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Our top choices for Summerland Key hotels

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is SAR 2,110
SAR 3,850 total
includes taxes & fees
15 Mar - 16 Mar
Atlantic View Luxury Villa with Pool

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,000 reviews)
"Clean, convenient location. "
United States
Michael
The price is SAR 1,121
SAR 1,262 total
includes taxes & fees
3 Mar - 4 Mar
Sugar Loaf Lodge

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,002 reviews)
"Staff were amazing "
United States
Thomas
The price is SAR 1,043
SAR 1,296 total
includes taxes & fees
29 Mar - 30 Mar
Parmer's Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,001 reviews)
"Staff was great everything was fine had a fun sisters trip. Great tiki bar!"
United States
Jill
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 SAR 1,832
SAR 3,395 total
includes taxes & fees
29 Mar - 30 Mar
Starlight Serenity - Hideaway w Stunning Views

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1,001 reviews)
"Great hotel "
United States
David Zion
The price is SAR 1,234
SAR 1,494 total
includes taxes & fees
1 Mar - 2 Mar
The Laureate Key West

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
8.6 out of 10, Excellent, (1,001 reviews)
"Staff was wonderful, good variety of breakfast foods, shuttle to Old Town was so helpful! Loved the amenities, pool area was beautiful, kept very clean and comfortable. "
United States
Julie
The price is SAR 1,245
SAR 1,506 total
includes taxes & fees
11 Mar - 12 Mar
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,321 reviews)
"Definitely a place i will be staying going back to "
United States
Mary
The price is SAR 1,516
SAR 1,705 total
includes taxes & fees
30 Mar - 31 Mar
Hampton Inn Key West FL

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very Good, (1,205 reviews)
"Great place to stay!"
United States
Nicole
The price is SAR 1,152
SAR 1,402 total
includes taxes & fees
11 Mar - 12 Mar
Hilton Garden Inn Key West / The Keys Collection

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, (1,001 reviews)
"Nice place to stay. "
United States
David
The price is SAR 1,212
SAR 1,490 total
includes taxes & fees
24 Mar - 25 Mar
DoubleTree Resort by Hilton Grand Key - Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,018 reviews)
"Great place to stay!"
United States
Brenton
The price is SAR 1,755
SAR 2,143 total
includes taxes & fees
3 Mar - 4 Mar
Hyatt Vacation Club at Beach House, Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very Good, (2,107 reviews)
"Great ppl that work there! "
United States
Evan
The price is SAR 1,417
SAR 1,695 total
includes taxes & fees
23 Mar - 24 Mar
Ibis Bay Beach Resort

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
8.8 out of 10, Excellent, (1,000 reviews)
"Great hotel"
United States
Sang
The price is SAR 1,395
SAR 1,570 total
includes taxes & fees
25 Mar - 26 Mar
Courtyard by Marriott Key West Waterfront

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very Good, (1,953 reviews)
"Great hotel! "
United States
Farrah
The price is SAR 1,313
SAR 1,688 total
includes taxes & fees
10 Mar - 11 Mar
Blue Flamingo Resort Key West

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (304 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
Old Wooden Bridge Resort and Marina

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,780 reviews)
"Clean room, amazing food at the resort, and a courteous staff. Thank you for a great stay."
United States
michael
The price is SAR 1,384
SAR 1,801 total
includes taxes & fees
25 Mar - 26 Mar
Margaritaville Beach House Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1,182 reviews)
"Friendly Staff, clean hotel, great breakfast"
United States
Akiem
The price is SAR 1,177
SAR 1,429 total
includes taxes & fees
22 Mar - 23 Mar
Fairfield Inn and Suites by Marriott Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,306 reviews)
"Staff was amazing and very clean rooms and amenities "
Canada
giovanni
The price is SAR 1,400
SAR 1,790 total
includes taxes & fees
23 Mar - 24 Mar
Parrot Key Hotel & Villas

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 staff, beautiful rooms, very clean, great property "
United States
Uma
The price is SAR 1,707
SAR 2,090 total
includes taxes & fees
29 Mar - 30 Mar
Hyatt Vacation Club at Windward Pointe, Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,807 reviews)
"Good location and service"
United States
Weiling
The price is SAR 1,086
SAR 1,453 total
includes taxes & fees
4 Mar - 5 Mar
Oceans Edge Key West Resort, Hotel & Marina
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.

