A coastal road with a beach on one side and a marina with boats on the other.

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

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Summerland Key hotels

1. Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,001 reviews)
"Awesome place!"
United States
Meredith
The price is €145
includes taxes & fees
22 Jul - 23 Jul
Parmer's Resort

2. Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1,000 reviews)
"We would go back here again, view was amazing. Enjoyed staying there "
United States
Oyuntseren
The price is €117
includes taxes & fees
16 Aug - 17 Aug
Sugar Loaf Lodge

3. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,000 reviews)
"Great location with a nice pool. Plenty of parking and really friendly staff. Hope to stay here again."
United Kingdom
Christopher
The price is €153
includes taxes & fees
20 Jul - 21 Jul
Looe Key Reef Resort

4. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
United States
max
The price is €641
includes taxes & fees
17 Aug - 18 Aug
Starlight Serenity - Hideaway w Stunning Views

5. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 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 €986
includes taxes & fees
31 Jul - 1 Aug
Atlantic View Luxury Villa with Pool

6. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (354 reviews)
"We had a great time! It was family, friendly, and we saw a ton of key deer. Pool was perfect as well!"
United States
Maya
The price is €237
includes taxes & fees
7 Aug - 8 Aug
Old Wooden Bridge Resort and Marina

7. Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very good, (2,284 reviews)
"Beautiful room, amazing scenery, would definitely stay again."
United States
Jamie
The price is €140
includes taxes & fees
21 Jul - 22 Jul
Ibis Bay Beach Resort

8. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,801 reviews)
"Overall great stay"
United States
Tasnova I
The price is €238
includes taxes & fees
10 Aug - 11 Aug
Margaritaville Beach House Key West

9. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,850 reviews)
"Great stay"
United States
joseph
The price is €188
includes taxes & fees
2 Aug - 3 Aug
Hilton Key West Resort & Marina

10. Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,002 reviews)
"The place was really nice"
United States
David
The price is €121
includes taxes & fees
22 Jul - 23 Jul
Captain Pips Marina & Hideaway

11. Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (7 reviews)
"It was a great property, very clean room and excellent price. Staff was great."
United States
Hector
The price is €209
includes taxes & fees
22 Jul - 23 Jul
Tranquility Guest House

12. Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,350 reviews)
"Our stay was truly memorable and I would recommend to everyone!!!"
United States
Rebecca
The price is €199
includes taxes & fees
18 Aug - 19 Aug
Beachside Resort & Residences

13. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,441 reviews)
"Ample room, great location and friendly staff!"
United States
Carlos Rafael
The price is €175
includes taxes & fees
11 Aug - 12 Aug
Hampton Inn Key West FL

14. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,421 reviews)
"The close proximity to restaurants and stores was extremely helpful."
United States
Wilhelmina
The price is €210
includes taxes & fees
17 Aug - 18 Aug
Parrot Key Hotel & Villas

15. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,214 reviews)
"The rooms are always clean, no bugs, and walking distance to Sunset Grill."
United States
Cristina
The price is €105
includes taxes & fees
18 Aug - 19 Aug
Knight's Key Suites

16. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,291 reviews)
"Stayed here for our honeymoon it was a great place!!"
United States
Dallis
The price is €176
includes taxes & fees
26 Jul - 27 Jul
The Perry Hotel & Marina Key West

17. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,045 reviews)
"The hotel has a perfect location. We enjoyed the breakfast. It was clean and the staff was amazing."
United States
david
The price is €135
includes taxes & fees
30 Jul - 31 Jul
Duval House

18. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
4.0 star property
Marathon
8.6 out of 10, Excellent, (1,171 reviews)
"Great location!"
United States
Frank
The price is €160
includes taxes & fees
13 Aug - 14 Aug
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

19. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.4 out of 10, Very good, (1,048 reviews)
"Great experience!"
United States
Carol
The price is €166
includes taxes & fees
10 Aug - 11 Aug
DoubleTree Resort by Hilton Grand Key - Key West

20. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.4 out of 10, Very good, (2,544 reviews)
"Great place to stay."
United States
Robert
The price is €168
includes taxes & fees
17 Aug - 18 Aug
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. Learn more about Summerland Key
Learn more about Summerland Key

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.

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.

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.

A long bridge over turquoise waters with clear skies.

