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, (1007)
"It was so nice experience to stay there."
United States
Tapas
The price is P11,714
P13,178 total
includes taxes & fees
Jan 28 - Jan 29
Sugar Loaf Lodge

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)
Located in Summerland Key, this villa offers multiple swimming options with a children's pool and relaxing hot tub. Enjoy convenient access to Florida Keys Beaches, plus free WiFi and parking. Upper Sugarloaf Key attractions await nearby.

"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 P33,118
P60,440 total
includes taxes & fees
Jan 16 - Jan 17
Atlantic View Luxury Villa with Pool

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1012)
"Gorgeous view, convenient location, friendly staff! "
United States
Sandra
The price is P12,134
P15,572 total
includes taxes & fees
Jan 11 - Jan 12
Parmer's Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1005)
"Staff very polite and accommodating. "
United States
Gregory Mark
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 P21,712
P44,098 total
includes taxes & fees
Jan 5 - Jan 6
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, (1002)
Waterfront elegance meets Key West charm at this coastal retreat. Just minutes from Duval Street and Smathers Beach, the hotel offers a refreshing indoor pool and 24-hour service. Nearby adventures include kayaking and snorkeling, with Hemingway's home a short drive away.

"It was great hotel. "
United States
Prateek
The price is P14,026
P17,434 total
includes taxes & fees
Jan 8 - Jan 9
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, (1008)
Embrace the tranquil atmosphere of this Key West hotel featuring a refreshing outdoor pool with poolside bar. Just minutes from Duval Street and Smathers Beach, guests enjoy convenient room service, free breakfast, and thoughtful courtyard spaces.

"Great place, close to everything, cleaned "
United States
Sindy
The price is P13,954
P17,353 total
includes taxes & fees
Jan 11 - Jan 12
Fairfield by Marriott Inn & Suites Key West at 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, (1014)
"Nice place to stay. "
United States
David
The price is P15,441
P19,358 total
includes taxes & fees
Jan 5 - Jan 6
DoubleTree Resort by Hilton Grand Key - Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1297)
Located just 5 minutes from Smathers Beach, this hotel offers a refreshing outdoor pool with a poolside bar. Guests enjoy a complimentary breakfast, rooms with refrigerators, and a 24-hour fitness center. The quiet atmosphere and stunning sunset views create a relaxing island experience.

"Everything about the place was awesome "
United States
Tammy
The price is P19,370
P21,791 total
includes taxes & fees
Jan 4 - Jan 5
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, (1175)
Enjoy American cuisine at The Garden Grille after a refreshing swim in the outdoor pool. This hotel offers a poolside bar, fitness center, and free area shuttle to explore nearby attractions. Guests praise the convenient location and helpful staff.

"Amazing hotel to stay"
United States
Harikrishna
The price is P15,249
P18,811 total
includes taxes & fees
Jan 4 - Jan 5
Hilton Garden Inn Key West / The Keys Collection

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very Good, (1816)
Dive into paradise at this Key West resort featuring 2 outdoor pools with poolside bars. Enjoy American cuisine at the Toasted Coconut restaurant after a workout in the 24-hour fitness center. Just a short drive from Duval Street and Smathers Beach with free WiFi.

"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is P14,254
P19,347 total
includes taxes & fees
Jan 5 - Jan 6
Blue Flamingo Resort Key West

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
8.8 out of 10, Excellent, (1005)
Experience Key West charm at this waterfront hotel just minutes from Duval Street. The outdoor pool, hot tub, and poolside bar create a relaxing retreat. Enjoy garden views, a coffee shop, and complimentary WiFi while staying near Florida Keys Beaches.

"Great location and free parking."
United States
xiaoqi
The price is P15,543
P17,486 total
includes taxes & fees
Jan 4 - Jan 5
Courtyard by Marriott Key West Waterfront

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, (1015)
Unwind at this coastal haven minutes from Duval Street, featuring a relaxing hot tub and bar/lounge. Free WiFi and parking enhance your stay near Smathers Beach and Hemingway's home. Clean rooms and helpful staff ensure a memorable Florida Keys escape.

