
Hotels in Summerland Key
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Looe Key Reef Resort
Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1001)
7.4/10
Good
(1001)
The price is $140
$140
$158 total
includes taxes & fees
Jan 5 - Jan 6, 2026




Parmer's Resort
Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1002)
9.0/10
Wonderful
(1002)
The price is $214
$214
$273 total
includes taxes & fees
Jan 5 - Jan 6, 2026




Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
10/10
Exceptional
(1)
The price is $625
$625
$1,097 total
includes taxes & fees
Jan 16 - Jan 17, 2026




Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1004)
8.2/10
Very Good
(1004)
The price is $199
$199
$224 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is $404
$404
$789 total
includes taxes & fees
Jan 6 - Jan 7, 2026




Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (283)
8.6/10
Excellent
(283)
The price is $149
$149
$308 total
includes taxes & fees
Jan 10 - Jan 11, 2026




Sunshine Key RV Resort & Marina
Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (160)
8.8/10
Excellent
(160)
The price is $305
$305
$343 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
8.8 out of 10, Excellent, (1761)
8.8/10
Excellent
(1761)
The price is $239
$239
$330 total
includes taxes & fees
Jan 27 - Jan 28, 2026




Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1000)
9.4/10
Exceptional
(1000)
The price is $407
$407
$503 total
includes taxes & fees
Jan 14 - Jan 15, 2026




Grand Marina Suite by Brightwild Waterfront
Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3)
10/10
Exceptional
(3)
The price is $526
$526
$834 total
includes taxes & fees
Jan 21 - Jan 22, 2026




The Laureate Key West
The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1001)
9.0/10
Wonderful
(1001)
The price is $259
$259
$320 total
includes taxes & fees
Jan 7 - Jan 8, 2026




Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very Good, (1803)
8.0/10
Very Good
(1803)
The price is $233
$233
$318 total
includes taxes & fees
Jan 8 - Jan 9, 2026




Beachside Resort & Residences
Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1836)
8.6/10
Excellent
(1836)
The price is $250
$250
$331 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Hampton Inn Key West FL
Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1292)
9.0/10
Wonderful
(1292)
The price is $314
$314
$353 total
includes taxes & fees
Jan 5 - Jan 6, 2026




Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.6 out of 10, Exceptional, (1001)
9.6/10
Exceptional
(1001)
The price is $416
$416
$513 total
includes taxes & fees
Jan 12 - Jan 13, 2026




Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very Good, (1173)
8.0/10
Very Good
(1173)
The price is $294
$294
$359 total
includes taxes & fees
Jan 4 - Jan 5, 2026




DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very Good, (1001)
8.2/10
Very Good
(1001)
The price is $239
$239
$303 total
includes taxes & fees
Jan 4 - Jan 5, 2026




The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1174)
9.4/10
Exceptional
(1174)
The price is $267
$267
$362 total
includes taxes & fees
Jan 11 - Jan 12, 2026




Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
8.6 out of 10, Excellent, (1005)
8.6/10
Excellent
(1005)
The price is $237
$237
$295 total
includes taxes & fees
Jan 11 - Jan 12, 2026




Knight's Key Suites
Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1157)
9.0/10
Wonderful
(1157)
The price is $139
$139
$178 total
includes taxes & fees
Jan 8 - Jan 9, 2026
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.
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.
Go beyond your typical stay in Summerland Key
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trending_down When is the best time to visit Summerland Key?
When is the best time to visit Summerland Key?Our prices for hotels in Summerland Key are cheapest in September
When is the best time to visit Summerland Key?
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
Currently viewing crowd sizes and weather for December.trending_up High crowds
Typical weather for Summerland Key
December
High 24°C / low 22°C. Sunny most days.
View properties in December 24°
December, High crowds, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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January, Low crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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23°
February, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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24°
March, High crowds, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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25°
April, High crowds, average high temperature 25 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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27°
May, High crowds, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
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29°
June, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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29°
July, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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30°
August, Low crowds, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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29°
September, Low crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
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28°
October, Low crowds, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
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26°
November, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
Monthly weather averages (˚C)
Top neighborhoods in Summerland Key
Cutthroat Harbor Estates





Sugarloaf Shores
Summerland Key's Sugarloaf Shores neighborhood offers attractions including Lower Sugarloaf Sound.
Cudjoe Gardens
Breezeswept Beach Estates
Top landmarks in Summerland Key
Learn more about Summerland Key
Summerland Key is well-known for its attractions such as Florida Keys Beaches and Sugarloaf Beach.

Check out reviews of Summerland Key hotels guests love

Sugar Loaf Lodge
10/10 Excellent
"Staff was wonderful. Room is sweet and on pretty piece of water. Aging property, but well kept. Quiet, clean, good shower, comfy beds. Quick trip to key west. Great deal for the money. Very happy this is where we landed."

Looe Key Reef Resort
10/10 Excellent
"Staff very polite and accommodating. "

Parmer's Resort
10/10 Excellent
"Beautiful and relaxing "

Sugarloaf Key Hotel at KOA Resort
10/10 Excellent
"Nice appartement, very clean place, with amazing shower. The site and the pool was extra clean and the staff was cool too."

Little Torch Cottages
10/10 Excellent
"Will return "

Atlantic View Luxury Villa with Pool
10/10 Excellent
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
Frequently asked questions
What accommodations do travelers like in Summerland Key?
Sugarloaf Key Hotel at KOA Resort, Parmer's Resort and Sugar Loaf Lodge are all accommodations that are popular with guests.
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 486 vacation homes. You can also consider one of 9 villas or 55 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.