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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)
"Super cute place and nice people! Would definitely stay again."
United States
Natalie
The price is NT$4,997
NT$6,693 total
includes taxes & fees
Nov 30 - Dec 1
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)
"Very cute place, like at home, the lady on the desk is very sweet and helpful. Good price and close to Kea West."
United States
Mariia
The price is NT$3,252
NT$3,659 total
includes taxes & fees
Nov 30 - Dec 1
Sugar Loaf Lodge

3. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.8 out of 10, Good, (1,000 reviews)
"Everything was amazing staff was very accommodating would definitely recommend"
United States
Stephen
The price is NT$5,292
NT$5,954 total
includes taxes & fees
Nov 10 - Nov 11
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 NT$11,021
NT$23,782 total
includes taxes & fees
Nov 19 - Nov 20
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 NT$17,001
NT$32,061 total
includes taxes & fees
Nov 15 - Nov 16
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, (380 reviews)
"Great view , clean room and excellent staff ( Mr. shaggy )"
United States
Jordan
The price is NT$2,296
NT$7,203 total
includes taxes & fees
Dec 4 - Dec 5
Old Wooden Bridge Resort and Marina

7. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,302 reviews)
"Amazing hotel"
United States
Yamila
The price is NT$7,219
NT$10,102 total
includes taxes & fees
Nov 9 - Nov 10
Isla Bella Beach Resort & Spa

8. Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,572 reviews)
"Would definitely stay there again"
United States
John
The price is NT$6,179
NT$6,952 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn Key West FL

9. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,795 reviews)
"Great location and great staff!!"
United States
Kevin
The price is NT$3,879
NT$6,286 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Key West Resort & Marina

10. 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, (1,189 reviews)
"Amazing stay"
Canada
Sandra
The price is NT$4,161
NT$5,605 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

11. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,814 reviews)
"Very nice place to stay"
United States
ANTHONY
The price is NT$7,523
NT$10,544 total
includes taxes & fees
Nov 18 - Nov 19
Margaritaville Beach House Key West

12. Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,009 reviews)
"Absolutely perfect place to stay."
United States
Keith
The price is NT$5,756
NT$7,625 total
includes taxes & fees
Dec 2 - Dec 3
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

13. 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, (1,133 reviews)
"The hotel was a spectacular place near the airport."
United States
Suset
The price is NT$4,047
NT$5,662 total
includes taxes & fees
Nov 15 - Nov 16
DoubleTree Resort by Hilton Grand Key - Key West

14. 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, (1,134 reviews)
"Great resort, restaurant and bar!"
United States
Rick
The price is NT$4,553
NT$6,358 total
includes taxes & fees
Nov 15 - Nov 16
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

15. 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, (1,339 reviews)
"We were very impressed by the quality of this Hyatt Hotel!!"
United States
Frank
The price is NT$7,126
NT$9,495 total
includes taxes & fees
Nov 29 - Nov 30
Hyatt Vacation Club at Windward Pointe, Key West

16. 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, (1,288 reviews)
"It was clean, helpful staff, amazing location. Second time there and I hope to go back soon."
United States
Milton
The price is NT$7,776
NT$10,226 total
includes taxes & fees
Nov 29 - Nov 30
Hyatt Vacation Club at Beach House, Key West

17. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1,315 reviews)
"Good place to stay."
United States
Dharmesh Raju
The price is NT$3,798
NT$6,195 total
includes taxes & fees
Nov 30 - Dec 1
The Perry Hotel & Marina Key West

18. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.6 out of 10, Excellent, (2,779 reviews)
"Nice resort very family friendly"
United States
Sigrid A
The price is NT$4,110
NT$6,471 total
includes taxes & fees
Nov 15 - Nov 16
Blue Flamingo Resort Key West

19. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,484 reviews)
"Great stay! Would visit again."
United States
Chanele
The price is NT$4,442
NT$6,882 total
includes taxes & fees
Nov 29 - Nov 30
Parrot Key Hotel & Villas

20. Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (39 reviews)
"The room was clean and the location was perfect."
United States
Sandra
The price is NT$5,498
NT$9,105 total
includes taxes & fees
Nov 24 - Nov 25
Tranquility Guest House
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.

Where to stay in Summerland Key

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

Bay Point

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

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.

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.

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.

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 favorite seafood shacks serving fresh-caught Keys lobster.

A coastal pier extending into the sea, surrounded by rocky shores and greenery.

