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

Find hotels in Summerland Key, FL from $100

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 8 - Aug 9
Tomorrow
Aug 9 - Aug 10
Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23

Filter by

Star rating

Guest rating

Our top choices for Summerland Key hotels

Hotel
Pet friendly
Breakfast included
Reserve now, pay later
Pool

1. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
James
$184 nightly
$207 total
Aug 11 - Aug 12
Total with taxes and fees
Beachside Resort & Residences

2. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Dean
$203 nightly
$228 total
Sep 1 - Sep 2
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

3. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Miley M
$171 nightly
$192 total
Sep 7 - Sep 8
Total with taxes and fees
Blue Flamingo Resort Key West

4. Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort
Summerland Key
United States
Loik
Sugarloaf Key Hotel at KOA Resort

5. Parmer's Resort

Parmer's Resort
Summerland Key
United States
Juan
$129 nightly
$145 total
Aug 18 - Aug 19
Total with taxes and fees
Parmer's Resort

6. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Gabrielle Kay
$226 nightly
$255 total
Sep 2 - Sep 3
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West

7. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Stacey
$228 nightly
$257 total
Aug 26 - Aug 27
Total with taxes and fees
Margaritaville Beach House Key West

8. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Meyrel
$197 nightly
$221 total
Aug 26 - Aug 27
Total with taxes and fees
Havana Cabana at Key West

9. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Sandi
$295 nightly
$332 total
Aug 24 - Aug 25
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

10. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Trey
$126 nightly
$142 total
Aug 20 - Aug 21
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection

11. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
John
$191 nightly
$215 total
Aug 30 - Aug 31
Total with taxes and fees
Parrot Key Hotel & Villas

12. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Stephen
$235 nightly
$265 total
Sep 1 - Sep 2
Total with taxes and fees
Hyatt Vacation Club at Beach House, Key West

13. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Alice
$149 nightly
$168 total
Aug 16 - Aug 17
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

14. Luxury Pull Thru Rv lot with access to all the Resorts amenities!

Luxury Pull Thru Rv lot with access to all the Resorts amenities!
Cudjoe Key
United States
Kathy F.
Luxury Pull Thru Rv lot with access to all the Resorts amenities!

15. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Lathaniel
$105 nightly
$119 total
Sep 8 - Sep 9
Total with taxes and fees
Looe Key Reef Resort

16. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Vera
$216 nightly
$243 total
Sep 3 - Sep 4
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton

17. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
United States
Nelson
$303 nightly
$341 total
Aug 17 - Aug 18
Total with taxes and fees
Isla Bella Beach Resort & Spa

18. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Michel
$175 nightly
$197 total
Aug 16 - Aug 17
Total with taxes and fees
Hilton Key West Resort & Marina

19. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Mauricio
$169 nightly
$190 total
Aug 11 - Aug 12
Total with taxes and fees
The Perry Hotel & Marina Key West

20. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Phillip
$142 nightly
$160 total
Aug 9 - Aug 10
Total with taxes and fees
Ibis Bay Beach Resort
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in and around Summerland Key

Discover the allure of Summerland Key, a tropical Caribbean wonderland in South Florida. Enjoy beautiful properties and outdoor adventures perfect for family vacations. Explore nearby beaches, immerse yourself in nature, and embrace the friendly atmosphere that makes Summerland Key a must-visit destination.

Cudjoe Key

Discover Cudjoe Key, a welcoming destination perfectly suited for adventure seekers and families looking for a memorable vacation. This charming village, located around Summerland Key, offers access to stunning beaches, the beautiful archipelago, and the vibrant recreational areas nearby. With its peak visitor season from July to September, Cudjoe Key is a fantastic choice for those wanting outdoor and beach experiences. Enjoy the local shopping mall center and the serene Upper Sugarloaf Sound, making Cudjoe Key a smart hotel booking choice for your trip.

Cudjoe Key

Discover Cudjoe Key, a welcoming destination perfectly suited for adventure seekers and families looking for a memorable vacation. This charming village, located around Summerland Key, offers access to stunning beaches, the beautiful archipelago, and the vibrant recreational areas nearby. With its peak visitor season from July to September, Cudjoe Key is a fantastic choice for those wanting outdoor and beach experiences. Enjoy the local shopping mall center and the serene Upper Sugarloaf Sound, making Cudjoe Key a smart hotel booking choice for your trip.

