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.
2.5-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (542 reviews)
Jun 22 - Jun 25
3 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop • Coach
Key West (EYW) to Boston (BOS)
Delta • Non-stop • Coach
Price was $1,487, price is now $988 per person
$988
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! (1,230 reviews)
May 16 - May 23
7 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • Coach
Price was $2,209, price is now $1,440 per person
$1,440
per person
found 1 day ago
The room was clean and location was great
Reviewed on Feb 22, 2026
4.0-star property
The Perry Hotel & Marina Key West
9.4/10 Exceptional! (1,234 reviews)
May 16 - May 23
7 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • Coach
Price was $1,838, price is now $1,250 per person
$1,250
per person
found 1 day ago
Check-in was as smooth as could be. Reps made sure we had access to a luggage cart right away. Property very clean. Room staff could not have been nicer. Would certainly book again
Reviewed on Aug 12, 2025
3.5-star property
Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
8.6/10 Excellent! (345 reviews)
Jun 24 - Jun 28
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,094, price is now $1,428 per person
$1,428
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
4.0-star property
The Marker Key West Harbor Resort
Key West Historic District
9.2/10 Wonderful! (1,003 reviews)
May 16 - May 23
7 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • Coach
Price was $2,933, price is now $2,018 per person
$2,018
per person
found 1 day ago
Outrageous to charge extra $55 on arrival if want early check in despite plenty of available rooms. No major hotels do this at desk. When I politely asked, they shrugged and said I can wait and check in at 4. For these prices, plus another $60/night “resort fee” that gets you nothing (pool towels and phone calls on landline!). Pick somewhere more inviting and customer friendly as plenty of great choices around.
Reviewed on Nov 16, 2025
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
$238 nightly
The price is $268 total per night
$268 total
Apr 27 - Apr 28
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 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
$241 nightly
The price is $271 total per night
$271 total
May 11 - May 12
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. 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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