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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Our top choices for Summerland Key hotels with a pool

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
$249 nightly
The price is $280
Apr 1 - Apr 2
Total with taxes and fees
Sugar Loaf Lodge

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
$338 nightly
The price is $380
Mar 29 - Mar 30
Total with taxes and fees
Parmer's Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,002 reviews)
  • cleanliness
    Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
$194 nightly
The price is $218
Mar 24 - Mar 25
Total with taxes and fees
Looe Key Reef Resort

Canal front lot only. No house or RV. You need to bring your RV.

Canal front lot only. No house or RV. You need to bring your RV.
Cudjoe Key
10.0 out of 10, Exceptional, (2 reviews)
$169 nightly
The price is $188
Mar 31 - Apr 1
Total with taxes and fees
Canal front lot only. No house or RV. You need to bring your RV.

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
9.0 out of 10, Wonderful, (56 reviews)
$415 nightly
The price is $460
Mar 11 - Mar 12
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (165 reviews)
$318 nightly
The price is $352
Mar 12 - Mar 13
Total with taxes and fees
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (163 reviews)
$398 nightly
The price is $441
Mar 14 - Mar 15
Total with taxes and fees
Cottage with Pool and Dockage, just minutes to Key West

$$ SAVE BIG $$ MARCH! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

$$ SAVE BIG $$ MARCH! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (85 reviews)
$445 nightly
The price is $494
Mar 5 - Mar 6
Total with taxes and fees
$$ SAVE BIG $$ MARCH! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
  • cleanliness
    Private plunge pool paradise unfolds with Atlantic views and 7 outdoor oases for sun-drenched days.
$975 nightly
The price is $1,097
Mar 15 - Mar 16
Total with taxes and fees
Atlantic View Luxury Villa with Pool

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
9.0 out of 10, Wonderful, (93 reviews)
$448 nightly
The price is $496
Mar 9 - Mar 10
Total with taxes and fees
Canal front, dockage, 2 bedroom, 2 bath
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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Hotels with pools and hot tubs in Summerland Key

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.

Top Summerland Key Hotel Reviews

Frequently asked questions

What's it like visiting Summerland Key?
If lounging next to a pool is your idea of a great vacation, you may want to consider Summerland Key, which has 7 places to stay with pools. During your visit, you can explore attractions like Florida Keys Beaches and Sugarloaf Beach, and then kick back and relax poolside at one of the accommodations in Summerland Key that guests like for their pools.
What are some accommodations with pools in Summerland Key?
Looe Key Reef Resort: Hotel located near Florida Keys Beaches. Features free self parking, an outdoor pool, and complimentary wireless internet access. Parmer's Resort: Offers a private beach, an outdoor pool, and daily. Sugarloaf Key Hotel at KOA Resort: Provides a private beach, an outdoor pool, and a snack bar/deli. Sugar Loaf Lodge: Hotel located near Florida Keys Beaches. Features 2 outdoor tennis courts, an outdoor pool, and free self parking. Old Florida Style, wrap around porch, boat basin for dockage, open water: Offers kitchens, a communal pool, and Smart TVs.
How many hotels with pools will I be able to find in Summerland Key?
Expedia has 7 hotels in Summerland Key for your poolside break.
What is there to see and do in Summerland Key?
The picturesque setting of Florida Keys Beaches and Sugarloaf Beach showcase the area's natural beauty. Discover sights such as Crab Key, Venture Key, and Venture Out Keys during your stay.
When is the best time to book a hotel with a pool in Summerland Key?
Taking into account the local weather in Summerland Key is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Summerland Key is 35 inches.

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