1 of 16 img
Home > Villas > Florida Communities > Windsor Hills > Windsor Hills - Ocean - 360
Back
Windsor Hills - Ocean 360
img Kissimmee, Orlando
  • Adults
    - +
  • Children (under 12)
    - +
  • Infants (under 2)
    - +
Call us on 01708 989 371
7 nights from £805 pp
Incl. Villa, Flights, 24/7 Florida Support, Fully ATOL & ABTA Protected
  • 5-bedroom home
  • Private pool
  • Cinema room
  • Themed kids' rooms

Welcome to Windsor Hills. This popular villa community is ideally situated in Kissimmee and enjoys a prime location as one of the closest resorts to the magic of Walt Disney World Resort. This luxurious home is designed to comfortably accommodate up to twelve guests, making it perfect for family holiday or group getaways.

Whether you're here to explore Orlando's attractions or to relax in the tranquil surroundings of the resort, Windsor Hills offers the perfect blend of excitement and relaxation. Enjoy the best of both worlds with this beautiful home in an unbeatable location.

  • 5-bedroom home
  • Private pool
  • Cinema room

Welcome to Windsor Hills. This popular villa community is ideally situated in Kissimmee and enjoys a prime location as one of the closest resorts to the magic of Walt Disney World Resort. This luxurious home is designed to comfortably accommodate up to twelve guests, making it perfect for family holiday or group getaways.

Whether you're here to explore Orlando's attractions or to relax in the tranquil surroundings of the resort, Windsor Hills offers the perfect blend of excitement and relaxation. Enjoy the best of both worlds with this beautiful home in an unbeatable location.

Windsor Hills - Ocean 360

img Kissimmee, Orlando
7 nights from £805 pp Incl. Villa, Flights, 24/7 Florida Support, Fully ATOL & ABTA Protected
  • 5-bedroom home
  • Private pool
  • Cinema room
  • Themed kids' rooms

Welcome to Windsor Hills. This popular villa community is ideally situated in Kissimmee and enjoys a prime location as one of the closest resorts to the magic of Walt Disney World Resort. This luxurious home is designed to comfortably accommodate up to twelve guests, making it perfect for family holiday or group getaways.

Whether you're here to explore Orlando's attractions or to relax in the tranquil surroundings of the resort, Windsor Hills offers the perfect blend of excitement and relaxation. Enjoy the best of both worlds with this beautiful home in an unbeatable location.

Amenities

  • img
    Sleeps 10
  • img
    Bedrooms 5
  • img
    Bathrooms 5
  • Cinema Room
  • Clubhouse
  • Communal Gym
  • Communal Playground
  • Communal Pool
  • Communal Sports Facilities
  • Flat Screen TV
  • Games Room
  • Gated Resort
  • Private Pool
  • Resort Restaurant/Bar
  • Themed Bedrooms
  • TV In Every Bedroom
  • WiFi Access

Villa Holiday Package Prices

Package Prices

View our pricing table for an estimation of the per-person costs for staying in this villa throughout the year, inclusive of flight tickets. Please note that prices are also based on maximum occupancy and do not reflect real-time availability.
For a personalised quote, speak to one of our expert travel consultants about your requirements, and we can tailor your holiday package.
Months7 Nights10 Nights14 Nights
January£ 805£ 865£ 945
February£ 805£ 865£ 945
March£ 805£ 865£ 945
April£ 865£ 925£ 1,005
May£ 805£ 865£ 945
June£ 865£ 925£ 1,005
July£ 985£ 1,045£ 1,125
August£ 1,105£ 1,165£ 1,245
September£ 985£ 1,045£ 1,125
October£ 985£ 1,045£ 1,125
November£ 805£ 865£ 945
December£ 805£ 865£ 945

Villa Description

This stunning home boasts a range of luxurious internal and external amenities designed for an unforgettable stay. Inside, there are themed bedrooms, plenty of spacious living areas, and a home cinema room with recliner seating, large projector screen, and arcade games.

