- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Summerland Key

Pet friendly

Pool
Check prices for these dates
Our top choices for Summerland Key hotels

1. Sugar Loaf Lodge
Sugar Loaf LodgeSummerland Key
8.2 out of 10, Very good, (1,000 reviews)
The price is CA $140
CA $157 total
includes taxes & fees
Nov 30 - Dec 1

2. Parmer's Resort
Parmer's ResortSummerland Key
9.0 out of 10, Wonderful, (1,001 reviews)
The price is CA $215
CA $288 total
includes taxes & fees
Nov 30 - Dec 1

3. Looe Key Reef Resort
Looe Key Reef ResortSummerland Key
7.8 out of 10, Good, (1,001 reviews)
The price is CA $228
CA $256 total
includes taxes & fees
Nov 10 - Nov 11

4. Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning ViewsSummerland Key
10.0 out of 10, Exceptional, (1 review)
The price is CA $471
CA $1,019 total
includes taxes & fees
Nov 19 - Nov 20

5. Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with PoolSummerland Key
7.4 out of 10, Good, (3 reviews)
The price is CA $731
CA $1,379 total
includes taxes & fees
Nov 15 - Nov 16

6. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and MarinaPunta Brisa
8.6 out of 10, Excellent, (380 reviews)
The price is CA $99
CA $310 total
includes taxes & fees
Dec 4 - Dec 5

7. The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key WestStock Island
9.4 out of 10, Exceptional, (1,317 reviews)
The price is CA $168
CA $271 total
includes taxes & fees
Nov 30 - Dec 1

8. DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
8.4 out of 10, Very good, (1,134 reviews)
The price is CA $174
CA $244 total
includes taxes & fees
Nov 15 - Nov 16

9. Blue Flamingo Resort Key West
Blue Flamingo Resort Key WestNew Town
8.6 out of 10, Excellent, (2,784 reviews)
The price is CA $177
CA $278 total
includes taxes & fees
Nov 15 - Nov 16

10. Hilton Key West Resort & Marina
Hilton Key West Resort & MarinaStock Island
9.0 out of 10, Wonderful, (1,795 reviews)
The price is CA $167
CA $270 total
includes taxes & fees
Nov 15 - Nov 16

11. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Faro Blanco Resort Marathon Florida Keys, Curio by HiltonMarathon
8.6 out of 10, Excellent, (1,135 reviews)
The price is CA $196
CA $273 total
includes taxes & fees
Nov 15 - Nov 16

12. Tranquility Guest House
Tranquility Guest HouseOld Town Key West
9.0 out of 10, Wonderful, (39 reviews)
The price is CA $222
CA $376 total
includes taxes & fees
Nov 30 - Dec 1

13. Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys CollectionNew Town
8.6 out of 10, Excellent, (1,192 reviews)
The price is CA $179
CA $241 total
includes taxes & fees
Nov 15 - Nov 16

14. Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
9.4 out of 10, Exceptional, (1,339 reviews)
The price is CA $277
CA $376 total
includes taxes & fees
Nov 30 - Dec 1

15. Hampton Inn Key West FL
Hampton Inn Key West FLKey West
9.0 out of 10, Wonderful, (1,573 reviews)
The price is CA $266
CA $299 total
includes taxes & fees
Nov 30 - Dec 1

16. Margaritaville Beach House Key West
Margaritaville Beach House Key WestKey West
8.8 out of 10, Excellent, (1,818 reviews)
The price is CA $324
CA $453 total
includes taxes & fees
Nov 18 - Nov 19

17. Havana Cabana at Key West
Havana Cabana at Key WestNew Town
9.0 out of 10, Wonderful, (1,906 reviews)
The price is CA $199
CA $314 total
includes taxes & fees
Dec 1 - Dec 2

18. Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Courtyard by Marriott Faro Blanco Resort, Marathon Florida KeysMarathon
9.0 out of 10, Wonderful, (1,009 reviews)
The price is CA $214
CA $290 total
includes taxes & fees
Nov 30 - Dec 1

19. Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key WestKey West
9.4 out of 10, Exceptional, (1,288 reviews)
The price is CA $292
CA $392 total
includes taxes & fees
Nov 29 - Nov 30

20. Parrot Key Hotel & Villas
Parrot Key Hotel & VillasNorthside Resort
9.0 out of 10, Wonderful, (1,485 reviews)
The price is CA $191
CA $296 total
includes taxes & fees
Nov 29 - Nov 30
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.
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
Learn more about Summerland Key

Bay Point
Bay Point might not have many top sights, but Lower Sugarloaf Sound and Florida Keys Beaches are two attractions nearby that you can check out.

Cutthroat Harbor Estates
Cutthroat Harbour Estates offers a tranquil slice of Florida Keys living with private boat docks and crystal-clear waters. This residential waterfront area provides an authentic escape from tourist crowds. Homes on stilts with weathered wood docks create a classic Keys atmosphere. The neighborhood's canals connect directly to the Gulf, making it perfect for fishing and boating enthusiasts. Gentle waves lap against private docks while tropical birds call at dawn. Nearby Venture Out Keys and Summerland Key provide dining options and additional sights.

Sugarloaf Shores
Sugarloaf Shores offers a tranquil escape on the Florida Keys waterfront. Private homes line peaceful canals where turquoise waters invite fishing, kayaking, and boating adventures. This residential haven sits away from tourist crowds yet provides easy access to stunning ocean views. The neighborhood's charm lies in its authentic Keys lifestyle with homes on stilts and tropical landscaping. Nearby Sugarloaf Beach and Lower Sugarloaf Sound provide perfect spots for swimming and snorkelling. Visitors appreciate the quiet streets for evening strolls and stargazing.

Cudjoe Gardens
Cudjoe Gardens offers a peaceful waterfront retreat in the Florida Keys. This quiet residential haven features canal-front properties with private docks for easy boat access. Travellers can enjoy fishing, wildlife watching, and stargazing from their vacation rentals. The neighborhood's tropical charm comes alive with pastel homes on stilts surrounded by palm trees and native plants. A rental car is essential for exploring nearby Summerland Key attractions and dining options. Water enthusiasts will appreciate direct canal access to open waters and nearby beaches.

Breezeswept Beach Estates
Escape to the peaceful shores of Breezeswept Beach Estates on Summerland Key. This residential haven offers private waterfront properties with boat docks and direct access to crystal-clear Florida waters. The neighborhood's charm lies in its quiet streets lined with pastel homes and tropical landscaping. Outdoor enthusiasts will love exploring nearby Newfound Harbour Keys by kayak or boat. Fish in the shallow waters, spot native birds, or simply relax under swaying palms. With minimal commercialization and abundant natural beauty, this peaceful retreat captures authentic Keys living without the tourist crowds.
Stay near popular Summerland Key attractions
<p>Summerland Key is an ideal destination for outdoor enthusiasts and families seeking a beach vacation. Visitors can explore a variety of attractions, including the stunning Jewel of Summerland Key, the scenic Ocean Drive, and the prestigious offerings of the area. With its beautiful beaches and nearby national parks, Summerland Key promises an adventurous experience that caters to every traveller's interests.</p>
Learn more about Summerland Key
Snorkel the vibrant coral reefs at Looe Key, where rangers can direct you to spots with fewer boats. Rent kayaks to explore the mangrove trails, then ask locals about their favourite seafood shacks serving fresh-caught Keys lobster.


















































































































