Windsor Island
1018 reviews
1931 Summer Drive, Davenport, FL 33897
1931 Summer Drive, Davenport, FL 33897
Proximity to Attractions
27 min
27 min
35 min
38 min
32 min
1:35 hour
Icon Park
35 min
1:25 hour
The Resort Offers
Gated Community
Gated Community
Resort Style Pool
Resort Style Pool
Sports Court
Sports Court
Hiking Trail
Hiking Trail
Wi Fi
Wi Fi
Concierge Service
Concierge Service
Movie Theater
Movie Theater
Volleyball Court
Volleyball Court
Water Park
Water Park
Picnic Area
Picnic Area
Slow River
Slow River
Poolside Cabanas
Poolside Cabanas
Fast Internet
Fast Internet
Property Types In The Resort
Single Family
5-10 Bedrooms
Private Pool
Private Pool
4-8 Baths
2263-4383 SqFt
5-5 Bedrooms
Private Pool
Private Pool
4-4 Baths
2265-2271 SqFt
What's Nearby
See everything that is great near the resort, to filter click on the items below to see on the map
Theme Parks
Theme Parks
Magic Kingdom
Lake Buena Vista, FL 32836
15.4 miles

Animal Kingdom
Bay Lake, FL 34747
13.2 miles

351 S Studio Dr, Lake Buena Vista, FL 32830
11.9 miles

Universal Studios
6000 Universal Blvd, Orlando, FL 32819
21.7 miles

Universal's Islands of Adventure
Universal Blvd, Orlando, FL 32819
20.9 miles

Blizzard Beach
1534 Blizzard Beach Drive, Orlando, FL 32836
11.6 miles

Discovery Cove
6000 Discovery Cove Way, Orlando, FL 32821
18.4 miles

Sea World
7007 Sea World Dr, Orlando, FL 32821
18.7 miles

5800 Water Play Way, Orlando, FL 32821
19.5 miles

14501 S Orange Blossom Trl, Orlando, FL 32837
26.8 miles
Icon Park
8375 International Dr, Orlando, FL 32819
21.3 miles

Disney Springs
1486 Buena Vista Dr, Lake Buena Vista, FL 32830
16.5 miles

Florida Fun Spots Inc
5000 Ave of the Stars, Kissimmee, FL 34746
14.7 miles

ESPN Wide World of Sports
700 S Victory Way, Reunion, FL 34747
11.9 miles

Univesrsal Citywalk
6000 Universal Blvd, Orlando, FL 32819
21.7 miles
Solstice Bar and Grille
1575 Carey Palm Cir, Kissimmee, FL 34747
3.8 miles

100 Ambersweet Way, Davenport, FL 33897
1.1 miles

Buen Café Latin Food
103 Ambersweet Way, Davenport, FL 33897
1.1 miles

Paradise Cove Grill & Seafood
9350 US-192 #102, Clermont, FL 34714
4.0 miles

Olive Garden Italian Restaurant
8136 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
7.1 miles

Miller's Ale House
8123 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
7.3 miles

Breezes Restaurant & Bar
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
6.3 miles

Finns Restaurant
7635 Fairfax Dr floor 2, Reunion, FL 34747
10.1 miles
Publix Super Market at Orange Lake Town Center
14928 E Orange Lake Blvd, Kissimmee, FL 34747
7.1 miles

550 US-27, Clermont, FL 34714
4.0 miles

7820 Osceola Polk Line Rd, Davenport, FL 33896
10.1 miles

3200 Rolling Oaks Blvd, Kissimmee, FL 34747
7.2 miles

Publix Super Market at Summer Bay
17445 US-192 Ste 11, Clermont, FL 34714
3.9 miles

La Nueva Isla Supermarket
9722 US-192, Clermont, FL 34714
3.6 miles
CVS Pharmacy
5000 Grandview Pkwy, Davenport, FL 33837
7.5 miles

Walgreens Pharmacy
45549 US-27, Davenport, FL 33897
5.1 miles

Publix Pharmacy at Champions Gate Village
8301 Champions Gate Blvd, Championsgate, FL 33896
7.5 miles

CVS Pharmacy
7575 Osceola Polk Line Rd, Davenport, FL 33896
9.8 miles

Walmart Pharmacy
2855 N Old Lake Wilson Rd, Kissimmee, FL 34747
7.9 miles

Publix Pharmacy at Berry Town Center
2424 Sand Mine Rd, Davenport, FL 33897
0.9 miles

