Rockland Key Vacation Packages
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Top Rockland Key vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Perry Hotel & Marina Key West
9.4/10 Exceptional! (1,010 reviews)
Jun 16 - Jun 19
3 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
Excellent facility. The on site personnel were fabulous and the shuttle service is more than adequate.
Reviewed on Jan 5, 2025
2.5-star property
The Grand Guesthouse
Old Town Key West
9.6/10 Exceptional! (1,001 reviews)
Jun 20 - Jun 23
3 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Fantastic host in historic district. Loved the location. Took great care of us!!!
Reviewed on Feb 28, 2025
4.0-star property
Pier House Resort & Spa
Key West Historic District
9/10 Wonderful! (1,006 reviews)
Jun 16 - Jun 19
3 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
Enjoyed this property for our Honeymoon. Stayed in a Traditional King Room, however, was wanting a better view then just the courtyard. The staff was excellent!!! Linda out by the bar and beach - she rocks !!! Best server around!!!
Will return in the future.
Reviewed on Feb 20, 2025
3.5-star property
Almond Tree Inn Hotel - Adults Only
Old Town Key West
10/10 Exceptional! (1,004 reviews)
Jun 16 - Jun 19
3 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
This is a super cute boutique type hotel. very clean, very comfy bed and room, Quite and staff was very friendly. they offer a really nice happy hour with food and breakfast. Parking on site.
Reviewed on Feb 18, 2025
4.0-star property
Southernmost Beach Resort
Old Town Key West
8.6/10 Excellent! (2,353 reviews)
Jun 16 - Jun 19
3 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
I really enjoyed my long weekend at the Southernmost Beach Resort. There are several pools, beaches, bars and a restaurant. My room was clean and spacious. All the staff I encountered were super friendly. Great location and easy walking distance to Duval.
Reviewed on Apr 1, 2025
Top rated hotels for your Rockland Key vacation package
Southernmost Beach Resort
1319 Duval Street, Key West, FL
Free Cancellation
8.17 mi from city center
The price is $366 per night
$366
includes taxes & fees
$326 per night
Jun 3 - Jun 4
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 47 per day. Multilingual staff at the 24-hour front desk can assist with tours or tickets, dry cleaning/laundry, 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
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
6.63 mi from city center
The price is $315 per night
$315
includes taxes & fees
$280 per night
Jun 3 - Jun 4
Margaritaville Beach House Key West features an outdoor pool, a 24-hour gym, and a business center. The front desk is staffed 24/7 to help with tours or tickets, luggage storage, and dry cleaning/laundry. 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 hotel include a banquet hall and an ATM.
Pool
Pet friendly
Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
6.63 mi from city center
The price is $231 per night
$231
includes taxes & fees
$205 per night
Jun 3 - Jun 4
Guests of Fairfield Inn and Suites by Marriott Key West have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, self parking is USD 11.25 per day, and there's also a beach shuttle. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.
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.
