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Top hotels and accommodation in Summerland Key

Parmer's Resort

2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1002)
"Amazing staff, beautiful property, nice beach and pool areas."
United States
Pamela
Travelling with family
The price is AU$276
includes taxes & fees
7 Dec - 8 Dec
Parmer's Resort

Sugar Loaf Lodge

2.5 star property
Summerland Key
8.2 out of 10, Very good, (1001)
"Nice large room, comfortable beds."
United States
D'Ann
Travelling with family
The price is AU$168
includes taxes & fees
7 Dec - 8 Dec
Sugar Loaf Lodge

Looe Key Reef Resort

2.5 star property
Summerland Key
7.4 out of 10, Good, (1000)
"Travelling with my son so had a nice big bed each"
United Kingdom
Clare
Looe Key Reef Resort

Atlantic View Luxury Villa with Pool

3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is AU$1,385
includes taxes & fees
16 Dec - 17 Dec
Atlantic View Luxury Villa with Pool

Starlight Serenity - Hideaway w Stunning Views

2.0 star property
Summerland Key
The price is AU$954
includes taxes & fees
11 Dec - 12 Dec
Starlight Serenity - Hideaway w Stunning Views

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1168)
"The hotel was well maintained and clean with marina views from the pool."
United States
Ashley
Travelling for leisure
The price is AU$300
includes taxes & fees
7 Dec - 8 Dec
The Perry Hotel & Marina Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
8.0 out of 10, Very good, (1001)
"Friendly staff and great pool!"
United States
Bryan
Travelling for leisure
The price is AU$253
includes taxes & fees
15 Dec - 16 Dec
DoubleTree Resort by Hilton Grand Key - Key West

Isla Bella Beach Resort & Spa

5.0 star property
Marathon
9.2 out of 10, Wonderful, (1057)
"Beautiful hotel with fantastic facilities and stunning views."
United Kingdom
Matthew
Travelling with small children
The price is AU$502
includes taxes & fees
7 Dec - 8 Dec
Isla Bella Beach Resort & Spa

Havana Cabana at Key West

4.0 star property
New Town
8.8 out of 10, Excellent, (1727)
"The property was beautiful with a great pool and bar."
United States
Stephanie
Travelling for leisure
The price is AU$433
includes taxes & fees
6 Jan - 7 Jan 2026
Havana Cabana at Key West

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1180)
"The room was huge, great view, and comfy."
United States
Katie
Travelling for leisure
The price is AU$402
includes taxes & fees
14 Dec - 15 Dec
Parrot Key Hotel & Villas

Captain Pips Marina & Hideaway

3.0 star property
Marathon
9.0 out of 10, Wonderful, (1001)
"The rooms were very clean."
United States
Georgiann
The price is AU$186
includes taxes & fees
8 Dec - 9 Dec
Captain Pips Marina & Hideaway

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
New Town
8.0 out of 10, Very good, (1140)
"Great area, pool was heated, and rooms were a great size for a full family."
United States
Henry
Travelling for leisure
The price is AU$243
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Key West / The Keys Collection

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1016)
"The rooms were comfortable, and the new Mexican restaurant on-site was excellent."
United States
Cyndia
Travelling for leisure
The price is AU$481
includes taxes & fees
14 Dec - 15 Dec
Opal Key Resort & Marina, Key West

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
Marathon
8.8 out of 10, Excellent, (1001)
"The space worked great for our family, and was very close to all the resort activities."
United States
Jill
Travelling with family
The price is AU$477
includes taxes & fees
9 Dec - 10 Dec
Tranquility Bay Beachfront Hotel and Resort

Courtyard by Marriott Faro Blanco Resort

3.0 star property
Marathon
9.2 out of 10, Wonderful, (1001)
"The resort was great with the amenities and cleaniness."
United States
Troy
Travelling for leisure
The price is AU$315
includes taxes & fees
10 Dec - 11 Dec
Courtyard by Marriott Faro Blanco Resort

Hyatt Vacation Club at Beach House, Key West

3.5 star property
Key West
9.4 out of 10, Exceptional, (1001)
"Lovely stay for me and my family, Loved the villa suite, very nice having a kitchen and amenities."
United States
Giulia
The price is AU$625
includes taxes & fees
15 Dec - 16 Dec
Hyatt Vacation Club at Beach House, Key West