Sugarloaf Key

Experience the charm of Sugarloaf Key, a perfect hub for travelers seeking adventure, romantic getaways, or family fun. Nestled around Summerland Key, this village offers easy access to stunning Florida Keys Beaches and the beautiful Upper Sugarloaf Sound. With a mix of outdoor activities and local shopping venues, Sugarloaf Key appeals to those looking for a memorable beach experience. Its prime location makes it a smart choice for your stay in the Florida Keys.

Sugarloaf Key

Experience the charm of Sugarloaf Key, a perfect hub for travelers seeking adventure, romantic getaways, or family fun. Nestled around Summerland Key, this village offers easy access to stunning Florida Keys Beaches and the beautiful Upper Sugarloaf Sound. With a mix of outdoor activities and local shopping venues, Sugarloaf Key appeals to those looking for a memorable beach experience. Its prime location makes it a smart choice for your stay in the Florida Keys.

Little Torch Key

If you are an adventure seeker or a family looking for a romantic getaway, Little Torch Key is the perfect place to stay, known for its stunning beaches and outdoor experiences. Explore the nearby Florida Keys Beaches and Bahia Honda State Park for unforgettable fun in the sun, or visit Cook Island for a serene escape. Located around Summerland Key, Little Torch Key offers easy access to a vibrant recreational area and shopping options, making it a smart choice for your vacation.

Stay near popular attractions in and around Summerland Key

Nestled in the Florida Keys, Summerland Key offers the perfect blend of outdoor adventures and serene beach experiences. Explore nearby attractions like Key West, Sugarloaf Key, and Calusa Beach, or dive into the stunning underwater world at Looe Key Reef. Your family vacation awaits!
A beach with a pier extending into the ocean during sunset.

Florida Keys Beaches

8.4/10 (858 reviews)
Set the stage for your beach getaway at Florida Keys Beaches, a paradise perfect for sun seekers. Experience relaxing beach vibes and stunning ocean views, all about 8 miles from Summerland Key. Staying near these beaches offers easy access to the ultimate tropical escape.
See properties
A motorcycle parked on a beach with palm trees and a clear sky.
Photo by Paul Devall

Sugarloaf Beach

8.4/10 (38 reviews)
Often cited as a favorite among beachgoers, Sugarloaf Beach offers a laid-back atmosphere perfect for sunbathers and water lovers alike. Located within Summerland Key, this beach is known for its inviting vibes and beautiful surroundings. Staying nearby makes it easy to enjoy this tropical paradise at your leisure.
See properties
A beach with clear turquoise water, a sandy shore, and a long pier extending into the water.
Photo by Sérgio Veludo

Calusa Beach

7.8/10 (9 reviews)
Perfectly suited for beach lovers, Calusa Beach offers a serene escape with its inviting shoreline and laid-back atmosphere. Located about 10 miles from Summerland Key, this beach provides a perfect spot to unwind and soak in the sun, making it a convenient choice for your vacation.
See properties

Upper Sugarloaf Sound

9.2/10 (17 reviews)
This prominent local landmark is ideal for travelers interested in outdoor adventures and beach vibes. Upper Sugarloaf Sound offers stunning natural beauty and opportunities for water activities, all nestled within Summerland Key. Staying nearby provides easy access to this serene island paradise.
See properties

Upper Sugarloaf Key

8.6/10 (54 reviews)
Considered a premier spot for nature lovers, Upper Sugarloaf Key offers a unique blend of serene landscapes and vibrant local culture. Located within Summerland Key, this charming neighborhood provides easy access to outdoor activities and local attractions. Staying nearby ensures your adventure in the Florida Keys is both enjoyable and convenient.
See properties

Cook Island

9.2/10 (5 reviews)
An essential stop for nature lovers, Cook Island offers stunning outdoor and beach vibes that invite relaxation and exploration. Located about 5 miles from Summerland Key, this picturesque island is perfect for those seeking a serene escape while easily accessing the vibrant Florida Keys atmosphere.
See properties

