Find hotels in Summerland Key, FL from CA $103

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Compare 606 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1014)
"Great location "
The price is CA $108
CA $184 total
includes taxes & fees
Aug 6 - Aug 7
NYAH Key West - Adults Only

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1009)
"It was a great place to stay!"
The price is CA $119
CA $173 total
includes taxes & fees
Aug 27 - Aug 28
Captain Pips Marina & Hideaway

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1005)
"Good to stay for a night ! "
The price is CA $136
CA $153 total
includes taxes & fees
Aug 10 - Aug 11
Sugar Loaf Lodge

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Very nice place."
The price is CA $166
CA $231 total
includes taxes & fees
Aug 26 - Aug 27
Parmer's Resort

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1013)
"Great location , close to attractions , great price and good breakfast "
The price is CA $122
CA $169 total
includes taxes & fees
Jul 31 - Aug 1
Authors of Key West Guest House

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1004)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is CA $146
CA $165 total
includes taxes & fees
Aug 3 - Aug 4
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 CA $818
CA $1,401 total
includes taxes & fees
Aug 2 - Aug 3
Atlantic View Luxury Villa with Pool

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (252)
"I love ❤️ this place "
The price is CA $155
CA $368 total
includes taxes & fees
Aug 12 - Aug 13
Old Wooden Bridge Resort and Marina

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1130)
"It was an amazing place with a nice pool, close to Key West. The kitchen and the needs were good ! The employees are really nice ! I highly recommend this place !"
The price is CA $103
CA $145 total
includes taxes & fees
Aug 3 - Aug 4
Knight's Key Suites

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4.0 star property
8.8 out of 10, Excellent, (1308)
"Great stay "
The price is CA $197
CA $275 total
includes taxes & fees
Aug 28 - Aug 29
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.0 out of 10, Wonderful, (1017)
"Very nice resort! Felt very much like a resort:)"
The price is CA $185
CA $263 total
includes taxes & fees
Aug 10 - Aug 11
Courtyard by Marriott Faro Blanco Resort

Isla Bella Beach Resort & Spa

5.0 star property
9.2 out of 10, Wonderful, (1017)
"Enjoyed our weekend stay at this property!!"
The price is CA $361
CA $489 total
includes taxes & fees
Aug 28 - Aug 29
Isla Bella Beach Resort & Spa

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1012)
"Very peaceful, quiet resort close to everything. Staff and service was terrific throughout the resort and responded quickly when needed. Would love to visit again. "
The price is CA $267
CA $388 total
includes taxes & fees
Aug 18 - Aug 19
Tranquility Bay Beachfront Hotel and Resort

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (2027)
"Good resort "
The price is CA $165
CA $222 total
includes taxes & fees
Jul 30 - Jul 31
Ibis Bay Beach Resort

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1050)
"Great location, food and space"
The price is CA $194
CA $297 total
includes taxes & fees
Aug 28 - Aug 29
Parrot Key Hotel & Villas

Artist House Key West

3.5 star property
9.8 out of 10, Exceptional, (405)
"Very nice B&B close to everything."
The price is CA $186
CA $209 total
includes taxes & fees
Aug 12 - Aug 13
Artist House Key West

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1146)
"It was a great place to stay right in the mix of everything to do!! Staff was great love smaller mom and pop places to stay"
The price is CA $160
CA $219 total
includes taxes & fees
Aug 27 - Aug 28
Southwinds Motel

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1135)
"Good place to stay"
The price is CA $159
CA $218 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn and Suites by Marriott Key West

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (870)
"beautiful place in the perfect spot!"
The price is CA $147
CA $165 total
includes taxes & fees
Aug 12 - Aug 13
L'Habitation Guest House

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1051)
"Good hotel and it includes breakfast!"
The price is CA $142
CA $198 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Key West / 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. Learn more about Summerland Key
Learn more about Summerland Key
Cutthroat Harbor Estates map

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 map

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 map

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 map

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.

