Hotels with Swimming Pool, Summerland Key Florida | Expedia

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

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

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Check availability on Summerland Key Hotels with Swimming Pool

Tonight

Tomorrow

This weekend

Jul 10 - Jul 12

Next weekend

Jul 17 - Jul 19

Our top choices for Summerland Key hotels with a pool

Dock

Parmer's Resort

Summerland Key

Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.

P11,273 total

includes taxes & fees

Jul 13 - Jul 14

Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers

Looe Key Reef Resort

Summerland Key

Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.

P10,770 total

includes taxes & fees

Jul 16 - Jul 17

Outdoor pool

Sugar Loaf Lodge

Summerland Key

Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.

P8,233 total

includes taxes & fees

Jul 12 - Jul 13

Terrace/patio

Atlantic View Luxury Villa with Pool

Summerland Key

Private plunge pool paradise unfolds with Atlantic views and 7 outdoor oases for sun-drenched days.

P69,357 total

includes taxes & fees

Jul 27 - Jul 28

Exterior

Captain Pips Marina & Hideaway

Marathon

Dive into poolside paradise with water activities galore at this Florida Keys getaway.

P8,508 total

includes taxes & fees

Jul 14 - Jul 15

Outdoor pool, open 7:00 AM to 10:00 PM, free cabanas, sun loungers

Fairfield Inn and Suites by Marriott Key West

New Town

Soak up the Key West sun at this tropical pool paradise with free cabanas and loungers.

P12,718 total

includes taxes & fees

Jul 13 - Jul 14

Outdoor pool, sun loungers

Amsterdam's Curry Mansion Inn

Key West Historic District

P16,104 total

includes taxes & fees

Jul 22 - Jul 23

Property grounds

The Palms Hotel

Old Town Key West

Dive into blissful relaxation at a vibrant Key West poolside haven just steps from iconic landmarks.

P11,261 total

includes taxes & fees

Aug 4 - Aug 5

View all properties

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

"Stayed a week at this resort. It is definitely no frills but we had a great apartment - the Palms rooms. The staff was super friendly and helpful. Also, very good value."

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!"

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 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 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 Sugarloaf Beach.

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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