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.
4.0-star property
The Perry Hotel & Marina Key West
9.4/10 Exceptional! (1,282 reviews)
Oct 1 - Oct 5
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Roundtrip • Coach
Price was $1,072, price is now $721 per person
$721
per person
found 1 day ago
Look no further than the Perry Hotel when going to the Keys! Wonderful staff, from the front desk to the concierge. Very clean! An exceptional place to stay with a great staff.
Reviewed on Jul 12, 2026
4.0-star property
Southernmost House - Adult Exclusive
Old Town Key West
9.4/10 Exceptional! (1,001 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 $2,025, price is now $1,127 per person
$1,127
per person
found 1 day ago
Charming old home with history around every corner. The pool is splendid, and it’s easy to forget the world exists as you stare off to sea.
Reviewed on Jul 11, 2026
3.0-star property
The Key West Hotel
Key West Historic District
9.2/10 Wonderful! (559 reviews)
Aug 19 - Aug 24
5 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,118, price is now $1,306 per person
$1,306
per person
found 1 day ago
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.
Reviewed on Jun 7, 2026
3.5-star property
Hyatt Vacation Club at Windward Pointe, Key West
9.4/10 Exceptional! (1,162 reviews)
Sep 11 - Sep 15
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,299, price is now $863 per person
$863
per person
found 1 day ago
A
Reviewed on Jul 12, 2026
4.0-star property
Eden House
Key West Historic District
9/10 Wonderful! (1,008 reviews)
Oct 1 - Oct 5
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,921, price is now $1,363 per person
$1,363
per person
found 1 day ago
Awesome!
Reviewed on Jul 10, 2026
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
$168 nightly
The price is $189 total per night
$189 total
Jul 14 - Jul 15
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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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.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
$45
per adult
94% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
$27
per adult
90% of travellers recommend
Key West Mangrove Kayak Eco Tour
$80
per adult
100% of travellers recommend
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