Learn more about Summerland Key

Check out the local area in Summerland Key—home to attractions like Florida Keys Beaches and Sugarloaf Beach.

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.

Find out more about Summerland Key

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Outdoor Adventures: Engage in sailing, sandbar tours, and snorkelling in the crystal-clear waters, perfect for families and outdoor enthusiasts.
  • Stunning Beaches: Relax on picturesque beaches that offer beautiful landscapes and breathtaking sunsets.
  • Vibrant Marine Life: Explore vibrant underwater ecosystems while diving or snorkelling, a must for marine life enthusiasts.
  • Charming Local Culture: Experience the warm hospitality of friendly locals while enjoying leisurely strolls along the scenic boat docks.
  • Diverse Accommodations: Choose from a range of hotels and vacation rentals, catering to all budgets and preferences.

Find great hotels in Summerland Key

Explore a diverse selection of hotel accommodations in Summerland Key, Florida, ranging from budget-friendly 2-star options to luxurious 4-star resorts. Whether you're seeking a thrilling adventure, a pet-friendly getaway, or business-focused amenities, you'll find an ideal vacation rental or home to suit your needs in this picturesque area of the Florida Keys.

  • Oceans Edge Key West Resort, Hotel & Marina: Experience the thrill of adventure at Oceans Edge Key West Resort, Hotel & Marina, located 30.6km from Summerland Key. This 4-star resort is a haven for adventure seekers and golf enthusiasts alike, boasting a range of exciting activities from onsite kayaking and scooter rentals to nearby windsurfing and parasailing. Pet lovers will appreciate the pet-friendly policy, allowing dogs and service animals with applicable fees. The resort offers a perfect blend of relaxation and recreation, ensuring that guests can indulge in both leisure and excitement during their stay.
  • 24 North Hotel Key West - Newly Renovated: Newly revitalized, 24 North Hotel Key West is an eco-certified 4-star hotel located 32.2km from Summerland Key. This hotel is ideal for eco-conscious travellers and business guests alike, featuring a Business Centre, multiple meeting rooms, and conference space all included in the resort fee. Adventure enthusiasts can explore nearby Segway tours, parasailing, and kayaking. The commitment to sustainability is evident in its green practices, making it a standout choice for those wanting a responsible and professional travel experience without compromising on comfort.
  • The Perry Hotel & Marina Key West: Set 32.2km from Summerland Key, The Perry Hotel & Marina Key West invites guests to embrace the thrill of adventure. This 4-star hotel caters to both business travellers and pet owners, featuring a well-equipped meeting room and conference space. Guests can enjoy a variety of water sports such as onsite sailing and motorboating, along with kayaking. The pet policy includes a dedicated dog exercise area, ensuring that furry friends are well accommodated. With a perfect mix of business facilities and recreational activities, The Perry Hotel is an excellent choice for all types of travellers.

Where to stay in Summerland Key

Summerland Key, a picturesque island in the Florida Keys, offers a delightful blend of outdoor adventures and beach relaxation for families and couples alike. Explore the vibrant marine life while snorkelling or diving in the crystal-clear waters. Enjoy leisurely strolls along the charming boat docks, and experience the warm hospitality of friendly locals. Nearby attractions enhance your Florida Keys vacation, ensuring a memorable escape filled with beautiful landscapes and romantic moments.

