House rentals near Old Town

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Top-rated house rentals near Old Town

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Guest favourite
Aerial view captures the vibrant resort with multiple pools and water features, surrounded by lush greenery. The lower right features a cozy bedroom with Disney-themed decor and colorful beds. A private patio area is shown with a dining set and outdoor kitchen, along with water slides in a nearby pool.
Home in Kissimmee
4.91 out of 5 average rating, 127 reviews

#2666 Resort Home by Disney |Themed |Jacuzzi |Pool

Bask in the beautiful Florida sunshine in this FULLY RENOVATED DESIGNER HOME in the famous REGAL OAKS RESORT w/ THEMED BR near DISNEY WORLD in ORLANDO! Enjoy PRIVATE JACUZZI, NEW STYLISH FURNITURE, HEATED POOL, Waterslides, Poolside Bar, GAME ROOM, BILLIARD TABLES, Ping Pong, Restaurant, GYM, Tennis Court, and 24/7 Security Guard! The VILLA is located: 5 min walk to Old Town Amusement Park and World Food Trucks. 8 min drive to DISNEY, 20 min UNIVERSAL STUDIOS, 15 min SEAWORLD & DISNEY SPRINGS.

Superhost
The image displays a variety of spaces within the resort-style house. A comfortable living area is observed with two gray sofas and decor accents, while a cozy sleeping area features a large bed and artwork. A private hot tub and a sparkling pool surrounded by palm trees add to the appeal.
Home in Kissimmee
4.9 out of 5 average rating, 126 reviews

Resort Style 3Br/2.5Ba w/ Private Jacuzzi, and BBQ

Welcome to our new resort-style house with a private Jacuzzi and BBQ. Very quiet neighborhood with free parking, free WIFI, swimming pool, a gym, tennis courts, and other amenities. Very centric location with short distances to the best places: - Walt Disney World: Magic Kingdom, Animal Kingdom, Disney Springs, and Epcot are all approx. 10 min drive - Universal Studios: approx. 30 min drive - There is a mini market inside the resort, and all types of supermarkets within a 5-10min drive.

Top guest favourite
A private heated pool is surrounded by a screened enclosure, featuring a brightly colored tiled edge. Sun loungers are positioned nearby, offering a relaxing space to unwind. A covered BBQ grill is accessible on the patio, creating an inviting setting for outdoor gatherings.
Home in Kissimmee
4.93 out of 5 average rating, 122 reviews

3BR Kissimmee Home w/ Heated Pool, 7min Disney

✨ Experience comfort, style, and a private heated pool 💦 (optional) just 7 minutes from Disney World! This 3BR/2BA Kissimmee home is perfectly located near theme parks, shopping, and dining — and designed for families looking to unwind in a sparkling-clean, beautifully curated space. 📍Prime Kissimmee Location ⭐7 Min– Walt Disney World ⭐5 min–Orlando Premium Outlets ⭐15 min – Universal Studios, SeaWorld, Epic Universe 🎢 ⭐ 25 min – MCO Airport ✈️ ⭐ Walk to Walmart, Publix & Starbucks ☕️

Top guest favourite
Home in Kissimmee
5 out of 5 average rating, 19 reviews

Spacious Fun, Near Disney, Coffee, Wi-Fi, Pool

We are proud to host this home for a fellow owner! Spacious 4BR, 3.5BA Townhome in Regal Oaks Resort Located just 10 mins from Walt Disney World, this 1,852 sq ft townhome sleeps 8 and offers a fully equipped kitchen, Smart TVs, high-speed Wi-Fi, and in-unit laundry. Enjoy resort amenities including a heated pool, tiki bar, arcade games in the resort Clubhouse, and more. Perfect for families or groups! Free parking and easy access to Orlando's top attractions. Book your getaway today!

Superhost
A resort area is depicted with a large swimming pool surrounded by palm trees. The two-story building features numerous windows and outdoor seating, creating an inviting space. Soft evening light reflects on the water's surface, enhancing the tranquil atmosphere.
Home in Kissimmee
4.87 out of 5 average rating, 134 reviews

Resort TH 2b/2.5b With Private Hot Tub near Disney

Visit Regal Oaks Resort, with an onsite waterpark and private hot tub. We're close to everything in Orlando and a 10 min drive to Disney! Our Resort-Style Villa Includes: ❤Onsite Waterpark and Heated Pools ❤Walkable to Old Town Restaurants and Shops ✔No Hidden Fees ✔Onsite Fitness Center ❤24/7 Security ✔Onsite Concierge, Restaurant and Bars Our Home Offers: ❤Private Hot Tub ✔Comfy King and 2 Full-Size Beds ❤Fast WiFi ✔Cable TVs ✔Private Patio ✔Washer/Dryer ✔Stocked Kitchen

Guest favourite
A vibrant games room is equipped with various arcade machines, including SpongeBob Racing. A massage chair is positioned nearby, while a theater room features plush seating. An outdoor space highlights a screened-in pool area surrounded by palm trees, visible through large windows.
Home in Kissimmee
4.99 out of 5 average rating, 249 reviews

Windsor Orlando Private Arcades,Theater,Pool-Spa

Orlando, Disney, Arcade, Movie Theater, Massage Chair, Pool, Hot Tub, 2 King Beds, Kids Bunk Bed, Kissimmee. Upgraded games room IN the private home, theater for evenings home and your private lanai with pool and hot tub. Choose from including Pump It Up dance, Sponge Bob Racing, NASCAR racing, Legends 3, Pac-Man's Arcade Party, an 80-inch TV, and an Xbox 360. Watch your favorite movies on the 92-Inch projection screen, surround sound, and stadium style seating.

