Summerland Key hotels from RM640

  • 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

Filter by

Guest rating
Guest rating
Star rating

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 RM1,885
RM2,418 total
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, (1,005 reviews)
"Nice place to stay. "
United States
David
The price is RM1,278
RM1,574 total
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 RM1,506
RM1,987 total
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, (1,004 reviews)
"Gorgeous view, convenient location, friendly staff! "
United States
Sandra
The price is RM964
RM1,217 total
includes taxes & fees
21 Jan - 22 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 RM808
RM909 total
includes taxes & fees
20 Jan - 21 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
The price is RM569
RM640 total
includes taxes & fees
29 Jan - 30 Jan
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 RM1,415
RM3,023 total
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, (1,083 reviews)
"Great place! "
United States
Christine
The price is RM1,676
RM2,157 total
includes taxes & fees
21 Jan - 22 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 RM1,135
RM1,436 total
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, (1,250 reviews)
"Room was spotless, staff was so sweet and helpful when we had questions. Would stay here again !"
United States
Theresa
The price is RM1,161
RM1,459 total
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 RM583
RM743 total
includes taxes & fees
25 Jan - 26 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)
"Decent for a quick stay in and out for sure not another week long"
United States
matthew
The price is RM1,457
RM1,907 total
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 RM544
RM726 total
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 RM1,474
RM1,912 total
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, (1,304 reviews)
"It was clean big bathroomclose to airport and beach"
United States
Heather
The price is RM1,713
RM1,927 total
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, (1,021 reviews)
"The staff was so friendly and the amenities were perfect. Great location to watch the sunset at. "
United States
Jamie
The price is RM2,086
RM2,506 total
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, (1,921 reviews)
"Great stay"
United States
Timothy
The price is RM1,320
RM1,873 total
includes taxes & fees
25 Jan - 26 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 RM1,077
RM1,444 total
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, (1,869 reviews)
"Great hotel and staff"
United States
Mitchell
The price is RM1,567
RM1,991 total
includes taxes & fees
20 Jan - 21 Jan
Blue Flamingo Resort Key West
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.

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

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 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.

Explore a world of travel with Expedia