Lower Florida Keys Vacation Packages
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3.5-star property
Fitch Lodge - Key West Historic Inns
Key West Historic District
8.8/10 Excellent! (575 reviews)
May 7 - May 12
5 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,450, price is now $993 per person
$993
per person
found 1 day ago
My only complaint is. “Pet friendly” property shouldn’t charge $100 to bring said pet. A deposit fine, but otherwise it’s ripoff
Reviewed on Jun 21, 2024
2.5-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (536 reviews)
May 7 - May 12
5 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,860, price is now $1,701 per person
$1,701
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 Sunset Harbor, Key West
Old Town Key West
8.6/10 Excellent! (340 reviews)
May 7 - May 12
5 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,381, price is now $1,517 per person
$1,517
per person
found 1 day ago
Great place to stay. Location is excellent, its walking distance to so many attractions. Had a great stay.
Reviewed on Dec 1, 2024
3.5-star property
Hyatt Vacation Club at Windward Pointe, Key West
9.4/10 Exceptional! (1,020 reviews)
May 7 - May 12
5 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,985, price is now $1,279 per person
$1,279
per person
found 1 day ago
Staff was fantastic, room and grounds very clean and well kept.
Reviewed on Feb 12, 2026
Top rated hotels for your Lower Florida Keys vacation package
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.
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 $257 total per night
$257 total
per night
Mar 29 - Mar 30
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 tours/tickets 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
Free Cancellation
Reserve now, pay when you stay
14.08 mi from city center
The price is $265 total per night
$265 total
per night
Apr 9 - Apr 10
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. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include a picnic area and a vending machine.
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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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