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
Oceans Edge Key West Resort, Hotel & Marina
8.8/10 Excellent! (1,668 reviews)
Sep 12 - Sep 16
4 night stay
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Delta • Non-stop roundtrip • Coach
per person
found 1 day ago
Great area for the cost. Very clean and inviting. Room had a water harbor view which was nice.
Reviewed on Jul 12, 2025
4.0-star property
Southernmost Beach Resort and Guesthouses
Old Town Key West
8.6/10 Excellent! (2,611 reviews)
Sep 12 - Sep 16
4 night stay
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Delta • Non-stop roundtrip • Coach
per person
found 1 day ago
We visited in July and were able to upgrade to an oceanfront room with a balcony. If you get the chance, it’s worth it! Pools are beautiful and food and drinks are offered poolside. The view was incredible! The staff were all incredibly accommodating and friendly!! We can’t wait to come back!!
Reviewed on Aug 1, 2025
3.5-star property
Almond Tree Inn Hotel - Adults Only
Old Town Key West
10/10 Exceptional! (1,002 reviews)
Sep 12 - Sep 16
4 night stay
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Delta • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
As always, Almond Tree Inn was a bright spot in our latest trip to Key West. I’ve stayed here several times over the years and everything about Almond Tree is top notch, from the superbly attentive and friendly staff to the well-appointed and maintained property. You always feel special staying here and this trip was no exception. As Florida locals, we look forward to our stays with you each and every time- THANK YOU!
Reviewed on May 26, 2025
4.0-star property
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
9.2/10 Wonderful! (1,006 reviews)
Oct 23 - Oct 26
3 night stay
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
Friendly staff. Tasty breakfast. Comfortable pools. Nice rooms.
Reviewed on Jul 15, 2025
3.5-star property
Hyatt Vacation Club at Beach House, Key West
9.2/10 Wonderful! (1,003 reviews)
Sep 12 - Sep 16
4 night stay
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Delta • Non-stop roundtrip • Coach
per person
found 1 day ago
The hotel was very nice. The bathroom in the primary sweet was amazing. Suzy at the tiki hut on the property was great!
Reviewed on May 16, 2025
Top rated hotels for your Rockland Key vacation package
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
5.04 mi from city center
$187 nightly
The price is $211 total per night
$211 total
Aug 24 - Aug 25
Total includes taxes and fees
Guests of Beachside Resort & Residences have access to a private beach, a marina, and an outdoor pool. If you drive, self parking is USD 25.00 per night, and there's also a free area shuttle. The front desk has multilingual staff on hand 24/7 to help with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include a 24-hour gym, free WiFi in public areas, and a hot tub.
On private beach
Pool
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
5.16 mi from city center
$172 nightly
The price is $193 total per night
$193 total
Sep 2 - Sep 3
Total includes taxes and fees
Blue Flamingo Resort Key West features 2 outdoor pools, karaoke, and a 24-hour gym. If you drive, self parking is USD 15.00 per night, and there's also a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this family-friendly hotel include free WiFi in public areas, meeting rooms, and conference space.
Pool
Pet friendly
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Free Cancellation
8.17 mi from city center
$244 nightly
The price is $275 total per night
$275 total
Aug 25 - Aug 26
Total includes 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 47 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, concierge services, 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
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.