  • Cudjoe Key: Nestled in the beautiful Florida Keys, Cudjoe Key is a charming village known for its stunning island landscapes. Situated near Summerland Key, it attracts visitors primarily during the peak season from July to September. Travellers flock here for outdoor adventures, beach outings, and family-friendly experiences. Enjoy the local recreational areas and vibrant shopping scene, featuring various shopping centres. Key landmarks include beautiful beaches and picturesque islands, making it an ideal destination for those seeking relaxation and fun in the sun.
  • Sugarloaf Key: Sugarloaf Key is another delightful village in the Florida Keys, located just a short distance from Summerland Key. This island paradise sees a moderate influx of visitors, particularly from March to April and September. Known for its outdoor activities and family-friendly atmosphere, Sugarloaf Key offers excellent shopping areas and recreational spots. Its proximity to beautiful beaches and islands ensures that you can unwind and soak in the natural beauty that surrounds you. This destination is perfect for families looking to create lasting memories together.
  • Little Torch Key: A serene escape, Little Torch Key is a picturesque village that showcases the natural beauty of the Florida Keys. Located near Summerland Key, it experiences seasonal visitor patterns, peaking from March to April and September. Visitors come for outdoor activities, family beach experiences, and a laid-back atmosphere. With access to recreational areas and shopping, this village makes for a well-rounded vacation spot. Families will particularly enjoy the family-friendly beaches and the tranquil environment, making it an ideal location for relaxation and exploration.

Things to do in Summerland Key

Summerland Key is perfect for outdoor family vacations, offering a range of activities such as sailing adventures, sandbar tours, and excursions to Key West. You can also enjoy yoga sessions amidst the beautiful surroundings. With its recreational areas and shopping centres, there's something for everyone to experience while soaking up the sun on the stunning beaches of Florida.

Shopping

In Summerland Key, visit the Big Pine Key Flea Market, only 8.0km away, for a vibrant local shopping experience. If you're up for a drive, The Kite House and We Cycle Key West are 23 and 38.6km away, respectively, offering unique gifts and souvenirs.

Recreation

Experience a round of golf at Key West Golf Club, where you can enjoy the lush landscapes and outdoor vibes. For a touch of luxury, visit Florida Keys Country Club, perfect for unwinding. Families will love the MLK Community Pool & Community Center, offering fun and recreational activities for all ages.

Adventure

Experience the thrill of water sports at Pigeon Key, located 29.0km from Summerland Key. Enjoy activities like kayaking, paddleboarding, and snorkelling in a stunning natural setting, perfect for adventure enthusiasts seeking outdoor excitement and breathtaking views of the surrounding waters.

Nightlife

Experience the vibrant nightlife of Summerland Key by venturing to the nearby Key West Burlesque Theater for a captivating show. Alternatively, enjoy a performance at the Waterfront Playhouse or the Red Barn Theater, both offering rich culture and family-friendly entertainment just a short drive away.

Booking tips and Expedia advantages for Summerland Key

To save money on your trip to Summerland Key, visit during the off-peak season from August to October when prices are lower. Book your hotel about a month in advance or check last-minute deals on Expedia for potential savings. Tuesday is the cheapest day to stay, while Fridays are the most expensive. Take advantage of free activities like Cook Island and Looe Key National Marine Sanctuary, and consider combining your hotel, flights, and activities into an Expedia package for further discounts. Use the price filter on Expedia to find the best value accommodations.

  • 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: Utilize Expedia's search tool to refine your choices based on your budget, desired location, and preferred hotel type. For instance, selecting the "Eco-certified" filter will showcase hotels that prioritize sustainability and eco-friendliness, available for your stay. To discover the best prices and offers, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save some funds by combining your Summerland Key hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Summerland Key

Summerland Key is an ideal destination for outdoor enthusiasts and families seeking a beach vacation. Visitors can explore a variety of attractions, including the stunning Jewel of Summerland Key, the scenic Ocean Drive, and the prestigious offerings of the area. With its beautiful beaches and nearby national parks, Summerland Key promises an adventurous experience that caters to every traveller's interests.

