House rentals near Old Town Kissimmee

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.

4.91 out of 5 average rating, 102 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.

4.93 out of 5 average rating, 152 reviews

#5744 LakeFront 2 Master Spa Pool Disney Universal

Come & Relax in the beautiful Florida sunshine and enjoy all the conveniences this renovated house offers.The private home is located inside the famous Regal Oaks Resort, so you can use all the resort amenities at no extra charge! The best part - Disney World and other attractions are just a short drive away, making it perfect for families and fun lovers alike. 5 Min Walk to Old Town 8 Min Drive to Disney World 20 Min Drive to Universal Studios Experience Kissimmee With Us & Learn More Below!

A compact kitchen features white cabinetry and modern stainless steel appliances. An electric stovetop is positioned beside a microwave, with a coffee maker and various kitchen utensils visible. A small refrigerator stands nearby, complemented by decorative items on the open shelves.

4.99 out of 5 average rating, 137 reviews

Private Suite with Independent Entrance

Private Suite with Independent Entrance Kissimmee, Fl Enjoy a modern and fully equipped private suite, perfect for couples or travelers looking for comfort, privacy, and a relaxing stay just minutes away from Orlando’s top attractions. 📍Perfect Location Conveniently located in Kissimmee, just minutes from: 🎢 Disney World 🎬 Universal Studios 🌊 SeaWorld and Aquatica You’ll also find restaurants, supermarkets, outlets, and gas stations nearby an excellent location for your Orlando vacation!

A private pool area features a crystal clear pool with a built-in spa, surrounded by a screened enclosure. A spacious patio is equipped with lounge chairs, a dining set, and a barbecue grill, offering a relaxed outdoor environment.

4.95 out of 5 average rating, 129 reviews

Vacation Home 3 bedroom/2 full bath/private pool

Bring the whole family to this great place with lots of room for fun. This house is perfect for you, your family, and friends! Spacious 3 bedrooms and 2 full baths that can accommodate up to 9 people. The house is fully air conditioned and has a pool. Indoor entertainment such as board games, ping pong table and TV cable. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

A resort-style pool area is illuminated by ambient lighting, reflecting a colorful sunset and vibrant clouds. Palm trees surround the pool, while lounge chairs and umbrellas line the deck. The two-story building features large windows, enhancing the welcoming atmosphere of the setting.

4.92 out of 5 average rating, 51 reviews

New! Resort home with spa 10 min from Disney

CHECK REVIEWS OF OUR SISTER PROPERTIES IN REGAL OAKS and enjoy flexible bookings. This beautifully decorated vacation home sits in the quiet and well located resort of Regal Oaks. The place offers all resort style amenities with the comfort of a home away from home to enjoy and relax. Enjoy your vacation at the outdoor private spa, or let others take care of you in the resort restaurant in front of the pool, while kids enjoy the slides and resort activities. The Disney parks are 10 min away!

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.

4.9 out of 5 average rating, 113 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.

The exterior of the house is viewed from the sidewalk, surrounded by neatly maintained lawns. Two large trees provide ample shade. The home features a light-colored facade and a driveway visible on the right, complemented by a two-car garage.

4.88 out of 5 average rating, 109 reviews

Harmony Place - W/ Pool - Near Walt Disney

Welcome to Harmony Place, your perfect getaway! Relax and unwind with the whole family at this serene retreat. This stunning home features a private pool, 3 spacious bedrooms, and 2 bathrooms, comfortably accommodating up to 9 guests. Located in the exclusive Crescent Lakes community in Kissimmee, Florida, you’ll be just 11 miles from Walt Disney World, 22 miles from Universal Studios, and 18 miles from SeaWorld Orlando. Enjoy nearby dining and shopping options for added convenience!

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.

4.87 out of 5 average rating, 122 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

A bright and spacious living area showcases a modern design, featuring a welcoming sign displaying 'VACATION MODE ON.' A wine bottle and glasses are positioned on the counter, while natural light floods in through large windows, highlighting the dining area and outdoor views.

4.91 out of 5 average rating, 140 reviews

LARNE LODGE House with Hot Tub 3 miles to Disney!

Experienced superhosts - check out our other listing for reviews! Larne Lodge has just gone through a full modern renovation! Located just 3 miles from Disney and 11 miles from Universal Studios, Larne Lodge is the perfect vacation spot for families and friends to make lasting memories! This spacious townhouse is located in a beautiful private and gated resort, which offers guests a shared pool with a pool bar, gym, bar, restaurant, games room, and a convenience store.

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.

