Orlando Summer Rentals, Cottages & Cabins

There are a lot of options in Orlando. If you plan on staying in the Orlando area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Orlando:

• Amazing villa close to Disney with 5* Reviews
• A Unique Disney Experience in Itself ~ Be Our Guest House ~ Star Wars & Frozen.
• Conservation View - Hot Tub - Free Pool Heat - Very Private
• Our DisneyDreamVilla - minutes to DisneyWorld!
• BEST HOUSE! StarWars Theater, HarryPotter, Princess, Pirates! Disney 8-10 min!
• Mickeys Magical Villa Disney Five Star Pool Villa Home at Windsor Hills
• Magical Getaway - 4BR/3BA with Pool/Spa, Wifi, Games Room
• Beautiful 6 Bedroom Home, 6 Miles from Disney World, South Facing Pool
• Adventure Villa - WOW Pool & SPA - All Vacation Themed + Beauty & Beast Dining
• Dream Retreat w/private south facing pool/spa near Disney/Golf

In 2026, Holidayrentalvillas offers 13015 summer rentals in or around Orlando. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.

The average price per night for a summer rental in Orlando is $497. Check the full list of summer accommodations in Orlando.

There are 13015 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Holidayrentalvillas.

Yes, here are some popular summer holiday rentals in Orlando that have a private or indoor pool:

• 4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192
• Amazing house with a nice private pool near Disney
• Awesome Villa
• NEW - Luxury decorated villa with amazing view, private pool and spa

Check all holiday rentals with a pool in Orlando on Holidayrentalvillas.