Summerland Key hotels from RM743

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Summerland Key hotels

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1,003 reviews)
"good location"
United States
Robert
The price is RM668
RM751 total
includes taxes & fees
4 May - 5 May
Sugar Loaf Lodge

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,001 reviews)
"Within easy reach of Key West"
United States
Peter
The price is RM702
RM919 total
includes taxes & fees
27 Apr - 28 Apr
Parmer's Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,004 reviews)
"Room was clean and great location "
United States
KHANDAKER MOINUR
The price is RM660
RM743 total
includes taxes & fees
11 May - 12 May
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, (2 reviews)
"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 RM2,223
RM4,057 total
includes taxes & fees
3 May - 4 May
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 RM1,993
RM3,685 total
includes taxes & fees
14 May - 15 May
Starlight Serenity - Hideaway w Stunning Views

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort
4.0 star property
Marathon
8.8 out of 10, Excellent, (1,000 reviews)
"Amazing resort "
United States
Joy
The price is RM1,136
RM1,535 total
includes taxes & fees
10 May - 11 May
Tranquility Bay Beachfront Hotel and Resort

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, (1,002 reviews)
"beautiful property - clean, friendly staff"
United States
laurie
The price is RM881
RM1,147 total
includes taxes & fees
4 May - 5 May
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
4.0 star property
Marathon
8.8 out of 10, Excellent, (1,168 reviews)
"Beautiful hotel "
United States
Brooke
The price is RM969
RM1,239 total
includes taxes & fees
3 May - 4 May
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,003 reviews)
"Love the location and the beds on the aqua lodge were amazing!!"
United States
Jennifer
The price is RM530
RM707 total
includes taxes & fees
22 Apr - 23 Apr
Captain Pips Marina & Hideaway

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,185 reviews)
"Great accommodations, very clean and comfortable. The view of the 7 Mile Bridge was a great surprise. Location was perfect! "
United States
Cheryl
The price is RM447
RM588 total
includes taxes & fees
19 May - 20 May
Knight's Key Suites

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (322 reviews)
"Staff was great. Walking distance to No Name Pub. Water view was terrific. The bridge to nowhere was a good walk."
United States
Amado
The price is RM459
RM1,072 total
includes taxes & fees
17 May - 18 May
Old Wooden Bridge Resort and Marina

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is RM1,829
RM3,108 total
includes taxes & fees
23 Apr - 24 Apr
Grand Marina Suite by Brightwild Waterfront

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (182 reviews)
"Great stay better than we expected "
Canada
Jordan
The price is RM566
RM1,299 total
includes taxes & fees
4 May - 5 May
Aqua Lodges at Hurricane Hole Marina

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,331 reviews)
"Very good breakfast, clean hotel."
United States
Patrick
The price is RM971
RM1,092 total
includes taxes & fees
19 May - 20 May
Hampton Inn Key West FL

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)
"Great location and friendly, helpful staff. "
United States
Kathryn
The price is RM835
RM1,073 total
includes taxes & fees
11 May - 12 May
DoubleTree Resort by Hilton Grand Key - Key West

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,120 reviews)
"All rooms have an ocean view-beautiful for sure!"
United States
Wanda
The price is RM1,313
RM1,731 total
includes taxes & fees
3 May - 4 May
Isla Bella Beach Resort & Spa

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, (1,033 reviews)
"Great location, wonderful room and resort. "
United States
Farrah
The price is RM1,446
RM1,804 total
includes taxes & fees
19 May - 20 May
Hyatt Vacation Club at Windward Pointe, 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, (1,008 reviews)
"Great resort "
United States
Elizabeth
The price is RM1,739
RM2,135 total
includes taxes & fees
19 May - 20 May
Hyatt Vacation Club at Beach House, 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)
"Proximity to the sea, clean rooms and welcoming staff"
United States
Ashish
The price is RM826
RM1,040 total
includes taxes & fees
19 Apr - 20 Apr
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,151 reviews)
"Why had a great stay here "
Canada
igor
The price is RM701
RM1,167 total
includes taxes & fees
27 Apr - 28 Apr
Beachside Resort & Residences
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.
Save an average of 15% on thousands of hotels when you're signed in

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 Florida Keys Beaches.

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.

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

More cheap stays in Summerland Key

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Stunning Beaches: Summerland Key boasts beautiful beaches ideal for relaxation and family fun, with opportunities for beachcombing and water sports.
  • Outdoor Adventures: The area offers a variety of activities, including exploring national parks and engaging in backcountry watersports.
  • Charming Atmosphere: Experience the friendly, laid-back vibe that makes Summerland Key a perfect tropical getaway.
  • Family-Friendly Activities: From sandcastle building to bachelorette parties, there's something for everyone in the family.
  • Variety of Accommodations: Enjoy a range of charming resorts and hotels catering to all budgets and preferences.

