Villa in Windsor Hills, FL
13 guests · 4 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this villa rental
Welcome to Olaf’s Endless Summer – Your Family’s Magical Disney Retreat
Escape to a place where Disney dreams meet everyday comfort. Located just 2 miles from Walt Disney World, our professionally designed 4-bedroom, 4-bathroom villa in Windsor Hills Resort is the perfect in home base for your next adventure. Whether it’s your first visit or your fifteenth, Olaf’s Endless Summer offers the space, charm, and convenience families need to relax, recharge, and make unforgettable memories.
Why Families Love Our Home:
Rare single-story layout—no stairs, no elevators, just walk-in ease
4 bedrooms / 4 bathrooms—everyone gets their own space and privacy
Private heated pool—perfect for nighttime swims under the stars
Themed bedrooms:
Star Wars™ Galaxy Room with custom triple-decker bunk bed—sleeps several kids
Princess Suite with pull-out trundle—perfect for siblings or cousins
Moana-Inspired Room with a king-size bed and private ensuite—a tropical escape for grown-ups
Frozen Room with a king-size bed and private ensuite—cool, cozy, and ideal for grandparents or parents
Games room with pool table, Xbox and more
Family-Ready Extras (Included!):
Pool heat included
Highchairs, strollers, playpens, wagons
Toy room stocked with fun
BBQ grill on the honor system
Smart TVs, fast Wi-fi.
We’re Not Just Hosts—We’re Here for You: We’re proud to be Premier Hosts with hundreds of 5-star reviews from happy families. Due to a glitch in the system (possibly caused by a rogue droid or a Jedi mind trick), they’re a bit tricky to find—but trust us, they’re there, and they speak volumes. We treat every guest like family and love being part of your vacation story.
Yes, we have a great management team, but we’re also just a phone call away. Whether you forgot to register someone at the gate, need a last-minute change, or want Brett’s “Dad’s First Day Check-In List,” we’re here to help.
Windsor Hills Resort Perks:
Heated lagoon pool, splash pad, and water park
Clubhouse with movie theater, arcade, and fitness center
Sports courts, playgrounds, walking trails
Daily activities like crafts and DJ-led pool parties (our daughter is undefeated in the hula hoop contest—15 wins and counting!)
Let the magic begin. Olaf’s Endless Summer is more than a rental—it’s a place where memories are made. Book today and let your family’s magical adventure begin!
Escape to a place where Disney dreams meet everyday comfort. Located just 2 miles from Walt Disney World, our professionally designed 4-bedroom, 4-bathroom villa in Windsor Hills Resort is the perfect in home base for your next adventure. Whether it’s your first visit or your fifteenth, Olaf’s Endless Summer offers the space, charm, and convenience families need to relax, recharge, and make unforgettable memories.
Why Families Love Our Home:
Rare single-story layout—no stairs, no elevators, just walk-in ease
4 bedrooms / 4 bathrooms—everyone gets their own space and privacy
Private heated pool—perfect for nighttime swims under the stars
Themed bedrooms:
Star Wars™ Galaxy Room with custom triple-decker bunk bed—sleeps several kids
Princess Suite with pull-out trundle—perfect for siblings or cousins
Moana-Inspired Room with a king-size bed and private ensuite—a tropical escape for grown-ups
Frozen Room with a king-size bed and private ensuite—cool, cozy, and ideal for grandparents or parents
Games room with pool table, Xbox and more
Family-Ready Extras (Included!):
Pool heat included
Highchairs, strollers, playpens, wagons
Toy room stocked with fun
BBQ grill on the honor system
Smart TVs, fast Wi-fi.
We’re Not Just Hosts—We’re Here for You: We’re proud to be Premier Hosts with hundreds of 5-star reviews from happy families. Due to a glitch in the system (possibly caused by a rogue droid or a Jedi mind trick), they’re a bit tricky to find—but trust us, they’re there, and they speak volumes. We treat every guest like family and love being part of your vacation story.
Yes, we have a great management team, but we’re also just a phone call away. Whether you forgot to register someone at the gate, need a last-minute change, or want Brett’s “Dad’s First Day Check-In List,” we’re here to help.
Windsor Hills Resort Perks:
Heated lagoon pool, splash pad, and water park
Clubhouse with movie theater, arcade, and fitness center
Sports courts, playgrounds, walking trails
Daily activities like crafts and DJ-led pool parties (our daughter is undefeated in the hula hoop contest—15 wins and counting!)
Let the magic begin. Olaf’s Endless Summer is more than a rental—it’s a place where memories are made. Book today and let your family’s magical adventure begin!
Amenities at Olaf's Endless Summer at Windsor Hills
Non-smoking
No pets allowed
Family friendly
Map of Windsor Hills, FL
Ratings and reviews
10 / 10Outstanding·May 2026
Our stay for Summit was amazing! The house was spotless, quiet, and had the best amenities for both kids and adults. The personal pool, kids’ playroom, and waterpark access made it feel like a vacation on top of competition weekend. The rooms were somehow even better in person than the pictures, and my kiddos absolutely loved every second of it. My daughter is already asking if we can book this same house again next year if we make it back to Summit! Highly recommend for families traveling for competitions or just wanting a fun, relaxing stay.
8 / 10Excellent·May 2026
This home was perfect for our stay. We had plenty of room, everything we needed and the proximity to Disney World was great!
10 / 10Outstanding·Apr 2026
Great house for our traveling party. Very clean and everything you could want is there.
10 / 10Outstanding·Mar 2026
Fantastic house in a well located resort a short 10-15 minute drive from the entire WDW resort. House as described and was a lovely home away from home! Owner quick to respond to enquiries, would definitely stay again!
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Top rated by guests
9.8Outstanding
(23 Ratings)
"Our stay for Summit was amazing! The house was spotless, quiet, and had the best amenities for both kids and adults. The personal pool, kids’ playroom, and waterpark access made it feel like a vacatio..."
Kendra P.Don't miss out! Price and availability may change