Top Summerland Key Hotel Reviews

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Outdoor Adventures: Experience guided saltwater seafaris, snorkeling, and fishing in the pristine waters surrounding Summerland Key.
  • Beautiful Beaches: Relax on serene beaches with soft sand and stunning views, perfect for a day of sun and fun.
  • Family-Friendly Activities: Enjoy picnic areas and charming spots like Picnic Island, ideal for family outings.
  • Scenic Exploration: Discover nearby national parks and beautiful islands for a blend of relaxation and adventure.
  • Diverse Accommodations: Choose from a variety of charming resorts and hotels to suit any budget.

Find great hotels near Summerland Key

Summerland Key offers a diverse selection of accommodations, from charming resorts to inviting hotels, perfect for families and adventure seekers alike. Whether you're looking for a beachfront getaway or a cozy holiday rental, you'll find a variety of options to enhance your vacation experience. Explore the best of Summerland Key, including Summerland Cove, and enjoy the perfect blend of relaxation and adventure in this beautiful Florida destination.

  • Oceans Edge Key West Resort, Hotel & Marina: This 4-star resort, located 31km from Summerland Key, offers a distinctive golf-themed experience combined with adventure. With a guest rating of 9.0, it caters to travelers seeking a pet-friendly getaway. Guests can enjoy onsite activities like fishing and boat tours, while adventure sports such as windsurfing and motorboating are available nearby. The property is equipped with amenities for pets, making it a great choice for those traveling with furry companions. The focus on outdoor recreation ensures a thrilling stay for adventure seekers.
  • Blue Flamingo Resort Key West: Situated 32km from Summerland Key, this 4-star resort boasts a guest rating of 8.4 and is ideal for families and adventure lovers. The hotel offers a variety of onsite and nearby activities, including snorkeling, swimming, and fishing. Families will appreciate the child-friendly amenities such as an arcade game room and foosball table, ensuring that younger guests are entertained. The inviting atmosphere and array of recreational options make it a fantastic choice for family vacations.
  • Hampton Inn Key West FL: A budget-friendly option located 34km from Summerland Key, this hotel has a guest rating of 9.0 and is perfect for travelers looking for a city-themed adventure. With various activities such as parasailing, snorkeling, and fishing within reach, guests can easily explore the vibrant surroundings. Its central location allows easy access to local attractions, making it convenient for those wanting to experience the essence of Key West. This hotel balances affordability with comfort, providing a great base for your vacation.

Where to stay in Summerland Key

Summerland Key, a tropical paradise in the Florida Keys, offers a perfect blend of relaxation and adventure. Explore the serene beaches, indulge in family-friendly activities, and savor the welcoming atmosphere of the island. Nearby Rockland Key provides additional outdoor excursions, while the surrounding waters invite you to dive into snorkeling and fishing adventures. Whether you seek budget-friendly options or luxurious experiences, Summerland Key promises an unforgettable getaway.

  • Cudjoe Key: Nestled in the Florida Keys, Cudjoe Key is a charming village that boasts an idyllic island atmosphere. Located near Summerland Key, this destination is a haven for outdoor enthusiasts and families alike. The peak travel season from July to September attracts visitors eager to enjoy its beautiful beaches and recreational areas. Cudjoe Key offers easy access to shopping centers and local attractions, including stunning beaches and the surrounding archipelago. The friendly community, combined with its natural beauty, makes Cudjoe Key a delightful spot to unwind and explore.
  • Sugarloaf Key: Another enchanting village within the Florida Keys, Sugarloaf Key is renowned for its picturesque beaches and outdoor adventures. This island gem is conveniently located near Summerland Key and experiences peak visitor numbers during March to April and September. Sugarloaf Key is a family-friendly destination, with a range of recreational areas and shopping venues. The tranquil beaches and scenic landscapes invite travelers to relax and enjoy the natural surroundings. With its moderate seasonal appeal, Sugarloaf Key is a fantastic choice for those looking to experience the beauty of the Keys.
  • Little Torch Key: Little Torch Key is a hidden gem in the Florida Keys, offering a quaint village atmosphere surrounded by stunning waterways and lush landscapes. Located close to Summerland Key, this island destination sees peak tourist activity from March to April and September, making it an attractive spot for families and outdoor lovers. Visitors can enjoy various recreational areas, shopping centers, and beautiful beaches. Little Torch Key is perfect for those seeking a peaceful escape while still being close to local attractions and the vibrant culture of the Keys.

