Lower Florida Keys Vacation Packages
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Top Lower Florida Keys vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Hyatt Vacation Club at Windward Pointe, Key West
9.6/10 Exceptional! (1,002 reviews)
Feb 1 - Feb 6
5 night stay
Boston (BOS) to Key West (EYW)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,780, price is now $997 per person
$997
per person
found 1 day ago
Pool and service was great!!! Staff always pleasant and helpful!
Reviewed on Dec 6, 2025
3.5-star property
Hyatt Vacation Club at Beach House, Key West
9.4/10 Exceptional! (1,002 reviews)
Feb 1 - Feb 6
5 night stay
Boston (BOS) to Key West (EYW)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,826, price is now $1,021 per person
$1,021
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 16 - Feb 20
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,067, price is now $1,765 per person
$1,765
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
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
9.2/10 Wonderful! (1,044 reviews)
Feb 16 - Feb 20
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,009, price is now $1,292 per person
$1,292
per person
found 1 day ago
Professional staff, lovely rooms
Reviewed on Oct 21, 2025
3.5-star property
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
9/10 Wonderful! (831 reviews)
Feb 16 - Feb 20
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,913, price is now $1,239 per person
$1,239
per person
found 1 day ago
This place is a much better place to stay than places closer to the cruise ship pier or off or whitehead or duval
Reviewed on Sep 22, 2024
Top rated hotels for your Lower Florida Keys vacation package
Parmer's Resort
565 Barry Avenue Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
15.31 mi from city center
The price is $184 total per night
$184 total
per night
Dec 17 - Dec 18
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.
On private beach
Pool
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.
Pool
Pet friendly
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
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.
Pool
Parking included
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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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