A coastal road with a beach on one side and a marina with boats on the other.

Summerland Key Hotels from S$126

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28 Aug - 29 Aug
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Our top choices for Summerland Key hotels

1. Parmer's Resort

Parmer's Resort
Summerland Key
United States
Juan
S$195
includes taxes & fees
30 Aug - 31 Aug
Parmer's Resort

2. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Elizabeth
S$133
includes taxes & fees
2 Sept - 3 Sept
Looe Key Reef Resort

3. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Marjorie
S$170
includes taxes & fees
30 Aug - 31 Aug
Sugar Loaf Lodge

4. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
S$747
includes taxes & fees
30 Aug - 31 Aug
Starlight Serenity - Hideaway w Stunning Views

5. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
Summerland Key
United States
Preetam
S$1,240
includes taxes & fees
9 Sept - 10 Sept
Atlantic View Luxury Villa with Pool

6. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
United States
Lisa
S$307
includes taxes & fees
1 Sept - 2 Sept
Old Wooden Bridge Resort and Marina

7. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Melisa
S$199
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Key West FL

8. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Linda
S$239
includes taxes & fees
16 Sept - 17 Sept
Hilton Key West Resort & Marina

9. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
S$334
includes taxes & fees
13 Sept - 14 Sept
Margaritaville Beach House Key West

10. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
United States
Fernando
S$200
includes taxes & fees
27 Sept - 28 Sept
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

11. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
United States
Christopher
S$350
includes taxes & fees
31 Aug - 1 Sept
Isla Bella Beach Resort & Spa

12. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Mauricio
S$299
includes taxes & fees
15 Sept - 16 Sept
Hyatt Vacation Club at Windward Pointe, Key West

13. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Melvin
S$306
includes taxes & fees
14 Sept - 15 Sept
Parrot Key Hotel & Villas

14. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Kailey
S$342
includes taxes & fees
1 Sept - 2 Sept
Hyatt Vacation Club at Beach House, Key West

15. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Amanda
S$192
includes taxes & fees
30 Aug - 31 Aug
Hilton Garden Inn Key West / The Keys Collection

16. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Roland
S$195
includes taxes & fees
31 Aug - 1 Sept
Ibis Bay Beach Resort

17. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
Jerome
S$260
includes taxes & fees
31 Aug - 1 Sept
Beachside Resort & Residences

18. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Sabrina
S$238
includes taxes & fees
31 Aug - 1 Sept
Blue Flamingo Resort Key West

19. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
United States
Everton
S$227
includes taxes & fees
30 Aug - 31 Aug
Courtyard by Marriott Key West Waterfront

20. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Jose
S$206
includes taxes & fees
21 Sept - 22 Sept
DoubleTree Resort by Hilton Grand Key - Key West
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Where to stay in Summerland Key

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

Cutthroat Harbor Estates

Cutthroat Harbour Estates offers a tranquil slice of Florida Keys living with private boat docks and crystal-clear waters. This residential waterfront area provides an authentic escape from tourist crowds. Homes on stilts with weathered wood docks create a classic Keys atmosphere. The neighborhood's canals connect directly to the Gulf, making it perfect for fishing and boating enthusiasts. Gentle waves lap against private docks while tropical birds call at dawn. Nearby Venture Out Keys and Summerland Key provide dining options and additional sights.

Sugarloaf Shores

Sugarloaf Shores offers a tranquil escape on the Florida Keys waterfront. Private homes line peaceful canals where turquoise waters invite fishing, kayaking, and boating adventures. This residential haven sits away from tourist crowds yet provides easy access to stunning ocean views. The neighborhood's charm lies in its authentic Keys lifestyle with homes on stilts and tropical landscaping. Nearby Sugarloaf Beach and Lower Sugarloaf Sound provide perfect spots for swimming and snorkelling. Visitors appreciate the quiet streets for evening strolls and stargazing.

Cudjoe Gardens

Cudjoe Gardens offers a peaceful waterfront retreat in the Florida Keys. This quiet residential haven features canal-front properties with private docks for easy boat access. Travellers can enjoy fishing, wildlife watching, and stargazing from their holiday rentals. The neighborhood's tropical charm comes alive with pastel homes on stilts surrounded by palm trees and native plants. A hire car is essential for exploring nearby Summerland Key attractions and dining options. Water enthusiasts will appreciate direct canal access to open waters and nearby beaches.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.

