Lower Florida Keys Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Lower Florida Keys vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Southernmost Beach Resort
Old Town Key West
8.6/10 Excellent! (2,353 reviews)
Jun 8 - Jun 11
3 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
I really enjoyed my long weekend at the Southernmost Beach Resort. There are several pools, beaches, bars and a restaurant. My room was clean and spacious. All the staff I encountered were super friendly. Great location and easy walking distance to Duval.
Reviewed on Apr 1, 2025
4.0-star property
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
9/10 Wonderful! (1,004 reviews)
Jul 21 - Jul 25
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
The staff was great. The breakfast and coffee in the morning was good. Atmosphere nice.
Reviewed on Mar 6, 2025
4.0-star property
Pier House Resort & Spa
Key West Historic District
9/10 Wonderful! (1,006 reviews)
Jul 21 - Jul 25
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Enjoyed this property for our Honeymoon. Stayed in a Traditional King Room, however, was wanting a better view then just the courtyard. The staff was excellent!!! Linda out by the bar and beach - she rocks !!! Best server around!!!
Will return in the future.
Reviewed on Feb 20, 2025
4.0-star property
The Perry Hotel & Marina Key West
9.4/10 Exceptional! (1,010 reviews)
Jul 21 - Jul 25
4 night stay
Boston (BOS) to Key West (EYW)
American Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
Excellent facility. The on site personnel were fabulous and the shuttle service is more than adequate.
Reviewed on Jan 5, 2025
2.5-star property
The Grand Guesthouse
Old Town Key West
9.6/10 Exceptional! (1,001 reviews)
Jul 24 - Jul 28
4 night stay
Cleveland (CLE) to Key West (EYW)
American Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Fantastic host in historic district. Loved the location. Took great care of us!!!
Reviewed on Feb 28, 2025
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
The price is $234 per night
$234
includes taxes & fees
$208 per night
May 6 - May 7
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.
On private beach
Pool
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
Free Cancellation
Reserve now, pay when you stay
4.06 mi from city center
The price is $179 per night
$179
includes taxes & fees
$159 per night
May 6 - May 7
Guests staying at Sugar Loaf Lodge enjoy access to a marina, an outdoor pool, and outdoor tennis courts. If you drive, take advantage of free parking. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include free WiFi in public areas, a garden, and a vending machine.
Pool
Parking included
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 $168 per night
$168
includes taxes & fees
$149 per night
Jun 1 - Jun 2
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. Front-desk staff can assist with tours/tickets and luggage storage. Additional amenities include express check-in, a picnic area, and a vending machine.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Lower Florida Keys
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.