Coupon Bight Aquatic Preserve

For families and couples seeking a tranquil escape, Coupon Bight Aquatic Preserve offers a relaxing tropical environment filled with natural beauty. Located about 8 miles by car from Summerland Key, this secluded water feature invites you to explore its serene waters and lush surroundings, making it an ideal spot for a peaceful retreat.
See properties

Blue Hole

8.4/10 (99 reviews)
A must-see for nature lovers, Blue Hole offers a picturesque lake surrounded by lush scenery and a tranquil atmosphere. Located about 5 miles from Summerland Key, it’s an ideal spot for relaxation and enjoying the beauty of Florida’s outdoors, making it a convenient retreat for your vacation.
See properties

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 favorite seafood shacks serving fresh-caught Keys lobster.

See all hotels in Summerland Key
A long bridge over turquoise waters with clear skies.

Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Room was small but we booked last minute for lobster season but everything else was great!!"
Mary 2-night trip
Posted 2 days ago
Parmer's Resort
Oceanside Paradise  Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

10/10 Excellent
"All-in-all a great experience. This property is located within a larger rental/resident community, but we rarely had any interaction with other residents/guests so it did not feel crowded. Security and check-in was a little over the top, but then you feel safe and know you've got some good support. The house was very clean, well kept, and had everything we needed. We got great support and always felt welcomed. Thanks!!"
Chris K. 2-night trip
Posted 4 days ago
Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball
Springs Venture Out Dolphin House #386 with beautiful open water views

Springs Venture Out Dolphin House #386 with beautiful open water views

10/10 Excellent
"Excellent"
Justin W. 10-night trip
Posted 6 days ago
Springs Venture Out Dolphin House #386 with beautiful open water views
SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster

SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster

10/10 Excellent
"We enjoyed the room and the property! We plan to return with a bigger party next time we choose the lower keys!"
Heather 3-night trip
Posted 10 days ago
SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

8/10 Good
"Overall it was a great experience. All staff is really kind. Our room had dogs hair on the floor when I first swept and bed isn’t too comfortable but room overall looks beautiful and is well maintained. Bar and pool close a bit early but like everything else in the keys. Only annoying thing is marina rental closes super early and last call for rental is too early as well but the place is nice especially if you have children. It’s clean, easy to move around, close to Key West. Bartenders are all super nice and there are different activities like smores or live singers. It was a great experience. We will be back."
Loik 4-night trip
Posted 10 days ago
Sugarloaf Key Hotel at KOA Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"A clean comfortable room, with a lovely view from the back patio! All staff were very helpful."
Marjorie 1-night trip
Posted 11 days ago
Sugar Loaf Lodge
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

10/10 Excellent
"This location was perfect for what my husband and I needed. We brought our boat and were able to use the dock throughout our stay. We did have an issue with the AC system and Jennifer was great by putting us into another one of their units overnight until our units AC was fixed the next day. This will definitely be a spot we use again in the future."
Anonymous traveler 6-night trip
Posted 2 weeks ago
Cottage with swimming pool and dockage, just minutes to Key West!
Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West

8/10 Good
"The whole time was great, location was awesome. The queen bed was broken though. If that wasn’t the case I would have nothing but great things to say. I would consider visiting again. It was a nice place overall. Thank you."
David M. 4-night trip
Posted 2 weeks ago
Charming cottages, dockage, pool, just minutes to Key West
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

8/10 Good
"We thought the grounds and location were perfect centrally located to everything you could want to do in the lower Keys. Host and check in process was extremely smooth and clear from start to finish. The actual cottage/unit needs a thorough cleaning, dishes were dirty and the towels/linens didn’t seem like they were recently changed and unfortunately the beds were very uncomfortable. If this unit was a little cleaner and had comfortable beds I’d book this cottage every time I visited the Keys. I absolutely love the grounds and peaceful location."
Solomon M. 4-night trip
Posted 2 weeks ago
Cottage with Pool and Dockage, just minutes to Key West