Breezeswept Beach Estates

Escape to the peaceful shores of Breezeswept Beach Estates on Summerland Key. This residential haven offers private waterfront properties with boat docks and direct access to crystal-clear Florida waters. The neighborhood's charm lies in its quiet streets lined with pastel homes and tropical landscaping. Outdoor enthusiasts will love exploring nearby Newfound Harbour Keys by kayak or boat. Fish in the shallow waters, spot native birds, or simply relax under swaying palms. With minimal commercialization and abundant natural beauty, this peaceful retreat captures authentic Keys living without the tourist crowds.

Stay near popular Summerland Key attractions

Sugarloaf Beach

8.4/10 (38 reviews)
This secluded private beach on Sugarloaf Key offers a tranquil escape from the busier Florida Keys shorelines. Guests enjoy pristine views and peaceful sunbathing in a natural, amenity-light setting.
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Upper Sugarloaf Key

8.6/10 (54 reviews)
Upper Sugarloaf Key serves as a gateway to the Great White Heron National Wildlife Refuge with pristine waters. Kayak through mangroves at dawn to spot diverse bird species in this tranquil Florida Keys ecosystem.
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Pye Key

This unspoiled island near Summerland Key offers pristine waters for snorkelling and marine life observation. Bring supplies and reef-safe sun cream for your half-day adventure in this natural Florida Keys sanctuary.
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Upper Sugarloaf Sound

9.2/10 (17 reviews)
Glide through Upper Sugarloaf Sound's tranquil waters surrounded by vibrant mangroves and diverse birdlife. Kayak or paddleboard this peaceful Florida Keys retreat to experience nature at its most serene.
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Venture Key

This private Florida Keys community offers waterfront holiday rentals with direct access to pristine boating waters. Enjoy the heated pool and tennis courts before setting out from the marina for a day of fishing.
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Crab Key

Crab Key is a private residential island off Summerland Key in the Florida Keys with no public access. This exclusive enclave remains one of the few truly private islands in the Keys.
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Squirrel Key

Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.
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Boondocks Grille & Draft House

Boondocks Grille & Draft House is just one of the places to see in Summerland Key, so why not enjoy the other things to explore during your travels?
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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.

See all hotels in Summerland Key
A long bridge over turquoise waters with clear skies.

Top Summerland Key Hotel Reviews

Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"Everything was great! Staff was very friendly! Easy check in and check out."
christine 4-night trip
Posted 1 day ago
Looe Key Reef Resort
Parmer's Resort

Parmer's Resort

10/10 Excellent
"Though it's an older property that does not take away from the fact the rooms are clean, the views amazing and staff wonderful. If you are looking to relax and enjoy the Florida Keys laid back style then this is the place to stay. Great for singles, couples and families. Close to Key West too."
Stephanie 3-night trip
Posted 2 days ago
Parmer's Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Me gustaría más opciones como un regular desayuno"
Susana 2-night trip
Posted 5 days ago
Sugar Loaf Lodge

More cheap stays in Summerland Key

Looe Key Reef Resort

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL
S$133
2 Sept - 3 Sept
includes taxes & fees
7.6/10 Good! (1,001 reviews)
Looe Key Reef Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
S$170
30 Aug - 31 Aug
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
Sugar Loaf Lodge
Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
S$195
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Parmer's Resort
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Summerland Key FL
S$747
30 Aug - 31 Aug
includes taxes & fees
10/10 Exceptional! (1 review)
Starlight Serenity - Hideaway w Stunning Views
Luxury Oceanview Pool Eco-friendly Villa Near Key West

Luxury Oceanview Pool Eco-friendly Villa Near Key West

Summerland Key FL
Get ratesLuxury Oceanview Pool Eco-friendly Villa Near Key West
Little Torch Cottages

Little Torch Cottages

28501 Channel View Drive Summerland Key FL
Get rates
8.6/10 Excellent! (10 reviews)
Little Torch Cottages

Hotels in Summerland Key with star rating

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Stunning Beaches: Summerland Key boasts exquisite beaches with crystal-clear waters, perfect for relaxation and fun.
  • Outdoor Adventures: Ideal for outdoor enthusiasts, the area offers activities like saltwater safaris and exploration of nearby parks.
  • Charming Local Culture: Experience the friendly vibe and unique charm of the local community, enhancing your visit.
  • Picnic Areas: Enjoy leisurely afternoons at picturesque picnic spots, including the serene Picnic Island.
  • Diverse Accommodation: Choose from a range of hotels and holiday rentals, catering to every traveler's needs.

