 2026

Opens in a new windowHavana Cabana at Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$270 nightly
The price is $304 total per night from Apr 29 to Apr 30
$304 total
Apr 29 - Apr 30
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. ...
Yes

Reviewed on Apr 4, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$271 nightly
The price is $305 total per night from Apr 13 to Apr 14
$305 total
Apr 13 - Apr 14
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, ...
Beautiful property!

Reviewed on Apr 6, 2026

Opens in a new windowParrot Key Hotel & Villas
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $281 total per night from Apr 20 to Apr 21
$281 total
Apr 20 - Apr 21
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
Clean room and friendly staff

Reviewed on Apr 6, 2026

Opens in a new windowThe Laureate Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$393 nightly
The price is $442 total per night from May 6 to May 7
$442 total
May 6 - May 7
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 ...
Great beach and facilities; room a bit small

Reviewed on Apr 6, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$299 nightly
The price is $337 total per night from May 6 to May 7
$337 total
May 6 - May 7
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 ...
Rented a two bedroom suite for my family. It was clean and perfect for a family stay. The room was clean, and the kids loved the pool. The regular shuttles to and from town and the airport were super convenient, and the resort comped Uber rides when the shuttle was full.

Reviewed on Apr 6, 2026

Opens in a new windowMargaritaville Beach House Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $270 total per night from Apr 7 to Apr 8
$270 total
Apr 7 - Apr 8
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 ...
Resort was amazing.

Reviewed on Apr 6, 2026

Opens in a new windowBeachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$283 nightly
The price is $318 total per night from Apr 20 to Apr 21
$318 total
Apr 20 - Apr 21
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 ...
Beautiful and clean

Reviewed on Apr 6, 2026

Opens in a new windowBlue Flamingo Resort Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from May 6 to May 7
$294 total
May 6 - May 7
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 ...
Clean quirky rooms. Comfy beds. Restaurant, bar, pool. Lots of activities. Just ok beach. We rented a golf cart & cruised around town. And a great time was had by all!

Reviewed on Apr 6, 2026

Opens in a new windowIbis Bay Beach Resort
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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.

Recent Rockland Key hotel reviews by fellow wanderers

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Posted 3 hours ago
Travelocity Verified Review
"Great beach and facilities; room a bit small"
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses

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