106+ Private Villas and Holiday Rentals in Summerland Key |
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  3. Summerland Key

Summerland Key Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Summerland Key

Discover more than 106 vacation rentals available in Summerland Key. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Summerland Key.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Summerland Key, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Summerland Key. On average, places to stay near Summerland Key offer 996.21 ft², with nightly prices averaging US $456.

With Casai, finding and comparing holiday rentals in Summerland Key is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Summerland Key

Type Count
Vacation Homes 97
Cottages 6
Villas 1

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

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Summerland Key.

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

Top Attractions Around Summerland Key, FL

Casai offers a large selection of top attractions around Summerland Key . Research things to do on your vacation before you visit Summerland Key.


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

Other Places to Stay in Summerland Key, FL


MiLo Watersports 531 Properties
Reel Deal Fishing Charters 528 Properties
Melody Key 466 Properties

Frequently Asked Questions About Summerland Key?

What are the top holiday rentals in Summerland Key?

With numerous options available in Summerland Key, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Summerland Key:

How many holiday rentals have private pools in Summerland Key?

Discover a selection of holiday rentals with private pools near Summerland Key with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Summerland Key are best for families?

If you're searching for a family-friendly holiday home in Summerland Key, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Summerland Key:

How many Casai.com holiday rentals are available in Summerland Key?

As of 2025, Casai boasts over 106 properties listed in the Summerland Key area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Summerland Key.


People Also Ask

There are 106 Summerland Key, FL Holiday Rentals

Recently Booked Holiday Rentals in Summerland Key