Hotels in Summerland Key

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Check prices for these dates

Tonight
May 4 - May 5
Tomorrow
May 5 - May 6
Next weekend
May 9 - May 11
In two weeks
May 16 - May 18

Where to stay in Summerland Key?

Looe Key Reef Resort
Boating

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1003)
The price is $168
includes taxes & fees
$149 per night
Jun 1 - Jun 2
Looe Key Reef Resort
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.
trending_down

Our prices for hotels in Summerland Key are cheapest in August

See average prices and weather for all months

Price trends for hotels in Summerland Key

Pricing is based on two traveler single night rates
May
$244
Average price during May is $244
Jun
$213
Average price during June is $213
Jul
$255
Average price during July is $255
Aug
$161
Average price during August is $161
Sep
$211
Average price during September is $211
Oct
$241
Average price during October is $241
Nov
$269
Average price during November is $269
Dec
$352
Average price during December is $352
Jan
$285
Average price during January is $285
Feb
$368
Average price during February is $368
Mar
$336
Average price during March is $336
Apr
$304
Average price during April is $304
Currently viewing crowd sizes and weather for May.

May

trending_upHigh crowds
High 80°F / low 78°F. Sunny most days.
80°
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May, High crowds, average high temperature 80 degrees Fahrenheit, average low temperature 78 degrees Fahrenheit. Sunny most days.
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83°
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June, Moderate crowds, average high temperature 83 degrees Fahrenheit, average low temperature 81 degrees Fahrenheit. Sunny most days.
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85°
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July, Moderate crowds, average high temperature 85 degrees Fahrenheit, average low temperature 83 degrees Fahrenheit. Sunny most days.
83°
85°
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August, Low crowds, average high temperature 85 degrees Fahrenheit, average low temperature 83 degrees Fahrenheit. Sunny most days.
83°
85°
weather_sun
September, Low crowds, average high temperature 85 degrees Fahrenheit, average low temperature 82 degrees Fahrenheit. Sunny most days.
82°
82°
weather_sun
October, Low crowds, average high temperature 82 degrees Fahrenheit, average low temperature 80 degrees Fahrenheit. Sunny most days.
80°
78°
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November, Moderate crowds, average high temperature 78 degrees Fahrenheit, average low temperature 75 degrees Fahrenheit. Sunny most days.
75°
75°
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December, High crowds, average high temperature 75 degrees Fahrenheit, average low temperature 72 degrees Fahrenheit. Sunny most days.
72°
73°
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January, Low crowds, average high temperature 73 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
69°
74°
weather_sun
February, Moderate crowds, average high temperature 74 degrees Fahrenheit, average low temperature 71 degrees Fahrenheit. Sunny most days.
71°
75°
weather_sun
March, High crowds, average high temperature 75 degrees Fahrenheit, average low temperature 72 degrees Fahrenheit. Sunny most days.
72°
78°
weather_sun
April, High crowds, average high temperature 78 degrees Fahrenheit, average low temperature 76 degrees Fahrenheit. Sunny most days.
76°
Monthly weather averages (˚F)
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Top neighborhoods in Summerland Key

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Cutthroat Harbor Estates

The Cutthroat Harbor Estates neighborhood offers attractions such as Florida Keys Beaches and Sugarloaf Beach.

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Cutthroat Harbor Estates

Top landmarks in Summerland Key

Upper Sugarloaf Sound

Upper Sugarloaf Sound

Listen to the relaxing sound of the water and take some great vacation pics at Upper Sugarloaf Sound located 6.3 mi (10.2 km) from central Summerland Key.

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Upper Sugarloaf Sound

Learn more about Summerland Key

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

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Sugarloaf Shores showing a house, a sunset and a bay or harbor
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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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 with my pet in Summerland Key?
Your animal companion is welcome at these pet-friendly hotels: Sugarloaf Key Hotel at KOA Resort, Looe Key Reef Resort, and Parmer’s Resort.
Where should I stay in Summerland Key if I'm looking for an affordable accommodation?
Sugarloaf Key Hotel is an accommodation you might want to consider that’ll save you money.
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 the 53 cottages for your trip.
Where can I stay if I'm traveling to Summerland Key with my family?
Your kids are welcome at Sugarloaf Key Hotel, Looe Key Reef Resort and Sugar Loaf Lodge.
Where should I stay in Summerland Key for a vacation with my partner?
Little Palm Island Resort & Spa - A Noble House Resort is a great option for a romantic getaway.
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.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

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