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Where to stay in Summerland Key

Find the best Summerland Key areas and neighborhoods for the activities you enjoy most.

Bay Point

Bay Point might not have many top sights, but Lower Sugarloaf Sound and Sugarloaf Beach are two attractions nearby that you can check out.

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 snorkeling. Visitors appreciate the quiet streets for evening strolls and stargazing.

Cutthroat Harbor Estates

Cutthroat Harbor Estates offers a tranquil slice of Florida Keys living with private boat docks and crystal-clear waters. This residential waterfront neighborhood 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.

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. Travelers can enjoy fishing, wildlife watching, and stargazing from their vacation rentals. The neighborhood's tropical charm comes alive with pastel homes on stilts surrounded by palm trees and native plants. A rental 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 Harbor 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.

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.

Aerial view of road to Key West with turquoise water and small island, Summerland Key, Florida, United States.

Top Summerland Key Hotel Reviews

More cheap stays in Summerland Key

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Outdoor Adventures: Enjoy activities like fishing, boating, and exploring the stunning Lower Keys, perfect for outdoor enthusiasts.
  • Beautiful Beaches: Relax on picturesque beaches with soft sand and clear waters, ideal for sunbathing and beach activities.
  • Family-Friendly Activities: Engage in fun activities such as miniature golf and recreational areas, making it a great spot for families.
  • Vibrant Marine Life: Discover the unique charm of the area while exploring the rich marine ecosystem through excursions.
  • Budget-Friendly Accommodations: Choose from a range of charming resorts and cozy hotels that cater to various budgets.

Find great hotels near Summerland Key

Summerland Key offers a delightful array of accommodations, perfect for those seeking adventure, family fun, or a relaxing beach vacation. From charming resorts to cozy hotels, you'll find options that cater to your needs. Explore the beauty of Summerland Cove and the surrounding areas, where beach houses provide a perfect getaway. Whether you're looking for thrilling activities or a peaceful retreat, Summerland Key has a lodging experience that awaits you.

  • Oceans Edge Key West Resort, Hotel & Marina: Set against a stunning backdrop of the Florida Keys, Oceans Edge Key West Resort, Hotel & Marina is a luxurious 4-star hotel that caters to golf enthusiasts and business travelers alike. Located 30.6km from Summerland Key, this resort features an on-site golf experience, ensuring guests can indulge in their passion for the sport. With upscale amenities, including a full-service marina, multiple pools, and exquisite dining options, it provides a perfect blend of relaxation and recreation. Whether you’re here for work or play, this resort sets the stage for a memorable stay.
  • Blue Flamingo Resort Key West: Nestled 32.2km from Summerland Key, Blue Flamingo Resort Key West offers a vibrant and inclusive atmosphere, making it an ideal choice for adventure seekers and eco-conscious travelers. This eco-certified 4-star resort is LGBTQIA welcoming and features a variety of adventure sports activities nearby, including windsurfing, parasailing, and sailing. Guests can enjoy a unique blend of relaxation and excitement, with lush tropical landscaping and a charming pool area that invites you to unwind after a day of exploration. Experience the perfect getaway that celebrates adventure and sustainability.
  • Hampton Inn Key West FL: Located 33.8km from Summerland Key in the heart of the city, Hampton Inn Key West FL is perfect for those looking for an adventurous city escape. This hotel offers an array of recreational activities, including kayaking, sailing, and bike rentals, ensuring that guests can fully immerse themselves in the vibrant local culture. Its modern amenities and comfortable accommodations provide a welcoming retreat after a day of exploration. With a focus on convenience and adventure, this hotel caters to travelers seeking both excitement and relaxation in a bustling environment.