Top Summerland Key Hotel Reviews

More cheap stays in Summerland Key

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Stunning Natural Beauty: Summerland Key boasts breathtaking landscapes, crystal-clear waters, and picturesque beaches, perfect for relaxation and exploration.
  • Outdoor Activities: Engage in a range of outdoor pursuits like fishing, snorkelling, and embarking on saltwater seafaris amidst the Florida Keys.
  • Charming Picnic Areas: Enjoy family picnics in serene spots such as Picnic Island, enhancing the outdoor experience.
  • Vibrant Local Culture: Experience the friendly atmosphere and unique charm of the local community, particularly in nearby Rockland Key.
  • Diverse Accommodation Options: Choose from a variety of lodging, from resorts to cosy holiday rentals, catering to every traveller's needs.

Find great hotels near Summerland Key

Discover the charm of Summerland Key with a variety of accommodation options to suit every traveller's needs, from resorts to cosy holiday rentals. Whether you're seeking adventure, a family getaway, or a relaxing beach holiday, Summerland Key offers the perfect base for your Florida experience. Explore the best hotels and rentals, including the popular Summerland Cove, and make your stay truly memorable.

  • Oceans Edge Key West Resort, Hotel & Marina: A luxurious 4-star resort offering a golf-themed experience, ideal for those seeking adventure in a stunning locale. Located 30.6km from Summerland Key, this property boasts a fantastic guest rating of 9.0 out of 10. Guests can indulge in various activities, including onsite fishing and kayaking, while nearby options include parasailing, snorkelling, and windsurfing. The resort's upscale amenities ensure a lavish stay, with spacious accommodations designed for relaxation after a day of excitement.
  • The Perry Hotel & Marina Key West: This 4-star hotel is a blend of modern elegance and adventure, situated 32.2km from Summerland Key. Rated 9.4 out of 10 by guests, The Perry caters to both business travellers and pet owners alike. With a range of activities available, such as boat tours and kayaking, visitors can enjoy the vibrant marine life of the Keys. The hotel's pet-friendly policy ensures your furry companions are welcome, complete with designated areas for their enjoyment, making it a fantastic choice for those travelling with pets.
  • Hilton Garden Inn Key West / The Keys Collection: A well-appointed 3.5-star hotel located 32.2km from Summerland Key, this accommodation is rated 8.0 out of 10. It caters to adventure enthusiasts and business travellers, offering a variety of recreational activities like sailing and snorkelling nearby. The hotel's pet-friendly policies make it a suitable choice for guests accompanied by pets, while its comfortable rooms and convenient amenities provide a welcoming atmosphere for all. The Hilton Garden Inn is a practical option for those looking to explore the beauty of the Keys.

Where to stay in Summerland Key

Discover the enchanting charm of Summerland Key, a tropical paradise perfect for outdoor enthusiasts and families alike. Explore the crystal-clear waters surrounding the Florida Keys, where you can indulge in activities like fishing and snorkelling. Venture to nearby Rockland Key for serene landscapes and friendly locals. With its relaxing atmosphere and budget-friendly options, Summerland Key promises an unforgettable vacation experience amidst stunning natural beauty and inviting excursions.

  • Cudjoe Key: Nestled in the beautiful Florida Keys, Cudjoe Key is a charming village that offers a quintessential island experience. Located near Summerland Key, this destination is particularly popular from July to September, making it a vibrant hub during the summer months. Visitors flock here for outdoor activities, family-friendly experiences, and its stunning beaches. The area boasts a variety of recreational spaces, shopping areas, and local attractions, including picturesque beaches and the scenic archipelago. Cudjoe Key is an ideal spot for families looking to enjoy the natural beauty and outdoor adventures of the Florida Keys.
  • Sugarloaf Key: Just a stone's throw from Summerland Key, Sugarloaf Key is another delightful island village that attracts visitors with its laid-back atmosphere. The peak travel periods occur in March to April and September, offering a moderately seasonal experience. This area is well-known for its beautiful beaches and outdoor activities, perfect for families seeking a fun-filled getaway. Sugarloaf Key features various shopping areas and recreational facilities, ensuring that visitors have plenty of options to explore and enjoy. With its family beach and stunning natural surroundings, Sugarloaf Key is a wonderful location for relaxation and adventure alike.
  • Little Torch Key: Located in close proximity to Summerland Key, Little Torch Key is a picturesque village that embodies the charm of the Florida Keys. The village experiences seasonal tourist traffic, peaking in March to April and again in September. With its focus on outdoor activities and family-friendly experiences, Little Torch Key is perfect for those looking to escape into nature. The area features ample recreational spaces and shopping centres, while local attractions include beautiful beaches and family-oriented spots. Visitors will appreciate the serene island atmosphere and the opportunity to create lasting memories in this idyllic setting.

