Hotels in Summerland Key

Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices

Check prices for these dates

Tonight
May 11 - May 12
Tomorrow
May 12 - May 13
Next weekend
May 16 - May 18
In two weeks
May 23 - May 25

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 CA $248
CA $279 total
includes taxes & fees
May 18 - May 19
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 September

See average prices and weather for all months

Price trends for hotels in Summerland Key

Pricing is based on two traveller single night rates
May
CA $267
Average price during May is CA $267
Jun
CA $246
Average price during June is CA $246
Jul
CA $310
Average price during July is CA $310
Aug
CA $264
Average price during August is CA $264
Sep
CA $167
Average price during September is CA $167
Oct
CA $273
Average price during October is CA $273
Nov
CA $259
Average price during November is CA $259
Dec
CA $497
Average price during December is CA $497
Jan
CA $398
Average price during January is CA $398
Feb
CA $475
Average price during February is CA $475
Mar
CA $400
Average price during March is CA $400
Apr
CA $343
Average price during April is CA $343
Currently viewing crowd sizes and weather for May.

May

trending_upHigh crowds
High 27°C / low 26°C. Sunny most days.
27°
weather_sun
May, High crowds, average high temperature 27 degrees Celsius, average low temperature 26 degrees Celsius. Sunny most days.
26°
29°
weather_sun
June, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
29°
weather_sun
July, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
30°
weather_sun
August, Low crowds, average high temperature 30 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
29°
weather_sun
September, Low crowds, average high temperature 29 degrees Celsius, average low temperature 28 degrees Celsius. Sunny most days.
28°
28°
weather_sun
October, Low crowds, average high temperature 28 degrees Celsius, average low temperature 27 degrees Celsius. Sunny most days.
27°
26°
weather_sun
November, Moderate crowds, average high temperature 26 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
24°
weather_sun
December, High crowds, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
22°
23°
weather_sun
January, Low crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
23°
weather_sun
February, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
24°
weather_sun
March, High crowds, average high temperature 24 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
22°
25°
weather_sun
April, High crowds, average high temperature 25 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
Monthly weather averages (˚C)
View all properties

Top neighborhoods in Summerland Key

Default Image

Cutthroat Harbor Estates

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

See properties in Cutthroat Harbor Estates
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.

See properties in Upper Sugarloaf Sound
Upper Sugarloaf Sound

Learn more about Summerland Key

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

See all hotels in Summerland Key
A tranquil hotel pool encircled by beautiful arches

Summer Getaway Sale

Sign in to get 25% or more off selected hotels, plus 1 reward night for every 10 nights you stay. Book by May 26 and travel by Sep 30, 2025. See terms*
Sign in or join for free

Frequently asked questions

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 54 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.

Find out more about Summerland Key

Find out more about Summerland Key

If you're looking for a place to get away, look no further than Summerland Key. Whether you're planning to stay for a night or for the week, the area around Summerland Key has accommodations to fit every need. Search for hotels in Summerland Key with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Summerland Key hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Summerland Key hotel deals are here with our lowest price guarantee.

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 Hotels.com™ Rewards members. Limited availability, blackout periods may apply.

Hotels.com Rewards members save more, as compared to non-members shopping on Hotels.com. Members 18+. Eligible properties only. Reward Night worth average daily rate of 10 stamps (excluding taxes/fees). Taxes/fees payable on reward night. Booking exclusions apply, see terms https://ca.hotels.com/lp/b/terms-of-service?pos=HCOM_CA&locale=en_CA.