Find hotels in Summerland Key, FL from $90

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Compare 607 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1001)
"Great sleep"
$99 nightly
The price is $111
Sep 3 - Sep 4
Total with taxes and fees
Sugar Loaf Lodge

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1014)
"It was a great place to stay!"
$95 nightly
The price is $107
Sep 3 - Sep 4
Total with taxes and fees
Captain Pips Marina & Hideaway

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Great place all around, will be going back in the future!"
$130 nightly
The price is $146
Sep 8 - Sep 9
Total with taxes and fees
Parmer's Resort

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1001)
"We only stayed one night but it was nice and we enjoyed ourselves."
$107 nightly
The price is $120
Sep 26 - Sep 27
Total with taxes and fees
Looe Key Reef Resort

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1235)
"Excellent accommodations, clean and friendly staff . I would definitely stay here again. "
$149 nightly
The price is $168
Sep 3 - Sep 4
Total with taxes and fees
Hampton Inn Key West FL

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1012)
"The satff is so nice, very confortable place, We really enjoyed our stayed. 1000000% recommended 👌 "
$99 nightly
The price is $111
Sep 3 - Sep 4
Total with taxes and fees
Authors of Key West Guest House

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
$874 nightly
The price is $983
Sep 13 - Sep 14
Total with taxes and fees
Atlantic View Luxury Villa with Pool

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
$551 nightly
The price is $620
Sep 7 - Sep 8
Total with taxes and fees
Little Torch Cottages

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (257)
"River boat houses, pool, kayak rentals. "
$217 nightly
The price is $245
Sep 7 - Sep 8
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1144)
"Great place "
$82 nightly
The price is $90
Sep 8 - Sep 9
Total with taxes and fees
Knight's Key Suites

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Infinity pool and bar area were lovely. Breakfast options were very good and bar menu had many excellent choices. "
$170 nightly
The price is $191
Sep 7 - Sep 8
Total with taxes and fees
Courtyard by Marriott Faro Blanco Resort

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4.0 star property
8.8 out of 10, Excellent, (1295)
"We recently stayed here with our family and found the service top notch, great selection for breakfast, our kids loved access to the infinity pool next door and the daily cookies at reception. "
$187 nightly
The price is $211
Sep 9 - Sep 10
Total with taxes and fees
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1014)
"Love the place we had a great time"
$281 nightly
The price is $317
Sep 23 - Sep 24
Total with taxes and fees
Tranquility Bay Beachfront Hotel and Resort

Isla Bella Beach Resort & Spa

5.0 star property
9.2 out of 10, Wonderful, (1046)
"Beauitful resort with lovely personal touches and very family friendly!"
$326 nightly
The price is $367
Sep 3 - Sep 4
Total with taxes and fees
Isla Bella Beach Resort & Spa

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1014)
"Great location and property"
$118 nightly
The price is $133
Sep 3 - Sep 4
Total with taxes and fees
NYAH Key West - Adults Only

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1008)
"Great hotel and service "
$204 nightly
The price is $230
Sep 3 - Sep 4
Total with taxes and fees
The Laureate Key West

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1768)
"Nice stay. "
$156 nightly
The price is $175
Sep 3 - Sep 4
Total with taxes and fees
Havana Cabana at Key West

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (161)
"The stay was beautiful "
$231 nightly
The price is $260
Sep 4 - Sep 5
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

Heron House Court - Adult Only

3.0 star property
9.0 out of 10, Wonderful, (1012)
"Good location for me.. Stayed here many times"
$114 nightly
The price is $129
Sep 4 - Sep 5
Total with taxes and fees
Heron House Court - Adult Only

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1071)
"Very nice and relaxing. Staff was excellent and friendly"
$165 nightly
The price is $186
Sep 15 - Sep 16
Total with taxes and fees
Parrot Key Hotel & Villas
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. Learn more about Summerland Key
Learn more about Summerland Key

Cutthroat Harbor Estates

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

Sugarloaf Shores

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

Cudjoe Gardens

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

Breezeswept Beach Estates

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

Stay near popular Summerland Key attractions

Upper Sugarloaf Sound
Upper Sugarloaf Sound

Upper Sugarloaf Sound

Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.

