Winter Park Vacation Rentals
SALE! 8BR 6BA 5 Star Resort/Pool/Spa/Games Disney!
8 Bedrooms
6 Bathrooms
4.83
95 reviews$409 / night (excl. fees & taxes)
Clean sanitized House, No contact arrival, Keyless entry, private southwest pool, game-room, free internet & wifi,
4 Bedrooms
2 Bathrooms
7 Guides
4.76
97 reviews$150 / night (excl. fees & taxes)
Magical Villa w/ Escape Room, Themed Rooms + Pool
9 Bedrooms
8 Bathrooms
5
1 review$329 - $1264 / night (excl. fees & taxes)
Free Pool Heat+BBQ|Fam Resort|Themed Frozen + Harry Potter|Star Wars Gameroom
9 Bedrooms
6 Bathrooms
5
66 reviews$275 - $3589 / night (excl. fees & taxes)
Eight bedroom private villa located at Windsor at Westside Resort. Nearby to all of the Orlando attractions.
8 Bedrooms
6 Bathrooms
4.83
54 reviews$279 - $700 / night (excl. fees & taxes)
Shaboo's Villa, Perfect Vacation Home, ALWAYS FUN!
4 Bedrooms
4 Bathrooms
4.67
3 reviews$125 - $210 / night (excl. fees & taxes)
Aloha Oasis @ Windsor Island! Prime Proximity: Disney, Universal & Orlando! Private Pool! No Back, Neighbors! Resort Amenities & King Beds!
5 Bedrooms
5½ Bathrooms
5
9 reviews$169 - $375 / night (excl. fees & taxes)
Family Friendly Disney Vacation Home with Surf Simulator, Water Park, GYM & Private Heated Pool
6 Bedrooms
4½ Bathrooms
5
45 reviews$285 / night (excl. fees & taxes)
2 Kings, 3 Queens, 5 twins (including bunk beds), 1 Full. Sleeps 18 guests comfortably.
7 Bedrooms
5½ Bathrooms
5
29 reviews$329 - $625 / night (excl. fees & taxes)
Ohana House at Windsor Island Resort
5 Bedrooms
5½ Bathrooms
$240 - $700 / night (excl. fees & taxes)
SOLARA RESORT!! Sleeps 13 W/ Pool near Disney! 🎢
5 Bedrooms
4½ Bathrooms
5
63 reviews$219 - $532 / night (excl. fees & taxes)
Welcome to Sunshine Getaway! This is a spacious home with a pool and a spa. It sleeps 10 and is close to Disney World.
5 Bedrooms
3 Bathrooms
5
5 reviews$215 - $248 / night (excl. fees & taxes)
HUGE Pool Deck 15 mins 2 Disney!❤️360º Sun, Privacy-Games-Chef’s Kitchen +More!
4 Bedrooms
2 Bathrooms
4.81
42 reviews$155 - $230 / night (excl. fees & taxes)
Nemo & Moana Luxury Lakeview Villa near Disney! MANY activities for kids including a game room equipped with PlayStation, basketball, & hockey table!
5 Bedrooms
3 Bathrooms
5
30 reviews$150 - $300 / night (excl. fees & taxes)
Unbeatable pool privacy ❤️ in a hidden tropical oasis close to Disney!
4 Bedrooms
2 Bathrooms
4.87
61 reviews$155 - $230 / night (excl. fees & taxes)
Orlando BeachHouse ❤️ Expanded pool deck & HotTub Recent renos, close to Disney!
4 Bedrooms
2 Bathrooms
5
2 reviews$155 - $230 / night (excl. fees & taxes)
Tropical Playground for Adults and Kids!
2 Bedrooms
2 Bathrooms
4.75
20 reviews$129 / night (excl. fees & taxes)
417LaMirage @Regal Palms Resorts & Spa near Disney
4 Bedrooms
3 Bathrooms
4.85
79 reviews$160 / night (excl. fees & taxes)
5 Star Renovated Spacious Home Near Disney
3 Bedrooms
2½ Bathrooms
5
35 reviews$145 / night (excl. fees & taxes)
Ideal Vacation Getaway for Families Close 2 Disney Orlando
3 Bedrooms
3 Bathrooms
4.87
15 reviews$129 / night (excl. fees & taxes)
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