Summerland Key Hotel with Pool
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27 Aug - 28 AugTomorrow
28 Aug - 29 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sept - 6 SeptOur top choices for Summerland Key hotels with a pool
1. Parmer's Resort
Parmer's ResortSummerland Key
- Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
HK$793
HK$1,148 total
includes taxes & fees
31 Aug - 1 Sept
2. Looe Key Reef Resort
Looe Key Reef ResortSummerland Key
- Sun-dappled pool paradise at Looe Key Reef Resort offers snorkelling adventures nearby.
HK$791
HK$890 total
includes taxes & fees
2 Sept - 3 Sept
3. Sugar Loaf Lodge
Sugar Loaf LodgeSummerland Key
- Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
HK$933
HK$1,049 total
includes taxes & fees
7 Sept - 8 Sept
4. SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
HK$1,168
HK$3,417 total
includes taxes & fees
8 Sept - 9 Sept
5. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Affordable Dog Friendly Keys Retreat in Venture Out Near Key WestCudjoe Key
HK$979
HK$4,026 total
includes taxes & fees
5 Sept - 6 Sept
6. Waterfront 2BR/2BA with 35' Dock, Kayaks, Bikes & Pet-Friendly
Waterfront 2BR/2BA with 35' Dock, Kayaks, Bikes & Pet-FriendlyCudjoe Key
HK$1,852
HK$5,094 total
includes taxes & fees
1 Sept - 2 Sept
7. 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
8. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe KeyCudjoe Key
HK$1,482
HK$4,609 total
includes taxes & fees
31 Aug - 1 Sept
View all properties
Hotels with pools and hot tubs in Summerland Key
HK$3,210
HK$7,344 total
includes taxes & fees
8 Sept - 9 Sept
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & PoolCudjoe Key
HK$3,086
HK$6,694 total
includes taxes & fees
24 Sept - 25 Sept
Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's Paradise
Oceanfront 2BR Retreat - 35' Dock, Sunrise Views, Boater's ParadiseCudjoe Key
HK$3,251
HK$6,902 total
includes taxes & fees
7 Sept - 8 Sept
SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
HK$1,168
HK$3,417 total
includes taxes & fees
8 Sept - 9 Sept
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe KeyCudjoe Key
HK$1,482
HK$4,609 total
includes taxes & fees
31 Aug - 1 Sept
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
HK$1,646
HK$4,870 total
includes taxes & fees
30 Aug - 31 Aug
Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views
Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning ViewsCudjoe Key
HK$3,087
HK$7,190 total
includes taxes & fees
10 Sept - 11 Sept
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-FriendlyCudjoe Key
HK$3,416
HK$7,111 total
includes taxes & fees
8 Sept - 9 Sept
Salty Breeze #161 Canal-Front Retreat with Dock, Pool & Ocean Views
Salty Breeze #161 Canal-Front Retreat with Dock, Pool & Ocean ViewsCudjoe Key
HK$1,729
HK$4,978 total
includes taxes & fees
6 Sept - 7 Sept
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart OptionCudjoe Key
HK$1,564
HK$4,769 total
includes taxes & fees
8 Sept - 9 Sept
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.
View all propertiesTop Summerland Key Hotel Reviews
Looe Key Reef Resort
10/10 Excellent
"Everything was great! Staff was very friendly! Easy check in and check out."
Parmer's Resort
10/10 Excellent
"Though it's an older property that does not take away from the fact the rooms are clean, the views amazing and staff wonderful. If you are looking to relax and enjoy the Florida Keys laid back style then this is the place to stay. Great for singles, couples and families. Close to Key West too."
Sugar Loaf Lodge
10/10 Excellent
"Me gustaría más opciones como un regular desayuno"