Things to do in Summerland Key

Shopping

In Summerland Key, you can find charming local shops offering unique gifts and souvenirs. If you're up for a drive, visit the nearby Key West Historic District, where you'll discover a variety of boutiques, art galleries, and handcrafted items perfect for taking home a piece of the Keys.

Recreation

At the Islander Watersports, enjoy kayaking and paddleboarding amidst serene waters, perfect for reconnecting with nature. For relaxation, visit Spa at the Isle, where you can indulge in soothing massages and rejuvenating treatments to unwind after a day of exploration.

Adventure

Explore the crystal-clear waters around Summerland Key through kayaking and paddleboarding, where you can encounter vibrant marine life. For a thrilling experience, consider snorkeling at nearby coral reefs, immersing yourself in the stunning underwater ecosystem that Florida is renowned for.

Nightlife

Summerland Key offers a laid-back nightlife with local bars like the iconic Big Pine Key Boat Rentals for drinks and live music. For a more relaxed vibe, the nearby No Name Pub serves up good food and a casual atmosphere, making it a favorite among locals and visitors alike.

*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 from August to October for lower rates compared to the peak season from February to April. Booking your hotel about a month in advance can yield better deals, especially if you choose to stay on a Tuesday, the cheapest day. Use Expedia to find last-minute deals, filter by budget, and combine hotel stays with flights for additional savings. Look for eco-friendly options to support sustainability without breaking the bank, and don't forget to explore free activities in the area to enhance your experience.

  • 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 enables you to specify your budget, desired location, and additional preferences. You can easily arrange the results to display hotels from the lowest to highest price, ensuring you find the most affordable options first. Additionally, you have the ability to refine your search by hotel category—if you select the Eco-certified filter, you'll be shown sustainable and environmentally-friendly hotels that you can book.
  • 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 is a perfect destination for outdoor and family vacations, offering stunning beaches and scenic spots. Visitors can explore popular attractions in the Lower Florida Keys, including national parks and beautiful islands. Whether you're seeking relaxation by the beach or adventurous outdoor experiences, Summerland Key has something for everyone, making it an ideal choice for a memorable getaway.

  • Sugarloaf Beach: Experience the tranquil vibes of Sugarloaf Beach, a beautiful stretch of sand where you can relax under the sun or take a refreshing swim in the clear waters. The beach offers a laid-back atmosphere, making it ideal for picnics or leisurely strolls along the shoreline.
  • Upper Sugarloaf Sound: This stunning island provides a perfect blend of beach and outdoor experiences. Explore the scenic views, engage in water sports, or enjoy kayaking in the calm waters, surrounded by lush greenery and wildlife.
  • Upper Sugarloaf Key: Discover the charming neighborhood of Upper Sugarloaf Key, where you can immerse yourself in local culture. Enjoy dining at quaint restaurants and explore boutique shops that reflect the unique character of this coastal community.

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.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
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

Traveling to Summerland Key, Florida, is convenient via two major airports. Florida Keys Marathon Airport (MTH) is located 40km away and offers nearby accommodations such as the 4.5-star Isla Bella Beach Resort & Spa, just 6km from the airport, and the 4-star Tranquility Bay Beachfront Hotel and Resort, 5km away. Key West International Airport (EYW) is 34km from Summerland Key, with excellent hotel options like the 5-star Casa Marina Key West, Curio Collection by Hilton, 3km from the airport, and the 4-star Margaritaville Beach House Key West, only 2km away, ensuring easy access to your vacation destination.

Frequently Asked Questions

What are some of the best vacation rentals in Summerland Key?

Sugarloaf Key RV Resort & Cottages: Visitors like this Summerland Key vacation home rental. It 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 vacation rental also comes with free parking to give you added peace of mind. 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. See all available hotels listed as LGBTQ-friendly in Summerland Key.

What's the best pet-friendly accommodation in Summerland Key?

Sugarloaf Key Hotel at KOA Resort is a top hotel for people traveling with their pets, and offers a private beach and in-room kitchenettes for its human guests. Other good choices to stay with your pet include Parmer's Resort and Looe Key Reef 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. 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?

Travelers 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 636 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, Upper Sugarloaf Key, and Venture Out Keys. A couple of additional sights to add to your agenda are Upper Sugarloaf Sound and Sugarloaf Beach. 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.

What's the best place to stay in Summerland Key?

Based on our traveler 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.

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