114+ Luxury Vacation Rentals & Cabins in Summerland Key |
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Summerland Key Cabin Rentals

About Summerland Key Vacation Rentals

There are more than 114 incredible getaway rentals that are available in Summerland Key. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in Summerland Key.

Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in Summerland Key, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Summerland Key. Places to stay near Summerland Key are 982.4 ft² on average, with prices averaging US $491 a night.

Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Summerland Key. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Summerland Key

Type Count
Vacation Homes 105
Cottages 6
Cabin Rentals 1
Unique Vacation Rentals 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Summerland Key

★ Pro Tip: Cabinns.com is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Summerland Key with Cabinns.com.

Weather in Summerland Key, FL

View the weather forecast for Summerland Key before booking your Summerland Key Vacation Rentals to confirm your best time to go.

December - February
High 81°F       Low 67°F
March - May
High 87°F       Low 70°F
June - August
High 91°F       Low 80°F
September - November
High 90°F       Low 73°F

Activities Summerland Key Guest Reviews Local Attractions

Cabins Provides a Large Selection of Cabins and Vacation Rentals in and Near Summerland Key. Discover Top Attractions For Your Next Outdoor Adventure.


Reel Deal Fishing Charters
MiLo Watersports
Bahia Honda State Park and Beach
Key West Harbour
Florida Keys Beaches
Seven Mile Bridge
Saddlebunch Keys
Key West Golf Club
Robbie's
Looe Key National Marine Sanctuary
Rockland Key
Key West Fly Fishing
Upper Sugarloaf Key
Cook Island
National Key Deer Refuge Visitor Center
Key West Visitors Center
No Name Key
Calusa Beach
Key West Naval Station
Blue Hole

Find Nearby Cabin Rentals in these Cities & Neighborhoods


MiLo Watersports 683 Properties
Reel Deal Fishing Charters 681 Properties
Melody Key 624 Properties

Complexes around Summerland Key, FL


The Florida Keys 2 Properties

Frequently Asked Questions About Summerland Key?

What are the top cabins, lake houses & summer homes in Summerland Key?

We provide an array of great vacation destinations in Summerland Key. If you are looking to stay in or around the Summerland Key area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Summerland Key:

How many cabin rentals and resorts have private pools in Summerland Key?

We have 18 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Summerland Key. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Summerland Key is best for families?

Searching for a family-friendly cabin in Summerland Key? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Summerland Key?

Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2026 is over 114 in the Summerland Key area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Summerland Key.


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Cabins in Summerland Key and 107 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Summerland Key