"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
The price is P24,972
P30,743 total
includes taxes & fees
Jan 21 - Jan 22
Hyatt Vacation Club at 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
9.6 out of 10, Exceptional, (1009)
Experience island tranquility at this Key West hotel, just minutes from Smathers Beach and Duval Street. The resort offers a refreshing outdoor pool, hot tub, and convenient dining at the restaurant and snack bar. Free WiFi and parking add value to your Florida Keys escape.

"Clean rooms, great location."
United States
Shalaka
The price is P25,473
P31,306 total
includes taxes & fees
Jan 20 - Jan 21
Hyatt Vacation Club at Windward Pointe, 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, (284)
Immerse yourself in the Florida Keys at this cottage resort with a full-service marina. Enjoy kayaking, outdoor pool, and nearby Bahia Honda State Park. Each accommodation includes a microwave, refrigerator, flat-screen TV and free WiFi.

"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
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, (1793)
This beach hotel offers a refreshing outdoor pool and coastal ambiance just minutes from Smathers Beach and Duval Street. Enjoy a workout in the 24-hour fitness center, savor meals at the restaurant, or sip drinks at the bar.

"Great place! I really enjoyed my time in this establishment."
United States
Elijah
The price is P18,777
P24,911 total
includes taxes & fees
Jan 5 - Jan 6
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, (1193)
Unwind in this tranquil Key West retreat with a refreshing outdoor pool and poolside bar. Just a 5-minute drive from Duval Street and Florida Keys beaches, guests love the quiet atmosphere, convenient shuttle service, and complimentary breakfast.

"Good rooms and nice breakfast "
United States
Arun
The price is P12,953
P16,228 total
includes taxes & fees
Jan 19 - Jan 20
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, (1218)
Waterfront paradise featuring easy access to onsite kayaking and 4 pristine pools. The Grove Kitchen and Bar offers poolside dining, while a fitness center and beach shuttle add convenience. Just minutes from Duval Street and Smathers Beach.

"Excellent location, clean rooms, great staff"
United States
Vikas
The price is P14,459
P19,644 total
includes taxes & fees
Jan 11 - Jan 12
Parrot Key Hotel & Villas

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very Good, (2040)
"Clean rooms and nice location .."
United States
Orlando
The price is P12,134
P15,233 total
includes taxes & fees
Jan 4 - Jan 5
Ibis Bay Beach Resort

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (307)
Enjoy the relaxing atmosphere of this historic Key West retreat within walking distance to Mallory Square. Cool off in the outdoor pool, savor Caribbean cuisine at Perla, or unwind at one of 3 restaurants and 2 bars while exploring nearby attractions.

"The hotel was so elegant. Rooftop pool and bar had an amazing atmosphere and food. "
United States
Kelli
The price is P19,959
P24,441 total
includes taxes & fees
Jan 19 - Jan 20
La Concha Key West, Autograph 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

While Cutthroat Harbor Estates isn't home to many top sights, Venture Key and Venture Out Keys are some notable places to visit nearby.

Sugarloaf Shores

While Sugarloaf Shores isn't home to many top sights, Upper Sugarloaf Sound and Florida Keys Beaches are some notable places to visit nearby.

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Upper Sugarloaf Sound, some noteworthy sights in the nearby area.

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.

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Newfound Harbor Keys are some notable places to visit nearby.

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?
Sugar Loaf Lodge is a favorite with Expedia customers. This hotel offers a marina and a restaurant. Reviews from our site also recommend Parmer's Resort and Looe Key Reef Resort as top options for your visit. See all available top hotels, or 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?
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: Hotel located near Florida Keys Beaches. Features free self parking, an outdoor pool, and complimentary wireless internet access. Parmer's Resort and Sugar Loaf Lodge are two additional hotels with an onsite pool. View all hotels with pools in Summerland Key.
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 616 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 Venture Out Keys. A couple of additional sights to add to your agenda are Upper Sugarloaf Key and Coupon Bight Aquatic Preserve. 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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