
Lower Florida Keys Vacation Packages
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4.0-star property
Oceans Edge Key West Resort, Hotel & Marina
9/10 Wonderful! (1,736 reviews)
May 7 - May 11
4 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,054, price is now $755 per person
$755
per person
found 1 day ago
We LOVED the setting and the surrounding area! Absolutely beautiful!
Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy.
Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you.
The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was.
Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor!
Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am.
Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side.
Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.
Reviewed on Dec 28, 2025

3.5-star property
Hyatt Vacation Club at Windward Pointe, Key West
9.6/10 Exceptional! (1,002 reviews)
May 2 - May 9
7 night stay
Boston (BOS) to Key West (EYW)
Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,938, price is now $1,873 per person
$1,873
per person
found 1 day ago
Staff was fantastic, room and grounds very clean and well kept.
Reviewed on Feb 12, 2026

3.5-star property
Hyatt Vacation Club at Beach House, Key West
9.4/10 Exceptional! (1,002 reviews)
Apr 28 - May 1
3 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Coach
Save 100% on your flight
Price was $1,203, price is now $795 per person
$795
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

2.5-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (505 reviews)
May 21 - May 25
4 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,603, price is now $1,807 per person
$1,807
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
Top rated hotels for your Lower Florida Keys vacation package

Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
14.08 mi from city center
$194 nightly
The price is $218 total per night
$218 total
Mar 24 - Mar 25
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 vending machine and a picnic area.
Pool
Pet friendly

Parmer's Resort
565 Barry Avenue Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
15.31 mi from city center
$338 nightly
The price is $380 total per night
$380 total
Mar 29 - Mar 30
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.

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.
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