CVS Pharmacy
49581 US-27, Davenport, FL 33897
0.7 miles
Flórida Hospital Celebration Health
400 Celebration Pl, Kissimmee, FL 34747
11.8 miles

AdventHealth Medical Group
1530 Celebration Blvd STE 101, Celebration, FL 34747
14.6 miles

Arnold Palmer Hospital
61 Riley Rd, Celebration, FL 34747
11.6 miles

AdventHealth Four Corners ER
17430 Bali Blvd, Winter Garden, FL 34787
4.7 miles

South Lake Hospital Joe H. & Loretta Scott
16966 Cagan, N Ridge Blvd, Clermont, FL 34714
3.8 miles

Legends Family Medical Center
1485 Legends Blvd, Championsgate, FL 33896
7.4 miles

Florida MedCare Clinic and Urgent Care
1420 Celebration Blvd Suite 200, Celebration, FL 34747
14.9 miles
Orlando Premium Outlet
15657 S Apopka Vineland Rd, Orlando, FL 32821
15.2 miles

Orlando Vineland Premium Outlets
8200 Vineland Ave, Orlando, FL 32821
16.0 miles

Florida Mall
8001 S Orange Blossom Trl, Orlando, FL 32809
24.3 miles

Millenia Mall
4200 Conroy Rd, Orlando, FL 32839
24.8 miles

Orlando Premium Outlets
4951 International Dr, Orlando, FL 32819
23.5 miles

Loop Shopping Center
3208 N John Young Pkwy, Kissimmee, FL 34741
26.0 miles

West Oaks Mall
9401 W Colonial Dr, Ocoee, FL 34761
26.8 miles
Disney's Oak Trail Golf Course
1950 W Magnolia Palm Dr, Lake Buena Vista, FL 32836
15.5 miles

Reunion Resort Golf Courses - Palmer & Watson
7599 Gathering Dr, Kissimmee, FL 34747
10.6 miles

Golf at Reunion Resort
7593 Gathering Dr, Kissimmee, FL 34747
9.4 miles

ChampionsGate Golf Club
8575 White Shark Blvd, Davenport, FL 33896
6.6 miles

Highlands Reserve Golf Club
500 Highlands Reserve Blvd, Davenport, FL 33897
1.9 miles

Mystic Dunes Golf Course
7900 Mystic Dunes Ln, Kissimmee, FL 34747
8.6 miles

Falcon's Fire Golf Course
3200 Seralago Blvd, Kissimmee, FL 34746
13.6 miles
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Windsor Island

Windsor Island Vacation Rentals: Enjoy Your Orlando Vacation for the Best Deal

Windsor Island is one of Orlando’s newest and best vacation resort communities. The latest addition to the Windsor family of Orlando vacation resorts, Windsor Island not only carries on the family tradition of high-quality rental homes, 5-star amenities, and proximity to the parks; they’re raising the bar, with a 30%-larger community pool, 50%-longer lazy river, and 60%-larger sun deck.

At Windsor Island, you’ll find all the comforts of home in an exciting resort setting. And with ILoveVH you’ll find it for less. We can help you save on a dream vacation rental, for the vacation of your dreams at Windsor Island. So what are you waiting for… book your home today with ILoveVH!

Book your home today!


Why Book A Vacation Home Rental In Windsor Island Orlando?

With new and improved amenities, high-end homes, and a prime location near parks and attractions, Windsor Island is is Orlando’s newest and best vacation rental resort.

Read on to learn more about why you should rent a vacation home in Windsor Island.


1. New and Improved Amenities

Like its Windsor forbearers, Windsor Island boasts a full range of luxury resort-style amenities.

Guests will enjoy access to multiple sports courts, playgrounds, and even a putt putt golf course.

But Windsor Island wasn’t content to just rest on the family name; they’ve taken the luxury up a notch.

You’ll find new and improved amenities like a 30%-larger resort-style pool, 50%-longer lazy river, and 60%-larger sun deck.


2. The Magic of Disney Right Outside Your Door

Windsor Island boasts a prime Davenport location just minutes from the Walt Disney World Resort.

