Summerland Key Hotel Guide - Hotels with Pool in Summerland Key, Florida

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Check availability on Summerland Key Hotels with Pool

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Summerland Key hotels with a pool

Outdoor pool

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1,002 reviews)
  • cleanliness
    Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
The price is €163
includes taxes & fees
15 Jun - 16 Jun
Sugar Loaf Lodge
Private beach, sun-loungers, beach umbrellas, beach towels

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
The price is €201
includes taxes & fees
7 Jun - 8 Jun
Parmer's Resort
Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,002 reviews)
  • cleanliness
    Sun-dappled pool paradise at Looe Key Reef Resort offers snorkelling adventures nearby.
The price is €151
includes taxes & fees
11 Jun - 12 Jun
Looe Key Reef Resort
Exterior

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (170 reviews)
The price is €306
includes taxes & fees
7 Jun - 8 Jun
Cottage with Pool and Dockage, just minutes to Key West
Pool

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (170 reviews)
The price is €562
includes taxes & fees
4 Jun - 5 Jun
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Outdoor pool, a heated pool

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (14 reviews)
The price is €352
includes taxes & fees
14 Jun - 15 Jun
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Exterior

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (158 reviews)
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Exterior

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

SAVE BIG $$$ JUNE!! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (108 reviews)
The price is €371
includes taxes & fees
8 Jun - 9 Jun
SAVE BIG $$$ JUNE!! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A heated pool

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Cudjoe Key
8.0 out of 10, Very good, (3 reviews)
The price is €525
includes taxes & fees
4 Jun - 5 Jun
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Exterior detail

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (4 reviews)
The price is €555
includes taxes & fees
16 Jun - 17 Jun
Charming 2-bedroom house with WiFi, AC in lovely 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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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
"Nice and quiet on the water"
Jeffrery 1-night trip
Posted 3 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 25 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 daily. Sugarloaf Key Hotel at KOA Resort: Offers a private beach, an outdoor pool and a full-service spa. Sugar Loaf Lodge: Provides a private beach, an outdoor pool and a snack bar/deli. Sugarloaf Key RV Resort & Cottages: Hotel located near Florida Keys Beaches. Features 2 outdoor tennis courts, an outdoor pool and free self parking. Looe Key Reef Resort: Offers free self parking, an outdoor pool and complimentary wireless Internet access.
How many hotels with pools can I expect to find in Summerland Key?
Expedia's 25 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.