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
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Summerland Key hotels with a pool

Dock

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
The price is ₩159,979
₩227,584 total
includes taxes & fees
Aug 3 - Aug 4
Parmer's Resort
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,000 reviews)
  • cleanliness
    Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
The price is ₩227,341
₩255,758 total
includes taxes & fees
Aug 12 - Aug 13
Looe Key Reef Resort
Outdoor 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.
The price is ₩173,621
₩195,331 total
includes taxes & fees
Aug 16 - Aug 17
Sugar Loaf Lodge
10 outdoor pools, pool umbrellas, sun loungers

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 ₩951,997
₩1,645,479 total
includes taxes & fees
Jul 28 - Jul 29
Atlantic View Luxury Villa with Pool
Outdoor pool

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
8.6 out of 10, Excellent, (1,061 reviews)
  • cleanliness
    Float in a tranquil oasis at this Key West hotel, where the outdoor pool beckons after adventures along nearby hiking trails.
The price is ₩195,506
₩260,972 total
includes taxes & fees
Aug 11 - Aug 12
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas, sun loungers

Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (9 reviews)
The price is ₩170,353
₩321,316 total
includes taxes & fees
Aug 18 - Aug 19
Tranquility Guest House
Sundeck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,008 reviews)
  • cleanliness
    Dive into aquatic bliss at this Art Deco hotel with a rooftop pool offering prime people-watching in the heart of Key West.
The price is ₩173,621
₩269,184 total
includes taxes & fees
Jul 28 - Jul 29
Pegasus International Hotel
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,446 reviews)
  • cleanliness
    Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
The price is ₩234,388
₩263,687 total
includes taxes & fees
Aug 12 - Aug 13
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, sun loungers

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very Good, (2,311 reviews)
  • cleanliness
    Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
The price is ₩244,237
₩321,833 total
includes taxes & fees
Aug 3 - Aug 4
Ibis Bay Beach Resort
Exterior

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,009 reviews)
  • cleanliness
    Dive into poolside paradise with water activities galore at this Florida Keys getaway.
The price is ₩144,427
₩203,515 total
includes taxes & fees
Aug 9 - Aug 10
Captain Pips Marina & Hideaway
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
"This is the authentic way to enjoy a stay in the Keyes!!! The cutest little spot with a private beach! You can dock your boat just steps from your room. Will definitely stay again."
Tracy 1-night trip
Posted 14 hours ago
Parmer's Resort
Looe Key Reef Resort

Looe Key Reef Resort

8/10 Good
"Very "Florida Keys" type of place to stay. The good: Very convenient, super friendly staff, big pool, the overall "Keys" vibe. Rooms were decent and clean. Dive and snorkeling trips daily and a very convenient Shell station next door. The not so great: Rooms a bit dated and in need of some minor repairs here and there. The Tiki Hut ran out of food for a couple of days so we had to search out other places to eat in the evenings. Nothing was bad enough for us to not want to go back! Outstanding staff!"
Mark 10-night trip
Posted 1 month ago
Looe Key Reef Resort

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 RV Resort & Cottages: Offers a private beach, an outdoor pool, and a full-service spa. Sugarloaf Key Hotel at KOA Resort: Provides free self parking, an outdoor pool, and complimentary wireless internet access. Looe Key Reef Resort: Features a private beach, an outdoor pool, and a snack bar/deli. 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.