Summerland Key Hotels from S$289

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Our top choices for Summerland Key hotels

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,003 reviews)
"Perfect location. Great pools and access to beach!"
United States
Laurice
The price is S$768
includes taxes & fees
26 Jan - 27 Jan
Southernmost Beach Resort and Guesthouses

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very good, (1,004 reviews)
"Nice place to stay. "
United States
David
The price is S$500
includes taxes & fees
25 Jan - 26 Jan
DoubleTree Resort by Hilton Grand Key - Key West

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town
8.8 out of 10, Excellent, (1,687 reviews)
"Fun festive atmosphere, very friendly staff. "
United States
jeffrey n
The price is S$631
includes taxes & fees
2 Feb - 3 Feb
Havana Cabana at Key West

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,003 reviews)
"Gorgeous view, convenient location, friendly staff! "
United States
Sandra
The price is S$374
includes taxes & fees
19 Jan - 20 Jan
Parmer's Resort

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1,002 reviews)
"It was so nice experience to stay there."
United States
Tapas
The price is S$289
includes taxes & fees
19 Jan - 20 Jan
Sugar Loaf Lodge

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1,001 reviews)
"Clean old Florida motel. For the price we would stay again."
United States
James
Looe Key Reef Resort

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
Atlantic View Luxury Villa with Pool

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is S$960
includes taxes & fees
21 Jan - 22 Jan
Starlight Serenity - Hideaway w Stunning Views

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,082 reviews)
"Great place! "
United States
Christine
The price is S$593
includes taxes & fees
19 Jan - 20 Jan
Isla Bella Beach Resort & Spa

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great! "
United States
Huiting
The price is S$456
includes taxes & fees
25 Jan - 26 Jan
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
4.0 star property
Marathon
8.8 out of 10, Excellent, (1,249 reviews)
"Room was spotless, staff was so sweet and helpful when we had questions. Would stay here again !"
United States
Theresa
The price is S$463
includes taxes & fees
25 Jan - 26 Jan
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,165 reviews)
"Nice shower and great location room was clean and comfortable"
United States
Bruce
The price is S$226
includes taxes & fees
19 Jan - 20 Jan
Knight's Key Suites

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort
4.0 star property
Marathon
8.8 out of 10, Excellent, (1,003 reviews)
"Yes, the room was very clean. We especially enjoyed the heated small pool close to our room. The grounds were beautiful and very well maintained. We enjoyed the chairs by the water. "
United States
Hal
The price is S$606
includes taxes & fees
20 Jan - 21 Jan
Tranquility Bay Beachfront Hotel and Resort

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,008 reviews)
"Great place to stay when in the Keys. Quaint, quiet and very comfortable!"
United States
Larry
The price is S$229
includes taxes & fees
20 Jan - 21 Jan
Captain Pips Marina & Hideaway

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,196 reviews)
"great place to stay "
United States
michael
The price is S$607
includes taxes & fees
20 Jan - 21 Jan
The Perry Hotel & Marina Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,303 reviews)
"It was clean big bathroomclose to airport and beach"
United States
Heather
The price is S$612
includes taxes & fees
27 Jan - 28 Jan
Hampton Inn Key West FL

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,017 reviews)
"The staff was so friendly and the amenities were perfect. Great location to watch the sunset at. "
United States
Jamie
The price is S$796
includes taxes & fees
25 Jan - 26 Jan
Opal Key Resort & Marina, Key West

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1,919 reviews)
"Great stay"
United States
Timothy
The price is S$478
includes taxes & fees
19 Jan - 20 Jan
Beachside Resort & Residences

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,245 reviews)
"Nice hotel, good facilities and friendly staff."
United States
Gennadiy
The price is S$459
includes taxes & fees
25 Jan - 26 Jan
Parrot Key Hotel & Villas

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1,866 reviews)
"Great hotel and staff"
United States
Mitchell
The price is S$528
includes taxes & fees
19 Jan - 20 Jan
Blue Flamingo Resort Key West
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Where to stay in Summerland Key

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

Cutthroat Harbor Estates

Cutthroat Harbour Estates offers a tranquil slice of Florida Keys living with private boat docks and crystal-clear waters. This residential waterfront area provides an authentic escape from tourist crowds. Homes on stilts with weathered wood docks create a classic Keys atmosphere. The neighborhood's canals connect directly to the Gulf, making it perfect for fishing and boating enthusiasts. Gentle waves lap against private docks while tropical birds call at dawn. Nearby Venture Out Keys and Summerland Key provide dining options and additional sights.

Sugarloaf Shores

Sugarloaf Shores offers a tranquil escape on the Florida Keys waterfront. Private homes line peaceful canals where turquoise waters invite fishing, kayaking, and boating adventures. This residential haven sits away from tourist crowds yet provides easy access to stunning ocean views. The neighborhood's charm lies in its authentic Keys lifestyle with homes on stilts and tropical landscaping. Nearby Sugarloaf Beach and Lower Sugarloaf Sound provide perfect spots for swimming and snorkelling. Visitors appreciate the quiet streets for evening strolls and stargazing.

Cudjoe Gardens

Cudjoe Gardens offers a peaceful waterfront retreat in the Florida Keys. This quiet residential haven features canal-front properties with private docks for easy boat access. Travellers can enjoy fishing, wildlife watching, and stargazing from their holiday rentals. The neighborhood's tropical charm comes alive with pastel homes on stilts surrounded by palm trees and native plants. A hire car is essential for exploring nearby Summerland Key attractions and dining options. Water enthusiasts will appreciate direct canal access to open waters and nearby beaches.

Breezeswept Beach Estates

Escape to the peaceful shores of Breezeswept Beach Estates on Summerland Key. This residential haven offers private waterfront properties with boat docks and direct access to crystal-clear Florida waters. The neighborhood's charm lies in its quiet streets lined with pastel homes and tropical landscaping. Outdoor enthusiasts will love exploring nearby Newfound Harbour Keys by kayak or boat. Fish in the shallow waters, spot native birds, or simply relax under swaying palms. With minimal commercialization and abundant natural beauty, this peaceful retreat captures authentic Keys living without the tourist crowds.

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 Saddlebunch Keys and Sugarloaf Beach.

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

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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.
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?
Looe Key Reef Resort: Hotel located near Florida Keys Beaches. Features free self parking, an outdoor pool and complimentary wireless Internet access. Parmer's Resort and Sugar Loaf Lodge 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 615 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 Florida Keys Beaches, Sugarloaf Beach and Saddlebunch Keys. A couple of additional sights to add to your itinerary are Venture Out Keys and Upper Sugarloaf Key. 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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