More cheap stays in Summerland Key

Looe Key Reef Resort

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL
$105 nightly
$119 total
Sep 8 - Sep 9
Total with taxes and fees
Looe Key Reef Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
$119 nightly
$134 total
Aug 16 - Aug 17
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Sugar Loaf Lodge
Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
$100 nightly
$145 total
Aug 27 - Aug 28
Total with taxes and fees
9/10 Wonderful! (1,009 reviews)
Parmer's Resort
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Summerland Key FL
$228 nightly
$609 total
Aug 17 - Aug 18
Total with taxes and fees
10/10 Exceptional! (1 review)
Starlight Serenity - Hideaway w Stunning Views
Luxury Oceanview Pool Eco-friendly Villa Near Key West

Luxury Oceanview Pool Eco-friendly Villa Near Key West

Summerland Key FL
Get ratesLuxury Oceanview Pool Eco-friendly Villa Near Key West
Little Torch Cottages

Little Torch Cottages

28501 Channel View Drive Summerland Key FL
Get rates
8.6/10 Excellent! (10 reviews)
Little Torch Cottages

Hotels in Summerland Key with star-rating

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Stunning Natural Beauty: Experience breathtaking beaches and lush landscapes that highlight the unique charm of the Florida Keys.
  • Outdoor Adventures: Engage in activities like paddleboarding, snorkeling, and fishing in the beautiful waters surrounding the island.
  • Family-Friendly Atmosphere: Enjoy a variety of activities and attractions perfect for families and outdoor enthusiasts.
  • Local Community Events: Participate in trivia nights and other fun activities to connect with the friendly locals.
  • Variety of Accommodations: Choose from charming resorts to cozy hotels that cater to every traveler's needs.

Find great hotels near Summerland Key

Discover the perfect getaway in Summerland Key with a variety of accommodations tailored for every adventurer, family, and beach lover. From charming resorts to cozy hotels, you'll find the ideal lodging options that cater to your vacation needs. Whether you're seeking relaxation or thrilling outdoor activities, Summerland Key hotels offer amenities designed to enhance your experience in this tropical paradise.

  • Oceans Edge Key West Resort, Hotel & Marina: A 4-star gem with a stellar guest rating of 9.0, Oceans Edge Key West Resort, Hotel & Marina is a haven for adventure seekers and golf enthusiasts. Located 19 miles from Summerland Key, this resort offers a unique blend of leisure and excitement with various adventure sports and recreational activities available onsite. Guests can indulge in thrilling options like motorboating, fishing, and kayaking, or enjoy a round of golf themed experiences. Whether you're traveling for business or pleasure, this property promises a vibrant atmosphere with stunning views and ample amenities.
  • Blue Flamingo Resort Key West: With a guest rating of 8.2, Blue Flamingo Resort Key West is a delightful 4-star retreat located 20 miles from Summerland Key, perfect for families and adventure lovers alike. This resort offers a plethora of activities, including windsurfing, snorkeling, and fishing, all just a stone's throw away. Notably, the property features child-friendly amenities such as a mini-golf course and games room, ensuring that younger guests have a memorable stay. The welcoming atmosphere and well-rounded offerings make it an ideal spot for family vacations filled with fun and exploration.
  • The Perry Hotel & Marina Key West: Rated an impressive 9.4, The Perry Hotel & Marina Key West is a 4-star property that caters to both adventure seekers and business travelers, located 20 miles from Summerland Key. This pet-friendly hotel features exciting activities like motorboating and fishing, making it a great choice for outdoor enthusiasts. The property’s relaxed yet upscale vibe is complemented by amenities such as a dog exercise area, allowing your furry friends to enjoy the vacation too. With superb service and a perfect blend of comfort and adventure, this hotel promises an unforgettable stay.

Where to stay in Summerland Key

Summerland Key offers a tropical paradise perfect for outdoor adventures and family vacations. Explore the beautiful waters surrounding the island, ideal for snorkeling and fishing, or visit nearby Looe Key for stunning coral reefs. The friendly atmosphere and relaxed vibe make it a budget-friendly destination, while the lush scenery invites you to unwind. Whether you're enjoying the beach or embarking on excursions, Summerland Key promises a memorable getaway in the heart of Florida's Keys.

