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

Find hotels in Summerland Key, FL from ᅣ18,738

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

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, (1,010 reviews)
"A very nice property, friendly and helpful staff. Very relaxing stay by the water."
United States
John
The price is ᅣ17,914
ᅣ25,483 total
includes taxes & fees
Aug 11 - Aug 12
Parmer's Resort

2. Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,000 reviews)
"Great location with a nice pool. Plenty of parking and really friendly staff. Hope to stay here again."
United Kingdom
Christopher
The price is ᅣ21,078
ᅣ23,712 total
includes taxes & fees
Aug 17 - Aug 18
Looe Key Reef Resort

3. Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,000 reviews)
"A clean comfortable room, with a lovely view from the back patio! All staff were very helpful."
United States
Marjorie
The price is ᅣ19,441
ᅣ21,872 total
includes taxes & fees
Aug 16 - Aug 17
Sugar Loaf Lodge

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 ᅣ47,926
ᅣ111,535 total
includes taxes & fees
Aug 16 - Aug 17
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 ᅣ106,599
ᅣ184,252 total
includes taxes & fees
Aug 11 - Aug 12
Atlantic View Luxury Villa with Pool

6. Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (9 reviews)
"It was a great property, very clean room and excellent price. Staff was great."
United States
Hector
The price is ᅣ13,260
ᅣ29,436 total
includes taxes & fees
Aug 16 - Aug 17
Tranquility Guest House

7. 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, (1,063 reviews)
"Great accommodation"
United States
Fernando
The price is ᅣ18,951
ᅣ25,914 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8. The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.2 out of 10, Wonderful, (1,002 reviews)
"Excellent resort our second time there"
United States
Robert
The price is ᅣ25,976
ᅣ33,820 total
includes taxes & fees
Aug 3 - Aug 4
The Laureate Key West

9. Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,218 reviews)
"The rooms are always clean, no bugs, and walking distance to Sunset Grill."
United States
Cristina
The price is ᅣ13,535
ᅣ18,738 total
includes taxes & fees
Aug 30 - Aug 31
Knight's Key Suites

10. 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, (1,165 reviews)
"Lovely hotel, rooms very clean."
United Kingdom
joanne
The price is ᅣ23,437
ᅣ32,515 total
includes taxes & fees
Aug 16 - Aug 17
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

11. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,201 reviews)
"Great food and staff."
United States
Joshua
The price is ᅣ41,985
ᅣ57,289 total
includes taxes & fees
Aug 20 - Aug 21
Isla Bella Beach Resort & Spa

12. Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,013 reviews)
"The place was really nice"
United States
David
The price is ᅣ16,172
ᅣ22,788 total
includes taxes & fees
Aug 4 - Aug 5
Captain Pips Marina & Hideaway

13. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (359 reviews)
"We stayed in the 2 bedroom condo. It was spacious and clean. We enjoyed our time there."
United States
Kathy
The price is ᅣ15,796
ᅣ40,811 total
includes taxes & fees
Aug 11 - Aug 12
Old Wooden Bridge Resort and Marina

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

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,001 reviews)
"Property was amazing, staff was very friendly. Loved everything about this place."
United States
Evelyn
The price is ᅣ24,669
ᅣ34,185 total
includes taxes & fees
Aug 18 - Aug 19
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

15. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1,836 reviews)
"very nice place to go on family vacation, totally recommend"
United States
Alondra
The price is ᅣ20,083
ᅣ32,404 total
includes taxes & fees
Aug 18 - Aug 19
Hilton Key West Resort & Marina

16. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.0 out of 10, Wonderful, (141 reviews)
"This was the perfect place, right on the ocean and a full kitchen so you can cook your own meals. The room was very clean, I loved that they had a laundry basket and laundry detergent in the room for you, came in handy seeing as we stayed for 7 days. Amazing place to watch the sunset from a hammock and we got lucky enough to see some nurse sharks at the docks right outside of our hotel."
United States
Andrew Jackson
The price is ᅣ26,323
ᅣ34,222 total
includes taxes & fees
Aug 26 - Aug 27
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

17. Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very Good, (2,322 reviews)
"Beautiful room, amazing scenery, would definitely stay again."
United States
Jamie
The price is ᅣ27,348
ᅣ36,037 total
includes taxes & fees
Aug 6 - Aug 7
Ibis Bay Beach Resort

18. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,043 reviews)
"Nice staff and close to everything. I would stay there again"
United States
Alex
The price is ᅣ13,609
ᅣ26,338 total
includes taxes & fees
Aug 10 - Aug 11
Silver Palms Inn & Historic Homes

19. 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, (1,280 reviews)
"Great place to stay for a weekend"
United States
Oscar
The price is ᅣ19,088
ᅣ26,069 total
includes taxes & fees
Aug 20 - Aug 21
Hilton Garden Inn Key West / The Keys Collection

20. 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, (1,152 reviews)
"We were very pleased and definitely will be staying here again. Breakfast was good and the pool is great for the kids and adults."
United States
Kendall
The price is ᅣ21,892
ᅣ29,225 total
includes taxes & fees
Aug 11 - Aug 12
Fairfield Inn and Suites by Marriott Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Summerland Key

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

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.

