Find Hotels with a Pool in Summerland Key, FL
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Check availability on Summerland Key Hotels with a Pool
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Aug 12 - Aug 13Tomorrow
Aug 13 - Aug 14This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Our 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.
$148 nightly
$167 total
Aug 17 - Aug 18
Total with taxes and fees
2. Looe Key Reef Resort
Looe Key Reef ResortSummerland Key
- Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
$100 nightly
$112 total
Sep 2 - Sep 3
Total with taxes and fees
3. Sugar Loaf Lodge
Sugar Loaf LodgeSummerland Key
- Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
$119 nightly
$134 total
Aug 16 - Aug 17
Total with taxes and fees
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
$391 nightly
$434 total
Aug 16 - Aug 17
Total with taxes and fees
5. SAVE BIG $$$ AUG/SEPT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ AUG/SEPT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
$393 nightly
$436 total
Aug 20 - Aug 21
Total with taxes and fees
6. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Affordable Dog Friendly Keys Retreat in Venture Out Near Key WestCudjoe Key
$463 nightly
$514 total
Sep 4 - Sep 5
Total with taxes and fees
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
$512 nightly
$568 total
Aug 14 - Aug 15
Total with taxes and fees
8. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe KeyCudjoe Key
$541 nightly
$600 total
Aug 24 - Aug 25
Total with taxes and fees
View all properties
Hotels with pools and hot tubs in Summerland Key
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
$391 nightly
$434 total
Aug 16 - Aug 17
Total with taxes and fees
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
$512 nightly
$568 total
Aug 14 - Aug 15
Total with taxes and fees
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe KeyCudjoe Key
$541 nightly
$600 total
Aug 24 - Aug 25
Total with taxes and fees
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Affordable Dog Friendly Keys Retreat in Venture Out Near Key WestCudjoe Key
$463 nightly
$514 total
Sep 4 - Sep 5
Total with taxes and fees
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
$560 nightly
$621 total
Aug 16 - Aug 17
Total with taxes and fees
Salty Breeze #161 Canal-Front Retreat with Dock, Pool & Ocean Views
Salty Breeze #161 Canal-Front Retreat with Dock, Pool & Ocean ViewsCudjoe Key
$573 nightly
$635 total
Sep 6 - Sep 7
Total with taxes and fees
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
$518 nightly
$575 total
Sep 1 - Sep 2
Total with taxes and fees
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart OptionCudjoe Key
$549 nightly
$608 total
Aug 17 - Aug 18
Total with taxes and fees
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
$560 nightly
$621 total
Aug 17 - Aug 18
Total with taxes and fees
$246 nightly
$264 total
Sep 8 - Sep 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.
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