Find hotels in Summerland Key, FL from $164

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Compare 585 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1004)
"Everyone is so nice. "
The price is $280
includes taxes & fees
$249 per night
May 8 - May 9
Parmer's Resort

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1003)
"Nice place, had tiki bar, pool and restaurant. Would stay again."
The price is $164
includes taxes & fees
$146 per night
May 5 - May 6
Looe Key Reef Resort

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1000)
"The decor was 1960s including the integrated bed radio! Loved our stay here and would stay again. Great view from our door over the water."
The price is $179
includes taxes & fees
$159 per night
Apr 13 - Apr 14
Sugar Loaf Lodge

Isla Bella Beach Resort & Spa

5.0 star property
9.0 out of 10, Wonderful, (1004)
"Beautiful property with all the amenities and activities one would want from a resort. However, service was lacking a bit, with staff seeming overwhelmed and as a result not very attentive. "
The price is $421
includes taxes & fees
$375 per night
Apr 27 - Apr 28
Isla Bella Beach Resort & Spa

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1715)
"Unique decor, a fun vibe! Our room was nicely appointed and very clean. Beautiful pool area! Only drawback to out room was the AC made noise throughout the night. The bed was rather firm for my husband, but it was fine for me. Great shuttle service to and from the old part of town."
The price is $297
includes taxes & fees
$264 per night
Apr 28 - Apr 29
Havana Cabana at Key West

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1006)
"Our stay was perfect! Fernando was the best bartender"
The price is $326
includes taxes & fees
$289 per night
May 12 - May 13
The Perry Hotel & Marina Key West

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1009)
"We had a very relaxing stay in a Garden Suite. The staff were attentive, professional and friendly. The grounds and pools were well kept, private and peaceful. Highly recommend."
The price is $290
includes taxes & fees
$258 per night
Apr 29 - Apr 30
Parrot Key Hotel & Villas

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1005)
"Paradise "
The price is $337
includes taxes & fees
$300 per night
Apr 28 - Apr 29
Tranquility Bay Beachfront Hotel and Resort

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very Good, (1007)
"Rooms and hallways had not been vacuumed in a while. "
The price is $271
includes taxes & fees
$241 per night
Apr 27 - Apr 28
DoubleTree Resort by Hilton Grand Key - Key West

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1001)
"Everything was fantastic with this hotel. My only complaint is that I paid for the Bay view and we woke up to a giant cruise ship parked in front of our balcony! Apparently there is a cruise ship docked there from 0800 until 1700 each day! The hotel is very close to Malory Square, Duval Street and many great shops and restaurants! We absolutely loved Key West! "
The price is $410
includes taxes & fees
$364 per night
May 4 - May 5
Opal Key Resort & Marina, Key West

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Great spot Super staff"
The price is $178
includes taxes & fees
$159 per night
May 4 - May 5
Captain Pips Marina & Hideaway

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1009)
"It was convenient and provided transport to the main areas."
The price is $209
includes taxes & fees
$186 per night
May 11 - May 12
Hilton Garden Inn Key West / The Keys Collection

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very Good, (1883)
"Good value. Great location with tons of stores 1-2 blocks away. Right on the water, great for sun rises, fishing, water sports. The rooms are very small, but clean, comfortable, and well decorated. Tons of personality and charm to the whole property."
The price is $236
includes taxes & fees
$210 per night
Apr 16 - Apr 17
Ibis Bay Beach Resort

Margaritaville Beach House Key West

4.0 star property
8.6 out of 10, Excellent, (1713)
"The pool and bar was great. "
The price is $350
includes taxes & fees
$312 per night
May 12 - May 13
Margaritaville Beach House Key West

NYAH Key West - Adults Only

3.0 star property
7.6 out of 10, Good, (1005)
"Great stay, would recommend to others visiting Key West."
The price is $173
includes taxes & fees
$153 per night
Apr 16 - Apr 17
NYAH Key West - Adults Only

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.2 out of 10, Wonderful, (1002)
"Refrigerator was not working well. Drinks were freezing and bursting. Ice playing on bottom inside fridge"
The price is $245
includes taxes & fees
$218 per night
May 4 - May 5
Courtyard by Marriott Faro Blanco Resort

Little Torch Cottages

2.0 star property
9.0 out of 10, Wonderful, (8)
"Easy walk to Kiki's Sandbar for food drinks and live entertainment "
The price is $833
includes taxes & fees
$740 per night
Apr 27 - Apr 28
Little Torch Cottages

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (211)
"Good experience, clean house and safe !"
The price is $256
includes taxes & fees
$239 per night
Apr 13 - Apr 14
Old Wooden Bridge Resort and Marina

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1631)
"Wonderful resort, great staff. I would suggest the shuttle bus takes you to the local restaurants as well as into downtown. Too far to walk to the great restaurants available off property. "
The price is $277
includes taxes & fees
$247 per night
Apr 13 - Apr 14
Oceans Edge Key West Resort, Hotel & Marina

