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 Beach House, Key West
9.4/10 Exceptional! (1,002 reviews)
Apr 10 - Apr 13
3 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • Coach
Key West (EYW) to Boston (BOS)
Spirit Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,277, price is now $929 per person
$929
per person
found 1 day ago
The staff here were phenomenal! They were all so welcoming and kind. Made for a great experience!
Reviewed on Jan 21, 2026
4.0-star property
Southernmost Beach Resort and Guesthouses
Old Town Key West
8.6/10 Excellent! (2,844 reviews)
Apr 20 - Apr 24
4 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,873, price is now $1,287 per person
$1,287
per person
found 1 day ago
Billed me for parking when I didn’t have a car. Took several calls to try and resolve. Still haven’t received a refund. They were quick to take my money when I paid for the room but not so responsive in processing my refund.
Reviewed on Nov 1, 2025
2.5-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (505 reviews)
Mar 10 - Mar 15
5 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • Coach
Key West (EYW) to Boston (BOS)
Spirit Airlines • Coach
Price was $4,194, price is now $2,949 per person
$2,949
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
3.5-star property
Hyatt Vacation Club at Windward Pointe, Key West
9.6/10 Exceptional! (1,002 reviews)
Apr 10 - Apr 13
3 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • Coach
Key West (EYW) to Boston (BOS)
Spirit Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,331, price is now $964 per person
$964
per person
found 1 day ago
Pool and service was great!!! Staff always pleasant and helpful!
Reviewed on Dec 6, 2025
4.0-star property
Havana Cabana at Key West
New Town
8.8/10 Excellent! (1,749 reviews)
Apr 23 - Apr 27
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop • Coach
Key West (EYW) to Boston (BOS)
Spirit Airlines • Non-stop • Coach
Price was $1,407, price is now $1,040 per person
$1,040
per person
found 1 day ago
Very nice family oriented place.
Reviewed on Feb 2, 2026
Top rated hotels for your Lower Florida Keys vacation package
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
14.08 mi from city center
$259 nightly
The price is $291 total per night
$291 total
Mar 4 - Mar 5
Total with taxes and fees
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
Parmer's Resort
565 Barry Avenue Summerland Key FL
15.31 mi from city center
$358 nightly
The price is $403 total per night
$403 total
Feb 8 - Feb 9
Total with taxes and fees
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 luggage storage and tours/tickets. 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
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
7.12 mi from city center
Guests of Sugarloaf Key Hotel at KOA Resort have access to a private beach, a marina, and an outdoor pool. If you drive, put free parking to good use. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include free WiFi in public areas, a hot tub, and laundry facilities.
On private beach
Pool
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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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