
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! (1,060 reviews)
Aug 27 - Aug 31
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,264, price is now $896 per person
$896
per person
found 1 day ago
Pool a few days should have skimmed but otherwise overall was excellent
Reviewed on May 6, 2026

3.5-star property
Hyatt Vacation Club at Windward Pointe, Key West
9.4/10 Exceptional! (1,098 reviews)
Aug 27 - Aug 31
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,519, price is now $1,027 per person
$1,027
per person
found 1 day ago
I booked thought Orbitz and paid for it months ago, when I checked in the girl at the counter wanted to change me again and I had to show her my itinerary and she straightened it all out and I paid her the remaining $280 owed, when I checked out the girl behind the counter said I still owed the $280 ??? I didn't pay it and left, I gave it only a 3 rating not only because of this but 2 other issues, #1 is there is no light that you can turn on when you enter the guest bedroom, you have to walk all the way to the back wall and fumble around in the dark to find a light switch at the bottom of a lamb, then when you leave you had better left the door open so you don't have to walking out in the dark, I could tell it's been this way for a long time and nobody has taken the time to fix it, #2 the toilet seat in the guest bathroom is so loose it's about to fall off and again I can tell it's been that way for a long time and nobody has taken the time to fix it, other than that me 'ENJOYED' your stay
Reviewed on Apr 26, 2026

2.5-star property
Coconut Beach Resort
Old Town Key West
8.8/10 Excellent! (190 reviews)
Aug 24 - Aug 30
6 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,018, price is now $1,366 per person
$1,366
per person
found 1 day ago
We were upgraded to the oceanfront and it’s so beautiful. The cottage is nice and spacious.
Reviewed on Apr 23, 2024

3.0-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (556 reviews)
Aug 27 - Aug 31
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,868, price is now $1,283 per person
$1,283
per person
found 1 day ago
A wonderful, magical place in the tourist heart of Key West while not feeling at all like it. It’s ideal if you plan to be on foot. KWH’s tag line is “Come Hide”, which describes it to a T. Everything about it — the room, staff, Bali Bar in back with daily music, the other guests and patrons I met — all combine for an overwhelming feeling of welcome. I unequivocally recommend it and plan to return.
Reviewed on Apr 2, 2026

3.5-star property
Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
8.6/10 Excellent! (371 reviews)
Aug 12 - Aug 16
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,804, price is now $1,269 per person
$1,269
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
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
$228 nightly
The price is $257 total per night
$257 total
Jun 3 - Jun 4
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 concierge services. 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

Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
6.8 mi from city center
Guests of Sugarloaf Key RV Resort & Cottages enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. You can put free parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a gift shop and a TV in a common area.
Pool
Pet friendly
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