
Find Hotels with a Pool in Summerland Key, FL from CA $256
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Summerland Key Hotels with a Pool
Our top choices for Summerland Key hotels with a pool

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.
The price is CA $408
CA $459 total
includes taxes & fees
Mar 1 - Mar 2

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.
The price is CA $379
CA $471 total
includes taxes & fees
Mar 29 - Mar 30

7.6 out of 10, Good, (1,002 reviews)
cleanliness Sun-dappled pool paradise at Looe Key Reef Resort offers snorkelling adventures nearby.
The price is CA $244
CA $275 total
includes taxes & fees
Mar 24 - Mar 25

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)
The price is CA $203
CA $256 total
includes taxes & fees
Mar 31 - Apr 1

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 WestCudjoe Key
9.0 out of 10, Wonderful, (56 reviews)
The price is CA $338
CA $627 total
includes taxes & fees
Mar 11 - Mar 12

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)
The price is CA $276
CA $480 total
includes taxes & fees
Mar 12 - Mar 13

Cottage with Pool and Dockage, just minutes to Key West
Cottage with Pool and Dockage, just minutes to Key WestCudjoe Key
9.2 out of 10, Wonderful, (163 reviews)
The price is CA $338
CA $601 total
includes taxes & fees
Mar 14 - Mar 15

$$ SAVE BIG $$ 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)
The price is CA $271
CA $681 total
includes taxes & fees
Mar 5 - Mar 6
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

Looe Key Reef Resort
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Cheap Hotels in Bahia Honda Key
- Luxury Hotels in Bahia Honda Key
- Beach Hotel Hotels in Cudjoe Key
- Cheap Hotels in Cudjoe Key
- Hotels with Free Breakfast in Cudjoe Key
- Oceanfront Hotels in Cudjoe Key
- Pet-Friendly Hotels in Cudjoe Key
- Hotel Wedding Venues Hotels in Cudjoe Key
- Pet-Friendly Hotels in Cutthroat Harbor Estates
- Adults Only Resorts & in Eden Pines
- Adults Only Resorts & in Flamingo
- Beach Hotel Hotels in Flamingo
- Boutique Hotels in Flamingo
- Casino Hotels in Flamingo
- Hotels & Resorts for Couples in Flamingo
- Golf Hotels in Flamingo
- Historic Hotels in Flamingo
- Hotels with a Pool in Flamingo
- Hotels with Wifi in Flamingo
- Hotels with Free Breakfast in Flamingo
- Hotels with Hot Tubs in Flamingo
- Hotels with an Indoor Pool in Flamingo
- Hotels with Kitchenettes in Flamingo
- Hotels with smoking rooms in Flamingo
- Lgbt Friendly Hotels in Flamingo
- Mountain Hotels in Flamingo
- Oceanfront Hotels in Flamingo
- Spa Hotels in Flamingo
- Waterpark Hotels in Flamingo
- Hotel Wedding Venues Hotels in Flamingo
- Hotels with Balconies in Key Largo
- Hotels with Bar in Key Largo
- Hotels with Childcare in Key Largo
- Hotels with Hot Tubs in Key Largo
- Waterpark Hotels in Key Largo
- Business Hotels in Key West Historic District
- Green Hotels in Key West Historic District
- Hotels with Childcare in Key West Historic District
- Hotels with smoking rooms in Key West Historic District
- Hotels with Tennis Courts in Key West Historic District
- Lake Hotels in Key West Historic District
- Business Hotels in Key West
- Green Hotels in Key West
- Hotels with Early Check-in in Key West
- Hotels with Balconies in Key West
- Hotels with Bar in Key West
- Hotels with an Indoor Pool in Key West
- Lake Hotels in Key West
- Mountain Hotels in Key West
- Shopping Hotels in Key West
- Waterpark Hotels in Key West
- Winery Hotels in Key West
- Beach Hotel Hotels in Little Torch Key
- Business Hotels in Little Torch Key
- Cheap Hotels in Little Torch Key
- Hotels & Resorts for Couples in Little Torch Key
- Golf Hotels in Little Torch Key
- Historic Hotels in Little Torch Key
- Honeymoon Resorts and in Little Torch Key
- Hotels with Wifi in Little Torch Key
- Hotels with Balconies in Little Torch Key
- Luxury Hotels in Little Torch Key
- Romantic Hotels in Little Torch Key
- Spa Hotels in Little Torch Key
- Cheap Hotels in Lower Keys
- Family Hotels in Lower Keys
- Historic Hotels in Lower Keys
- Hotels with smoking rooms in Lower Keys
- Luxury Hotels in Lower Keys
- Pet-Friendly Hotels in Lower Keys
- Waterpark Hotels in Marathon
- Luxury Hotels in Melody Key
- Luxury Hotels in Pine Channel Estates
- Beach Hotel Hotels in Ramrod Key
- Oceanfront Hotels in Ramrod Key
- Adults Only Resorts & in Sunset Key
- All Inclusive Resorts and in Sunset Key
- Beach Hotel Hotels in Sunset Key
- Boutique Hotels in Sunset Key
- Casino Hotels in Sunset Key
- Cheap Hotels in Sunset Key
- Hotels & Resorts for Couples in Sunset Key
- Family Hotels in Sunset Key
- Golf Hotels in Sunset Key
- Honeymoon Resorts and in Sunset Key
- Hotels with Early Check-in in Sunset Key
- Hotels with a Lazy River in Sunset Key
- Hotels with Balconies in Sunset Key
- Hotels with smoking rooms in Sunset Key
- Hotels with Tennis Courts in Sunset Key
- Luxury Hotels in Sunset Key
- Mountain Hotels in Sunset Key
- Oceanfront Hotels in Sunset Key
- Pet-Friendly Hotels in Sunset Key
- Romantic Hotels in Sunset Key
- Shopping Hotels in Sunset Key
- Ski Hotels in Sunset Key
- Spa Hotels in Sunset Key
- Hotel Wedding Venues Hotels in Sunset Key
- Winery Hotels in Sunset Key



