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.

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 long bridge over turquoise waters with clear skies.

Top Summerland Key Hotel Reviews

More cheap stays in Summerland Key

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Outdoor Adventures: Summerland Key is perfect for family-friendly outdoor activities such as snorkeling, fishing, and exploring scenic parks.
  • Stunning Beaches: Enjoy beautiful beaches with crystal-clear waters, ideal for relaxation and water sports.
  • Community Atmosphere: Experience the warm, welcoming vibe of the local community, making it a great destination for families.
  • Accommodations for All: Choose from a range of lodging options, from cozy rentals to family-friendly resorts, tailored to your needs.
  • Picnic Areas and Islands: Relax in picturesque picnic spots surrounded by breathtaking scenery, perfect for a leisurely day outdoors.

Find great hotels near Summerland Key

Discover a delightful range of hotel accommodations in Summerland Key, Florida, perfect for your beach vacation experience. From family-friendly resorts to cozy holiday rentals, there's something to suit every traveler's needs. Whether you're seeking adventure or relaxation, Summerland Key offers a variety of options, including the popular Summerland Cove. Enjoy the charm of this beautiful area as you unwind in comfortable lodgings tailored to create lasting memories.

  • Oceans Edge Key West Resort, Hotel & Marina: Nestled 31km from Summerland Key, Oceans Edge Key West Resort, Hotel & Marina is a 4-star retreat tailored for adventure seekers and business travelers. With a guest rating of 9.0 out of 10, this hotel boasts a vibrant golf theme, offering on-site golfing experiences alongside a variety of adventure sports. Engage in kayaking or fishing right at the property, while parasailing and windsurfing await nearby. The resort's modern amenities and recreational activities make it an attractive choice for those looking to blend work and play in a luxurious setting.
  • Blue Flamingo Resort Key West: Located 32km from Summerland Key, Blue Flamingo Resort Key West is a family-friendly 4-star hotel with a guest rating of 8.4 out of 10. This resort is designed for families seeking both adventure and relaxation. With nearby swimming and snorkeling options, as well as unique activities like Segway tours and waterskiing, there's plenty to keep guests entertained. The property also prioritizes children with amenities such as games and safety features, making it a welcoming environment for families looking to create lasting memories during their vacation.
  • Hampton Inn Key West FL: A budget-friendly option located 34km from Summerland Key, Hampton Inn Key West FL holds a guest rating of 9.0 out of 10. This hotel is ideal for adventurous travelers who appreciate city life. With easy access to various activities such as sailing and snorkeling, guests can explore the vibrant surroundings. The city center location ensures convenience for dining and shopping, while on-site bicycle rentals and parasailing opportunities enhance the adventure experience. The welcoming atmosphere and practical amenities make it a solid choice for those looking to enjoy the excitement of Key West.

Where to stay in Summerland Key

Summerland Key offers a perfect blend of outdoor adventures and relaxation for travelers. Explore the beautiful beaches and vibrant waters surrounding the Florida Keys, ideal for snorkeling and fishing. Nearby, Rockland Key provides a peaceful retreat with its lush scenery. Experience the warm, friendly atmosphere of the local community, making it a great spot for family vacations. Whether you're seeking budget-friendly excursions or tropical relaxation, Summerland Key has something for everyone.

  • Cudjoe Key: Nestled close to Summerland Key, Cudjoe Key is a charming village that offers a quintessential island experience. Known for its seasonal traveler influx, particularly from July to September, visitors flock here to indulge in outdoor activities and beach fun, making it an excellent family destination. You can explore local shopping areas and recreational spots, while the nearby beaches and picturesque archipelago provide perfect backdrops for relaxation and adventure.
  • Sugarloaf Key: Located in proximity to Summerland Key, Sugarloaf Key is another delightful island village with a moderate seasonal appeal. The peak travel months of March to April and September attract families eager to enjoy beach activities and outdoor fun. Visitors can take advantage of local shopping areas and mall centers, while the inviting family beaches nearby offer the perfect setting for a memorable day in the sun. This area seamlessly blends relaxation with vibrant community life.
  • Little Torch Key: Just a short distance from Summerland Key, Little Torch Key is a picturesque village known for its seasonal charm. The peak travel times of March to April and September see families enjoying the outdoor offerings and beach experiences. With access to recreational areas and shopping venues, Little Torch Key provides a well-rounded travel experience. The local beaches are perfect for family outings, offering opportunities for swimming, sunbathing, and creating lasting memories in a beautiful island setting.

