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

Search Hotels with Pool in Summerland Key

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Check availability on Summerland Key Hotels with Pool

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Summerland Key hotels with a pool

A sunset view with a thatched structure and a palm tree by a calm body of water.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.

1. Parmer's Resort

Parmer's Resort
Summerland Key
  • Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
Rp2.355.793
Rp3.239.107 total
includes taxes & fees
15 Nov - 16 Nov
Parmer's Resort
A swimming pool with a surrounding deck, palm trees, and lounge chairs.
A waterfront building with a flat roof, large windows, and a balcony.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.

2. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
Rp2.145.213
Rp2.413.455 total
includes taxes & fees
26 Oct - 27 Oct
Sugar Loaf Lodge
A swimming pool with blue and white tiles, surrounded by lounge chairs and palm trees.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

3. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
  • Sun-dappled pool paradise at Looe Key Reef Resort offers snorkelling adventures nearby.
Rp2.528.106
Rp2.844.119 total
includes taxes & fees
26 Oct - 27 Oct
Looe Key Reef Resort
A residential property with a swimming pool, a covered patio, and a view of the ocean.
A bedroom with a bed, a ceiling fan, a balcony with a view, and a nightstand with a lamp.
A two-story building with a balcony, surrounded by tropical vegetation.
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

4. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
Summerland Key
  • Private plunge pool paradise unfolds with Atlantic views and 7 outdoor oases for sun-drenched days.
Rp9.338.805
Rp17.611.768 total
includes taxes & fees
21 Oct - 22 Oct
Atlantic View Luxury Villa with Pool
A fenced pool area with palm trees, a blue and white tiled walkway, and a sign indicating pool hours.
A floating houseboat with a covered deck and seating area, docked at a marina.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

5. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
  • Soak in tropical views at the outdoor pool, then paddle away from this waterfront cottage with an on-site marina and private dock.
Rp1.606.206
Rp4.342.029 total
includes taxes & fees
21 Oct - 22 Oct
Old Wooden Bridge Resort and Marina
An aerial view of a resort with a central pool, multiple buildings, and a beach area with sun loungers.
A bar area with wooden chairs, a bar counter, and a variety of bottles and glasses.
A beach with white chairs and kayaks, palm trees, and a clear view of the ocean.
A beach scene with two white chairs, a hammock, and palm trees.

6. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
  • Sun-kissed island retreat offers five heated pools with loungers and poolside cocktails.
Rp3.719.281
Rp5.263.882 total
includes taxes & fees
21 Oct - 22 Oct
Isla Bella Beach Resort & Spa
A waterfront hotel with a pool, palm trees, and a wooden dock.
A clear view of turquoise ocean water and a blue sky with clouds.
A marina with numerous boats docked, a swimming pool, and palm trees.
A hotel room with a large bed, a view of the ocean, a balcony with a chair, and a painting of coconuts.

7. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
  • Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.
Rp2.128.628
Rp3.449.286 total
includes taxes & fees
26 Oct - 27 Oct
Hilton Key West Resort & Marina
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A hotel room with a balcony, a bed, a desk, and two chairs.
Breakfast area
View from room

8. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
  • Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
Rp2.869.314
Rp3.227.979 total
includes taxes & fees
21 Oct - 22 Oct
Hampton Inn Key West FL
A dining table with plates of food, a drink, and a view of a pool and palm trees.
A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.
A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.
A beach with a palm tree and two chairs.

9. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
  • Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
Rp3.947.913
Rp5.580.957 total
includes taxes & fees
26 Oct - 27 Oct
Margaritaville Beach House Key West
A balcony with a view of a pool area, palm trees, and outdoor seating.
A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.
A hotel room with a sofa, a small table, a lamp, and a balcony with chairs.
A hotel room with a large bed, a desk, a chair, a small table, and a balcony with a view of palm trees.

10. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
  • Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
Rp2.148.818
Rp3.025.832 total
includes taxes & fees
28 Oct - 29 Oct
DoubleTree Resort by Hilton Grand Key - Key West
View all properties

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

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Stay was perfect. Staff was kind and outgoing. Bed was comfortable and place was very clean. Only thing I would change is the single serve coffee makers. A drip pot would be so much more convenient. They do have Babies coffee in the dining hall at breakfast and I can not complain about that. I love Babies coffee. I will stay here again."
Denis 3-night trip
Posted 23 hours 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 2 days ago
Sugar Loaf Lodge
Looe Key Reef Resort

Looe Key Reef Resort

8/10 Good
"They had a nice pool you could park your boat in the channel they also had a very nice tiki bar and grill it was an ok place to stay but parking sucked"
Todd c 1-night trip
Posted 9 days ago
Looe Key Reef 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 27 places to stay with pools. During your visit, you can explore attractions such as Florida Keys Beaches, and then relax and unwind poolside at one of the accommodation options in Summerland Key that travellers like for their pools.
What are some accommodation options 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 can I expect 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 such as 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 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.

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