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Recommended hotels in Summerland Key

1. Sugar Loaf Lodge
Sugar Loaf LodgeSummerland Key
8.2 out of 10, Very good, (1,000 reviews)
$99 nightly
The price is $111
Nov 30 - Dec 1
Total with taxes and fees

2. Parmer's Resort
Parmer's ResortSummerland Key
9.0 out of 10, Wonderful, (1,001 reviews)
$198 nightly
The price is $223
Nov 18 - Nov 19
Total with taxes and fees

3. Looe Key Reef Resort
Looe Key Reef ResortSummerland Key
7.8 out of 10, Good, (1,000 reviews)
$161 nightly
The price is $181
Nov 9 - Nov 10
Total with taxes and fees

4. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Affordable Dog Friendly Keys Retreat in Venture Out Near Key WestCudjoe Key
10.0 out of 10, Exceptional, (1 review)
$342 nightly
The price is $382
Nov 5 - Nov 6
Total with taxes and fees

5. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.6 out of 10, Exceptional, (99 reviews)
$443 nightly
The price is $492
Nov 21 - Nov 22
Total with taxes and fees

6. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal ViewsCudjoe Key
9.0 out of 10, Wonderful, (2 reviews)
$399 nightly
The price is $446
Nov 5 - Nov 6
Total with taxes and fees

7. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.Cudjoe Key
$449 nightly
The price is $501
Nov 13 - Nov 14
Total with taxes and fees

8. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated AccessCudjoe Key
10.0 out of 10, Exceptional, (1 review)
$374 nightly
The price is $417
Nov 10 - Nov 11
Total with taxes and fees

9. Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape
Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys EscapeCudjoe Key
8.8 out of 10, Excellent, (3 reviews)
$425 nightly
The price is $474
Nov 9 - Nov 10
Total with taxes and fees

11. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.4 out of 10, Exceptional, (113 reviews)
$388 nightly
The price is $431
Nov 9 - Nov 10
Total with taxes and fees

12. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key WestCudjoe Key
8.6 out of 10, Excellent, (4 reviews)
$389 nightly
The price is $434
Nov 11 - Nov 12
Total with taxes and fees

13. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart OptionCudjoe Key
9.4 out of 10, Exceptional, (18 reviews)
$415 nightly
The price is $463
Nov 8 - Nov 9
Total with taxes and fees

14. Kelly's Kabin - Adorable Private Summerland Key Cottage
Kelly's Kabin - Adorable Private Summerland Key CottageSummerland Key
9.8 out of 10, Exceptional, (129 reviews)
$430 nightly
The price is $479
Nov 5 - Nov 6
Total with taxes and fees

15. Canal Front home with easy Ocean access
Canal Front home with easy Ocean accessCudjoe Key
8.8 out of 10, Excellent, (190 reviews)
$323 nightly
The price is $361
Nov 26 - Nov 27
Total with taxes and fees

16. Canal-Front Retreat with Dock, Pool & Open Ocean Views
Canal-Front Retreat with Dock, Pool & Open Ocean ViewsCudjoe Key
9.0 out of 10, Wonderful, (13 reviews)
$418 nightly
The price is $467
Nov 14 - Nov 15
Total with taxes and fees

17. Sailfish Haven #390 - Ocean Views, 35' seawall
Sailfish Haven #390 - Ocean Views, 35' seawallCudjoe Key
9.0 out of 10, Wonderful, (8 reviews)
$440 nightly
The price is $491
Nov 7 - Nov 8
Total with taxes and fees

18. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key WestCudjoe Key
8.8 out of 10, Excellent, (11 reviews)
$425 nightly
The price is $474
Nov 8 - Nov 9
Total with taxes and fees

19. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf CartCudjoe Key
9.6 out of 10, Exceptional, (7 reviews)
$415 nightly
The price is $463
Nov 11 - Nov 12
Total with taxes and fees

20. Florida Keys Waterfront Escape w/35' Seawall & Seconds to Open Water
Florida Keys Waterfront Escape w/35' Seawall & Seconds to Open WaterCudjoe Key
9.4 out of 10, Exceptional, (3 reviews)
$418 nightly
The price is $466
Nov 8 - Nov 9
Total with taxes and fees
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.
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 favorite seafood shacks serving fresh-caught Keys lobster.






























































































































