TOP Hotels with Swimming Pool in Summerland Key, FL for 2026

Q: 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.

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

Margaritaville Beach House Key West

Key West

Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.

₹27,641 total

includes taxes & fees

20 Jul - 21 Jul

4 outdoor pools, pool umbrellas, pool loungers

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Marathon

Dive into Florida Keys paradise with four sparkling outdoor pools and marina views at this tropical escape.

₹18,519 total

includes taxes & fees

26 Jul - 27 Jul

Outdoor pool, pool umbrellas, pool loungers

Beachside Resort & Residences

Key West

Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.

₹22,920 total

includes taxes & fees

14 Jul - 15 Jul

Parmer's Resort

Summerland Key

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

₹18,437 total

includes taxes & fees

9 Jul - 10 Jul

Sugar Loaf Lodge

Summerland Key

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

₹18,105 total

includes taxes & fees

8 Jul - 9 Jul

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

Looe Key Reef Resort

Summerland Key

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

₹16,692 total

includes taxes & fees

19 Jul - 20 Jul

Deluxe Villa, Ocean View | 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.

₹107,395 total

includes taxes & fees

27 Jul - 28 Jul

Captain Pips Marina & Hideaway

Marathon

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

₹13,187 total

includes taxes & fees

8 Jul - 9 Jul

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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

"We love Palmer’s 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 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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