Sugarloaf Beach

Sugarloaf Beach

Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?

Upper Sugarloaf Key

Upper Sugarloaf Key

Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.

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.

Sugarloaf Shores showing a house, a sunset and a bay or harbor

Top Summerland Key Hotel Reviews

More cheap stays in Summerland Key

More cheap stays in Summerland Key

Hotels in Summerland Key with star-rating

Hotels in Summerland Key with star-rating

Find out more about Summerland Key

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Outdoor Adventures: Summerland Key is perfect for outdoor enthusiasts, offering activities like fishing, kayaking, and water sports.
  • Pristine Beaches: Enjoy the area's beautiful sandy shores, ideal for relaxation and family fun.
  • Charming Accommodations: Stay in stunning beach houses and resorts catering to various budgets.
  • Scenic Exploration: Discover the picturesque Lower Florida Keys and nearby natural parks.
  • Family-Friendly Atmosphere: Enjoy a welcoming community with activities for visitors of all ages.

Find great hotels near Summerland Key

Discover the perfect getaway in Summerland Key, Florida, where stunning beach houses and charming resorts await you. Whether you're seeking adventure, a family-friendly atmosphere, or a relaxing beach vacation, you'll find a variety of hotel accommodations tailored to your needs. Explore the beauty of Summerland Cove and enjoy exceptional amenities designed for an unforgettable stay in this tropical paradise.

  • Oceans Edge Key West Resort, Hotel & Marina: Experience luxury at Oceans Edge Key West Resort, Hotel & Marina, a stunning 4-star property located 19 miles from Summerland Key. Perfect for travelers seeking a golf-themed getaway, this resort offers a unique blend of indulgence and recreation. Guests can enjoy an exceptional golf experience on-site, with amenities designed for both relaxation and play. Pet lovers will appreciate the pet-friendly policies, allowing dogs and service animals, making it a welcoming spot for all. With its upscale accommodations and beautiful marina views, this resort is a perfect retreat for those looking to unwind in style.
  • Blue Flamingo Resort Key West: Adventure awaits at Blue Flamingo Resort Key West, a vibrant 4-star hotel situated 20 miles from Summerland Key. This property embraces a pet-friendly and LGBTQIA-welcoming atmosphere, making it ideal for diverse travelers. Guests can partake in exciting adventure sports nearby, including skydiving, sailing, and windsurfing, ensuring an action-packed stay. With its commitment to inclusivity and adventure, along with amenities like dog exercise areas, this resort offers a lively and welcoming environment for all guests looking to explore the beauty of the Florida Keys.
  • The Gates Hotel Key West Newly Renovated: Discover eco-conscious comfort at The Gates Hotel Key West Newly Renovated, located 20 miles from Summerland Key. This 4-star hotel is a haven for eco-friendly travelers, boasting eco-certification and sustainable practices. Guests can enjoy a range of adventure activities, such as snorkeling, kayaking, and hiking, all while being surrounded by the lush beauty of the Keys. The pet-friendly policy, including dog exercise areas and food/water bowls, ensures that your furry companions are welcomed too. This hotel combines modern amenities with an emphasis on sustainability for a memorable vacation experience.

Where to stay in Summerland Key

Embark on a memorable vacation in Summerland Key, where tropical charm meets outdoor adventure. Explore the scenic Lower Florida Keys and relax on pristine beaches, perfect for family fun and water activities. Discover the friendly atmosphere of nearby communities in Monroe County, and indulge in the area's waterfront havens. Whether you’re fishing, kayaking, or simply soaking up the sun, Summerland Key offers an ideal escape for budget-conscious travelers seeking a slice of paradise.

