Search Summerland Key hotels

  • 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

This weekend
Next weekend

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, (1,002 reviews)
"good location"
United States
Robert
The price is NZ$333
includes taxes & fees
3 May - 4 May
Sugar Loaf Lodge

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,003 reviews)
"Within easy reach of Key West"
United States
Peter
The price is NZ$427
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, (1,000 reviews)
"Room was clean and great location "
United States
KHANDAKER MOINUR
The price is NZ$395
includes taxes & fees
4 May - 5 May
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 NZ$1,294
includes taxes & fees
14 Apr - 15 Apr
Starlight Serenity - Hideaway w Stunning Views

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 NZ$1,785
includes taxes & fees
20 Apr - 21 Apr
Atlantic View Luxury Villa with Pool

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, (1,000 reviews)
"Great resort "
United States
Elizabeth
The price is NZ$907
includes taxes & fees
23 Apr - 24 Apr
Hyatt Vacation Club at Beach House, Key West

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 location, wonderful room and resort. "
United States
Farrah
The price is NZ$897
includes taxes & fees
20 Apr - 21 Apr
Hyatt Vacation Club at Windward Pointe, Key West

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,111 reviews)
"All rooms have an ocean view-beautiful for sure!"
United States
Wanda
The price is NZ$701
includes taxes & fees
12 Apr - 13 Apr
Isla Bella Beach Resort & Spa

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,000 reviews)
"Love the location and the beds on the aqua lodge were amazing!!"
United States
Jennifer
The price is NZ$342
includes taxes & fees
15 Apr - 16 Apr
Captain Pips Marina & Hideaway

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, (1,186 reviews)
"Beautiful hotel "
United States
Brooke
The price is NZ$553
includes taxes & fees
3 May - 4 May
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

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, (1,001 reviews)
"beautiful property - clean, friendly staff"
United States
laurie
The price is NZ$586
includes taxes & fees
16 Apr - 17 Apr
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,183 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 NZ$258
includes taxes & fees
4 May - 5 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, (316 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 NZ$539
includes taxes & fees
14 Apr - 15 Apr
Old Wooden Bridge Resort and Marina

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)
"Great location and friendly, helpful staff. "
United States
Kathryn
The price is NZ$588
includes taxes & fees
5 Apr - 6 Apr
DoubleTree Resort by Hilton Grand Key - Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,798 reviews)
"Is nice place definitely we will stay once again!"
United States
jeronimo
The price is NZ$657
includes taxes & fees
28 Apr - 29 Apr
Margaritaville Beach House Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,324 reviews)
"Very good breakfast, clean hotel."
United States
Patrick
The price is NZ$600
includes taxes & fees
3 May - 4 May
Hampton Inn Key West FL

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very good, (2,176 reviews)
"Friendly staff, clean rooms, beautiful right on the beach"
United States
Lydia
The price is NZ$514
includes taxes & fees
4 May - 5 May
Ibis Bay Beach Resort

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort
4.0 star property
Marathon
8.8 out of 10, Excellent, (1,004 reviews)
"Amazing resort "
United States
Joy
The price is NZ$750
includes taxes & fees
3 May - 4 May
Tranquility Bay Beachfront Hotel and Resort

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very good, (2,029 reviews)
"Check in staff was great! "
United States
Armando
The price is NZ$592
includes taxes & fees
19 Apr - 20 Apr
Blue Flamingo Resort Key West

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,002 reviews)
"We had both ocean and pool view and the staff was amazing! Definitely recommend as the location is perfect for sunset watching!"
United States
Jacqueline
The price is NZ$795
includes taxes & fees
20 Apr - 21 Apr
Hyatt Centric Key West Resort and Spa
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

Our guide on 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 accommodation in Summerland Key

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Stunning Beaches: Summerland Key boasts beautiful beaches with crystal-clear waters, perfect for relaxing and sunbathing.
  • Outdoor Adventures: Enjoy a variety of activities like kayaking, fishing, and sightseeing tours in the great outdoors.
  • Family-Friendly Attractions: The area offers numerous attractions that cater to families, ensuring fun for all ages.
  • Local Island Experiences: Immerse yourself in the laid-back atmosphere and friendly vibes of the Florida Keys.
  • Diverse Accommodation Options: Choose from comfortable resorts to charming holiday homes for a perfect stay.