Find great hotels near Summerland Key

In Summerland Key, you’ll discover a delightful selection of hotels and resorts perfect for your beach holiday or family adventure. Whether you prefer a luxurious stay with stunning views or a cosy holiday rental, there’s something to cater to every traveller's desire. Explore the charm of Summerland Cove and immerse yourself in the unique experiences this beautiful destination has to offer.

  • Oceans Edge Key West Resort, Hotel & Marina: Nestled 30.6km from Summerland Key, the 4-star Oceans Edge Key West Resort, Hotel & Marina is ideal for those seeking an adventurous getaway. With a guest rating of 9.0 out of 10, this hotel offers a golf-themed experience, featuring onsite facilities for golfing enthusiasts. Visitors can indulge in a variety of adventure sports, including fishing, kayaking, and motorboating. The resort's commitment to adventure and recreation ensures a dynamic stay, with activities available both onsite and in nearby locations.
  • Blue Flamingo Resort Key West: Located 32.2km from Summerland Key, the 4-star Blue Flamingo Resort Key West is a delightful choice for families and adventure seekers alike, boasting a guest rating of 8.4 out of 10. This charming resort offers a range of adventure sports, such as snorkelling and biking, along with dedicated children’s amenities, including an arcade game room and mini golf. With its family-friendly atmosphere and focus on outdoor activities, the Blue Flamingo creates a vibrant and engaging environment for visitors of all ages.
  • Hampton Inn Key West FL: Situated 33.8km from Summerland Key, the budget-friendly Hampton Inn Key West FL has received a commendable guest rating of 9.0 out of 10. Perfectly located in the city centre, this hotel caters to adventure enthusiasts, offering easy access to a variety of activities such as windsurfing and snorkelling. The property’s convenient facilities, including bicycle rentals, make it an excellent base for exploring the vibrant surroundings while enjoying a comfortable stay.

Where to stay in Summerland Key

Summerland Key, a picturesque island city in the Florida Keys, offers an idyllic escape for outdoor enthusiasts and families alike. Immerse yourself in the tropical atmosphere while exploring nearby attractions, such as the splendid waters around Summerland Key and the charming Rockland Key. With friendly locals and a budget-friendly vibe, your trip promises relaxing excursions and memorable experiences in this tranquil paradise.

  • Cudjoe Key: Nestled in the heart of the Florida Keys, Cudjoe Key is an idyllic village that showcases the natural beauty of the region with its stunning beaches and lush landscapes. The area is a haven for outdoor enthusiasts and families alike, offering a plethora of recreational activities. Visitors often flock to Cudjoe Key during the peak months of July to September, when the vibrant atmosphere is palpable. In addition to its beautiful beaches and picturesque islands, the village boasts a variety of shopping areas and recreational spaces that provide ample opportunities for relaxation and exploration.
  • Sugarloaf Key: Located a stone's throw from Summerland Key, Sugarloaf Key is another charming island village that attracts visitors for its serene beaches and family-friendly environment. With moderate seasonal visitor patterns, the peak times in March to April and September create a lively atmosphere perfect for outdoor activities. The village features accessible shopping areas and recreational facilities, making it easy for tourists to immerse themselves in local life. Sugarloaf Key's stunning beaches and inviting island landscapes make it a perfect spot for relaxation and family fun.
  • Little Torch Key: Little Torch Key, a quaint island village, offers a tranquil escape just a short distance from Summerland Key. Known for its seasonal visitor traffic, peak times in March to April and September draw families and outdoor enthusiasts seeking adventure. The area is rich in natural beauty, with stunning beaches and family-friendly attractions that cater to all ages. Visitors can enjoy a variety of shopping options and recreational areas, ensuring a delightful experience. Little Torch Key is the perfect blend of relaxation and adventure, making it an essential stop on your journey through the Florida Keys.