NYAH Key West - Adults Only

3.0 star property
Key West Historic District
7.8 out of 10, Good, (1000)
"On the positive side, the pools were very nice and conveniently close to the hot tub."
United States
Colin
Travelling with friends
NYAH Key West - Adults Only

Beachside Resort & Residences

3.5 star property
Key West
8.6 out of 10, Excellent, (1749)
"The pool area and bar was very nice!"
United States
Lisa
Travelling for leisure
The price is AU$346
includes taxes & fees
15 Dec - 16 Dec
Beachside Resort & Residences

Margaritaville Beach House Key West

4.0 star property
Key West
8.8 out of 10, Excellent, (1784)
"The resort was Super clean, terrific atmosphere."
United States
Matthew
The price is AU$500
includes taxes & fees
7 Dec - 8 Dec
Margaritaville Beach House Key West

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1747)
"Rooms are clean and beautiful decor."
United States
PAUL
Travelling with partner
The price is AU$342
includes taxes & fees
7 Dec - 8 Dec
Oceans Edge Key West Resort, Hotel & Marina
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.

Great weekend hotel deals in Summerland Key, FL

Showing deals for:19 Dec - 21 Dec
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Our guide on where to stay in Summerland Key

Find the best Summerland Key areas for the activities you enjoy most. Learn more about Summerland Key
Learn more about Summerland Key

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Venture Out Keys.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Saddlebunch Keys.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Venture Out Keys.

Stay near popular Summerland Key attractions

Learn more about Summerland Key

Snorkel the vibrant coral reefs at Looe Key, where rangers can direct you to spots with fewer boats. Rent kayaks to explore the mangrove trails, then ask locals about their favourite seafood shacks serving fresh-caught Keys lobster.

Aerial view of road to Key West with turquoise water and small island, Summerland Key, Florida, United States.

Top Summerland Key Hotel Reviews

Recent Reviews in Summerland Key

More cheap accommodation in Summerland Key

Frequently asked questions

What's the best place to stay in Summerland Key?
Sugarloaf Key Hotel at KOA Resort is a favourite property for Expedia customers. This hotel offers a marina and a private beach. Reviews from our site also recommend Parmer's Resort and Sugar Loaf Lodge as top options for your visit. See all available top hotels, or vacation rentals in Summerland Key.
What are some of the best holiday rentals that Summerland Key has to offer?
Private Secluded Ocean View & Pool Near Key West: This highly rated holiday home rental in Summerland Key is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, 1 hot tub and table football so that you can immerse yourself in your holiday. Other favourite homes for rent in Summerland Key are Old Florida Style, wrap around porch, boat basin for dockage, open water and OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS. See all vacation rentals in Summerland Key.
If I need to cancel my hotel reservation in Summerland Key, will I receive a refund?
Yes! The majority of hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Summerland Key.
What's the best LGBTQ-friendly place to stay in Summerland Key?
Parmer's Resort is one of the top choices for those in the LGBT community. See all available hotels listed as LGBTQ-friendly in Summerland Key.
What's the best dog-friendly accommodation option in Summerland Key?
Looe Key Reef Resort is a top dog-friendly hotel, and offers a restaurant and an outdoor pool for its human guests. Two other good options for you and your pet include Parmer's Resort and Sugarloaf Key Hotel at KOA Resort. See more pet-friendly hotel accommodations in Summerland Key.
What are some accommodation options with pools in Summerland Key?
Parmer's Resort: Features a private beach, an outdoor pool and daily. Sugar Loaf Lodge and Looe Key Reef Resort are two additional hotels that feature an on-site pool. View all hotels with pools in Summerland Key.
What is staying in Summerland Key like?
Those travelling to Summerland Key will definitely enjoy the sights to see and things to do. In Summerland Key, there are 622 hotels and other accommodation options to choose from. Find out more about Summerland Key.
What are the top places to visit in Summerland Key?
Natural beauty is on display at Upper Sugarloaf Key, Florida Keys Beaches and Venture Out Keys. A couple of additional sights to add to your itinerary are Coupon Bight Aquatic Preserve and Upper Sugarloaf Sound. Take a look at what more there is to see and do in Expedia's Summerland Key guide.
What's the seasonal weather in Summerland Key?
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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