Find Hotels with a Pool in Summerland Key, FL

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Check availability on Summerland Key Hotels with a Pool

Our top choices for Summerland Key hotels with a pool

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,010 reviews)
"Clean, convenient location. "
United States
Michael
$299 nightly
The price is $336
Feb 22 - Feb 23
Total with taxes and fees
Sugar Loaf Lodge

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)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
$410 nightly
The price is $455
Feb 23 - Feb 24
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,009 reviews)
"Staff were amazing "
United States
Thomas
$361 nightly
The price is $406
Feb 25 - Feb 26
Total with taxes and fees
Parmer's Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,005 reviews)
"Staff was great everything was fine had a fun sisters trip. Great tiki bar!"
United States
Jill
$279 nightly
The price is $314
Feb 22 - Feb 23
Total with taxes and fees
Looe Key Reef Resort

Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West
Cudjoe Key
8.6 out of 10, Excellent, (122 reviews)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
United States
ANJANA
$372 nightly
The price is $413
Feb 24 - Feb 25
Total with taxes and fees
Charming cottages, dockage, pool, just minutes to Key West

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (178 reviews)
"The property needed a deep clean, dirty AC grills, etc. space needs to be updated. It served us well as a "motel" space, but lacked the upkeep and quality for a vacation space."
United States
Lyndon B.
$400 nightly
The price is $445
Feb 22 - Feb 23
Total with taxes and fees
Waterfront Home

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)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$975 nightly
The price is $1,097
Feb 22 - Feb 23
Total with taxes and fees
Atlantic View Luxury Villa with Pool

SAVE BIG $$FEBRUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$FEBRUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (104 reviews)
"Janet was great; quick to respond and very kind. Also the kayaks were fun and the beds were super comfy. "
United States
Lauren D.
$445 nightly
The price is $494
Feb 25 - Feb 26
Total with taxes and fees
SAVE BIG $$FEBRUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
$556 nightly
The price is $617
Feb 27 - Feb 28
Total with taxes and fees
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
9.4 out of 10, Exceptional, (19 reviews)
"This is our third time staying here. It is a great property and works perfectly for a three-person family."
United States
Kimberly G.
$617 nightly
The price is $685
Feb 24 - Feb 25
Total with taxes and fees
Spanish Queen @Venture Out, Cudjoe Key
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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Hotels with pools and ocean views in Summerland Key

Hotels with pools and hot tubs in Summerland Key

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.

Top Summerland Key Hotel Reviews

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 6 places to stay with pools. During your visit, you can explore attractions like Florida Keys Beaches and Sugarloaf Beach, and then kick back and relax poolside at one of the accommodations in Summerland Key that guests like for their pools.
What are some accommodations 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. Private Secluded Ocean View & Pool Near Key West: Offers a private beach, an outdoor pool, and a full-service spa.
How many hotels with pools will I be able to find in Summerland Key?
Expedia has 6 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 Venture Out Keys, Upper Sugarloaf Key, and Coupon Bight Aquatic Preserve during your stay.
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.

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