Where to stay in Summerland Key

Summerland Key offers a tropical paradise for families and outdoor enthusiasts alike. Explore the stunning Lower Keys and experience the friendly atmosphere of Monroe County's waterfront havens. Enjoy beach activities, relax in the sun, or embark on exciting excursions that showcase the area's natural beauty. Nearby attractions provide ample opportunities for fishing, boating, and discovering the unique charm of this unincorporated community. Unwind in this budget-friendly haven where adventure and relaxation seamlessly blend.

  • Cudjoe Key: Nestled in the beautiful Florida Keys, Cudjoe Key is a charming village known for its stunning island scenery. The area is popular among tourists, especially from July to September, when outdoor and beach activities are in full swing. Visitors can enjoy a variety of experiences, including shopping at local centers and engaging in recreational activities. With its scenic beaches and nearby archipelago, Cudjoe Key is ideal for families seeking a relaxing getaway in nature.
  • Little Torch Key: A picturesque island village, Little Torch Key offers a vibrant travel experience, especially from March to April and September, when visitor numbers peak. Known for its family-friendly atmosphere, this key features beautiful beaches and numerous recreational areas. Travelers can explore shopping malls and indulge in outdoor activities while soaking up the sun. Little Torch Key is perfect for families looking to enjoy a laid-back vacation amidst stunning natural surroundings.
  • Sugarloaf Key: Sugarloaf Key stands out as a tranquil destination in the Florida Keys, attracting visitors primarily from March to April and September. With its inviting beaches and rich outdoor experiences, it’s a great spot for families. The village offers a mix of recreational areas and shopping options, making it easy to enjoy both relaxation and adventure. Nearby landmarks, including stunning islands and an enchanting archipelago, ensure that visitors leave with unforgettable memories of their time spent here.

Things to do near Summerland Key

Summerland Key offers a perfect blend of outdoor adventures and family-friendly activities. Visitors can enjoy the recreational areas, indulge in shopping at local malls, and engage in fun activities like miniature golf. With its beautiful beaches and vibrant tourist amenities, Summerland Key is an ideal destination for those looking to relax and explore the natural beauty of Florida.

Shopping

The Big Pine Key Flea Market, located 8.0km from Summerland Key, offers a vibrant atmosphere with local vendors and unique finds. If you're up for a drive, check out We Cycle Key West and The Kite House, both around 38.6km away, for specialty items and outdoor gear.

Recreation

Experience the serene Key West Golf Club, where lush greens and outdoor vibes enhance your game. Enjoy luxury at Florida Keys Country Club, offering upscale amenities. For family fun, MLK Community Pool & Community Center provides a refreshing pool and various activities in a sports-friendly atmosphere.

Adventure

Experience thrilling water sports at Pigeon Key, located 29.0km from Summerland Key. Enjoy activities like kayaking, paddleboarding, and snorkeling in crystal-clear waters, surrounded by vibrant marine life. This adventure spot is perfect for those seeking outdoor excitement and unforgettable memories.

Nightlife

In Summerland Key, the nightlife scene includes the Red Barn Theater and Waterfront Playhouse, both offering vibrant performances with a romantic and cultural flair, just 38.6km away. For a unique experience, the Key West Burlesque Theater, located 37.0km away, adds a lively twist to your evening entertainment.

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

Booking tips and Expedia advantages for Summerland Key

To save money on your trip to Summerland Key, consider visiting between August and October when prices are lower. Book your hotel about a month in advance for the best rates, and look for last-minute deals on platforms like Expedia. Tuesdays are the most affordable days to stay, while Fridays are pricier. Utilize Expedia’s filters to find budget-friendly accommodations and consider bundling your hotel, flights, and activities for extra savings. Don't forget to explore free local attractions and use 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: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Summerland Key hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Summerland Key

Summerland Key is an ideal destination for outdoor and family vacations, offering a variety of attractions such as beautiful beaches, stunning islands, and nearby national parks. Whether you're seeking adventure or relaxation, you'll find plenty of activities to enjoy in this picturesque area of the Florida Keys. Explore the natural beauty and vibrant marine life while making unforgettable memories with your loved ones.