  • Cudjoe Key: Nestled near Summerland Key, Cudjoe Key is a charming village celebrated for its stunning natural beauty and outdoor adventures. As an island community, it features picturesque beaches and a laid-back atmosphere ideal for families. The peak travel season from July to September attracts visitors eager for outdoor activities and relaxation. Explore local recreational areas, shopping venues, and enjoy the unique allure of the surrounding archipelago. With its tranquil environment and family-friendly options, Cudjoe Key is a perfect getaway for those looking to connect with nature.
  • Little Torch Key: Also located near Summerland Key, Little Torch Key is a delightful village known for its serene beaches and inviting outdoor experiences. This idyllic island sees a surge of tourists from March to April and again in September, drawn by its family-oriented activities. Visitors can enjoy local recreational areas and shops while basking in the sun on the beautiful beaches. Little Torch Key’s charm lies in its ability to provide a peaceful retreat, perfect for families and outdoor enthusiasts alike, ensuring a memorable vacation experience.
  • Sugarloaf Key: Situated close to Summerland Key, Sugarloaf Key is a vibrant island village that invites travelers to explore its stunning landscapes. With a moderately seasonal influx of visitors, peaking in March to April and September, it offers a range of family-friendly activities and outdoor adventures. Discover local shopping areas, recreational spots, and picturesque beaches. The area's unique archipelago and tranquil ambiance make Sugarloaf Key an excellent choice for those seeking both relaxation and adventure in a beautiful island setting.

Things to do near Summerland Key

Summerland Key is an ideal destination for outdoor enthusiasts and families seeking a beach vacation. Visitors can enjoy a variety of activities, including trips to local recreational areas, shopping at the mall and nearby shops, and engaging in outdoor adventures. Don't miss the chance to play a round of miniature golf while taking advantage of the area's tourist amenities to enhance your stay.

Shopping

The Big Pine Key Flea Market, located 5 miles away, offers a lively atmosphere with various vendors perfect for gifts and souvenirs. If you're up for a drive, We Cycle Key West and The Kite House, both about 24 and 23 miles away respectively, provide unique shopping experiences.

Recreation

At the Key West Golf Club, enjoy a challenging round amidst scenic views and outdoor vibes, only 20 miles from Summerland Key. The Florida Keys Country Club offers a luxurious retreat with upscale amenities, located 23 miles away. For family fun, the MLK Community Pool provides a refreshing outdoor experience, just 24 miles away.

Adventure

Pigeon Key is an exhilarating water sports destination located 18 miles from Summerland Key. Here, you can indulge in thrilling activities like kayaking, paddleboarding, and snorkeling, all while soaking in the beautiful ocean views and vibrant marine life that the Florida Keys have to offer.

Nightlife

Experience the vibrant nightlife of Summerland Key by visiting the Key West Burlesque Theater for a mix of culture and entertainment, or enjoy the charm of the Waterfront Playhouse and Red Barn Theater, both offering romantic and family-friendly performances just a short drive away.

*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, when accommodation prices are lower. Book your hotel about a month in advance, and look for last-minute deals on Expedia. Tuesdays are the cheapest days to stay, while Fridays are pricier. Use Expedia’s search tool to filter options within your budget and combine your hotel with flight packages for better rates. Joining the One Key membership can also provide exclusive discounts and cash rewards for future stays. Don’t forget to explore free activities available in the area.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Summerland Key are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: 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: Utilize Expedia’s search tool to customize your options by setting your budget, selecting your desired location, and choosing the type of hotel you prefer. To find the best prices and deals available, simply sort the price filter from lowest to highest.
  • 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.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Summerland Key

Summerland Key offers an ideal setting for outdoor and family vacations, featuring beautiful beaches and stunning natural parks. Visitors can enjoy various activities such as exploring the nearby Florida Keys, engaging in adventurous water sports, or relaxing on the sandy shores. The area's attractions cater to those seeking adventure and outdoor experiences, making it a perfect getaway for beach lovers and nature enthusiasts alike.

  • Florida Keys Beaches: Located 8 miles from Summerland Key, this beach offers stunning vistas and a relaxed atmosphere. Enjoy sunbathing, swimming, and beachcombing while soaking in the quintessential Florida Keys vibes.
  • Upper Sugarloaf Sound: This picturesque island within Summerland Key features beautiful beaches and outdoor activities. Ideal for kayaking, paddleboarding, or simply enjoying nature, it provides a serene escape surrounded by tropical beauty.
  • Upper Sugarloaf Key: This charming neighborhood within Summerland Key boasts a blend of local culture and city vibes. Explore quaint shops, dine at local eateries, and experience the friendly, laid-back lifestyle of 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

When planning your trip to Summerland Key, you have a couple of airport options. Key West International Airport (EYW) is situated 21 miles away, with excellent hotel choices like the 5-star Casa Marina Key West, 2 miles from the airport, and the 4-star Margaritaville Beach House and Havana Cabana, both just 1 mile away. For those flying into Florida Keys Marathon Airport (MTH), located 25 miles from Summerland Key, the Isla Bella Beach Resort & Spa, 4 miles away, and Tranquility Bay Beachfront Hotel, 3 miles away, are both great options. Transportation services are easily accessible from each hotel to their respective airports.