4.95 out of 5 average rating, 129 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 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. **

The image features a collage of vibrant themed bedrooms and a modern kitchen area. One room showcases a playful bunk bed against a backdrop reminiscent of a train station, while another has colorful Disney-themed décor. A spacious living area boasts light-colored furniture and a contemporary kitchen with stainless steel appliances.

4.96 out of 5 average rating, 112 reviews

3BD/3BA Themed House Near Disney

Welcome to our charming 3-bedroom, 3-bathroom house, thoughtfully created to create magical moments for your entire family! Immerse yourself in our themed rooms, each capturing the magic of beloved stories like Happy Potter and Mickey Mouse. Accommodating up to 10 guests, your Disney adventure starts here! The following extra services include additional costs: Grill Early Check-in Late Check-out

The charming cottage is illuminated by warm string lights during twilight, highlighting its welcoming exterior. A covered entryway provides shelter, while lush greenery surrounds the property. The serene evening sky is visible, creating a peaceful ambiance in the inviting outdoor space.

4.95 out of 5 average rating, 19 reviews

Mickey’s Lake House

Step into the magic and reconnect with nature at this charming Mickey-inspired escape! This cozy cottage is only 4 miles from the enchanting gates of Disney World. Surrounded by shops, dining, and pixie-dusted fun all within walking distance, you’ll feel like you’re in your own fairytale. When resting from your adventures, create magical moments right at home with the amazing amenities.

Popular amenities for house rentals near Old Town Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A modern dining area features a long white table set for six, complemented by blue placemats and tableware. A comfortable living area with a blue sofa is visible in the background along with a sleek kitchen equipped with stainless steel appliances.

5 out of 5 average rating, 6 reviews

2024 Magic New 3 suites 5 Min to Disney

A heated infinity pool is surrounded by lush tropical landscaping and palm trees. A hot tub is positioned nearby, inviting relaxation. Comfortable lounge chairs are scattered around the pool area, offering ample space for guests to unwind.

4.92 out of 5 average rating, 65 reviews

Pet Friendly Large 1 Bed/1Bbath condo at the Melia

4.99 out of 5 average rating, 151 reviews

An expansive outdoor pool deck is featured, surrounded by lounge seating and shaded areas. A giant outdoor chess set stands nearby, along with a view of the scenic forest and pond. A brightly decorated game area showcases themed decor and entertainment options.

Home in Four Corners

*Luxurious Paradise Mansion: Pool, Spa & Cinema

4.72 out of 5 average rating, 18 reviews

Regal Oaks Free Resort | Disney | No Carpet 3BED

A balcony view reveals a serene lake surrounded by lush greenery and palm trees. A comfortable blue lounge chair is positioned to enjoy the sunny surroundings, while a dock with boats and a pool area is visible in the distance.

4.95 out of 5 average rating, 38 reviews

New On Lake, min's 2 Disney, slides/pool, walk2Fun

An open living area features a modern sectional sofa facing a large television mounted above a sleek fireplace. Pendant lighting hangs from the ceiling, and a stylish wooden ladder leans against the wall. The space is complemented by natural light from the adjacent kitchen.

5 out of 5 average rating, 31 reviews

Magic Village Resort Gated Community Disney World

5 out of 5 average rating, 14 reviews

4BR/3BA Townhouse w/ Private Pool in Storey Lake

A private, enclosed swimming pool is highlighted, surrounded by a spacious patio area. Comfortable seating is arranged for relaxation and a dining umbrella offers shade. Lush greenery can be seen in the background, contributing to a serene ambiance.

4.96 out of 5 average rating, 25 reviews

* Water View * Heated Pool * near Disney

Weekly house rentals

A modern living area features a comfortable sofa in neutral tones alongside two vibrant orange chairs. A round glass coffee table is positioned in front of the sofa, while a large television is mounted on a wooden accent wall. Floor-to-ceiling windows allow natural light to fill the space.

4.97 out of 5 average rating, 97 reviews

Modern 4bdr Storey Lake w/themed rooms near disney

4.64 out of 5 average rating, 11 reviews

Entire house 15min to Disney with Hot Tub

4.98 out of 5 average rating, 49 reviews

Minutes to Disney! Pvt Heated Pool. Sleeps 10

The collage showcases a serene outdoor pool area featuring a crystal-clear pool and seating, alongside the exterior of the bright, inviting home. The spacious bedroom is displayed with a comfortable bed and colorful decor, while a modern kitchen and living area highlight an open layout with stylish furnishings.

4.89 out of 5 average rating, 63 reviews

Beautiful Pool home near Disney and Universal

The open-concept living area features a modern kitchen and dining space, equipped with stylish furnishings and large windows bringing in natural light. A private pool is visible outside, alongside the suggested resort amenities, including a water slide. Comfortable seating is provided at the dining table.