The Gates Hotel Key West Newly Renovated

4.0 star property
7.6 out of 10, Good, (1009)
"Great hotel "
The price is $268
includes taxes & fees
$238 per night
Apr 29 - Apr 30
The Gates Hotel Key West Newly Renovated
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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Learn more about Summerland Key

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

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

Find out more about Summerland Key

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Scenic Outdoor Adventures: Enjoy kayaking through mangroves and exploring the beautiful properties that Summerland Key has to offer.
  • Pristine Beaches: Relax at Calusa Beach, ideal for sunbathing and water activities, providing a perfect tropical getaway.
  • Diving and Snorkeling: Experience the stunning underwater world at Looe Key Reef, a top spot for snorkeling and diving enthusiasts.
  • Proximity to Attractions: Easily venture to nearby Key West and Sugarloaf Key for more exploration and adventure.
  • Diverse Accommodations: Choose from budget-friendly stays to luxurious resorts that cater to every traveler's needs.

Find great hotels in Summerland Key

Discover the charm of Summerland Key, where a variety of accommodations await to suit every traveler's preferences. From budget-friendly options to luxurious resorts, you'll find the perfect place to unwind after a day of adventure. Whether you're seeking beachside relaxation, pet-friendly stays, or thrilling outdoor activities, Summerland Key has it all. Explore top hotels like Parmer's Resort and enjoy an unforgettable vacation in this beautiful Florida destination.

  • Southernmost Beach Resort: Nestled 23 miles from Summerland Key, Southernmost Beach Resort embodies a vibrant Beach, Adventure, and Spa theme, perfect for the active traveler. With direct beach access, guests can indulge in a variety of adventure sports such as skydiving, sailing, and kayaking, all available nearby. The resort also features a full-service spa offering manicures, massage treatments, and facial therapies, ensuring a relaxing retreat after a day of adventure. Enjoy the seamless blend of excitement and relaxation at this exquisite beachfront property.
  • Oceans Edge Key West Resort, Hotel & Marina: Located 19 miles from Summerland Key, Oceans Edge Key West Resort offers a unique Adventure, Golf, and Pet-friendly experience. Golf enthusiasts will appreciate the on-site golf facilities, while a plethora of adventure sports like parasailing and windsurfing await nearby. This resort is also pet-friendly, accommodating dogs with some restrictions, making it a great choice for travelers with furry companions. With a marina on-site, guests can easily explore the beautiful waters of Key West.
  • Margaritaville Beach House Key West: Situated 22 miles from Summerland Key, Margaritaville Beach House Key West invites families and adventure seekers alike with its Beach, Family, and Adventure theme. Direct beach access enhances the tropical experience, while adventure activities such as fishing and snorkeling offer endless fun. The hotel is particularly family-friendly, featuring amenities like art supplies and toys for children, ensuring that guests of all ages can create lasting memories in this paradise.

Discover the best areas to stay in Summerland Key

Summerland Key, a hidden gem in South Florida, offers a perfect blend of adventure and relaxation in a tropical Caribbean wonderland. Explore beautiful properties, enjoy family-friendly excursions, or indulge in romantic getaways. Whether you're kayaking through mangroves or lounging on pristine beaches, this charming destination promises unforgettable experiences for every traveler. Venture to nearby islands for more exploration, and immerse yourself in the vibrant atmosphere of this idyllic coastal paradise.

  • Key West: Located 24 miles from Summerland Key, Key West is a vibrant city brimming with energy and charm. Known for its eclectic culture, visitors flock here year-round, with peak arrivals in January, March, and September. Key West is a perfect destination for families, business travelers, and those seeking a lively city experience. Explore the local shopping areas, indulge in resort amenities, or relax on stunning beaches. Notable attractions include the famous family beach and lively streets filled with shops and eateries, making for a dynamic travel experience.
  • Sugarloaf Shores: Nestled near Summerland Key, Sugarloaf Shores offers a serene neighborhood experience with a focus on outdoor and beach adventures. Visitor numbers remain steady throughout the year, peaking in March, July, and September. This area is perfect for outdoor enthusiasts, providing access to recreational areas and shopping centers. The picturesque beaches and nearby nature reserves invite exploration and relaxation, while water features enhance the tranquil atmosphere, making Sugarloaf Shores a delightful getaway for those seeking adventure and natural beauty.
  • Bay Point: Just a short distance from Summerland Key, Bay Point is a charming city known for its outdoor activities and beach experiences. The area sees a consistent influx of visitors, with peaks in March and the summer months of June and July. Water enthusiasts will find plenty of opportunities for adventure, with nearby shopping areas and recreational spots enhancing the experience. The beautiful beaches and surrounding nature reserves make Bay Point an ideal location for those looking to immerse themselves in Florida's stunning natural landscape.

