Summerland Key Hotels

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Top 10 trending Summerland Key hotels

Our top choices for Summerland Key hotels

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!"
The price is €126
includes taxes & fees
10 Sept - 11 Sept
Parmer's Resort

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1000)
"Great sleep"
The price is €96
includes taxes & fees
7 Sept - 8 Sept
Sugar Loaf Lodge

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1000)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is €307
includes taxes & fees
20 Sept - 21 Sept
Looe Key Reef Resort

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. "
The price is €790
includes taxes & fees
13 Sept - 14 Sept
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!"
Little Torch Cottages

Isla Bella Beach Resort & Spa

5.0 star property
9.2 out of 10, Wonderful, (1036)
"Beauitful resort with lovely personal touches and very family friendly!"
The price is €276
includes taxes & fees
8 Sept - 9 Sept
Isla Bella Beach Resort & Spa

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1070)
"Very nice and relaxing. Staff was excellent and friendly"
The price is €174
includes taxes & fees
10 Sept - 11 Sept
Parrot Key Hotel & Villas

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1084)
"Great rooms awesome service beautiful pool!"
The price is €172
includes taxes & fees
18 Sept - 19 Sept
The Perry Hotel & Marina Key West

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1000)
"We enjoyed staying here and will definitely be back! "
The price is €92
includes taxes & fees
14 Sept - 15 Sept
Captain Pips Marina & Hideaway

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very good, (1000)
"Staff was great and property was extremely clean at all times. Very well maintained"
The price is €136
includes taxes & fees
11 Sept - 12 Sept
DoubleTree Resort by Hilton Grand Key - Key West

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1752)
"Loved this place. The vibe was all the way there. I will be visiting again soon and this is where we will be staying."
The price is €151
includes taxes & fees
18 Sept - 19 Sept
Havana Cabana at Key West

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1001)
"Love the place we had a great time"
The price is €272
includes taxes & fees
28 Sept - 29 Sept
Tranquility Bay Beachfront Hotel and Resort

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1003)
"Great stay! "
The price is €274
includes taxes & fees
7 Sept - 8 Sept
Opal Key Resort & Marina, Key West

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1074)
"Great property and excellent staff. Very clean and enjoyable stay."
The price is €127
includes taxes & fees
11 Sept - 12 Sept
Hilton Garden Inn Key West / The Keys Collection

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (1990)
"Great Hotel. "
The price is €143
includes taxes & fees
8 Sept - 9 Sept
Ibis Bay Beach Resort

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1029)
"Nice resort, great location. "
The price is €224
includes taxes & fees
17 Sept - 18 Sept
Hyatt Vacation Club at Beach House, Key West

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Infinity pool and bar area were lovely. Breakfast options were very good and bar menu had many excellent choices. "
The price is €164
includes taxes & fees
14 Sept - 15 Sept
Courtyard by Marriott Faro Blanco Resort

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1016)
"Great location and service. "
The price is €113
includes taxes & fees
10 Sept - 11 Sept
NYAH Key West - Adults Only

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1775)
"Great place to stay"
The price is €227
includes taxes & fees
18 Sept - 19 Sept
Margaritaville Beach House Key West

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1718)
"Amazing place to stay! "
The price is €212
includes taxes & fees
7 Sept - 8 Sept
Oceans Edge Key West Resort, Hotel & Marina
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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Check out resorts in Summerland Key

Hotels with an ocean view in Summerland Key you'll enjoy

These family-friendly hotels in Summerland Key may fit your trip

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Where to stay in Summerland Key

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

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Florida Keys Beaches and Sugarloaf Beach.

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Venture Out Keys.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Newfound Harbor Keys and Cook Island.

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 favourite seafood shacks serving fresh-caught Keys lobster.

Top Summerland Key Hotel Reviews

More cheap stays in Summerland Key

More cheap stays in Summerland Key

Find out more about Summerland Key

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Stunning Beaches: Summerland Key boasts beautiful beaches with soft sand and crystal-clear waters, perfect for relaxation and water activities.
  • Outdoor Adventures: Engage in thrilling outdoor activities like diving, fishing, and exploring nearby national parks.
  • Charming Accommodations: Enjoy a variety of budget-friendly options, from beach motels to family resorts, all equipped with essential amenities.
  • Family-Friendly Atmosphere: The welcoming environment makes it an excellent destination for family vacations.
  • Local Shopping and Dining: Explore local shops and savour delicious cuisine at nearby eateries.