  • Cudjoe Key: Nestled among the stunning Florida Keys, Cudjoe Key is a charming village known for its beautiful natural landscapes and outdoor activities. As an island, it offers a serene environment perfect for family vacations. The peak travel season from July to September sees visitors flocking to enjoy its recreational areas, shopping centers, and beautiful beaches. Notable nearby attractions include breathtaking beaches and the picturesque archipelago, making it an ideal spot for those seeking relaxation or adventure in the sun.
  • Sugarloaf Key: Sugarloaf Key is another hidden gem in the Florida Keys, offering a laid-back island atmosphere. This village is popular among travelers, especially during peak times in March to April and September. Visitors can enjoy outdoor adventures, family-friendly beaches, and recreational areas. The local shopping areas and malls provide a range of options for souvenirs and local crafts. With its inviting beaches and lush surroundings, Sugarloaf Key is perfect for families looking to unwind and create lasting memories.
  • Little Torch Key: A picturesque island village, Little Torch Key is celebrated for its stunning scenery and family-oriented activities. The travel experience here peaks in the spring and fall, making it a lovely destination for those wanting to explore the outdoors. Visitors can take advantage of recreational areas, shopping venues, and pristine beaches nearby. Little Torch Key is ideal for families seeking a blend of relaxation and adventure, with its beautiful coastlines and inviting atmosphere providing the perfect backdrop for a memorable vacation.

Things to do near Summerland Key

Summerland Key offers a fantastic destination for outdoor and family vacations, featuring a variety of activities. Enjoy paddleboard rentals and tours, explore local attractions, and unwind with scenic sunset cruises. For those looking for a fun evening, trivia nights are a great way to engage with the community. Don't miss out on the recreational area and shopping mall, making it an ideal spot for relaxation and entertainment.

Shopping

In Summerland Key, you can find unique gift shops and local markets offering tropical-themed souvenirs. If you're up for a drive, head to the nearby Key West, where you can explore bustling boutiques and artisan shops for even more diverse options.

Recreation

At the Florida Keys Country Club, indulge in luxury amenities and serene surroundings only 23 miles from Summerland Key. Enjoy top-notch golf, fine dining, and a relaxing atmosphere, perfect for rejuvenation and unwinding in the beautiful Florida Keys.

Adventure

Experience the thrill of kayaking through the mangroves of Summerland Key, where you can explore vibrant ecosystems and spot wildlife. For an adrenaline rush, try snorkeling at Looe Key, where colorful coral reefs and diverse marine life await beneath the crystal-clear waters.

Nightlife

Summerland Key offers a relaxed nightlife with stunning views. Enjoy cocktails at the charming Sunset Grill, or unwind at the local favorite, the Boondocks Grille, known for live music and a vibrant atmosphere. Perfect for a laid-back evening by the water.

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

Booking tips and Expedia advantages for Summerland Key

  • 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: Book your hotel in Summerland Key about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • 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 makes it easy to choose your budget, preferred location, and additional preferences. You can arrange your search results to display prices from lowest to highest, ensuring you find the most affordable hotels right away. Additionally, you can refine your options by hotel type; for instance, selecting the Eco-certified filter will show you a range of sustainable and eco-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Summerland Key with your flights and activities through an Expedia package deal.

Find the best attractions in Summerland Key

Summerland Key offers a perfect getaway for outdoor enthusiasts and families alike, featuring stunning beaches, scenic islands, and nearby state parks. Visitors can enjoy a range of activities that highlight the natural beauty of the Florida Keys, making it an ideal destination for those seeking relaxation and adventure. Explore the local attractions and immerse yourself in the vibrant scenery that this picturesque area has to offer.

  • Sugarloaf Beach: Experience the quintessential beach vibes at Sugarloaf Beach, where you can relax on soft sands, enjoy the warm sun, and take refreshing dips in the clear waters. It's the perfect spot for sunbathing, picnicking, or a leisurely stroll along the shoreline.
  • Upper Sugarloaf Sound: This stunning island offers outdoor adventures and beach vibes, making it an ideal location for kayaking, paddleboarding, or simply enjoying the tranquil scenery. Explore the natural beauty and diverse marine life in this serene environment.
  • Upper Sugarloaf Key: Immerse yourself in the local culture and city vibes of Upper Sugarloaf Key. Wander through charming neighborhoods, discover unique shops, and savor delicious cuisine at local eateries, all while soaking in the friendly atmosphere.