Find great hotels near Summerland Key

Summerland Key offers a delightful selection of accommodations, ranging from charming resorts to inviting hotels, perfect for adventurous families and beach enthusiasts alike. With accessible parking and various lodging options available in nearby Cudjoe Key, you can easily find the ideal stay to suit your needs. Enjoy a memorable vacation experience with comfortable amenities and convenient access to the stunning Florida Keys.

  • DoubleTree Resort by Hilton Grand Key - Key West: Nestled 32.2km from Summerland Key, the DoubleTree Resort by Hilton Grand Key offers a delightful blend of adventure and relaxation. This 4-star resort is perfect for those seeking a nature-themed beach vacation. With direct access to the beach, guests can indulge in a variety of adventure sports such as snorkelling, boat tours, and kayaking, all available nearby. The resort's lush surroundings enhance the tropical experience, making it an ideal choice for travellers eager to explore the great outdoors while enjoying luxurious accommodations.
  • Hilton Garden Inn Key West / The Keys Collection: Located 32.2km away from Summerland Key, the Hilton Garden Inn Key West / The Keys Collection is a 3.5-star establishment that caters to both business travellers and adventure seekers. This pet-friendly hotel allows pets on-site, making it a perfect choice for those wanting to bring their furry friends along. Guests can partake in various recreational activities such as kayaking, snorkelling, and parasailing, all within easy reach. The hotel's modern amenities and welcoming atmosphere ensure that both work and play can be seamlessly integrated during your stay.
  • Isla Bella Beach Resort & Spa: Situated 33.8km from Summerland Key, Isla Bella Beach Resort & Spa is a luxurious 4.5-star destination, ideal for beach lovers and spa enthusiasts. With direct beach access, it offers a stunning backdrop for relaxation and leisure. The resort is also pet-friendly, welcoming dogs while providing a range of facilities to pamper your pets. Guests can unwind at the full-service spa or take a dip in the resort pool, ensuring a rejuvenating experience. The combination of upscale amenities and a serene environment makes Isla Bella a top choice for a memorable getaway.

Where to stay in Summerland Key

Summerland Key offers a delightful escape for those seeking adventure and relaxation. Nestled among the stunning Atlantic shoreline, this charming island is perfect for family vacations and outdoor activities. Explore the beautiful bayside, hunt for beach glass, and immerse yourself in the friendly atmosphere. With its tropical setting and budget-friendly options, Summerland Key promises an unforgettable experience filled with natural beauty and exciting excursions.

  • Cudjoe Key: Nestled in the beautiful Florida Keys, Cudjoe Key is a charming village known for its stunning natural beauty. This island gem offers a perfect blend of outdoor adventures and relaxation, attracting visitors primarily between July and September. Travellers come to indulge in beach activities, family outings, and shopping at local venues. With a plethora of local landmarks such as pristine beaches and the picturesque archipelago, Cudjoe Key promises memorable experiences for those seeking both fun and tranquillity.
  • Little Torch Key: Another delightful village in the Florida Keys, Little Torch Key is an idyllic island escape. Its seasonal peak visitor numbers occur in March to April and September, making it a popular choice for families and outdoor enthusiasts. Visitors enjoy a range of activities, from unwinding on family-friendly beaches to exploring local shopping areas. The island's captivating natural surroundings and recreational venues make it an ideal spot for relaxation and exploration.
  • Sugarloaf Key: Sugarloaf Key is a picturesque village that combines the allure of tropical landscapes with a vibrant community atmosphere. This island destination sees a moderate influx of visitors, particularly from March to April and September. With its stunning beaches and recreational areas, Sugarloaf Key is perfect for families looking to enjoy outdoor activities. The local shopping centres and nearby attractions, including the striking archipelago, provide ample opportunities for exploration and leisure, making it an essential stop on your Florida Keys adventure.

Things to do near Summerland Key

Summerland Key is an ideal destination for outdoor family vacations, offering a variety of activities such as exploring recreational areas and shopping in local centres. Visitors can enjoy backcountry waters for water sports, engage in beach activities like building sandcastles, and even organise bachelorette parties. With its beautiful beaches and laid-back atmosphere, Summerland Key promises a delightful experience for all travellers.

Shopping

In Summerland Key, visit the Big Pine Key Flea Market, only 8.0km away, for a lively shopping experience with a variety of stalls. If you're up for a drive, We Cycle Key West and The Kite House are both about 24 and 37.0km away, offering unique finds.

