Hotels in Summerland Key

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Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,001 reviews)
The price is $169
$190 total
includes taxes & fees
Jun 21 - Jun 22
Sugar Loaf Lodge

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,000 reviews)
The price is $156
$175 total
includes taxes & fees
Jun 24 - Jun 25
Looe Key Reef Resort

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,001 reviews)
The price is $199
$257 total
includes taxes & fees
Jun 23 - Jun 24
Parmer's Resort

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is $349
$748 total
includes taxes & fees
Jul 7 - Jul 8
Starlight Serenity - Hideaway w Stunning Views

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 reviews)
Escape to this serene Florida Keys retreat featuring multiple outdoor pools and a relaxing hot tub. Located just minutes from stunning beaches, enjoy convenient amenities like free WiFi and parking while exploring nearby Upper Sugarloaf Key attractions.
The price is $735
$1,221 total
includes taxes & fees
Jun 21 - Jun 22
Atlantic View Luxury Villa with Pool

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,808 reviews)
Breezy oceanfront getaway offering a refreshing pool and 24-hour fitness center. Just minutes from Duval Street and water activities like scuba diving. Enjoy restaurant dining and bar service with easy access to Key West's famous beaches.
The price is $229
$321 total
includes taxes & fees
Jul 5 - Jul 6
Margaritaville Beach House Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,413 reviews)
Escape to this beachfront haven with 4 sparkling pools and onsite kayaking. The Grove Kitchen serves meals by the water, while a fitness center keeps you active. Just minutes from Duval Street and Smathers Beach, with easy airport access.
The price is $159
$236 total
includes taxes & fees
Jun 21 - Jun 22
Parrot Key Hotel & Villas

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very Good, (2,295 reviews)
The price is $124
$172 total
includes taxes & fees
Jun 21 - Jun 22
Ibis Bay Beach Resort

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
4.0 star property
Marathon
8.6 out of 10, Excellent, (1,161 reviews)
This beachfront resort offers a full-service spa for ultimate relaxation after sun-filled days. Enjoy cuisine at El Farito, one of 4 restaurants, or drinks at multiple bars while marina views unfold. Just a short drive from Sombrero Beach and local art galleries.
The price is $147
$203 total
includes taxes & fees
Jun 22 - Jun 23
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (348 reviews)
Feel the coastal breeze at this Big Pine Key marina resort where adventure awaits. Hike scenic trails, kayak crystal waters, or lounge by the pool. Near Blue Hole and Bahia Honda State Park, with rooms featuring microwaves and free WiFi.
The price is $95
$248 total
includes taxes & fees
Jun 23 - Jun 24
Old Wooden Bridge Resort and Marina

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1,172 reviews)
Escape to this beachside haven with 5 outdoor pools, umbrella-dotted shores, and full spa offering facials and massages. Just minutes from Sombrero Beach, enjoy two bars, a poolside lounge, and Mahina restaurant after a workout in the fitness center.
The price is $225
$313 total
includes taxes & fees
Jul 19 - Jul 20
Isla Bella Beach Resort & Spa

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,204 reviews)
Escape to this Marathon aparthotel featuring an outdoor pool and apartments with premium bedding. Located within a 15-minute drive of Sombrero Beach and Vaca Key, guests enjoy free WiFi and parking. The helpful staff and clean rooms earn top marks.
The price is $91
$124 total
includes taxes & fees
Jun 29 - Jun 30
Knight's Key Suites

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,004 reviews)
Soak up the sunshine at this Marathon beach hotel with cabanas and loungers. Just 10 minutes from Sombrero Beach, this resort offers 2 outdoor pools, a poolside bar, and The Bistro serving American cuisine. The full-service spa provides rejuvenating treatments.
The price is $159
$218 total
includes taxes & fees
Jun 28 - Jun 29
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,001 reviews)
Experience Florida Keys laid-back charm at this waterfront hotel with a marina and outdoor pool. Grab seafood at Porky's Bayside restaurant, explore Marathon on complimentary bikes, or drive just minutes to Sombrero Beach's soft sands.
The price is $129
$173 total
includes taxes & fees
Jun 21 - Jun 22
Captain Pips Marina & Hideaway

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (140 reviews)
The price is $161
$209 total
includes taxes & fees
Jun 29 - Jun 30
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1,166 reviews)
Escape to a peaceful oasis in Key West with a serene pool area and bar. This hotel offers free breakfast, 24-hour fitness center, and convenient shuttle service to nearby beaches and vibrant Duval Street attractions.
The price is $140
$186 total
includes taxes & fees
Jun 24 - Jun 25
Fairfield Inn and Suites by Marriott Key West

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (2,295 reviews)
Immerse in Key West serenity with sunset vistas from this oceanfront haven. Just minutes from Smathers Beach and Duval Street, enjoy the private beach, outdoor pool, and hot tub after exploring nearby attractions via the complimentary shuttle.
The price is $117
$227 total
includes taxes & fees
Jun 21 - Jun 22
Beachside Resort & Residences

Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
The price is $108
$211 total
includes taxes & fees
Jun 24 - Jun 25
Tranquility Guest House

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,002 reviews)
Victorian elegance meets island vibes at this tranquil guesthouse, just a 15-minute stroll from Hemingway's home. The outdoor pool with poolside bar creates a peaceful retreat, while complimentary breakfast energizes before exploring nearby attractions.
The price is $141
$181 total
includes taxes & fees
Jul 8 - Jul 9
The Palms Hotel

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,000 reviews)
This laid-back B&B offers a quiet retreat just minutes from vibrant Duval Street and Hemingway's Home. Start your day with free breakfast before exploring nearby beaches or borrowing kayaks for ocean adventures. Clean rooms with comfortable beds await your return.
The price is $109
$123 total
includes taxes & fees
Jun 21 - Jun 22
Authors of Key West Guest House
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.

When is the best time to visit Summerland Key?

Our prices for hotels in Summerland Key are cheapest in September
Price trends for hotels in Summerland Key
Pricing is based on two traveler single night rates
View properties in June
Currently viewing crowd sizes and weather for June.
Typical weather for Summerland Key
June
High 29°C / low 27°C. Sunny most days.
View properties in June
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June, no crowd data, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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January, no crowd data, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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February, no crowd data, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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March, no crowd data, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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April, no crowd data, average high temperature 25 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighborhoods in Summerland Key

Cutthroat Harbor Estates

Escape the tourist rush at Cutthroat Harbor Estates, a peaceful slice of paradise on Summerland Key. This residential waterfront neighborhood offers crystal-clear waters perfect for fishing, kayaking, and boating from your private dock. The low-rise coastal homes on stilts create a genuine Keys atmosphere where you can spot tropical birds and enjoy breathtaking sunset views. You'll need to drive to nearby Cudjoe Key or Summerland Key for dining options featuring fresh seafood and Caribbean flavors. Vacation rental homes with waterfront views dominate accommodation choices. The neighborhood's layout prioritizes privacy and seclusion, making it ideal for travelers seeking the authentic Florida Keys lifestyle.

Sugarloaf Shores

Sugarloaf Shores delivers waterfront paradise without the tourist crowds. Private canals weave between stilted homes where you can launch kayaks right from your rental's backyard dock. The crystal-clear backcountry waters beckon with world-class fishing, while gentle waves provide perfect spots for swimming and snorkeling. Dining and shopping require a short drive, as this peaceful residential enclave focuses on natural beauty rather than commercial offerings. Most visitors stay in spacious vacation homes with private pools and boat docks. A rental car is essential for exploring the rest of the Florida Keys from this secluded waterfront haven.

Cudjoe Gardens

Cudjoe Gardens offers a slice of authentic Florida Keys living with canal-front homes where you can park your boat right out back. This peaceful residential retreat lets you escape the crowds while still having easy access to the surrounding waters. Wildlife enthusiasts will spot herons stalking the shallows and fish jumping at sunrise while the gentle sound of water lapping against docks creates your vacation soundtrack. Nearby restaurants in Summerland Key and Cudjoe Key serve up fresh seafood just a short drive away. Most homes feature private pools, boat docks, and tropical landscaping, all designed for relaxation and water activities. A rental car is essential for exploring the area, as this quiet community focuses on waterfront living rather than tourist amenities.

Breezeswept Beach Estates

Breezeswept Beach Estates is a slice of Florida Keys paradise where private docks and waterfront homes replace tourist traps. You'll spend your days exploring crystal-clear waters, spotting marine life while kayaking, or casting a line into the Gulf. The surrounding Newfound Harbor Keys and nearby islands offer perfect day-trip adventures when you're ready to venture beyond your peaceful retreat. Vacation rentals with tropical landscaping and breezy porches make up the accommodation options here. You'll need a car to reach restaurants on Ramrod Key or stock up on groceries for cooking. The quiet streets and gentle waves create the perfect soundtrack for stargazing and disconnecting from the everyday hustle.

Top landmarks in Summerland Key

Learn more about Summerland Key

Summerland Key is well-known for its attractions such as Florida Keys Beaches and Upper Sugarloaf Key.

Aerial view of road to Key West with turquoise water and small island, Summerland Key, Florida, United States.

Check out reviews of Summerland Key hotels guests love

Frequently asked questions

What accommodations do travelers like in Summerland Key?
Can I book a refundable hotel in Summerland Key?
If you're looking for the flexibility to change your travel plans to Summerland Key, most properties offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Summerland Key if I want a vacation rental instead of a traditional hotel?
If you're looking for a good alternative to a hotel, look over our selection of 471 vacation homes. You can also consider one of 8 villas or 51 cottages for your stay.
What will the weather in Summerland Key be like during my trip?
Summerland Key is a great place to visit any time of year with an average temperature of 73°F during the coldest months.
Why should I book my Summerland Key hotel with Hotels.com?
There are lots of reasons to book your Summerland Key trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.