Find great hotels near Summerland Key

Discover a delightful array of hotel accommodations in Summerland Key, where adventure meets relaxation. Choose from charming beach motels and family-friendly resorts, each offering essential amenities such as air conditioning and BBQ facilities. Whether you seek a tranquil beach vacation or exciting activities, Summerland Key provides the perfect base for your Floridian getaway.

  • Oceans Edge Key West Resort, Hotel & Marina: Experience a luxurious adventure at Oceans Edge Key West Resort, Hotel & Marina, a 4-star property located 30.6km from Summerland Key. This resort is ideal for business travellers and adventure seekers alike, offering multiple meeting rooms and a range of exciting activities. Guests can indulge in onsite boat tours, kayaking, and snorkeling or explore nearby parasailing and scooter rentals. With its focus on upscale amenities and recreational fun, this hotel provides a perfect blend of work and play in a stunning waterfront setting.
  • Blue Flamingo Resort Key West: Embrace the eco-friendly charm of Blue Flamingo Resort Key West, situated 32.2km from Summerland Key. This 4-star hotel is dedicated to sustainability and welcomes LGBTQIA travellers with open arms. Guests can enjoy a variety of adventure sports, including nearby snorkeling, hiking, and waterskiing, making it a great choice for those who love the great outdoors. The hotel's commitment to an eco-conscious lifestyle, coupled with its vibrant atmosphere, creates a unique retreat for adventurous spirits seeking a responsible vacation.
  • The Gates Hotel Key West Newly Renovated: The Gates Hotel Key West Newly Renovated is a family-friendly 4-star accommodation located 32.2km from Summerland Key. This eco-certified hotel is perfect for families, offering amenities such as window guards, free cribs, and a first aid kit, ensuring a safe environment for children. Pet owners will appreciate the welcoming policies, including designated areas for dogs and complimentary water bowls. The blend of sustainability and family-oriented services makes this hotel an excellent choice for those travelling with loved ones.

Where to stay in Summerland Key

Summerland Key offers a delightful escape for travellers seeking sun-soaked adventures and tranquil beach retreats. With its stunning Atlantic shoreline and charming cottage accommodations, visitors can indulge in outdoor activities and explore the nearby Crab Key. The friendly atmosphere and budget-friendly options make it an ideal destination for families. Whether you're enjoying the beach area or planning excursions, Summerland Key promises a memorable tropical getaway filled with relaxation and exploration.

  • Cudjoe Key: Nestled close to Summerland Key, Cudjoe Key is a charming village known for its stunning natural beauty as an island destination. Its seasonal visitor patterns peak from July to September, attracting those seeking outdoor adventures and family-friendly experiences. The area offers a variety of recreational options, including access to pristine beaches and shopping centres. Explore local landmarks such as the striking archipelago and enjoy leisurely beach days while soaking in the tranquil island atmosphere.
  • Little Torch Key: A delightful village, Little Torch Key is another island gem near Summerland Key, with peak tourist seasons in March to April and September. Visitors are drawn here for outdoor activities and family-oriented fun. The village features recreational areas and shopping spots, making it a convenient base for exploration. Local highlights include beautiful family-friendly beaches, where you can unwind or enjoy water sports, all amidst the breathtaking Florida Keys scenery.
  • Sugarloaf Key: Close to Summerland Key, Sugarloaf Key is a picturesque village characterized by its island charm. It experiences moderate seasonality in visitor numbers, with peak times in March to April and September. This destination is perfect for families and outdoor enthusiasts, offering shopping areas and recreational venues to explore. Notable attractions include beautiful beaches and the surrounding archipelago, providing plenty of opportunities for relaxation and adventure in the Florida sun.

Things to do near Summerland Key

Summerland Key offers a delightful blend of outdoor activities and family-friendly experiences, perfect for a beach holiday. You can explore the local recreational areas, enjoy shopping at the centre, or partake in a round of golf. Dive centres provide thrilling underwater adventures, while day trips allow you to discover the nearby attractions. This charming destination promises to keep visitors engaged and entertained throughout their stay.

Shopping

In Summerland Key, visit the Big Pine Key Flea Market, only 8.0km away, for a vibrant public market experience. If you're up for a drive, We Cycle Key West, located 38.6km away, offers cycling gear, while The Kite House, 37.0km away, features a fantastic selection of kites and beach items.

Recreation

The Key West Golf Club, located 32.2km from Summerland Key, offers a vibrant outdoor experience with its lush fairways and breathtaking views. For a touch of luxury, visit the Florida Keys Country Club, 37.0km away, where you can unwind in an elegant setting. Alternatively, the MLK Community Pool & Community Center, 38.6km distant, is perfect for family-friendly sports and relaxation.