Recreation

Experience the tranquil atmosphere at the Key West Golf Club, where you can enjoy a round of golf amidst stunning landscapes just 32.2km away. For a touch of luxury, visit the Florida Keys Country Club, located 37.0km from Summerland Key. Alternatively, relax at the MLK Community Pool, 38.6km away, ideal for family fun and outdoor activities.

Adventure

Experience the thrill of water sports at Pigeon Key, located 29.0km from Summerland Key. Immerse yourself in the vibrant outdoor atmosphere while engaging in thrilling activities like kayaking, paddleboarding, and snorkelling amidst the stunning marine life of the Florida Keys.

Nightlife

Experience the vibrant nightlife by visiting the Tennessee Williams Fine Art Center for a captivating theatre performance, or enjoy a cinematic experience at Regal Key West, perfect for families. For a touch of culture, the Red Barn Theater offers an engaging atmosphere filled with romance and entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Summerland Key

To save money on your trip to Summerland Key, consider visiting between August and October when accommodation prices are lower. Book your hotel around a month in advance or check Expedia for last-minute deals, especially on Tuesdays, as Fridays tend to be the priciest. Use Expedia's search tool to filter by budget and eco-friendly options, arranging results from lowest to highest price. Additionally, bundle your hotel, flights, and activities for better package deals to maximise savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Summerland Key are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel in Summerland Key about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Summerland Key is Tuesday. The most expensive day to stay in Summerland Key is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your choices based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To uncover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Summerland Key with your flights and activities through an Expedia package deal.

Find the best attractions in and around Summerland Key

Summerland Key offers a delightful setting for outdoor and beach family holidays, showcasing a variety of attractions such as stunning beaches, picturesque islands, and national parks. Whether you seek adventure or relaxation, the area caters to all types of travellers looking to enjoy its natural beauty and outdoor experiences. Explore the vibrant surroundings and immerse yourself in the charm of this tropical paradise.

  • Florida Keys Beaches: Located 12.9km from Summerland Key, the Florida Keys Beaches offer a quintessential beach experience with golden sands and vibrant beach vibes. Ideal for sunbathing, swimming, and relaxing by the ocean, it's a perfect spot to unwind.
  • Upper Sugarloaf Key: Nestled within Summerland Key, Upper Sugarloaf Key exudes charming city vibes. This quaint neighbourhood is perfect for exploring local shops, dining options, and enjoying the unique community atmosphere of the Florida Keys.
  • Upper Sugarloaf Sound: This stunning island within Summerland Key is known for its beautiful beaches and outdoor vibes. It's an ideal place for water sports, fishing, and enjoying the natural beauty of the surrounding landscape.

Best time to go to Summerland Key

The best time to visit Summerland Key can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Summerland Key falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Summerland Key falls in January, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No RainMostly SunnyAverageAverage
February72.1°F (22.3°C)No RainMostly SunnyAverageSlightly High
March73.2°F (22.9°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnySlightly HighSlightly High
May79.3°F (26.3°C)Light RainMostly SunnySlightly LowAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnyAverageSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.8°F (23.2°C)No RainMostly SunnyAverageAverage

The nearest major airports for your trip to Summerland Key

To reach Summerland Key, you can fly into two major airports: Key West International Airport (EYW), situated 33.8km away, and Florida Keys Marathon Airport (MTH), located 40.2km away. Near EYW, consider staying at the 4-star Margaritaville Beach House, just 1.6km from the airport, or the DoubleTree Resort by Hilton Grand Key, only 966m away. Also nearby is the Southernmost Beach Resort, located 4.8km from the airport. For MTH, the Isla Bella Beach Resort & Spa is a 4.5-star property 6.4km away, while Tranquility Bay Beachfront Resort and Faro Blanco Resort are both 4.8km from the airport.

Frequently asked questions

What's the best place to stay in Summerland Key?
Sugarloaf Key Hotel at KOA Resort is one of the top choices for your stay based on our traveller data. This hotel offers a marina and a private beach. Other good options for your stay include Parmer's Resort and Looe Key Reef Resort. 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?
Sugarloaf Key Hotel at KOA Resort is a top hotel for people travelling with their pets, and offers a private beach and in-room kitchenettes for its human guests. Two other good options for you and your pet include Parmer's Resort and Looe Key Reef Resort. See more pet-friendly hotel accommodations in Summerland Key.
What are some accommodation options with pools in Summerland Key?
Looe Key Reef Resort is a top hotel with an outdoor pool, free WiFi and free self-parking. View all hotels with pools in Summerland Key.
What is staying in Summerland Key like?
Travellers to Summerland Key will find plenty to explore and enjoy. A top sight in the city is Florida Keys Beaches. In Summerland Key, there are 604 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, Upper Sugarloaf Key and Sugarloaf Beach. A couple of additional sights to add to your itinerary are Venture Out Keys 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.

Explore a world of travel with Expedia