Things to do in Summerland Key

Shopping

In Summerland Key, you'll find local shops like the Summerland Key Arts & Crafts Market, where unique souvenirs await. If you're up for a drive, head to the nearby town of Key West for more extensive shopping options, including the vibrant Mallory Square and local boutiques.

Recreation

At the tranquil Summerland Key Wellness Centre, indulge in rejuvenating yoga sessions amid lush tropical gardens, or unwind with soothing massages that incorporate natural elements. Explore the nearby waters with paddleboarding and kayaking, offering a refreshing way to connect with the serene surroundings of the Florida Keys.

Adventure

In Summerland Key, explore the vibrant underwater world while snorkelling or diving at Looe Key Reef, a renowned marine sanctuary. For a thrilling experience, try kayaking through the mangroves, where you can encounter diverse wildlife amidst serene surroundings, all within a short drive from the mainland.

Nightlife

Summerland Key offers a relaxed nightlife atmosphere, perfect for unwinding after a day of exploration. Enjoy the laid-back vibes at local bars like the Big Pine Key Fish Camp, where live music fills the air, or savour a cocktail at the nearby Shady Grove, surrounded by tropical charm.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Summerland Key

Summerland Key is an ideal destination for outdoor enthusiasts and families seeking a beach holiday. Visitors can explore stunning beaches, picturesque islands, and the nearby national and state parks. Attractions in and around Summerland Key provide ample opportunities for scenic experiences, particularly in the West Summerland Key and Lower Florida Keys areas. Enjoy a range of activities, from relaxing by the beach to discovering local tourist spots that showcase the area's natural beauty.

  • Blue Hole: Located 8.0km from Summerland Key, Blue Hole is a tranquil lake surrounded by stunning scenery. The area exudes a romantic vibe, making it an ideal spot for leisurely walks and picnics. The beach nearby invites relaxation amidst nature's beauty.
  • Sugarloaf Beach: Situated within Summerland Key, Sugarloaf Beach offers a picturesque setting where you can bask in the sun and enjoy the gentle sounds of the waves. The beach atmosphere provides a perfect escape for sunbathing and seaside strolls.
  • Upper Sugarloaf Sound: This island, also located within Summerland Key, boasts beautiful outdoor spaces ideal for exploration. The beach surrounding Upper Sugarloaf Sound offers a serene environment for water sports and relaxing on the shore.

Best time to go to Summerland Key

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 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

Accessing Summerland Key is convenient via two major airports. Key West International Airport (EYW) is situated 33.8km away, with excellent nearby hotels such as the 5-star Casa Marina Key West, 3.2km from the airport, and the 4-star Blue Flamingo Resort and Margaritaville Beach House, each only 1.6km away. Marathon Airport (MTH) is located 40.2km from Summerland Key, offering lovely accommodations like the 4.5-star Isla Bella Beach Resort & Spa, 6.4km away, and the 4-star Tranquility Bay Beachfront Hotel, 4.8km away. These hotels provide easy access to their respective airports for a seamless travel experience.

Frequently asked questions

What's the best place to stay in Summerland Key?
Based on our traveller data, Sugarloaf Key Hotel at KOA Resort is one of the top choices for your stay. This hotel offers a marina and a private beach. Other good options for your stay include Parmer's Resort and Sugarloaf Key RV Resort & Cottages. 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?
Sugarloaf Key RV Resort & Cottages: This highly rated holiday home rental in Summerland Key is located near a metro station, and offers an outdoor pool, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. 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?
Sugarloaf Key Hotel at KOA Resort is a top hotel for people travelling with their pets, and offers a private beach and in-room kitchenettes for its human guests. Two other good options for you and your pet include Parmer's Resort and Looe Key Reef Resort. See more pet-friendly hotel accommodations in Summerland Key.
What are some accommodation options with pools in Summerland Key?
Looe Key Reef Resort is a top hotel with an outdoor pool, free WiFi and free self-parking. View all hotels with pools in Summerland Key.
What is staying in Summerland Key like?
Travellers to Summerland Key will find plenty to explore and enjoy. A top sight in the city is Florida Keys Beaches. In Summerland Key, there are 627 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, Upper Sugarloaf Key and Pye Key. A couple of additional sights to add to your itinerary are Venture Out Keys 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.

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