Outside, the sparkling private pool and relaxing patio area are ideal for soaking up the Florida sunshine. With its stylish décor, ample space, and thoughtful amenities, this villa offers a perfect blend of comfort and fun, ensuring a memorable stay for all guests.

Bedrooms/Bed Sizes

  • 1 master king bedroom with en suite bathroom
  • 2 king bedrooms
  • 1 Finding Nemo-themed bunk bedroom (single bed on top, double on the bottom)
  • 1 twin bedroom (Baby Yoda-themed)

Living Area

  • Open-plan living
  • Fully-equippedkitchen with breakfast table and chairs
  • Dining table and6 chairs
  • Living area with large flat-screen TV and comfy sofas

Outdoor Living Space

  • Private pool and spa
  • Sun loungers
  • Covered lanai, patio, and pool deck area
  • Patio dining table and6 chairs
  • Outdoor sofa seating

Entertainment

  • Flat-screen TV in the main lounge
  • Home cinema room with projector screen, recliner seating, arcade games and foosball
  • TV in every bedroom

General

  • Complimentary Wi-Fi
  • Towels and bed linensprovided

Windsor Hills

  • One of the closest villa communities to Walt Disney World Resort
  • 24-hour gated security
  • On-site entertainment including a clubhouse and theatre
  • Luxury lagoon swimming pool, complete with water slides and hot tub
  • Fitness centre
  • On-site sundry shop
  • Games room
  • Sand volleyball court
  • Tennis and basketball courts
  • 9-hole mini golf course

Villa Features

Experience ultimate luxury and entertainment with the main features of this exceptional home. The private pool and patio area provide a serene oasis for relaxation and fun, allowing guests to unwind in the sparkling waters or bask in the warm Florida sun.

Upstairs the two themed bedrooms offer a whimsical retreat for younger guests, making every bedtime an adventure. Additionally, the home cinema room, complete with recliner seating, a projector screen, and arcade games, ensures endless entertainment for the whole family to enjoy during their down time away from the parks.

img

Private Pool

The villa’s private pool and patio area offer a luxurious retreat for relaxation and fun. Dive into the sparkling waters or lounge by the poolside, soaking up the warm Florida sunshine. This serene outdoor space is perfect for unwinding after a day at the theme parks or simply enjoying a peaceful afternoon altogether.
The villa’s private pool and patio area offer a luxurious retreat for relaxation and fun. Dive into the sparkling waters or lounge by the poolside, soaking up the warm Florida sunshine. This serene outdoor space is perfect for unwinding after a day at the theme parks or simply enjoying a peaceful afternoon altogether.
The villa’s private pool and patio area offer a luxurious retreat for relaxation and fun. Dive into the sparkling waters or lounge by the poolside, soaking up the warm Florida sunshine. This serene outdoor space is perfect for unwinding after a day at the theme parks or simply enjoying a peaceful afternoon altogether.
img

Cinema Room

The home cinema room is a haven for entertainment lovers. Equipped with recliner seating, a large projector screen, and a selection of arcade games, it offers endless fun for the whole family. Whether you're watching a movie on the big screen or engaging in some friendly competition with the arcade games, this room provides a perfect space for some fun.
The home cinema room is a haven for entertainment lovers. Equipped with recliner seating, a large projector screen, and a selection of arcade games, it offers endless fun for the whole family. Whether you're watching a movie on the big screen or engaging in some friendly competition with the arcade games, this room provides a perfect space for some fun.
The home cinema room is a haven for entertainment lovers. Equipped with recliner seating, a large projector screen, and a selection of arcade games, it offers endless fun for the whole family. Whether you're watching a movie on the big screen or engaging in some friendly competition with the arcade games, this room provides a perfect space for some fun.
img

Themed Bedrooms

The enchanting-themed bedrooms are perfect for younger guests and feature Nemo- and Baby Yoda- themed bedrooms. Each has custom-built beds that provide a magical and immersive experience for all. These delightful rooms will transform bedtime into an adventure, sparking little ones' imaginations and create lasting memories.
The enchanting-themed bedrooms are perfect for younger guests and feature Nemo- and Baby Yoda- themed bedrooms. Each has custom-built beds that provide a magical and immersive experience for all. These delightful rooms will transform bedtime into an adventure, sparking little ones' imaginations and create lasting memories.
The enchanting-themed bedrooms are perfect for younger guests and feature Nemo- and Baby Yoda- themed bedrooms. Each has custom-built beds that provide a magical and immersive experience for all. These delightful rooms will transform bedtime into an adventure, sparking little ones' imaginations and create lasting memories.

