Summerland Key Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to Rp173.195 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Where to stay in Summerland Key
Find the best Summerland Key areas and neighborhoods for the activities you enjoy most. Learn more about Summerland Key
Cutthroat Harbor Estates
While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Venture Key.
Top hotels in Summerland Key
Parmer's Resort
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is Rp1.686.989 per night from 2 Dec to 3 Dec
Rp1.686.989
Rp2.443.958 total
2 Dec - 3 Dec
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Awesome experience
Reviewed on 14 Nov 2025
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
Fully refundableReserve now, pay when you stay
The price is Rp1.656.864 per night from 30 Nov to 1 Dec
Rp1.656.864
Rp1.864.056 total
30 Nov - 1 Dec
includes taxes & fees
8/10 Very Good! (1,000 reviews)
A very well maintained older facility. Especially enjoyed the high vaulted ceiling on this 2nd floor unit
Reviewed on 17 Nov 2025
Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
Fully refundableReserve now, pay when you stay
7.4/10 Good! (1,000 reviews)
Room was really clean and receptionist very friendly. Travelling with my son so had a nice big bed each. Balcony was nice and its only 35 mins to Key West which was oerfect
Reviewed on 9 Nov 2025
Lowest 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.
What to do in Summerland Key
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Rp965.206
per adult
86% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Rp1.337.404
per traveller
92% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Rp459.016
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