  • Florida Keys Beaches: Located 12.9km from Summerland Key, Florida Keys Beaches offers a quintessential beach experience. With its soft sands and crystal-clear waters, it's perfect for sunbathing, swimming, or simply relaxing amidst the beautiful coastal scenery.
  • Upper Sugarloaf Key: This charming neighbourhood within Summerland Key exudes a vibrant city vibe. Explore local shops and eateries, and immerse yourself in the friendly atmosphere that makes this area truly unique.
  • Upper Sugarloaf Sound: An idyllic island that invites outdoor enthusiasts, Upper Sugarloaf Sound boasts stunning beach vibes. Enjoy kayaking, paddleboarding, or simply soaking in the sun while surrounded by breathtaking natural beauty.

Best time to go to Summerland Key

Visitor numbers in Summerland Key is generally unchanged in popularity throughout the year. 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January71.1°F (21.7°C)No Rain (Dry)Mostly SunnyAverageAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnyAverageSlightly High
March73.2°F (22.9°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly 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 Rain (Dry)Mostly SunnyAverageAverage

The nearest major airports for your trip to Summerland Key

To visit Summerland Key, you can fly into two major airports. Key West International Airport (EYW) is situated 33.8km away, with excellent hotel options like the 5-star Casa Marina Key West, located 3.2km from the airport, and the 4-star Margaritaville Beach House, just 1.6km away. Both are easily accessible from EYW. Alternatively, Florida Keys Marathon Airport (MTH) is 40.2km away, with nearby accommodations such as the 4.5-star Isla Bella Beach Resort, 6.4km from the airport, and the 4-star Tranquility Bay Beachfront Hotel, 4.8km away. Both hotels offer convenient access to MTH.

Frequently asked questions

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

Sugarloaf Key Hotel at KOA Resort is a favorite property for Expedia customers. This hotel offers a marina and a private beach. Reviews from our site also recommend Sugar Loaf Lodge and Looe Key Reef Resort as top options for your visit. See all available top hotels, or vacation rentals in Summerland Key.

What are some of the best vacation rentals in Summerland Key?

Old Florida Style, wrap around porch, boat basin for dockage, open water: Visitors like this Summerland Key vacation home rental. It 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 you can cook with friends or family. Other favorite homes for rent in Summerland Key are JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community! and Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West. See all vacation rentals in Summerland Key.

If I need to cancel my hotel reservation in Summerland Key, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Summerland Key.

Where can I learn more about changing or cancelling my trip to Summerland Key?

For additional details about updating your trip to Summerland Key or cancelling it, click here.

What's the best hotel for a romantic getaway to Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a favorite resort for couples, and features jetted bathtubs and a full-service spa. See all romantic hotels 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.

Where is the best hotel to stay with easy access to Reel Deal Fishing Charters?

Looe Key Reef Resort is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and an outdoor pool. It's located 2.5 mi (4 km) from Reel Deal Fishing Charters. Other good options within 5 miles include Oceanfront Million $$ View and Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West.

What about the best place to stay close to MiLo Watersports?

One of the top choices for your stay is Looe Key Reef Resort, located 2.4 mi (3.8 km) from MiLo Watersports, and this hotel offers a restaurant and an outdoor pool. Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West and Bo's Tropical Get-away- 3yaks,1 Paddleboard,4bikes, Fastwifi, Hbo, Starz,sho&max are other good choices within a few miles.

What are some accommodations with pools in Summerland Key?

Parmer's Resort: Features a private beach, an outdoor pool, and daily. Sugar Loaf Lodge and Sugarloaf Key Hotel at KOA Resort are two additional hotels with an onsite pool. View all hotels with pools in Summerland Key.

What is the best accommodation for staying close to Miami International Airport (MIA)?

Miami International Airport Hotel is a popular 3-star hotel featuring a restaurant and free WiFi. It's located a short 0.1 mi (0.1 km) from Miami Intl. Airport. Other accommodations within close proximity to the airport include Ramada by Wyndham Miami Springs/Miami International Airport and Comfort Suites Miami Airport North.

What is staying in Summerland Key like?

Those traveling to Summerland Key are sure to enjoy the sights to see and things to do. In Summerland Key, there are 606 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.