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, Florida, you can fly into two major airports. Key West International Airport (EYW) is located 21 miles away, with nearby hotels such as the 5-star Casa Marina Key West, 2 miles from the airport, and the 4-star Parrot Key Hotel & Villas, 1 mile away. DoubleTree Resort by Hilton Grand Key is even closer, at 0.6 mile. Alternatively, Florida Keys Marathon Airport (MTH) is 25 miles from Summerland Key, with options like the 4.5-star Isla Bella Beach Resort, 4 miles away, and the 4-star Tranquility Bay Beachfront Hotel, 3 miles away. Hawks Cay Resort is another option, located 10 miles from MTH.

Frequently asked questions

What is the best area to stay in Summerland Key?
The best area to stay in Summerland Key is along the main thoroughfare of US-1, or slightly off it onto the residential canals, for convenient access to amenities and the water.Summerland Key is a smaller island known for its relaxed pace and direct access to the ocean and Gulf. Most accommodations, whether vacation rentals or a few smaller inns, are found just off US-1, which runs through the center of the island. This layout means you're never far from essential services or the water.Couples looking for a tranquil getaway will appreciate the vacation rentals situated on the canals. These properties often feature private docks, allowing for direct water access for boating, kayaking, or paddleboarding right from your accommodation. The quiet residential streets offer a peaceful setting, superb for unwinding.Families often find the canal-front homes particularly appealing. The ability to launch a boat or fish directly from a private dock adds a significant convenience to a family vacation.
What are the best hotels in Summerland Key that travelers recommend?
For highly recommended hotels in Summerland Key, consider Parmer's Resort, Sugarloaf Key Hotel at KOA Resort, or Sugar Loaf Lodge.Parmer's Resort, with an impressive 9.0 rating, offers a wonderful experience with its private beach access and a variety of rooms featuring sea, water, or ocean views. Guests consistently highlight the friendly and helpful staff, the cleanliness of the rooms, and the beautiful location. A continental breakfast is also available.The 3-star Sugarloaf Key Hotel at KOA Resort stands out with an exceptional 9.8 rating. This resort provides private beach access, a lovely outdoor pool, and evening entertainment. Travelers frequently praise the amazing staff, the spacious and clean rooms, and the beautiful and convenient location, especially noting the nice pool and large balconies. It is also conveniently located just 0.6 miles from Upper Sugarloaf Key.Another excellent option is Sugar Loaf Lodge, rated 8.2. This lodge features an outdoor pool, free self-parking, and some rooms include a balcony or patio. Guests often praise the clean rooms, the friendly and helpful staff, and the excellent and convenient location.
What are the best family hotels in Summerland Key?
For family-friendly hotels in Summerland Key, consider the Sugarloaf Key Hotel at KOA Resort, Parmer's Resort, and ISLAND PARADISE.The 3-star Sugarloaf Key Hotel at KOA Resort, with an outstanding 9.8 rating, is an excellent choice for families. Guests frequently mention the amazing and friendly staff, the clean and spacious rooms, and the beautiful and convenient location. The hotel features a private beach and an outdoor pool with sun loungers, and it is located near Upper Sugarloaf Key.Another great option is Parmer's Resort, which has a 9.0 rating. This resort has features friendly for families such as a sofa bed, a crib, and beach toys. Guests often praise the friendly and helpful staff, the clean rooms, and the nice amenities.For a truly exceptional family experience, ISLAND PARADISEboasts a superb 10.0 rating. This property is well-equipped for children with books, games, a sofa bed, an outdoor play area, and a playground. Find more child-friendly accommodations in Summerland Key
What are the best 5-star hotels in Summerland Key?
For a luxurious 5-star experience in Summerland Key, the Little Palm Island Resort & Spa - A Noble House Resort is an exceptional choice.This highly-rated resort, boasting a 9.8 review score, offers an array of high-end features designed for a truly indulgent stay. Guests can enjoy designer toiletries, massages directly on the beach, and champagne service. The resort also features beachfront dining, plush bathrobes, and private beach access. For activities, sailing is available on-site, and there is a relaxing poolside bar. Accommodations are in suites, and the resort offers premium bedding for ultimate comfort.