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Explore a world of travel with Expedia

Frequently asked questions

What are the best hotels in Summerland Key that travelers recommend?
Sugarloaf Key Hotel at KOA Resort is a standout option for travelers seeking an exceptional experience, boasting an exceptional score of 9.8. This resort offers stunning resort views and a private beach area, allowing guests to unwind in a tranquil atmosphere. With evening entertainment, it provides both relaxation and excitement, making it a great destination for couples looking to enjoy romantic nights under the stars.
What are the best family hotels in Summerland Key?
Sugarloaf Key Hotel at KOA Resort is an exceptional family-friendly option in Summerland Key, boasting a stellar review score of 9.8 from guests. This property seamlessly blends adventure with convenience, making it a top choice for families looking to create lasting memories. Find more child-friendly accommodations in Summerland Key.
What are the top pet-friendly hotels in Summerland Key?
Sugarloaf Key Hotel at KOA Resort is a top-rated pet-friendly gem in Summerland Key, boasting a great rating of 9.8 from guests. This delightful resort welcomes furry companions, providing amenities such as food and water bowls, a dog exercise area, and even designated pet-friendly accommodations, ensuring that both you and your pet have a relaxing stay. See more pet-friendly hotels in Summerland Key.
What are the best budget hotels in Summerland Key?
Sugarloaf Key Hotel at KOA Resort is an outstanding option for travelers seeking a budget-friendly stay in Summerland Key, boasting a stellar rating of 9.8. Guests appreciate its inviting outdoor pool, which is secured for peace of mind, alongside a private sandy beach where families can relax and play. The hotel also offers convenient amenities such as free Wi-Fi, a kitchenette in each room for easy meal preparations, and complimentary self-parking, making it a practical choice for families on the go.

Another excellent family-friendly property is Parmer's Resort, which has earned a review score of 9.0. This charming resort features various accommodations with stunning ocean views and direct beach access. Families will love the complimentary breakfast and the availability of beach toys, ensuring a fun-filled day by the water. The onsite marina and free bicycles add an adventurous twist for those looking to explore the beautiful surroundings.

For travelers who may be visiting as couples or looking for a more intimate getaway, Little Torch Cottages also rates at 9.0 and offers a serene setting with shared outdoor pools and private balconies. It's a quaint retreat superb for those wanting to unwind in a picturesque environment.

Overall, whether you're traveling with family or seeking a peaceful escape, these options in Summerland Key provide top hotels that cater to various needs while ensuring a memorable experience. View all budget hotels in Summerland Key.
When is the best time to go to Summerland Key?
The most popular time to visit Summerland Key is from December to April, when the weather is pleasantly warm and inviting. During these months, average temperatures typically range from the mid-70s to low 80s Fahrenheit, making it ideal for beach activities, snorkeling, and enjoying the stunning natural beauty of the Florida Keys.

As you consider your travel plans, keep in mind that this period coincides with peak tourist season. Visitors flock to the area to escape colder climates, resulting in vibrant local events and a lively atmosphere. This is a superb time for those who appreciate attentive service and a variety of outdoor adventures, from kayaking through mangroves to exploring the exquisite coral reefs.

For travelers looking for a quieter, yet equally enjoyable experience, May brings many advantages. The weather remains warm, but with fewer crowds, you can explore the scenic spots at a more leisurely pace. This is also a great time to find better deals on accommodations and activities, allowing you to enjoy quality experiences without the peak season price tag.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Summerland Key hotel for you.
How can I save on a Summerland Key hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Summerland Key hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Summerland Key hotel?
Prices for hotels in Summerland Key often vary, but you can find a great deal from $90 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.