Windsor Hills Vacation Packages 2025/2026 from $220

Windsor Hills flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Knights Inn Kissimmee

Save 100% on your flight

$220

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a snack bar/deli, and a picnic area are also on offer.

Westgate Blue Tree Resort in Lake Buena Vista

$361

per person

Nov 5 - Nov 11

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the hot tub and perks like free self parking.

Westgate Lakes Resort & Spa Universal Studios Area

Save 100% on your flight

$471

per person

Nov 29 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.

Westgate Palace Hotel / Universal / I-Drive

International Drive District

$540

per person

Nov 6 - Nov 12

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Hilton Daytona Beach Oceanfront Resort

Brush - Stewarts

$442

per person

Nov 5 - Nov 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

4 restaurants, 2 outdoor pools, and 2 hot tubs are among this hotel's featured amenities. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Enjoy the 24-hour gym and visit the 2 beach bars and poolside bar for drinks.

Top Windsor Hills hotels deals

2 Bedroom, 2 Bath Condo 2 miles from Disney and 10 miles from Universal studios.

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A water park and an outdoor pool are featured at this smoke-free condo. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A gym, a hot tub, and a garden are also on offer.

Pool

Hot Tub

🌟NO CARPETS - ONE LEVEL🌟Newly Renovated Pool/Theater Home In Windsor Hills

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A water park and a hot tub are featured at this smoke-free vacation home. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A gym and a garden are also provided.

Pool

Hot Tub

6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ

$350 nightly

$391 total

Oct 9 - Oct 10

Total with taxes and fees

A water park and a hot tub are featured at this smoke-free vacation home. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and conveniences like a garden and barbecue grills.

Villa 7748 - Arcade Rm Updated Mar 2025! 3 mi from Disney, Pool Heat, BBQ & PS5

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A water park and an outdoor pool are featured at this smoke-free vacation home. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A gym, a hot tub, and barbecue grills are also on offer.

Pool

Hot Tub

Vacation Rental near Disney, Univeral Studios, Epic, w/free parking and Wi-Fi.

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A water park and a hot tub are featured at this smoke-free condo. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A gym is also provided.

TOP-RATED Windsor Hills Home ♥ THEATER ROOM, Game Room, Pool/Spa ♥4 Mi to Disney

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This vacation home features a gym and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Walt Disney World® Resort

Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Universal Studios Florida

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Studios Orlando showing street scenes, a city and rides

Universal Orlando Resort

Have a fun-filled day at Universal Orlando Resort and see why people love this theme park in Orlando. Check out the shops and top-notch restaurants in this family-friendly area.

Frequently asked questions

How much are vacation packages to Windsor Hills?

With Travelocity vacation packages, you can live it up in Windsor Hills for a mere $220. Flights, hotels and tours — we have it all. You'll save loads just for bundling your bookings. With everything taken care of before you go, you can sit back, relax and not worry about a thing.

Where can I get the best vacation package deals for Windsor Hills?

It's difficult to beat Travelocity when it comes to putting together your Windsor Hills package deal. There are as many as 400 airlines and 1,000,000 worldwide properties to select from. Reserve your trip now and get ready to tick another place off your must-visit list.

Why should I purchase my Windsor Hills vacation package with Travelocity?

Incredible savings, loads of thrilling destinations and 24/7 customer service you can rely on — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.

Can I save on my Windsor Hills car rental if I bundle it with hotels and flights?

Sure can — and if you also add a tour or an experience to your Windsor Hills vacation package, you'll pick up even more savings. With an affordable package from Travelocity, you can find things to do in the region that are just right for you. Then, jump in your rental car and work your way through the list. Daytona International Speedway is one must-see sight to key into your GPS. It's 70 mi from Windsor Hills.