House rentals near Old Town Kissimmee

4.94 out of 5 average rating, 124 reviews

No Airbnb Fees! Home Pvt Pool/SPA in Resort 244381

Unable to book this house? Don't worry! Check my profile for similar homes that might suit your needs. WE HAVE 24/7 CUSTOMER SERVICE! Escape the routine of visiting the parks every day and step inside this themed house with 5 bedrooms, a private pool, a spa, a BBQ grill, and a game room specially designed to entertain your family. You can also have some fun at the clubhouse, which offers a bar/restaurant, a large pool with water slides, a lazy river, a spa, a gym, a playground, and a mini-golf

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, 103 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.

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, 140 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, 130 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 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.

4.98 out of 5 average rating, 120 reviews

Perfect Getaway. Private Pool.Kissimmee/Orlando

This property is accommodated for families looking to vacation with peace of mind, the facilities are perfectly arranged so that you and your family feel at home. It has 3 rooms equipped for adults and children, the patio area is the perfect place to spend time with your family either in the pool or enjoying a barbecue on the grill.( POOL IS NOT HEATED) -No parties allowed in the house. No smoke. Do not park blocking the sidewalk, no park on the grass, nor in front of the neighbors' house.

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, 115 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.

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, 102 reviews

3BR / 2BR Heated Pool Home 7 Min to 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 ☕️

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, 123 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.

4.92 out of 5 average rating, 142 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.

An enclosed in-ground swimming pool is featured, surrounded by a screened lanai. Various lounge chairs and umbrellas provide seating options. The pool is clear and inviting, with a decking area that offers space for relaxation.

4.92 out of 5 average rating, 152 reviews

Disney New Neighbor

-Less than 10 minutes to Disney -20 minutes to Universal Studio -10 minutes to International Drive -20 minutes to Orlando International Airport -5 minutes to Orlando outlet -10 minutes to Disney spring I am thrilled to welcome you all from around the world to my home! I travel a lot for work and I know how it feels to rest when on the go. I want to make your stay as convenient and peaceful as possible. Please message me if you have any questions with booking

A grand living area showcases a striking stone wall adorned with an extensive collection of framed artwork. Soft seating is arranged around a fireplace, providing a cozy yet elegant atmosphere. A staircase leads to the upper level, while rich drapery frames the large windows, allowing natural light to flow in.

4.97 out of 5 average rating, 178 reviews

Waterfront Wizarding Near Universal's Harry Potter

This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

A dining area is presented with a wooden table set for six, featuring elegant tableware and decorative flowers. Natural light streams through large windows, illuminating the space. A cozy living area with a gray sofa is visible in the background, creating a welcoming atmosphere.

4.8 out of 5 average rating, 176 reviews

#2718 Stunning LakeFront Priv Spa Pool Disney Epic

Beautiful Lakefront View! Huge Screened Patio with Private Jacuzzi Hardwood Floor! Free WiFi! Free Coffee! 3 miles from Disney Resort! Walk to famous Old Town/Fun Spot/Stores, Uber/Lyft stop, Lynx bus to Disney; 15 mins to SeaWorld, 20 mins to Universal. 3 BD 2.5 BA, wood cabinets, granite counter, stainless steel appliances; pool, water slides, fitness, tennis, restaurant, bar, mini store, and 24-hour security guard

Popular amenities for house rentals near Old Town Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A themed room designed with a sci-fi aesthetic features dark blue walls illuminated by ambient LED lighting. A comfortable gray couch and an ottoman are positioned near a large wall-mounted television, creating an inviting entertainment space.

4.97 out of 5 average rating, 146 reviews

Winter Special - 6 Mi to Disney - 4 Master Suites

4.89 out of 5 average rating, 173 reviews

Flexible Early Check ins / Late Check outs*

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, 53 reviews

New! Resort home with spa 10 min from Disney

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.

4.94 out of 5 average rating, 83 reviews

A Colorful Splash | Magical Disney Lakeside Resort

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, 72 reviews

Immersive Star Wars Home- Free Private Heated Pool

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.

4.92 out of 5 average rating, 61 reviews

Once Upon A DreamStay: *Luxury *Lakeview *Disney

4.98 out of 5 average rating, 176 reviews

*Private Modern Oasis: Pool, Spa, Cinema, Arcades

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, 21 reviews

Mickey’s Lake House

Weekly house rentals

4.74 out of 5 average rating, 68 reviews

RO2631 2BR Villa Near Disney + Resort Amenities

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, 66 reviews

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

4.72 out of 5 average rating, 18 reviews

Disney & Conventions • Pool with Water Slides

5 out of 5 average rating, 7 reviews

Disney Getaway~Pool~Gated Resort~Near Parks

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

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, 65 reviews

Beautiful Pool home near Disney and Universal

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

A spacious entryway features a stylish staircase with wooden steps and a glass railing. A large Christmas tree decorated in soft colors stands next to a modern living area displaying a cozy sofa and contemporary artwork. A fireplace adds warmth to the ambiance.

4.83 out of 5 average rating, 46 reviews

The Eights House by Disney. Themed Island Dream

Private house rentals

5 out of 5 average rating, 11 reviews

2025 Themed 07 BDR/02 Game Room At Solara Resort

5 out of 5 average rating, 14 reviews

Luxe Resort Near Disney POOL BBQ

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, 98 reviews

Modern 4bdr Storey Lake w/themed rooms near disney

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

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”

5 out of 5 average rating, 3 reviews

Cozy 2BR Home Near Disney & Downtown Kissimmee

4.97 out of 5 average rating, 32 reviews

Home in Davenport

New Residence, Davenport

5 out of 5 average rating, 17 reviews

15 Min to Disney•Cozy Home Heated Pool & Game Room

Pet-friendly house rentals

4.99 out of 5 average rating, 83 reviews

Home in Davenport

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

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!

A private outdoor area features a heated pool with integrated spa and water fountain, surrounded by lounge chairs under a blue sky. A shaded dining area is visible alongside a summer kitchen, complemented by greenery and a basketball hoop in the background.

5 out of 5 average rating, 15 reviews

Modern Luxury 5BR Pool Movie+Game Rm @Encore 7770

5 out of 5 average rating, 49 reviews

A screened-in patio showcases a large pool with an integrated spa area, surrounded by a spacious deck. The backdrop features clear blue skies and a lush green area, creating a pleasant outdoor atmosphere. The interior images highlight cozy en-suites designed for comfort.

Home in Davenport

5 En-Suites | Access to Amazing Resort!

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

Resort access -Private Pool

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

The exterior of the pool house reveals a welcoming facade with a well-maintained lawn. A screened-in pool area showcases a spacious pool surrounded by tile flooring. The interior features a game room with a billiards table and air hockey, highlighted by modern entertainment options.

4.83 out of 5 average rating, 128 reviews

Pool House in Kissimmee

Two lounge chairs are positioned beside a heated pool, overlooking a serene lake. A pink flamingo pool float rests nearby. The outdoor area includes a large umbrella for shade, creating a peaceful space for relaxation.