With a Windsor Island vacation rental from ILoveVH, the family-friendly charms of the Magic Kingdom, roaring good times of animal kingdom, silver-screen excitement of Hollywood Studios, and cultural explorations of Epcot, are right outside your door.

Because there are many adventures to be had at Disney.

But getting there shouldn’t be one.


3. Share Your Rental and Save

With options for up to 13 bedrooms, Windsor Island lets you share your rental and save.

Gather your friends or extended family for the ultimate party house, and split the bill for ultimate savings.

But it’s not just the rent you can save on when you share a vacation home.

From catering to carpooling, splitting the dinner bill or Uber fare are just a couple other great ways to share and save when you stay together under one roof.


4. Synch Your Rides and Save Time

As we mentioned, sharing an Uber is a great way to save money, made much easier when you share a rental.

But carpooling also lets you save time and effort on getting to and from your destinations.

When you share a vacation rental, you can get everyone is on the same page, then get everyone in the same car, so you all arrive at your destinations and back home again at the same time.

No more waiting for stragglers, or if you’re the straggler, missing out on the magic.

At Windsor Island, you can synch your rides and save time.


5. Incredible In-Home Amenities

We’ve told you about Windsor Island’s incredible community amenities.

But at Windsor Island, you’ll also have your pick of incredible in-home amenities that turn your rental from place to stay to place to play.

With a Windsor Island vacation rental from ILoveVH, you can choose from enchanted upgrades like private pools and spas, media rooms with big-screen projector setups, high-tech game rooms, and bedrooms themed on your favorite movies.


Make The Most Of Your Orlando Vacation: The Best Things To Do Near Your Windsor Island Rental

Windsor Island is ideally located for Orlando’s most popular points of interest and attractions.

Read our top-5 things to do near Windsor Island and start writing the ultimate vacation itinerary today!


1. Make Your Kids’ (and Your) Dreams Come True at Disney

Admit it; it’s not just your kids who have been dreaming of Disney.

If you’re ready to make yours and their dreams come true, ILoveVH can help.

With our selection of Windsor Island vacation rentals in Davenport, you can stay in a real, luxury home just 12 minutes from Orlando’s best theme park.

Because you don’t have to cross the Atlantic to find free-roaming African wildlife.

And you don’t have to cross the galaxy to find the Galaxy’s Edge.

You just have to book a home at Windsor Island with ILoveVH.


2. Play on Some of Florida’s Best Golf Courses

Did you know Florida is home to more golf courses than any other state?

And a great many of them can be found in western Central Florida.

Within just a few miles of Windsor Island, you’ll find some of Florida’s best golf courses, including the National and International at Champions Gate, Mystic Dunes, Highlands Reserve, the Palmer, Watson, and Nicklaus courses at Reunion, Bay Hill Club, and more.

Whether you’re a weekend warrior or Tiger Woods, you’ll find a course for you near Windsor Island.


3. Enjoy Supper With a Side of Entertainment

It’s hard to have fun when you’re hungry.

In short, when you gotta eat, you gotta eat.

But dinner doesn’t have to get in the way of the fun.

At Windsor Island, you can kill two birds with one stone, with world-class cuisine and world-class entertainment all rolled into one.

Whether it’s themed restaurants like Rainforest Café, T-Rex Café, and Planet Hollywood, or dinner-shows like Medieval Times, Capone’s, and the Dark Séance Haunted Dinner Experience, you’ll find no shortage of places to enjoy supper with a side of entertainment.


4. Swim Like a Local at the Springs

Want to have fun like a local?

Central Florida boasts the world’s highest concentration of freshwater springs.

These all-natural, crystal-clear swimming holes are beautiful, and at a constant 72 degrees, make a great way to beat the heat.

Moreover, many have been designated as national parks.

Enjoy hiking, canoe and kayak rentals, educational visitor centers, restroom facilities, and even bars and restaurants.


5. Find the Real Florida by Airboat

If the springs sound like your idea of fun, then you might also like air-boating.

Near Windsor Island, you’ll find several airboat operators offering affordable tours of West Orlando’s wetlands.

Be sure to bring your camera.

Speeding across these vast expanses of sawgrass and water, you’ll encounter many species of birds, tons of alligators, and some of the best sunsets you’ve ever seen.


Book Your Vacation Home Rental In Windsor Island Near Orlando’s Best Parks

Windsor Island Posts convenient access to Orlando’s tap theme parks, including:
See All Vacation Rentals Near Orlando FL


Windsor Island Orlando Vacation Rentals near Disney World

Disney World is every kids dream.

