Summerland Key Hotels

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Our top choices for Summerland Key hotels

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,001 reviews)
"We would go back here again, view was amazing. Enjoyed staying there "
United States
Oyuntseren
The price is P10,426
P11,730 total
includes taxes & fees
May 26 - May 27
Sugar Loaf Lodge

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,000 reviews)
"Staff was great rooms were clean well worth it "
United States
Dwain
The price is P10,540
P11,857 total
includes taxes & fees
Jun 8 - Jun 9
Looe Key Reef Resort

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,000 reviews)
"Excellent place for a family getaway."
Canada
Dean
The price is P8,338
P11,393 total
includes taxes & fees
May 26 - May 27
Parmer's Resort

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 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 P34,703
P63,334 total
includes taxes & fees
May 26 - May 27
Atlantic View Luxury Villa with Pool

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is P24,858
P50,488 total
includes taxes & fees
May 24 - May 25
Starlight Serenity - Hideaway w Stunning Views

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,156 reviews)
"Beautiful hotel, grounds and wonderful staff."
United States
Anna
The price is P15,293
P20,983 total
includes taxes & fees
May 31 - Jun 1
Isla Bella Beach Resort & Spa

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, (1,068 reviews)
"Great location and excellent villa! Enjoyed staying at the property."
United States
Marcia
The price is P22,497
P28,086 total
includes taxes & fees
Jun 15 - Jun 16
Hyatt Vacation Club at Beach House, Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,369 reviews)
"Amazing place to stay in. "
United States
Lilia
The price is P11,043
P12,424 total
includes taxes & fees
May 25 - May 26
Hampton Inn Key West FL

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)
"Awesome place"
United States
Kenier
The price is P10,523
P14,160 total
includes taxes & fees
Jun 8 - Jun 9
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

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, (1,015 reviews)
"Great stay"
United States
Terry
The price is P11,290
P15,130 total
includes taxes & fees
Jun 1 - Jun 2
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,002 reviews)
"The staff was very friendly and helpful. We loved the view from the Grouper room. Definitely would stay again."
United States
William
The price is P5,552
P7,981 total
includes taxes & fees
May 28 - May 29
Captain Pips Marina & Hideaway

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,195 reviews)
"Good value for money. Would definitely stay again "
Canada
Raghavan
The price is P5,736
P7,779 total
includes taxes & fees
May 28 - May 29
Knight's Key Suites

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,800 reviews)
"Very clean well maintained and overall great hotel"
United States
Christine M
The price is P13,881
P19,521 total
includes taxes & fees
May 31 - Jun 1
Margaritaville Beach House Key West

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, (1,092 reviews)
"Great location and hotel!"
United States
Lisa
The price is P22,647
P28,254 total
includes taxes & fees
Jun 3 - Jun 4
Hyatt Vacation Club at Windward Pointe, Key West

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (671 reviews)
"Great stay and staff."
United States
Brandon
The price is P14,369
P20,329 total
includes taxes & fees
Jun 14 - Jun 15
Casa Marina Key West, Curio Collection by Hilton

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort
4.0 star property
Marathon
8.8 out of 10, Excellent, (1,002 reviews)
"Beautiful Hotel"
United States
maybelis
The price is P15,745
P21,707 total
includes taxes & fees
Jun 17 - Jun 18
Tranquility Bay Beachfront Hotel and Resort

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (339 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is P7,163
P16,734 total
includes taxes & fees
May 27 - May 28
Old Wooden Bridge Resort and Marina

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, (1,023 reviews)
"Friendly staff, beautiful pool, absolutely loved shuttle driver Tony was so helpful!!"
United States
Stacey
The price is P9,824
P13,135 total
includes taxes & fees
Jun 7 - Jun 8
DoubleTree Resort by Hilton Grand Key - Key West

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,001 reviews)
"Great location. Staff was excellent and view of beach from balcony was beautiful."
United States
Lynn
The price is P13,450
P19,434 total
includes taxes & fees
May 25 - May 26
Hyatt Centric Key West Resort and Spa

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, (1,003 reviews)
"Breakfast was awesome and the pool area"
United States
Deetriss
The price is P8,822
P11,660 total
includes taxes & fees
May 31 - Jun 1
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
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.