Adventure

Experience the thrill of water sports at Pigeon Key, located 29.0km from Summerland Key. This vibrant venue offers an array of aquatic adventures amidst beautiful surroundings, perfect for those seeking excitement and outdoor fun in a stunning setting.

Nightlife

Experience the vibrant nightlife by visiting the Tennessee Williams Fine Art Center for a cultural evening, then catch a film at Regal Key West for a romantic cinematic experience. For a unique twist, enjoy a show at the Key West Burlesque Theater, blending entertainment and family-friendly vibes.

*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 on your visit to Summerland Key, consider travelling between August and October when accommodation prices are lower. Book your hotel about a month in advance, or explore last-minute deals on platforms like Expedia. Tuesdays are the cheapest days to stay, while Fridays tend to be pricier. Use Expedia’s search tool to filter by budget and preferences, including eco-friendly options. Combining hotel bookings with flights and activities can also lead to significant savings. Additionally, look out for local free activities and utilise public transport for economical travel around 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: The cheapest time to book a hotel in Summerland Key is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Summerland Key is Tuesday. The most expensive day to stay in Summerland Key is Friday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to specify your budget, desired location, and additional preferences. You can organise your search results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Moreover, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You may find it beneficial to save some money 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 perfect for outdoor and family vacations, offering a variety of attractions such as beautiful beaches, enchanting islands, and nearby national parks. Visitors can indulge in beach activities and outdoor adventures, making it an ideal destination for those seeking an adventurous experience amidst stunning natural surroundings.

  • Florida Keys Beaches: Located 12.9km from Summerland Key, Florida Keys Beaches offers a laid-back atmosphere with stunning sandy shores and crystal-clear waters. Perfect for sunbathing, swimming, and enjoying water sports, this beach is ideal for relaxation and soaking up the sun.
  • Upper Sugarloaf Sound: Nestled within Summerland Key, Upper Sugarloaf Sound is an enchanting island that boasts beautiful beachfronts and outdoor activities. Visitors can enjoy kayaking, paddleboarding, and exploring the natural surroundings, making it a haven for nature enthusiasts.
  • Upper Sugarloaf Key: This charming neighbourhood within Summerland Key exudes a vibrant city vibe, with local shops and eateries. It's a great place to experience the local culture and cuisine while enjoying the friendly atmosphere.

Best time to go to Summerland Key

The best time to visit Summerland Key is dependant 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 two major airports to consider. Key West International Airport (EYW) is situated 33.8km away, with excellent hotel options like the 5-star Casa Marina Key West, 3.2km from the airport, and the 4-star Margaritaville Beach House and Havana Cabana, both 1.6km away. Each offers seamless access to the airport. Alternatively, Florida Keys Marathon Airport (MTH) is located 40.2km away, with nearby accommodations including the 4.5-star Isla Bella Beach Resort & Spa, 6.4km from the airport, and the 4-star Tranquility Bay Beachfront Hotel, 4.8km from MTH, ensuring convenient travel options for your stay.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

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

Sugar Loaf Lodge is a favourite property for Expedia customers. This hotel offers a marina and a restaurant. Looe Key Reef Resort is another top choice for your stay based on reviews. See all available top hotels, or vacation rentals in Summerland Key.

What are some of the best holiday rentals that Summerland Key has to offer?

Old Florida Style, wrap around porch, boat basin for dockage, open water: This highly rated holiday home rental in Summerland Key is located by the ocean, and offers a garden, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. Other favourite homes for rent in Summerland Key are Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West and Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!. 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 refundable if you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you may still be able to cancel and receive 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 place to stay 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 dog-friendly accommodation option 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. Two other good options for you and 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 accommodation options with pools in Summerland Key?

Parmer's Resort: Features a private beach, an outdoor pool and daily. Sugar Loaf Lodge and Looe Key Reef Resort are two additional hotels that feature an on-site pool. View all hotels with pools in Summerland Key.

What is staying in Summerland Key like?

Those travelling to Summerland Key will definitely enjoy the sights to see and things to do. In Summerland Key, there are 606 hotels and other accommodation options 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 itinerary are Upper Sugarloaf Key and Coupon Bight Aquatic Preserve. Take a look at what more there is to see and do in Expedia's Summerland Key guide.

What's the seasonal weather in Summerland Key?

The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Summerland Key is 895 mm.