Maybe it’s yours, too!

At Windsor Island, you can make your whole family’s dreams come true with just a 12-minute drive.
See All Orlando Vacation Home Rentals Near Disney


Windsor Island Orlando Vacation Rentals near Universal Studios

Planning a visit to the world’s best thrill park?

Universal Studios has been letting you ride the movies since 1990, with high-production shows and state-of-the-art motion rides.

Today, there’s more to see than ever before at Universal, as well as at Islands of Adventure, Volcano Bay, and Universal CityWalk.

It’s a universe of entertainment, and it’s all 26 minutes from Windsor Island.
See All Vacation Home Rentals Near Universal Studio Orlando


Windsor Island Orlando Vacation Rentals near SeaWorld

SeaWorld is making a splash as Orlando’s definitive destination for roller coasters,

But don’t worry, there’s still plenty of sea to see.

From penguin encounters to stingray encounters, to live shows with a variety of wildlife, SeaWorld hasn’t forgotten its roots.
See All Vacation Rentals Near Seaworld Orlando


See Other Orlando Vacation Homes Besides Windsor Island Rentals

homes for rent in windsor island orlando

ILoveVH brings you Orlando’s best communities so you can have the best vacation ever.

So dive into these other handpicked communities and see what they have to offer.

You never know where you might find your dream vacation rental.
See All The Resorts Rentals Orlando Florida


1. Vista Cay

Vacationing on a budget?

At Vista Cay, you’ll find lakefront townhomes and condos offering the best view for the best value in Orlando.

And best of all, it’s close to all major attractions.
See All Vista Cay Rental


2. Paradise Palms

Paradise Palms lets you get away from it all and have it all within reach.

Here you’ll find a remote tropical paradise that’s actually just 5 miles from Disney.
See All Paradise Palms Resort Vacation Rentals


3. Champions Gate

If you’re looking for a great location near Disney, but with more adult-aimed amenities, check out Champions Gate.

Here you’ll find two of Florida’s best golf courses just 18 minutes from Disney parks.

But don’t worry, there’s plenty of magic for the young ones too, from a water park, to mini golf, to Disney-themed bedrooms.
See All Champions Gate Rentals


4. Reunion Resort

Looking for the ultimate golf getaway in Orlando?

Reunion boasts 3 signature golf courses, and lavish mansions with celebrity owners.

We can even help you book one of their homes!

Give your family the star treatment and they’ll be sure to forgive you for spending the vacation golfing.
See All Reunion Resort Rentals


Rent Your Vacation Home By Type

As a family-owned booking agency, ILoveVH knows every family is unique.

That’s why we got into this business – to help people have vacations as unique as their families.

So whether you’re pet people, pool people, 50 people or 1…well…person, we can you help you find the perfect home for you and all your people.

Sensible Yet Spacious Luxury

See All Orlando Vacation Condo Rentals
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Deluxe Vacation Homes

See All Orlando Vacation Home Rentals With Private Pool
See All Orlando Vacation Villa Rentals
See All Luxury Vacation Rentals Orlando Florida

Specialty Homes

See All Orlando Beach Vacation Rentals
See All Orlando Pet Friendly Vacation Rentals


Rent Your Vacation Home By Amount Of Bedrooms

With a vacation home you can choose your sleeping arrangements.

Want everyone to have a private space?

Want to bundle and save with shared bedrooms for the kids?

Search by amount of bedrooms today to see everything available in your family’s size.

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8 Bedroom Vacation Rentals In Orlando
9 Bedroom Vacation Rentals In Orlando
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14 Bedroom Vacation Rentals In Orlando Florida


See All Vacation Homes For Rent In Orlando, FL!

Want to see more?

Peruse our full inventory of homes to see Orlando’s best selection of vacation rentals.
The Best Of Orlando Vacation Rentals


See The Best Windsor Island Orlando Vacation Home Rentals And Book Now!

rentals windsor island

So, if you want to stay in Orlando’s newest, best vacation rental resort, count on Orlando’s best booking agency for a great deal.

Book your home today – with ILoveVH!

ilovevh is a proud part of the Authentic Group, a one-stop shop for all real estate services delivered with excellence and a high level of trust.
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