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

Summerland Key Hotel with Pool

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Check availability on Summerland Key Hotel with Pool

This weekend
10 Jul - 12 Jul
Next weekend
17 Jul - 19 Jul

Our top choices for Summerland Key hotels with a pool

Exterior

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Dive into poolside paradise with water activities galore at this Florida Keys getaway.
The price is HK$738
HK$1,051 total
includes taxes & fees
8 Jul - 9 Jul
Captain Pips Marina & Hideaway
Dock

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
The price is HK$911
HK$1,280 total
includes taxes & fees
8 Jul - 9 Jul
Parmer's Resort
Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1,149 reviews)
  • cleanliness
    Soak up the Key West sun at this tropical pool paradise with free cabanas and loungers.
The price is HK$1,247
HK$1,623 total
includes taxes & fees
12 Jul - 13 Jul
Fairfield Inn and Suites by Marriott Key West
Outdoor pool, pool loungers

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very good, (1,000 reviews)
The price is HK$1,122
HK$2,056 total
includes taxes & fees
22 Jul - 23 Jul
Amsterdam's Curry Mansion Inn
Outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas, pool loungers

Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
8.0 out of 10, Very good, (1 review)
The price is HK$838
HK$1,640 total
includes taxes & fees
9 Jul - 10 Jul
Tranquility Guest House
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, (1,045 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 HK$1,051
HK$1,403 total
includes taxes & fees
5 Aug - 6 Aug
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Sun deck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1,005 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 HK$855
HK$1,359 total
includes taxes & fees
9 Jul - 10 Jul
Pegasus International Hotel
Property grounds

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Dive into blissful relaxation at a vibrant Key West poolside haven just steps from iconic landmarks.
The price is HK$1,121
HK$1,437 total
includes taxes & fees
4 Aug - 5 Aug
The Palms Hotel
Outdoor pool, pool umbrellas, pool loungers

Eden House

Eden House
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,005 reviews)
The price is HK$1,165
HK$1,467 total
includes taxes & fees
29 Jul - 30 Jul
Eden House
Building design

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Old Town Key West
8.4 out of 10, Very good, (1,405 reviews)
  • cleanliness
    Dive into azure bliss at this Key West adults-only retreat with two pristine pools, hot tub sanctuary, and poolside loungers.
The price is HK$958
HK$1,430 total
includes taxes & fees
15 Jul - 16 Jul
The Southernmost Inn - Adults Only
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

Hotels with pools and hot tubs in Summerland Key

Outdoor dining
Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (101)
The price is HK$1,412
HK$3,117 total
includes taxes & fees
8 Jul - 9 Jul
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.
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Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Aguayo 27"
carlos alberto 2-night trip
Posted 13 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 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 a full-service spa. Sugarloaf Key Hotel at KOA Resort: Offers a private beach, an outdoor pool and daily. Sugarloaf Key RV Resort & Cottages: Provides a private beach, an outdoor pool and a snack bar/deli. Sugar Loaf Lodge: Features free self parking, an outdoor pool and complimentary wireless Internet access. Looe Key Reef Resort: Hotel located near Florida Keys Beaches. Offers 2 outdoor tennis courts, an outdoor pool and free self parking.
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 Sugarloaf Beach.
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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