What are the best spa hotels in Summerland Key?
For an exceptional spa hotel in Summerland Key, the Little Palm Island Resort & Spa - A Noble House Resort is an outstanding choice.This 5-star resort, with an impressive 9.8 rating, offers an extensive full-service spa. Guests can indulge in a wide array of treatments including facial treatments, body scrubs, hydrotherapy treatments, body wraps, and various massages such as hot stone, Swedish, aromatherapy, deep tissue, and even massages on the beach. The spa features accessible treatment rooms and options for couples' treatments, ensuring a truly relaxing experience. See all spa hotels in Summerland Key
Which beach resorts in Summerland Key do travelers love?
For beach resorts in Summerland Key that travelers love, consider the Little Palm Island Resort & Spa - A Noble House Resort and the January Availability Waterfront, Boat Dock,Kayak, Paddleboard,golf cart, bikes.The 5-star Little Palm Island Resort & Spa - A Noble House Resort, with an exceptional 9.8 rating, is a highly regarded option. This resort is located directly on a private beach and offers stunning ocean views. Guests can enjoy great experiences like massages on the beach, couples dining, and champagne service. The resort also features a beachfront restaurant, a poolside bar, and suites with premium bedding and designer toiletries. For those interested in water activities, sailing is available on-site. It is also conveniently located near the Coupon Bight Aquatic Preserve.Another favorite is the January Availability Waterfront, Boat Dock,Kayak, Paddleboard,golf cart, bikes, which boasts a great 10.0 rating. This property offers a wonderful waterfront experience with amenities such as a patio, deck, porch, and a kitchen. Guests can enjoy a private pool, which is heated, and take advantage of the included kayak, paddleboard, golf cart, and bikes. It is located near Venture Out Keys, Venture Key, and Out Key, making it convenient for exploring the area. See more stays near the beach in Summerland Key
What hotels in Summerland Key offer free breakfast?
For hotels in Summerland Key that offer complimentary breakfast, consider Parmer's Resort.This highly-rated resort, with a 9.0 review score, offers both a free continental breakfast and a convenient to-go breakfast option for guests. Many rooms boast beautiful water, ocean, or sea views, providing a relaxing backdrop to your stay. Guests frequently praise the friendly and helpful staff, the clean and great rooms, and the nice location of the resort.
What are the top pet-friendly hotels in Summerland Key?
For top pet-friendly hotels in Summerland Key, consider the Sugarloaf Key Hotel at KOA Resort and Parmer's Resort.The 3-star Sugarloaf Key Hotel at KOA Resort, with an exceptional 9.8 rating, is a fantastic option for travelers with pets. This hotel is praised by guests for its friendly and amazing staff, clean and big rooms, and a beautiful, convenient location. It offers a dedicated dog exercise area and provides food and water bowls for your furry companions. Additionally, guests can enjoy a nice outdoor pool with sun loungers. This resort is conveniently located just 0.6 miles from Upper Sugarloaf Key.Another excellent pet-friendly choice is Parmer's Resort, which has a 9.0 rating. Guests consistently highlight the friendly and helpful staff, the clean and great rooms, and the beautiful location. This resort offers rooms with water, ocean, and sea views, providing a scenic backdrop for your stay. They also offer a good continental breakfast. See more pet-friendly hotels in Summerland Key
What are the best budget hotels in Summerland Key?