Find great hotels near Summerland Key

Summerland Key offers a fantastic selection of holiday accommodations, perfect for those seeking adventure, family fun, or a relaxing beach getaway. With options ranging from comfortable resorts to charming holiday homes, you’ll find the ideal base for exploring this beautiful part of Florida. Whether you're looking for summerland key holiday rentals or a stay at a sugarloaf key hotel, there’s something to suit every traveller's needs.

  • Oceans Edge Key West Resort, Hotel & Marina: Embrace adventure at Oceans Edge Key West Resort. Located 30.6km from Summerland Key, this 4-star hotel caters to thrill-seekers with its array of exciting activities such as kayaking, fishing, and motorboating. The pet-friendly atmosphere allows furry friends to join in on the fun, making it ideal for travellers seeking a golf-themed getaway. With amenities like scooter rentals and boat tours, you’ll find plenty of exhilarating ways to explore the stunning surroundings.
  • Blue Flamingo Resort Key West: Nestled 32.2km away from Summerland Key, Blue Flamingo Resort Key West is a delightful eco-certified retreat perfect for environmentally conscious travellers. This 4-star hotel combines business functionality with a pet-friendly environment, featuring meeting spaces and a business centre. The resort’s commitment to sustainability is evident through its eco-friendly practices, while furry companions are welcome to join. Enjoy a serene stay with amenities that cater to both relaxation and productivity.
  • The Gates Hotel Key West Newly Renovated: Located 32.2km from Summerland Key, The Gates Hotel Key West Newly Renovated is a family-friendly 4-star hotel that prioritises both comfort and sustainability. With eco-certification and amenities designed for children, such as free cribs and safety features, it creates a welcoming environment for families. The pet-friendly policy allows you to bring your furry friends along, making it a great choice for those seeking a comfortable, family-oriented getaway in a beautiful setting.

Where to stay in Summerland Key

Summerland Key, a tropical paradise in the Florida Keys, offers a perfect blend of outdoor activities and family-friendly attractions. Explore the stunning natural beauty of nearby Rockland Key, indulge in water sports, or relax on picturesque beaches. The Lower Keys provide a fantastic backdrop for excursions filled with friendly locals and a laid-back atmosphere. Whether you're fishing, kayaking, or simply soaking up the sun, Summerland Key promises an unforgettable vacation experience.

  • Cudjoe Key: Nestled close to Summerland Key, Cudjoe Key is a picturesque village characterised by its stunning island scenery. Known for its seasonal influx of tourists, especially between July and September, this destination offers an ideal blend of outdoor adventures and family-friendly experiences. Visitors can explore beautiful beaches, engage in recreational activities, and enjoy shopping at local centres. The nearby archipelago and tranquil island landscapes make it a perfect spot for relaxation and exploration.
  • Little Torch Key: A charming village also located near Summerland Key, Little Torch Key captivates guests with its natural island beauty. The peak tourist season occurs during March to April and September, drawing those eager for outdoor activities and quality family time. The village boasts inviting beaches and recreational areas, along with various shopping options. Notable attractions include a family-friendly beach, making it an excellent choice for those seeking both relaxation and fun in the sun.
  • Sugarloaf Key: Sugarloaf Key, another delightful village in proximity to Summerland Key, offers a slightly more moderate seasonal appeal, with peak visitor times in March to April and September. This idyllic island is ideal for families looking to enjoy outdoor experiences, from sunbathing on the beach to exploring the vibrant local shopping scene. With its stunning beaches and nearby archipelago, Sugarloaf Key provides a beautiful backdrop for both adventure and relaxation, ensuring a memorable visit for all.

Things to do near Summerland Key

Summerland Key is perfect for outdoor family holidays, offering a range of activities such as sightseeing tours, kayaking adventures, and fishing charters. Explore the local recreational areas and shopping centres while enjoying the stunning beaches. Whether you're after thrilling outdoor experiences or relaxing beach days, Summerland Key has something for everyone to enjoy.