Things to do in Summerland Key

Shopping

In Summerland Key, you can explore local shops like the Summerland Key Market for unique souvenirs and gifts. If you're up for a drive, head to the nearby Key West for more extensive shopping options at places like the Mallory Square shops and boutiques along Duval Street.

Recreation

Summerland Key offers tranquil wellness retreats like the Islander Watersports, where you can unwind with paddleboarding and yoga sessions amid the stunning coastal scenery. Explore the peaceful beaches and indulge in rejuvenating spa treatments at local resorts, enhancing relaxation and connection with nature.

Adventure

Explore the vibrant underwater world while snorkeling at Looe Key National Marine Sanctuary, where colorful coral reefs and diverse marine life await. For a thrilling experience, try kayaking through the mangroves, offering a close encounter with nature and serene waterways teeming with wildlife.

Nightlife

Visit the Sunset Grill for a laid-back atmosphere and enjoy fresh seafood with stunning waterfront views. For a lively evening, check out the nearby Big Pine Key Fishing Lodge, where you can savor cocktails and dance to live music under the stars.

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

Find the best attractions near Summerland Key

Summerland Key is perfect for outdoor and beach vacations, offering a variety of attractions such as scenic spots, islands, and national parks. Visitors can explore the beautiful beaches, enjoy the breathtaking scenery, and discover local points of interest in the lower Florida Keys. With a focus on family-friendly activities, Summerland Key promises a memorable experience for travelers seeking adventure and relaxation near the coast.

  • Florida Keys Beaches: Located 13km from Summerland Key, Florida Keys Beaches offers a quintessential beach experience with soft sands and gentle waves. Ideal for sunbathing and swimming, this beach captures the laid-back vibe of the Keys, making it a great spot to unwind and soak up the sun.
  • Coupon Bight Aquatic Preserve: Situated 10km away, Coupon Bight Aquatic Preserve is a tranquil oasis that provides a romantic and family-friendly atmosphere. With its lush tropical surroundings and secluded spots, it's perfect for relaxing, kayaking, or simply enjoying the beauty of nature.
  • Calusa Beach: Just 16km from Summerland Key, Calusa Beach features pristine sands and picturesque views. Its inviting beach vibes create a welcoming environment for visitors looking to enjoy the sun, sand, and surf.

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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January71.1°F (21.7°C)No RainMostly SunnyAverageAverage
February72.1°F (22.3°C)No RainMostly SunnyAverageSlightly High
March73.2°F (22.9°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnySlightly HighSlightly High
May79.3°F (26.3°C)Light RainMostly SunnySlightly LowAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnyAverageSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.8°F (23.2°C)No RainMostly SunnyAverageAverage

The nearest major airports for your trip to Summerland Key

Traveling to Summerland Key, Florida, is convenient with two major airports nearby. Key West International Airport (EYW) is located 34km from Summerland Key, with several excellent hotel options such as the 5-star Casa Marina Key West, 3km away, and the 4-star Blue Flamingo Resort and Margaritaville Beach House, both 2km from the airport. Marathon Airport (MTH) is 40km from Summerland Key, featuring notable hotels like the 4.5-star Isla Bella Beach Resort & Spa, 6km away, and the 4-star Tranquility Bay Beachfront Hotel and Resort, 5km from MTH. Both airports offer accessible transportation options from these hotels.

Frequently asked questions

What's the best place to stay in Summerland Key?
Based on our traveler data, Sugarloaf Key RV Resort & Cottages is one of the top choices for your stay. This vacation home offers an outdoor pool and free parking. Other good options for your stay include Parmer's Resort and Sugarloaf Key Hotel at KOA Resort. See all available top hotels, or vacation rentals in Summerland Key.
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. Other favorite homes for rent in Summerland Key are Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West and A Tropical Luxury Getaway, Your own private resort!!. 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. A couple of other options that offer an onsite pool include Luxury Pull Thru Rv lot with access to all the Resorts amenities! and ISLAND PARADISE. View all hotels with pools in Summerland Key.
What is 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 625 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 Coupon Bight Aquatic Preserve 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.

Explore a world of travel with Expedia