Top guest favourite
A private outdoor area features a pool with a spa, surrounded by a spacious deck. A basketball hoop is positioned nearby. A large inflatable swan floats in the water, while a hammock provides a cozy spot for relaxation. Lush greenery frames the scene under a colorful sky.
Home in Kissimmee
4.94 out of 5 average rating, 157 reviews

Luxury Encore Pool Spa Pets Game Rm Theater Gym

Amazing Brand New Modern Luxurious Home at Encore Resort Reunion. PET-FRIENDLY & Minutes to all Theme Parks. BRAND NEW HOME. Private Pool & Spa / Game Room / Movie Theater / Gym / Massage Chair / Fireplace / PS5 / Board Games & Much More. Embrace the extraordinary and book your stay at our home, where luxury, entertainment come together for an unforgettable vacation experience. ** Please review the rules before booking. Waterpark access is not included. **

Guest favourite
A large, inviting pool area is surrounded by palm trees and lounge chairs, offering a relaxed atmosphere. A two-story building with a terracotta roof is visible in the background, featuring several windows that reflect the bright blue sky.
Home in Kissimmee
4.96 out of 5 average rating, 100 reviews

Resort themed home near Disney with spa

This new beautifully decorated vacation home sits in the quiet and well located resort of Regal Oaks. This is newly renovated property with quiet conservation views and private location within the resort. As with our sister property we take pride in being excellent host providing clean and comfortable accommodations. The home comes with everything you need (towels, linens, kitchen and cooking supplies, etc.).

Top guest favourite
Home in Kissimmee
4.95 out of 5 average rating, 20 reviews

Disney! Private Spa, Kid Friendly, Coffee, Wi-Fi

We are proud to host this home for a fellow owner! Just minutes from Disney and Universal, this 4BR townhouse offers a relaxing resort-style stay with pools, water slides, gym, hot tub, and clubhouse amenities. Walk to Old Town’s shops and dining. Perfect for families, featuring themed rooms, a full kitchen, WiFi, and kid essentials. A comfortable, convenient home base for your Orlando vacation.

Superhost
Home in Kissimmee
5 out of 5 average rating, 9 reviews

Brand New Home with 4 En-Suites, near Disney

A smart, elegant stay designed for unforgettable Orlando days. This 4-suite home offers privacy, comfort, and a relaxed luxury vibe. Enjoy a private hot tub, BBQ terrace, and sleek modern interiors, all just minutes from Disney and close to dining, shopping, and entertainment. A perfect match for families who want space, style, and location.

Guest favourite
A sunlit community pool area showcases a large pool surrounded by palm trees and lounge chairs. The clubhouse, with expansive windows and a vibrant facade, stands in the background. Colorful slides and umbrellas add to the inviting recreational atmosphere.
Home in Kissimmee
4.95 out of 5 average rating, 102 reviews

A Colorful Splash | Magical Disney Lakeside Resort

Unwind in our 2-story, Colorful Retreat, Minutes from Disney's Magic! NEWLY Renovated, Covered Patio, and Woodland Seclusion. Your Dream Vacation Awaits - Modern Comforts, Magical Wonders. FREE WIFI, and Jacuzzi! Discover a 1500 sq ft Townhouse, a Gateway to Luxury and Adventure. Your Fairy-Tale Begins Here!

Guest favourite
An outdoor patio area features a hot tub, accompanied by colorful chairs and a small table. The scene is set against a scenic lakeside view, framed by a protective screen enclosure, with gentle evening light illuminating the space.
Home in Kissimmee
4.93 out of 5 average rating, 95 reviews

Once Upon A DreamStay: *Luxury *Lakeview *Disney

Welcome to Once Upon A DreamStay – your enchanting Luxury Lakeview retreat, just 5 miles from Disney! Located in the exclusive, gated Regal Oaks Community, this elegant 2-bedroom, 2.5-bathroom townhome offers a perfect blend of dreamy, and timeless Disney charm for an unforgettable stay.

Popular amenities for house rentals near Old Town

Quick stats about house rentals near Old Town

  • Total holiday rentals

    Explore 50 holiday rentals in Old Town

  • Nightly prices starting at

    Old Town holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 2,250 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Old Town holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Town rentals

  • 4.7 Average rating

    Old Town stays receive an average rating of 4.7 out of 5 from guests

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