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.

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.

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.

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

  • Stunning Beaches: Summerland Key boasts beautiful beaches with crystal-clear waters, perfect for relaxation and family outings.
  • Outdoor Adventures: Engage in a variety of activities such as miniature golf and exploring nearby national parks for a thrilling experience.
  • Charming Community: Experience the friendly atmosphere and local charm that make Summerland Key a welcoming destination.
  • Excursions and Attractions: Discover the breathtaking beauty of Monroe County and enjoy budget-friendly activities.
  • Comfortable Accommodations: Choose from a range of hotels and beach houses, ideal for families and adventure seekers alike.

Find great hotels near Summerland Key

Discover the charm of Summerland Key, Florida, where a variety of hotels and resorts await to enhance your beach vacation experience. Ideal for families and adventure seekers alike, the area offers comfortable accommodations, including beach houses and homes at Summerland Cove. Embrace the laid-back atmosphere and enjoy the stunning surroundings that make this destination a perfect retreat for travellers from around the world.

  • Oceans Edge Key West Resort, Hotel & Marina: Experience a luxurious getaway at Oceans Edge Key West Resort, where golf enthusiasts can indulge in a premium vacation experience. Located 30.6km from Summerland Key, this 4-star hotel offers an array of golf-themed activities and amenities. Guests can enjoy pet-friendly policies, making it a perfect choice for those wishing to travel with their furry friends. With its elegant accommodations and beautiful marina, this resort promises a blend of leisure and sophistication in a stunning tropical setting.
  • Blue Flamingo Resort Key West: Embrace adventure and eco-conscious living at Blue Flamingo Resort, positioned 32.2km from Summerland Key. This 4-star eco-certified property caters to business travellers and adventure seekers alike, providing a range of recreational activities including snorkelling, windsurfing, and fishing nearby. Guests will appreciate the resort’s commitment to sustainability while enjoying comfortable accommodations that encourage exploration of the vibrant local environment. This resort is a gateway for those wishing to experience Florida’s natural beauty along with a touch of corporate convenience.
  • Hampton Inn Key West FL: Nestled in the heart of the city, Hampton Inn Key West offers a delightful beachside retreat just 33.8km from Summerland Key. This hotel is perfect for travellers seeking a city-themed, pet-friendly experience. With direct access to the beach, guests can unwind under the sun or explore nearby attractions. The hotel’s welcoming atmosphere, combined with its convenient services and amenities for pets, makes it an ideal spot for families and beach lovers alike.

Where to stay in Summerland Key

Summerland Key, a charming island city in the Lower Florida Keys, offers an idyllic escape for families and outdoor enthusiasts. Explore the serene waterfront havens and experience the friendly atmosphere of the local community. Nearby attractions include the breathtaking beauty of Monroe County, where you can indulge in excursions, relaxation, and budget-friendly activities. Whether you’re seeking adventure or a peaceful retreat, Summerland Key and its surroundings promise an unforgettable vacation experience.

  • Cudjoe Key: Nestled in the heart of the Florida Keys, Cudjoe Key is a charming village that boasts a natural island setting. Renowned for its seasonal influx of tourists, the peak months from July to September draw families eager to enjoy its beautiful beaches and outdoor activities. Visitors can explore shopping areas and recreational venues, making it a perfect spot for a family getaway. The local landmarks, including pristine beaches and the surrounding archipelago, offer breathtaking views and opportunities for relaxation and adventure.
  • Little Torch Key: Another picturesque island village, Little Torch Key is famous for its family-friendly atmosphere and stunning natural beauty. The busiest times are during March to April and September, when tourists flock to its inviting beaches and outdoor spaces. Little Torch Key features several shopping areas and recreational centres, ensuring that visitors find plenty to do. The nearby family beach is a highlight, providing a perfect setting for sun-soaked days and fun-filled activities for all ages.
  • Sugarloaf Key: Sugarloaf Key is a delightful village that presents a mix of serene landscapes and lively attractions. Its visitor numbers peak during March to April and September, drawing those looking for a perfect beach escape. The area offers a blend of recreational options and shopping venues, catering to varied interests. Visitors can revel in the beautiful beaches that line the island, and the proximity to the stunning archipelago enhances the overall experience, making it an ideal destination for families and outdoor enthusiasts alike.