Things to do in Summerland Key

Shopping

For local gifts and souvenirs, check out the charming shops along the main road. If you're up for a drive, visit the nearby shops in Key West, where you can find unique items and local artisan crafts to take home.

Recreation

Experience tranquility at the Islander Watersports, where you can indulge in yoga sessions by the water and enjoy paddleboarding amidst serene surroundings. For relaxation, visit the nearby Spa at the Ocean Key Resort, offering rejuvenating treatments and stunning ocean views to enhance your wellness journey.

Adventure

Experience the thrill of kayaking through the mangroves of Summerland Key, where you can explore tranquil waters and spot diverse wildlife. For those seeking excitement, consider fishing charters that offer deep-sea adventures in the vibrant Gulf Stream, showcasing the rich marine ecosystem of the Florida Keys.

Nightlife

Experience the laid-back vibe at the Sunset Grill, where you can enjoy tasty seafood and waterfront views. For a lively evening, visit the nearby Boondocks, featuring live entertainment and tropical cocktails, all amidst a relaxed, friendly atmosphere that captures the essence of the Florida Keys.

*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 on your visit to Summerland Key, consider travelling between August and October when accommodation prices are lower. Book your hotel about a month in advance, or explore last-minute deals on platforms like Expedia. Tuesdays are the cheapest days to stay, while Fridays tend to be pricier. Use Expedia’s search tool to filter by budget and preferences, including eco-friendly options. Combining hotel bookings with flights and activities can also lead to significant savings. Additionally, look out for local free activities and utilise public transport for economical travel around the area.

  • 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: Expedia's search tool enables you to specify your budget, desired location, and additional preferences. You can organise your search results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Moreover, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You may find it beneficial to save some money by combining your Summerland Key hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Summerland Key

Summerland Key is ideal for outdoor and family beach vacations, offering an array of attractions such as beautiful beaches, scenic islands, and national parks. Visitors can enjoy the stunning scenery and partake in various activities around the Lower Florida Keys. Key highlights include exploring West Summerland Key and nearby tourist attractions, all of which promise a delightful experience for those seeking relaxation and adventure by the coast.

  • Sugarloaf Beach: Experience the tranquil beach vibes at Sugarloaf Beach, where soft sands meet gentle waves. This idyllic spot offers a serene escape for sunbathing and swimming, making it an ideal place to relax and soak up the Florida sun.
  • Upper Sugarloaf Sound: Explore the natural beauty of Upper Sugarloaf Sound, an inviting island that boasts stunning beach views and outdoor activities. It's a wonderful location for kayaking, paddleboarding, or simply enjoying the picturesque scenery and wildlife.
  • Upper Sugarloaf Key: Discover the charming neighbourhood of Upper Sugarloaf Key, where you can experience local culture and community life. This area features unique shops and eateries, providing a glimpse into the vibrant lifestyle of this coastal town.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Flying into Summerland Key, Florida, is convenient with two major airports nearby. Key West International Airport (EYW) is situated 33.8km away, with excellent hotel options such as the 4-star Oceans Edge Key West Resort, 3.2km from the airport, and The Perry Hotel & Marina, just 1.6km away. Marathon Airport (MTH) is located 40.2km from Summerland Key, offering choices like the 4-star Indigo Reef Resort Villas and Marina, 1.6km from the airport, and the Hampton Inn Marathon, 3.2km away. These hotels provide easy access to their respective airports, ensuring a smooth travel experience.

Frequently asked questions

What's the best place to stay in Summerland Key?
Based on our traveller data, Sugarloaf Key Hotel at KOA Resort is one of the top choices for your stay. This hotel offers a marina and a private beach. Other good options for your stay include Parmer's Resort and Sugarloaf Key RV Resort & Cottages. 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?
Sugarloaf Key RV Resort & Cottages: This highly rated holiday home rental in Summerland Key is located near a metro station, and offers an outdoor pool, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Other favourite homes for rent in Summerland Key are Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball and Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West. 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 ISLAND PARADISE. 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 625 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