4.93 out of 5 average rating, 74 reviews

Access to Amazing Water Park!

A children's bedroom is presented with vibrant blue walls and nautical-themed decorations. A trundle bunk bed occupies the space, featuring a full-sized bed on the bottom and a twin-sized bed above. A window provides natural light, and a dresser is positioned nearby.

5 out of 5 average rating, 3 reviews

Remodeled Beautiful Home With Splash Pool 31

4.97 out of 5 average rating, 30 reviews

Harry Potter House of Requirement KissimmeeOrlando

The main living area features a futuristic design with glowing blue lighting and sleek, spaceship-style furniture. A large screen displays vibrant artwork, while a decorative tree enhances the space. The open floor plan invites exploration, with a cozy seating arrangement perfect for gatherings.

4.99 out of 5 average rating, 70 reviews

Immersive Star Wars Home- Free Private Heated Pool

Private house rentals

4.98 out of 5 average rating, 41 reviews

Family Oasis•15 min to Disney

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.

4.93 out of 5 average rating, 101 reviews

3BR / 2BR Heated Pool Home 7 Min to Disney |

5 out of 5 average rating, 10 reviews

Magic Stay near Disney

4.84 out of 5 average rating, 86 reviews

Sunshine Paradise at Runaway Beach Club *Disney*

5 out of 5 average rating, 10 reviews

Home in Davenport

Family-Friendly Disney Retreat

5 out of 5 average rating, 13 reviews

Luxe Resort Near Disney POOL BBQ

5 out of 5 average rating, 22 reviews

A two-story ranch style home features a light exterior with contrasting dark trim. The entrance is highlighted by a decorative door, flanked by landscaped greenery. A manicured lawn extends around the house, with palm trees and other foliage providing a natural backdrop under a partly cloudy sky.

Home in Davenport

Private Ranch Style Home on Lake

A private screened-in pool is surrounded by a clear enclosure, offering unobstructed views of a serene lake and lush greenery. Sunlight reflects off the water, enhancing the tranquil atmosphere. Comfortable lounge chairs are positioned nearby for relaxation.

4.96 out of 5 average rating, 45 reviews

Serene 4BR Pool Home Near Disney

Pet-friendly house rentals

A charming two-story cottage is featured, exhibiting a cheerful yellow exterior. A small balcony is visible above the entrance, flanked by white railings. Lush palm trees and landscaped foliage surround the property, enhancing the inviting open space in a sunny environment.

5 out of 5 average rating, 144 reviews

Margaritaville Cottage 10 Minutes to DisneyWorld!

An enclosed game room features a full-size ping pong table positioned on tiled flooring. String lights are hung overhead, creating a soft ambiance. Nearby, a seating area with wicker furnishings is complemented by a potted plant, while large windows allow natural light to brighten the space.

4.94 out of 5 average rating, 125 reviews

Hot tub, Pool table, King bed!

The exterior of the single-family home is illuminated at night, highlighting the garage and front entrance. Soft lighting accentuates the landscaped garden and driveway, creating a welcoming entrance. The home's design features a combination of stone and stucco, framed by a well-maintained lawn.

4.97 out of 5 average rating, 88 reviews

“Casa Del Sol”

The exterior of a two-story home is shown, featuring a well-maintained lawn and a paved driveway leading to a two-car garage. A circular entrance is highlighted by a decorative front door, with large windows allowing natural light to flow inside. The sky is partly cloudy.

4.96 out of 5 average rating, 107 reviews

Manor on Knottingham Near Disney

A resort pool area features a winding pool surrounded by landscaped gardens and palm trees. Comfortable lounge chairs are arranged along the deck. A thatched cabana can be seen in the background, providing shade and relaxation. The bright blue sky enhances a serene outdoor atmosphere.

4.81 out of 5 average rating, 212 reviews

Check in now - Resort acess - Last minute

An aerial view showcases Mickey's Lakeside Villa, characterized by a modern roof and a driveway leading to the entrance. Lush green landscaping surrounds the home, with a tranquil lake in the background featuring a decorative fountain amidst the scenic view.

4.95 out of 5 average rating, 64 reviews

Mickey’s Lakeside Villa w/ pool near Disney!

A screened-in pool area is illuminated by string lights, offering a serene view of the lake at sunrise. The inviting pool features floating noodles, and the surrounding space is bordered by greenery, enhancing the tranquil atmosphere.

4.88 out of 5 average rating, 208 reviews

Disney & Universal Retreat| Heated Pool | Fire Pit

A living area features a modern television displaying a virtual fireplace, paired with elegant wall art and a decorative plant. Below, a pool area is illuminated with soft purple lighting against a backdrop of warm string lights, creating a relaxed atmosphere.