Things to do near Summerland Key

Summerland Key offers an ideal setting for beach and outdoor family vacations, featuring a range of activities such as visiting recreational areas, shopping centres, and enjoying outdoor adventures. Tourists can engage in miniature golf and explore the local attractions, ensuring a delightful experience during their trip to this charming destination.

Shopping

For a unique shopping experience, visit the Big Pine Key Flea Market, only 8.0km away, boasting a lively atmosphere with various vendors. If you're up for a drive, We Cycle Key West and The Kite House, both 23-38.6km away, offer distinct gifts and souvenirs.

Recreation

At Key West Golf Club, enjoy a day on the greens surrounded by stunning landscapes, perfect for both relaxation and friendly competition. Florida Keys Country Club offers an exclusive experience with luxury amenities, while MLK Community Pool & Community Center provides a family-friendly atmosphere for outdoor fun and fitness.

Adventure

Pigeon Key, located 29.0km from Summerland Key, offers thrilling water sports activities amidst a vibrant outdoor atmosphere. Experience kayaking, paddleboarding, and snorkelling in crystal-clear waters, surrounded by stunning marine life. It's a perfect spot for adventure seekers looking to explore the beauty of Florida's Keys.

Nightlife

Experience the vibrant nightlife at the Tennessee Williams Fine Art Center, offering a mix of romance and culture, only 32.2km away. For a family-friendly film night, visit Regal Key West, located 33.8km away. Don’t miss the Red Barn Theater, 38.6km away, for an enchanting evening of 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 for lower accommodation prices. Booking a month in advance often yields the best rates, and Tuesday is typically the cheapest day to stay. Use Expedia's search tool to filter by budget and location, and look for last-minute deals. Combining your hotel, flights, and activities into a package can lead to additional savings. For public transport, make use of local buses, and explore free activities such as enjoying the natural beauty of the Keys to keep costs down.

  • 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: Booking a hotel in Summerland Key about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • 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: Utilise Expedia's search tool to refine your preferences, including your budget, preferred location, and ideal hotel type. To uncover the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially reduce your expenses by combining your Summerland Key hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Summerland Key

Summerland Key is an idyllic destination for beach lovers and families seeking outdoor adventures. Visitors can explore stunning beaches, captivating islands, and nearby national parks, providing a perfect blend of relaxation and excitement. The local attractions cater to those yearning for adventure and unique experiences in the Florida Keys, making it an ideal spot for a memorable vacation.

  • Coupon Bight Aquatic Preserve: Located 9.7km from Summerland Key, this enchanting aquatic preserve offers a romantic and family-friendly atmosphere. Enjoy tranquil moments in a tropical setting, perfect for relaxation and seclusion, while exploring its diverse marine life.
  • Florida Keys Beaches: Situated 12.9km away, the Florida Keys Beaches are the epitome of beach vibes. With powdery sands and crystal-clear waters, it's ideal for sunbathing, swimming, and beachcombing, providing a quintessential Floridian experience.
  • Upper Sugarloaf Key: Nestled within Summerland Key, Upper Sugarloaf Key is a vibrant neighbourhood that encapsulates city vibes. Discover local shops, eateries, and a friendly community that enhances your visit to the Florida Keys.

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

For your visit to Summerland Key, you can fly into two major airports. Key West International Airport (EYW) is situated 33.8km away, with excellent hotel options such as Casa Marina Key West, Margaritaville Beach House, and Oceans Edge Key West Resort, all conveniently accessible from the airport. Alternatively, you may consider Marathon Airport (MTH), located 40.2km from Summerland Key. Nearby accommodation includes Isla Bella Beach Resort & Spa and Tranquility Bay Beachfront Hotel, both within a few miles of the airport. These hotels provide easy access to Marathon Airport, ensuring a smooth transition to your vacation in the beautiful Florida Keys.

Frequently asked questions

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 Sugar Loaf Lodge. 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. 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.
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 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 621 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 Sugarloaf Beach. A couple of additional sights to add to your agenda are Venture Out Keys and Upper Sugarloaf Sound. 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.

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