Resort Features

The perfect blend of luxury, comfort, and adventure, your holiday will be nothing short of a dream come true. Step out of your villa and immerse yourself in the wealth of activities on offer. At Windsor Hills, you’ll always find something to keep you entertained. From days at the waterpark and evenings at the movie theatre, you can also keep active on the sports courts.
 

img

Cinema Room

Treat yourself to an evening at the resort movie theatre, playing much-loved classics and newer released blockbusters. Before you enter the 40-seat cinema, grab sweet treats and savoury snacks from The Market Place & Grill to nibble during the film. And after the light-hearted laughs at the movie theatre, gather in the resort games room for some retro fun on the arcade machines or test your skills at air hockey or sinking the solid eight on the pool table.

img

Mini Market

Whether you need to stock up on essentials or you're craving a delicious snack or a refreshing drink, The Market Place & Grill has you covered. Enjoy the convenience of a one-stop shop for all your needs that also features a sit-down restaurant. There’s no need to venture far from the comfort of your surroundings, as everything you need for a perfect day is at your fingertips.

img

Water Park

Soar down multi-story water slides and feel the thrill of being surrounded by dynamic water jets. Dive into the crystal-clear waters of a lagoon-style swimming pool, or lounge in the luxurious 10-person hot tub to boost relaxation. Soak up the sun and recharge on a sun lounger by the poolside, where each break from swimming will be an opportunity to bask in the warm rays and rejuvenate.

Location

You’ll love Windsor Hill’s ideal location - one of the closest villa communities to Walt Disney World. Situated on North Old Lake Wilson Road, the Happiest Place on Earth is a 10-minute drive away while you’re close to other world-class attractions and thrilling theme parks.

* Map points are approximate
  • img
    Airport:
    • Orlando International Airport (24 miles)
    • Tampa International Airport (72 miles)
  • img
    Flight Times
    • 9 hours from London (Approximately)
  • img
    Transfer Time
    • 32 mins by car from Orlando International Airport
  • img
    Time Difference
    • GMT -5 hours
Nearby Attractions
  • Walt Disney World Resort (9 miles)
  • Universal Orlando Resort (16 miles)
  • SeaWorld Orlando (14 miles)
  • International Drive (11 miles)
  • Legoland Florida Resort (30 miles)
  • Peppa Pig Theme Park Florida (33 miles)
  • Busch Gardens Tampa Bay (65 miles)
  • Clearwater Beach (89 miles)
Community Amenities
  • Sports Facilities
  • Children's Pool
  • Cinema Room
  • Clubhouse
  • Resort Pool
  • Mini Market
  • Fitness Centre
  • Gated Community
  • Kid's Playground
  • Tennis Courts
  • Close to Disney (under 10 miles)
  • Close to shops
  • Games Room/Arcade
  • Restaurant onsite
  • Water Park

Useful Information

Please note that the splash pad and waterslides at Windsor Hills Resort clubhouse are scheduled for refurbishment from 5th of January through 13th of February 2026, and will be closed during this period.

Please note that the main resort pool, hot tub, and all other facilities will remain open and available for guests to enjoy.

**EXCLUSIVE** Price includes a complimentary welcome pack with everyday essentials (milk, bread, jam, butter, tea, coffee, water, cereal and juice), along with all pre-arrival cleaning fees and taxes. Each property is thoroughly inspected before your arrival, and our dedicated Ocean Beds 24-hour in-resort team is always on hand to ensure guests are well looked after.