For budget-friendly accommodations in Summerland Key, highly-rated options include Parmer's Resort, Little Torch Cottages, and the 3-star Sugarloaf Key Hotel at KOA Resort.Parmer's Resort, with a 9.0 rating, offers free breakfast, free WiFi, and complimentary self-parking. Guests consistently mention the friendly and helpful staff, clean rooms, and the beautiful location. The free continental breakfast and available bicycles are also popular features.Little Torch Cottages, rated 9.2, provides free WiFi, complimentary self-parking, and an outdoor pool with sun loungers. The property also offers shared, secured pool access and bicycles for guest use. It is located 2.8 miles from the Coupon Bight Aquatic Preserve.The 3-star Sugarloaf Key Hotel at KOA Resort, boasting an impressive 9.8 rating, features free WiFi, free self-parking, and an outdoor pool with sun loungers. Travelers frequently praise the amazing staff, clean and spacious rooms, and the beautiful and convenient location. Many rooms also offer beautiful and large balconies. This hotel is conveniently located near Upper Sugarloaf Key and Upper Sugarloaf Sound.Other good budget choices include Looe Key Reef Resort and Sugar Loaf Lodge.Looe Key Reef Resort, with a 7.4 rating, offers free WiFi, free self-parking, and free RV, bus, and truck parking. It also has an outdoor pool with sun loungers and secured access. Guests find the location easy to find and convenient, and often highlight the clean rooms, friendly staff, and comfortable beds.Sugar Loaf Lodge, rated 8.2, provides free WiFi, free self-parking, and an outdoor pool. It is praised for its clean and great rooms, friendly and helpful staff, and an excellent, convenient location, with many guests appreciating the free parking and great patios. The lodge is also near Upper Sugarloaf Sound. View all budget hotels in Summerland Key
What are the most romantic hotels in Summerland Key for couples?
For a romantic getaway in Summerland Key, the Little Palm Island Resort & Spa - A Noble House Resort and the Sugarloaf Key Hotel at KOA Resort are excellent choices for couples.The 5-star Little Palm Island Resort & Spa - A Noble House Resort, boasting an impressive 9.8 rating, is designed for romance. It offers luxurious suites, couples dining experiences, and even massages on the beach. Guests can enjoy champagne service, designer toiletries, and a poolside bar. The resort features a private beach and provides opportunities for sailing right on-site. The ocean views and water views from the rooms add to the romantic ambiance.Another highly-rated option is the 3-star Sugarloaf Key Hotel at KOA Resort, with a 9.8 rating. Guests consistently praise the friendly and amazing staff, the clean and spacious rooms, and the beautiful, convenient location. The hotel features a lovely outdoor pool and many rooms include a furnished balcony, superb for enjoying the surroundings. It is conveniently located near Upper Sugarloaf Key and Upper Sugarloaf Sound. See all romantic hotels in Summerland Key
What are the best hotels in Summerland Key near Coupon Bight Aquatic Preserve?
For hotels in Summerland Key near Coupon Bight Aquatic Preserve, consider the Little Palm Island Resort & Spa - A Noble House Resort or Little Torch Cottages.The 5-star Little Palm Island Resort & Spa - A Noble House Resort, with an outstanding 9.8 rating, is located 2.7 miles from Coupon Bight Aquatic Preserve. This resort offers a luxurious experience with amenities such as a pool, massages on the beach, couples dining, and a beachfront restaurant. Guests can also enjoy champagne service, designer toiletries, and spacious suites with premium bedding. Sailing is available on-site, and the resort features a poolside bar and a private beach.Another excellent option is Little Torch Cottages, rated 9.2, which is 2.8 miles from Coupon Bight Aquatic Preserve. This property offers an outdoor pool with sun loungers, bicycle rentals, and complimentary self-parking and WiFi.
When is the best time to go to Summerland Key?
The best time to visit Summerland Key is during the dry season, from November to April, for optimal weather conditions.During these months, you'll experience lower humidity, less rainfall, and comfortable temperatures ranging from the mid-70s to low 80s Fahrenheit. This makes it ideal for enjoying outdoor activities like snorkeling, fishing, and boating without the discomfort of intense heat or frequent rain showers. The gentle breezes are superb for relaxing on the water or by the shore.Travelers looking for a tranquil escape will find the dry season particularly appealing. The pleasant weather allows for uninterrupted enjoyment of the natural beauty and marine life, making it a great time for couples seeking a peaceful getaway or solo travelers wanting to explore the Keys at their own pace.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Summerland Key.
How much is the nightly rate at a Summerland Key hotel?
Prices for hotels in Summerland Key often vary, but you can find a great deal from $100 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia