The Best Hotels with a Pool in Summerland Key, FL from NT$4,309 in 2026

Q: 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.

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

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Our top choices for Summerland Key hotels with a pool

Captain Pips Marina & Hideaway

Marathon

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

NT$4,458 total

includes taxes & fees

Jul 26 - Jul 27

Amsterdam's Curry Mansion Inn

Key West Historic District

NT$8,401 total

includes taxes & fees

Jul 13 - Jul 14

Parmer's Resort

Summerland Key

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

NT$6,232 total

includes taxes & fees

Jul 26 - Jul 27

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.

NT$5,939 total

includes taxes & fees

Jul 12 - Jul 13

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.

NT$5,643 total

includes taxes & fees

Jul 16 - Jul 17

Sugar Loaf Lodge

Summerland Key

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

NT$4,309 total

includes taxes & fees

Jul 12 - Jul 13

10 outdoor pools, pool umbrellas, sun loungers

Atlantic View Luxury Villa with Pool

Summerland Key

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

NT$36,303 total

includes taxes & fees

Jul 27 - Jul 28

2 outdoor pools, cabanas (surcharge), pool umbrellas

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Marathon

Dive into paradise at this waterfront hotel offering 2 outdoor pools, a hot tub, and free cabanas for a tranquil Florida escape.

NT$6,735 total

includes taxes & fees

Aug 10 - Aug 11

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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

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

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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