Shopping

In Summerland Key, visit the Big Pine Key Flea Market, just 8.0km away, for a vibrant local shopping experience. If you're up for a drive, check out We Cycle Key West and The Kite House, both located 24 and 37.0km away respectively, for unique gifts and souvenirs.

Recreation

Key West Golf Club, located 32.2km from Summerland Key, offers a relaxed outdoor atmosphere perfect for golf enthusiasts. For a touch of luxury, the Florida Keys Country Club, 37.0km away, provides an exclusive retreat. Meanwhile, MLK Community Pool & Community Center, 38.6km away, is great for family-friendly aquatic fun.

Adventure

Experience the thrill of water sports at Pigeon Key, located 29.0km from Summerland Key. Engage in exciting activities surrounded by vibrant outdoor vibes, making it a perfect spot for adventure enthusiasts looking to enjoy the sun and surf.

Nightlife

In Summerland Key, the nightlife is vibrant with local culture. The Tennessee Williams Fine Art Center offers romantic theatrical performances 32.2km away, while Regal Key West presents entertaining films at 33.8km. For a unique experience, the Key West Burlesque Theater, located 37.0km away, showcases captivating performances.

*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 prices are lower. Book your accommodation at least a month in advance, or check Expedia's last-minute deals for potential savings. Tuesdays typically offer the best rates, while Fridays are the priciest. Use Expedia's search tool to filter options by budget and location, and consider bundling your hotel, flights, and activities for additional discounts. Also, take advantage of free activities around the area to stretch your budget further.

  • 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: The cheapest time to book a hotel in Summerland Key is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • 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 options based on your budget, preferred location, and ideal type of accommodation. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy some savings by combining your Summerland Key hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Summerland Key

Summerland Key offers a fantastic family vacation spot with plenty of outdoor activities and beautiful beaches. Popular attractions include stunning Florida Keys beaches, local island experiences, and nearby national parks, catering to adventurers and beach lovers alike. Don’t miss the chance to explore the unique attractions of Summerland Key, making it a perfect destination for tourists seeking adventure and relaxation in a picturesque setting.

  • Florida Keys Beaches: Located 12.9km from Summerland Key, Florida Keys Beaches offers stunning beach vibes perfect for sunbathing and swimming. The soft sands and crystal-clear waters create an idyllic setting for relaxation and fun in the sun.
  • Upper Sugarloaf Sound: Situated within Summerland Key, this picturesque island boasts beautiful beaches and outdoor vibes. It's an excellent spot for kayaking, paddleboarding, or simply enjoying a tranquil day immersed in nature.
  • Upper Sugarloaf Key: This vibrant town neighbourhood within Summerland Key offers a unique blend of city vibes with charming local shops and eateries. Explore the community and experience the welcoming atmosphere of this quintessential Florida Keys locale.

Best time to go to Summerland Key

The best time to visit Summerland Key is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

If you're planning to visit Summerland Key, Florida, you have two major airports to consider. Key West International Airport (EYW) is situated 33.8km away, with excellent hotel options like Casa Marina Key West, Margaritaville Beach House, and Havana Cabana, all conveniently located within 3.2km. Alternatively, Florida Keys Marathon Airport (MTH) is 40.2km from Summerland Key, offering nearby accommodations such as Isla Bella Beach Resort & Spa, Tranquility Bay Beachfront Hotel, and Hawks Cay Resort. Both airports provide easy access to these hotels, ensuring a smooth transition from your flight to your holiday retreat.

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?
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West: This highly rated holiday home rental in Summerland Key is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. Other favourite homes for rent in Summerland Key are Private Secluded Ocean View & Pool Near Key West and Just 20 miles from Key West! Oceanfront, dockage, swimming pool. 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?
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. A couple of other options that offer an on-site pool include Luxury Pull Thru Rv lot with access to all the Resorts amenities! and Canal front lot only. No house or RV. You need to bring your RV.. 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 Crab Key and Venture Out Keys. 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