
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 7 - Aug 8Tomorrow
Aug 8 - Aug 9This weekend
Aug 7 - Aug 9Next weekend
Aug 14 - Aug 16Our 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.
$129 nightly
$145 total
Aug 12 - Aug 13
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. Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with PoolSummerland Key
- Private plunge pool paradise unfolds with Atlantic views and 7 outdoor oases for sun-drenched days.
$1,075 nightly
$1,209 total
Aug 11 - Aug 12
Total with taxes and fees




5. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and MarinaPunta Brisa
- Soak in tropical views at the outdoor pool, then paddle away from this waterfront cottage with an onsite marina and private dock.
$225 nightly
$253 total
Sep 1 - Sep 2
Total with taxes and fees




6. Knight's Key Suites
Knight's Key SuitesMarathon
- Sunshine-soaked relaxation awaits at this outdoor pool retreat, just steps from scenic trails and Sombrero Beach access.
$92 nightly
$101 total
Aug 9 - Aug 10
Total with taxes and fees




7. Hilton Key West Resort & Marina
Hilton Key West Resort & MarinaStock Island
- Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.
$175 nightly
$197 total
Aug 16 - Aug 17
Total with taxes and fees




8. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
$192 nightly
$216 total
Aug 9 - Aug 10
Total with taxes and fees
View all properties
Top Summerland Key Hotel Reviews
Parmer's Resort
10/10 Excellent
"Room was small but we booked last minute for lobster season but everything else was great!!"
Sugar Loaf Lodge
10/10 Excellent
"A clean comfortable room, with a lovely view from the back patio! All staff were very helpful."
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