Please note: Florida State Law requires all clients to register and all home bookings are required to pay a Property Protection Fee of $8 per day (capped at $120) by credit or debit card, as part of the registration and online check in. All clients must have completed registration to allow them to download their accommodation voucher approx. 5 days prior to their arrival date.

If your home includes a spa please be aware that the spa is not automatically heated and pool heat will need to be added to booking which is available between the months of October to April only.

Florida 24/7 Support Team

Florida 24/7 Support Team

img
  • Friendly and helpful Florida team of locals
  • Available 24/7 to assist Ocean Florida holidaymakers
  • Providing expert knowledge on Florida's attractions, dining scene, and entertainment

To ensure your holiday runs smoothly, we have a team based in Florida ready to offer their assistance. You can reach them by phone or email 24 hours a day, 7 days a week, to get recommendations and helpful advice during your stay in the Sunshine State.

To ensure your holiday runs smoothly, we have a team based in Florida ready to offer their assistance. You can reach them by phone or email 24 hours a day, 7 days a week, to get recommendations and helpful advice during your stay in the Sunshine State.

To ensure your holiday runs smoothly, we have a team based in Florida ready to offer their assistance. You can reach them by phone or email 24 hours a day, 7 days a week, to get recommendations and helpful advice during your stay in the Sunshine State.

Why Choose Us

Why we are the UK's #1 Independent Florida specialists

1
Book as far
ahead as 2029
img

We are the only tour operator that can offer Florida holidays this far in advance.

2
Villa
Specialist
img

Access to over 2,500
exact homes across
Florida.

3
Award Winning
Company
img

We’re proud to have been awarded Travel For All award at the Travel Weekly Globes 2024 & 2025.

4
24/7
Support
img

Contact our team in the US or UK in case of emergency 24 hours a day, 7 days a week.

5
Fully ATOL & ABTA
Protected
img

When you book with Ocean Florida, your holiday and your money is 100% secure.

6
5 Star
Reviews
img

We’re very proud to receive daily 5-star reviews for both our service and our holidays.

There's more...
img
Find Your Once-In-A-Lifetime

Let’s find your once-in-a-lifetime! Somewhere that makes everyone from grandparents to grandchildren feel like big kids. A place where “finally” is said aloud. This is where bucket lists are re-written. Where from your first quote until your flight home, you can feel the Ocean Difference with personalised quotes, bespoke itineraries, and award-winning service. We are your holiday shapers and memory makers for dreams of every size, including 24/7 support for all your needs abroad. Get in touch today for everyday fairytales found only with Ocean Florida.

img

Friendly Travel
Specialists at our UK centre

Our friendly team is on hand 7-days a week to help plan your holiday. We send each Travel Specialist to Florida at least once per year, meaning they talk to you from experience, not a script.

img

24/7 Support Team
in
Orlando

We have an amazing support team based in Orlando who are available 24/7 to help you with any questions or queries you might have during your holiday.

Call our Travel Specialists to plan your perfect holiday or request a free quote in just 60 seconds
image
Call: 01708 989 371
or
Start Planning Your Trip
5 Star Reviews
img

We are extremely proud of every single one of our
independent customer reviews

feefo review logo for ocean florida
We’re very proud to receive daily 5-star reviews Read Google Reviews
Trustpilot brandmark review
Rated 4.8 stars in over 3,000 real customer reviews Read Trust Pilot Reviews
image
Call our Travel Specialists to plan your perfect holiday or request a free quote in just 60 seconds
image
Request your free
quote in just 60 seconds
Call: 01708 989 371
or
Start Planning Your Trip

Get a Free Florida
Villa Holiday Quote

  • Fun and friendly Travel Specialists
  • Expert Florida knowledge
  • Support teams in the UK & the USA
Adults
- +
Children (under 12)
- +
Infants (under 2)
- +
Call us on 01708 989 371
  • trip1 Fully ATOL &
    ABTA Protected
  • trip1 24/7 Florida Help
    Centre
  • trip1 UK's No.1 Florida
    Villa Specialist
  • trip1 4.8 TrustScore