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Recommended hotels in Summerland Key

1. Sugar Loaf Lodge
Sugar Loaf LodgeSummerland Key
8.2 out of 10, Very good, (1,001 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, (1,003 reviews)
$198 nightly
The price is $223
Dec 1 - Dec 2
Total with taxes and fees

3. Looe Key Reef Resort
Looe Key Reef ResortSummerland Key
7.8 out of 10, Good, (1,002 reviews)
$165 nightly
The price is $186
Nov 20 - Nov 21
Total with taxes and fees

4. 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)
$373 nightly
The price is $416
Nov 13 - Nov 14
Total with taxes and fees

5. 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 20 - Nov 21
Total with taxes and fees

6. 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)
$366 nightly
The price is $407
Nov 14 - Nov 15
Total with taxes and fees

7. 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)
$429 nightly
The price is $478
Nov 14 - Nov 15
Total with taxes and fees

8. 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)
$386 nightly
The price is $429
Nov 21 - Nov 22
Total with taxes and fees

9. 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)
$374 nightly
The price is $419
Nov 12 - Nov 13
Total with taxes and fees

10. 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)
$408 nightly
The price is $457
Nov 12 - Nov 13
Total with taxes and fees

11. 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 18 - Nov 19
Total with taxes and fees

12. 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 20 - Nov 21
Total with taxes and fees

13. 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)
$419 nightly
The price is $468
Nov 14 - Nov 15
Total with taxes and fees

14. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.Cudjoe Key
$450 nightly
The price is $502
Nov 13 - Nov 14
Total with taxes and fees

15. 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)
$408 nightly
The price is $457
Nov 12 - Nov 13
Total with taxes and fees

16. 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)
$399 nightly
The price is $447
Nov 12 - Nov 13
Total with taxes and fees

17. 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)
$399 nightly
The price is $447
Nov 12 - Nov 13
Total with taxes and fees

18. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious ComfortCudjoe Key
9.6 out of 10, Exceptional, (5 reviews)
$408 nightly
The price is $457
Nov 12 - Nov 13
Total with taxes and fees

19. Waterfront RV lot in Venture Out Cudjoe Key, FL minutes to Blue Water & Key West
Waterfront RV lot in Venture Out Cudjoe Key, FL minutes to Blue Water & Key WestCudjoe Key
$117 nightly
The price is $131
Nov 12 - Nov 13
Total with taxes and fees

20. Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe KeyCudjoe Key
10.0 out of 10, Exceptional, (6 reviews)
$440 nightly
The price is $491
Nov 16 - Nov 17
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.

Top reviews in Summerland Key

Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults OnlyOld Town Key West











































































































































