
Rockland Key Holidays
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Top Flight + Hotel Deals in Rockland Key
Price found within the past 48 hours. Click for updated prices.

Havana Cabana at Key West - Adults Only
New Town
per person
7 May - 14 May
found 1 day ago
Return flight included
Berlin (BER) to Key West (EYW)
8.8/10 Excellent! (1,698 reviews)
Hands down BEST :
STAFF, BAR, DINING,
CLEANING CREW,
AND
That's NOT ENOUGH OF A Glowing
Report ....
They IMHO are the Upper Eschelon of HotelS
Reviewed on 22 Mar 2025

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
per person
7 May - 14 May
found 1 day ago
Return flight included
Berlin (BER) to Key West (EYW)
9/10 Wonderful! (699 reviews)
It was very convenient to all that was happening but not loud and crazy light Duval st.
Reviewed on 22 Mar 2025


Almond Tree Inn Hotel - Adults Only
Old Town Key West
Save 100% on your flight
per person
7 May - 14 May
found 1 day ago
Return flight included
Berlin (BER) to Key West (EYW)
10/10 Exceptional! (1,001 reviews)
Absolutely beautiful property Highly recommend
Near everything and super clean and pool and entire outside is beautiful. Staff super helpful. Free happy hour.
Everything is just perfect! Would go back anytime
Reviewed on 20 Mar 2025
Top hotels in Rockland Key

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €336 per night from 9 Apr to 10 Apr
€336
includes taxes & fees
9 Apr - 10 Apr
8.2/10 Very Good! (1,017 reviews)
Nice quick trip
"We had a really great time for an unexpected trip to Key West. All the staff were nice and the whole facility was clean and comfortable. The heated pool felt great. We will definitely consider staying here again."
Reviewed on 22 Mar 2025

Southernmost Beach Resort
1319 Duval Street, Key West, FL
Fully refundable
The price is €475 per night from 31 Mar to 1 Apr
€475
includes taxes & fees
31 Mar - 1 Apr
8.6/10 Excellent! (2,339 reviews)
"Loved the property! Like they have 3 pools and great access to the Beach! We would definitely stay again. Only negative thing I can say is the resort amenities are limited for the 60 daily reset fee. Bikes should be included."
Reviewed on 21 Mar 2025

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is €454 per night from 7 Apr to 8 Apr
€454
includes taxes & fees
7 Apr - 8 Apr
8.6/10 Excellent! (1,711 reviews)
Margaritaville stay
"The rooms were VERY clean. Nice and bright with fridge and microwave. And complimentary water, which is so nice. The public areas are well kept and clean and pretty. Great music piped through!"
Reviewed on 21 Mar 2025
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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.