Summerland Key Hotels from S$425

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Our top choices for Summerland Key hotels

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
The price is S$1,296
includes taxes & fees
15 Mar - 16 Mar
Atlantic View Luxury Villa with Pool

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1,000 reviews)
"Clean, convenient location. "
United States
Michael
The price is S$425
includes taxes & fees
1 Mar - 2 Mar
Sugar Loaf Lodge

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,002 reviews)
"Staff were amazing "
United States
Thomas
The price is S$436
includes taxes & fees
29 Mar - 30 Mar
Parmer's Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,001 reviews)
"Staff was great everything was fine had a fun sisters trip. Great tiki bar!"
United States
Jill
Looe Key Reef Resort

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is S$1,144
includes taxes & fees
29 Mar - 30 Mar
Starlight Serenity - Hideaway w Stunning Views

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1,000 reviews)
"Great hotel "
United States
David Zion
The price is S$503
includes taxes & fees
4 Mar - 5 Mar
The Laureate Key West

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
8.6 out of 10, Excellent, (1,001 reviews)
"Staff was wonderful, good variety of breakfast foods, shuttle to Old Town was so helpful! Loved the amenities, pool area was beautiful, kept very clean and comfortable. "
United States
Julie
The price is S$508
includes taxes & fees
11 Mar - 12 Mar
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,320 reviews)
"Definitely a place i will be staying going back to "
United States
Mary
The price is S$574
includes taxes & fees
30 Mar - 31 Mar
Hampton Inn Key West FL

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very good, (1,205 reviews)
"Great place to stay!"
United States
Nicole
The price is S$438
includes taxes & fees
1 Mar - 2 Mar
Hilton Garden Inn Key West / The Keys Collection

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, (1,000 reviews)
"Nice place to stay. "
United States
David
The price is S$502
includes taxes & fees
24 Mar - 25 Mar
DoubleTree Resort by Hilton Grand Key - Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,018 reviews)
"Great place to stay!"
United States
Brenton
The price is S$700
includes taxes & fees
3 Mar - 4 Mar
Hyatt Vacation Club at Beach House, Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very good, (2,107 reviews)
"Great ppl that work there! "
United States
Evan
The price is S$571
includes taxes & fees
23 Mar - 24 Mar
Ibis Bay Beach Resort

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
8.8 out of 10, Excellent, (1,000 reviews)
"Great hotel"
United States
Sang
The price is S$529
includes taxes & fees
25 Mar - 26 Mar
Courtyard by Marriott Key West Waterfront

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very good, (1,953 reviews)
"Great hotel! "
United States
Farrah
The price is S$543
includes taxes & fees
10 Mar - 11 Mar
Blue Flamingo Resort Key West

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (304 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
Old Wooden Bridge Resort and Marina

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,780 reviews)
"Clean room, amazing food at the resort, and a courteous staff. Thank you for a great stay."
United States
michael
The price is S$607
includes taxes & fees
25 Mar - 26 Mar
Margaritaville Beach House Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1,182 reviews)
"Friendly Staff, clean hotel, great breakfast"
United States
Akiem
The price is S$481
includes taxes & fees
22 Mar - 23 Mar
Fairfield Inn and Suites by Marriott Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,306 reviews)
"Staff was amazing and very clean rooms and amenities "
Canada
giovanni
The price is S$603
includes taxes & fees
23 Mar - 24 Mar
Parrot Key Hotel & Villas

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,015 reviews)
"Great staff, beautiful rooms, very clean, great property "
United States
Uma
Hyatt Vacation Club at Windward Pointe, Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,807 reviews)
"Good location and service"
United States
Weiling
The price is S$520
includes taxes & fees
2 Mar - 3 Mar
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.

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Where to stay in Summerland Key

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

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 Sugarloaf Beach.

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.

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.

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.

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.

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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 Sugarloaf Key Hotel at KOA 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 606 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 Venture Out Keys. A couple of additional sights to add to your itinerary are Upper Sugarloaf Key and Coupon Bight Aquatic Preserve. 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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