Summerland Key Hotel Guide - Hotels with Pool in Summerland Key, Florida

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Check availability on Summerland Key Hotels with Pool

Tonight
3 Mar - 4 Mar
Tomorrow
4 Mar - 5 Mar
This weekend
6 Mar - 8 Mar
Next weekend
13 Mar - 15 Mar

Our top choices for Summerland Key hotels with a pool

Outdoor pool

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
The price is €237
includes taxes & fees
1 Apr - 2 Apr
Sugar Loaf Lodge
Private beach, sun-loungers, beach umbrellas, beach towels

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
The price is €292
includes taxes & fees
29 Mar - 30 Mar
Parmer's Resort
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers

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 snorkelling adventures nearby.
Looe Key Reef Resort
Exterior

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 €164
includes taxes & fees
31 Mar - 1 Apr
Canal front lot only. No house or RV. You need to bring your RV.
Pool

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)
The price is €394
includes taxes & fees
11 Mar - 12 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

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 €299
includes taxes & fees
12 Mar - 13 Mar
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Exterior

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)
The price is €370
includes taxes & fees
14 Mar - 15 Mar
Cottage with Pool and Dockage, just minutes to Key West
Outdoor pool, a heated pool

$$ SAVE BIG $$ 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 €418
includes taxes & fees
5 Mar - 6 Mar
$$ SAVE BIG $$ MARCH! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Front of property

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.
The price is €869
includes taxes & fees
15 Mar - 16 Mar
Atlantic View Luxury Villa with Pool
Outdoor pool, a heated pool

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (94 reviews)
The price is €421
includes taxes & fees
9 Mar - 10 Mar
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.
View all properties

Choose what matters most at hotels with a pool in Summerland Key

Breakfast included
4 stars

Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Beautiful property! Location was perfect for more laid back"
Amitrea 2-night trip
Posted 5 hours ago
Parmer's Resort

Frequently asked questions

What's it like visiting Summerland Key?
If taking it easy by the pool is your idea of a great getaway, you may want to look at Summerland Key, which has 7 places to stay with pools. During your visit, you can explore attractions such as Florida Keys Beaches and Sugarloaf Beach, and then relax and unwind poolside at one of the accommodation options in Summerland Key that guests like for their pools.
What are some accommodation options 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 televisions.
How many hotels with pools can I expect 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 the local weather in Summerland Key into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Summerland Key is 895 mm.