A coastal road with a beach on one side and a marina with boats on the other.

Find Hotels with a Pool in Summerland Key, FL

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Check availability on Summerland Key Hotels with a Pool

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Summerland Key hotels with a pool

A swimming pool with lounge chairs and a table, surrounded by a deck with a view of the sea and a building in the background.

1. Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
The price is ₩173,821
₩238,721 total
includes taxes & fees
Nov 2 - Nov 3
Parmer's Resort
A swimming pool with a surrounding deck, palm trees, and lounge chairs.

2. Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
The price is ₩157,448
₩177,136 total
includes taxes & fees
Nov 1 - Nov 2
Sugar Loaf Lodge
A swimming pool with blue and white tiles, surrounded by lounge chairs and palm trees.

3. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.8 out of 10, Good, (1,001 reviews)
  • cleanliness
    Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
The price is ₩191,835
₩215,814 total
includes taxes & fees
Nov 9 - Nov 10
Looe Key Reef Resort
A residential property with a swimming pool, a covered patio, and a view of the ocean.

4. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 reviews)
  • cleanliness
    Private plunge pool paradise unfolds with Atlantic views and 7 outdoor oases for sun-drenched days.
The price is ₩684,699
₩1,291,254 total
includes taxes & fees
Nov 15 - Nov 16
Atlantic View Luxury Villa with Pool
An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.

5. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,298 reviews)
  • cleanliness
    Sun-kissed island retreat offers five heated pools with loungers and poolside cocktails.
The price is ₩356,713
₩483,423 total
includes taxes & fees
Oct 28 - Oct 29
Isla Bella Beach Resort & Spa
A marina with boats docked, a pool area, and a building with a white facade.

6. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,802 reviews)
  • cleanliness
    Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.
The price is ₩151,222
₩247,671 total
includes taxes & fees
Oct 29 - Oct 30
Hilton Key West Resort & Marina
A fenced pool area with palm trees, a blue and white tiled walkway, and a sign indicating pool hours.

7. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (377 reviews)
  • cleanliness
    Soak in tropical views at the outdoor pool, then paddle away from this waterfront cottage with an onsite marina and private dock.
The price is ₩118,109
₩319,282 total
includes taxes & fees
Oct 28 - Oct 29
Old Wooden Bridge Resort and Marina
A dining table with plates of food, a drink, and a view of a pool and palm trees.

8. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,808 reviews)
  • cleanliness
    Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
The price is ₩289,757
₩409,614 total
includes taxes & fees
Oct 28 - Oct 29
Margaritaville Beach House Key West
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

9. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,575 reviews)
  • cleanliness
    Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
The price is ₩236,833
₩266,438 total
includes taxes & fees
Oct 28 - Oct 29
Hampton Inn Key West FL
A pool area with lounge chairs, a lighthouse, and boats in the background.

10. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
4.0 star property
Marathon
8.6 out of 10, Excellent, (1,153 reviews)
  • cleanliness
    Dive into Florida Keys paradise with four sparkling outdoor pools and marina views at this tropical escape.
The price is ₩194,569
₩268,772 total
includes taxes & fees
Nov 15 - Nov 16
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
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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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
"Nice property! Large clean room, swimming pool, laundry available, nice fresh grab and go breakfast. Outside area was on the water and nice, but didn’t have time to enjoy it. Wish they had an ironing board and iron in the room."
Jolee 1-night trip
Posted 2 days ago
Parmer's Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Very cute place, like at home, the lady on the desk is very sweet and helpful. Good price and close to Kea West."
Mariia 1-night trip
Posted 8 days ago
Sugar Loaf Lodge

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 27 places to stay with pools. During your visit, you can explore attractions like Florida Keys Beaches, and then kick back and relax poolside at one of the accommodations in Summerland Key that travelers like for their pools.
What are some accommodations with pools in Summerland Key?
Parmer's Resort: Features a private beach, an outdoor pool, and daily. Sugarloaf Key Hotel at KOA Resort: Offers a private beach, an outdoor pool, and a snack bar/deli. Sugarloaf Key RV Resort & Cottages: Provides a private beach, an outdoor pool, and a full-service spa. Looe Key Reef Resort: Features free self parking, an outdoor pool, and complimentary wireless internet access. Sugar Loaf Lodge: Hotel located near Florida Keys Beaches. Offers free self parking, an outdoor pool, and complimentary wireless internet access.
How many hotels with pools will I be able to find in Summerland Key?
Expedia's 27 hotels in Summerland Key give you a great choice for your poolside getaway.
What is there to see and do in Summerland Key?
Explore places like Florida Keys Beaches while you're in Summerland Key. Spend some time experiencing the great outdoors at Upper Sugarloaf Key and Venture Out Keys.
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.