  • National Key Deer Refuge Visitor Center: Located 9.7km from Summerland Key, this center offers a unique opportunity to learn about the endangered Key deer and the fragile ecosystem of the Florida Keys. Enjoy family-friendly outdoor activities and embark on adventurous trails that showcase the area's natural beauty.
  • Key West Visitors Center: Also situated 9.7km away, this center serves as the gateway to Key West's attractions. Experience engaging exhibits and information about local adventures, perfect for families and outdoor enthusiasts eager to explore the vibrant culture and history of the area.
  • Blue Hole: Just 8.0km from Summerland Key, this picturesque lake is ideal for a romantic outing. Enjoy stunning scenery and a serene atmosphere, perfect for a leisurely day outdoors, surrounded by nature's beauty.

Best time to go to Summerland Key

The best time to visit Summerland Key is dependent 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

To visit Summerland Key, you can fly into two major airports. Key West International Airport (EYW) is situated 33.8km away, with excellent hotel options nearby, such as the 5-star Casa Marina Key West, 3.2km from the airport, and the 4-star Margaritaville Beach House, only 1.6km away. Both hotels offer convenient access to the airport. Alternatively, Florida Keys Marathon Airport (MTH) is located 40.2km away, with accommodations like the 4.5-star Isla Bella Beach Resort & Spa, 6.4km from the airport, and the 4-star Tranquility Bay Beachfront Hotel, 4.8km away, providing easy transportation access to MTH.

Frequently asked questions

What's the best place to stay in Summerland Key?
Sugarloaf Key Hotel at KOA Resort is a favorite 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 vacation rentals in Summerland Key?
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West: Visitors like this Summerland Key vacation home rental. It is located by the ocean and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Other favorite homes for rent in Summerland Key are Private Secluded Ocean View & Pool Near Key West 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 fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Summerland Key.
Where can I learn more about changing or cancelling my trip to Summerland Key?
For additional details about updating your trip to Summerland Key or cancelling it, click here.
What's the best LGBTQ-friendly hotel in Summerland Key?
Parmer's Resort is one of the top choices for those in the LGBT community.
What's the best pet-friendly accommodation in Summerland Key?
Looe Key Reef Resort is a top dog-friendly hotel, and offers a restaurant and an outdoor pool for its human guests. Other good choices to stay with your pet include Parmer's Resort and Sugarloaf Key Hotel at KOA Resort. See more pet-friendly hotel accommodations in Summerland Key.
What are some accommodations with pools in Summerland Key?
Looe Key Reef Resort is a top hotel with an outdoor pool, free WiFi, and free parking. A couple of other options that offer an onsite 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 the best accommodation for staying close to Miami International Airport (MIA)?
Miami International Airport Hotel is a popular 3-star hotel featuring a restaurant and free WiFi. It's located a short 0.1 mi (0.1 km) from Miami Intl. Airport. Other accommodations within close proximity to the airport include Ramada by Wyndham Miami Springs/Miami International Airport and Comfort Suites Miami Airport North.
What is staying in Summerland Key like?
Those traveling to Summerland Key are sure to enjoy the sights to see and things to do. In Summerland Key, there are 605 hotels and other accommodations to choose from. Find out more about Summerland Key.
What are the top places to visit in Summerland Key?
Natural beauty is on display at Florida Keys Beaches, Sugarloaf Beach, and Crab Key. A couple of additional sights to add to your agenda are Venture Key and Venture Out Keys. Check out what more to see and do in Expedia's Summerland Key guide.
What's the weather like in Summerland Key?
The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Summerland Key is 35 inches.