Things to do in Summerland Key

Summerland Key offers a perfect blend of outdoor adventures and relaxation. Visitors can explore its scenic recreational areas, enjoy shopping at local boutiques, and visit nearby attractions. Dive centers provide exciting underwater experiences, while picturesque view houses offer stunning sights of the surrounding landscape. Whether you're seeking adventure or a peaceful beach getaway, Summerland Key has something for everyone.

Food and drinks

Visit Mangrove Mama's for delicious Cajun Creole dishes that capture the essence of local flavors. For a more classic North American experience, check out Galley Grill, where you can enjoy a variety of hearty meals in a relaxed atmosphere.

Shopping

In Summerland Key, enjoy shopping at the Big Pine Key Flea Market, located 5 miles away, offering a vibrant mix of local vendors and unique finds. If you're up for a drive, the nearby Key West offers charming boutiques and galleries to explore further.

Recreation

Key West Golf Club, located 20 miles from Summerland Key, offers a relaxing outdoor experience with its lush fairways and scenic views. Enjoy a round of golf amidst the natural beauty, perfect for unwinding and soaking in the sun while engaging in a friendly game.

Adventure

Explore Pigeon Key, located 18 miles from Summerland Key, where you can enjoy thrilling water sports amidst a vibrant outdoor atmosphere. Experience the excitement of snorkeling, kayaking, and paddleboarding while soaking in the stunning tropical scenery.

Nightlife

Check out the Tennessee Williams Fine Art Center, located 20 miles from Summerland Key, for a night of captivating theater. Enjoy the cultural atmosphere, perfect for a romantic evening or a family outing filled with entertainment and creativity.

Booking tips and Expedia advantages for Summerland Key

To save money on your trip to Summerland Key, consider visiting between July and September for lower prices compared to peak months like February to April. Book your hotel about a month in advance for better rates, and check out last-minute deals on Expedia. Utilize their search tool to find budget-friendly options and consider package deals that combine flights, hotels, and activities. Don’t miss free activities like Calusa Beach and Loggerhead Beach, and join Expedia's One Key membership for exclusive discounts and rewards on future bookings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Summerland Key are July to September, 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: Book your hotel in Summerland Key about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred hotel type. To find the best prices and offers, simply arrange 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 Summerland Key

Summerland Key is a charming destination for outdoor and beach lovers, offering a variety of attractions such as pristine beaches, historic homes, and adventure spots. Visitors can explore the nearby Florida Keys, venture to Key West, enjoy the beauty of Sugarloaf Key, or snorkel at the stunning Looe Key Reef. For a relaxing day, Calusa Beach provides the perfect backdrop for sunbathing and water activities, making it an ideal spot for a memorable vacation.

  • Upper Sugarloaf Key: Experience the charm of this cozy neighborhood, offering a laid-back atmosphere with local eateries and stunning waterfront views. It’s perfect for relaxation and enjoying the natural beauty of the Florida Keys.
  • National Key Deer Refuge Visitor Center: Just a short drive away, this center invites outdoor enthusiasts to explore the unique wildlife of the Florida Keys. Enjoy trails, wildlife viewing, and educational exhibits about the endangered Key deer in a family-friendly setting.
  • Duval Street: Venture into the heart of Key West on Duval Street, where vibrant nightlife, eclectic shops, and lively restaurants create an exciting urban vibe. It’s a great place for dining, entertainment, and soaking in the local culture.

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 can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Summerland Key falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Summerland Key falls in January, 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 HighSlightly Low
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 LowAverage
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

Visiting Summerland Key is convenient via two major airports. Key West International Airport (EYW) is located 21 miles from Summerland Key, with excellent hotel options like Casa Marina Key West, a 5-star resort just 2 miles away, and the 4-star Havana Cabana at Key West and Margaritaville Beach House, both 1 mile from the airport. Alternatively, Florida Keys Marathon Airport (MTH) is 25 miles away, offering nearby accommodations such as the 4.5-star Isla Bella Beach Resort & Spa, 4 miles from MTH, and the 4-star Faro Blanco Resort & Yacht Club and Tranquility Bay Beachfront Hotel, both 3 miles from the airport. Transportation services are readily available from these hotels to their respective airports.

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 Parmer's Resort and Sugar Loaf Lodge 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 review this Summerland Key vacation home rental favorably. 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 Cudjoe Cottages, swimming pool, just 20 miles from Key West and Just 20 miles from Key West! Oceanfront, dockage, swimming pool. 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?

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 Sugarloaf Key Hotel at KOA Resort and Parmer's 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?

Looe Key Reef Resort: Features free self parking, an outdoor pool, and complimentary wireless internet access. Sugarloaf Key Hotel at KOA Resort and Parmer's 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 593 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.