
Lower Florida Keys Vacation Packages
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3.5-star property
Hyatt Vacation Club at Beach House, Key West
9.4/10 Exceptional! (1,002 reviews)
Jan 31 - Feb 6
6 night stay
Boston (BOS) to Key West (EYW)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,213, price is now $1,285 per person
$1,285
per person
found 1 day ago
The property was truly amazing. We.rented a 2 bedroom villa and it was comfortable and very well decorated and equipped. The only complaint would be the " complimentary breakfast" needs to be better. It was only a selection of cruisants with water and orange juice. For the price spent, please add eggs, meat and coffee at least. Other than that, it was very nice
Reviewed on Sep 7, 2025

2.5-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (505 reviews)
Feb 19 - Feb 23
4 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,539, price is now $2,089 per person
$2,089
per person
found 1 day ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.
Reviewed on Jan 5, 2025

4.0-star property
The Gardens Hotel
Old Town Key West
9.8/10 Exceptional! (1,000 reviews)
Feb 21 - Feb 26
5 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,267, price is now $2,077 per person
$2,077
per person
found 1 day ago
Paradise in paradise. Truly beautiful grounds, very special place.
Reviewed on Sep 25, 2025

4.0-star property
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
9.2/10 Wonderful! (1,044 reviews)
Feb 19 - Feb 23
4 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,390, price is now $1,529 per person
$1,529
per person
found 1 day ago
Professional staff, lovely rooms
Reviewed on Oct 21, 2025

4.0-star property
Oceans Edge Key West Resort, Hotel & Marina
9/10 Wonderful! (1,736 reviews)
Feb 19 - Feb 23
4 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,373, price is now $1,525 per person
$1,525
per person
found 1 day ago
great property, transportation to key west great, missing an additional dining option. Everything else was fantastic
Reviewed on Sep 21, 2025
Top rated hotels for your Lower Florida Keys vacation package

Parmer's Resort
565 Barry Avenue Summerland Key FL
15.31 mi from city center
The price is $184 total per night
$184 total
per night
Dec 18 - Dec 19
Guests of Parmer's Resort have access to a private beach, a marina, and an outdoor pool. A stay here includes free parking. The front desk has multilingual staff that can help with concierge services and luggage storage. Other amenities at this beach motel include free WiFi in public areas, coffee/tea in a common area, and a microwave in a common area.

Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
14.08 mi from city center
The price is $158 total per night
$158 total
per night
Jan 5 - Jan 6
Guests staying at Looe Key Reef Resort enjoy karaoke, an outdoor pool, and free WiFi in public areas. If you drive, put free parking to good use. Front-desk staff can assist with luggage storage and tours/tickets. Additional amenities include express check-in, a vending machine, and a picnic area.

Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
4.06 mi from city center
The price is $111 total per night
$111 total
per night
Dec 19 - Dec 20
Guests staying at Sugar Loaf Lodge enjoy access to a marina, an outdoor pool, and outdoor tennis courts. If you drive, take advantage of free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include free WiFi in public areas, a vending machine, and a garden.
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View all propertiesLowest 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.
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