Pet-friendly holiday rentals in Kissimmee

4.83 out of 5 average rating, 320 reviews

A private movie theater features a 150-inch screen displaying a Disney image. Black walls and hardwood flooring create a modern atmosphere. Comfortable reclining seats with cup holders are arranged for a cinematic experience, ensuring a cozy and immersive viewing environment.

Villa in Kissimmee

150 Inch 4K Movie Theater Pool & Spa sleeps 16

"Just 3 miles from Disney up to 16 guests! Unwind in the pool & jacuzzi. A private cutting-edge Movie Theater, featuring a 150-inch screen, 4K projector, and immersive surround sound. Relive your favorite movie moments like never before! Stream on Roku, game on PS5, and enjoy high-speed Wi-Fi for endless fun. The well-equipped kitchen is perfect for large families and with 6 bedrooms and 4 en-suite baths, privacy is guaranteed. A Star Wars and a Disney-themed rooms so the kids will feel at home.

A lush outdoor water complex showcases a winding lazy river surrounded by palm trees and landscaped greenery. Lounge chairs are positioned alongside the water, providing ample space for relaxation. In the background, a clubhouse and scenic waterfront can be seen under a bright blue sky.

4.96 out of 5 average rating, 176 reviews

Disney 5BR • Private Pool Free Heat • Pet Friendly

Welcome to this gem near all major attractions: Disney (5 miles), SeaWorld (7 miles), Universal (12 miles), Convention Center (9 miles), and Airport (20 miles). Nearby are outlets, restaurants, and supermarkets. This luxurious home features 5 bedrooms, 4 bathrooms, a private heated pool/spa, fully equipped kitchen, laundry, and free stroller, playpen, and highchair. Resort amenities include a water complex, lazy river, bar, fitness center, mini golf, kayaking, and more! Pets friendly & welcome!

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.

4.94 out of 5 average rating, 157 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**

4.85 out of 5 average rating, 321 reviews

6 miles from Disney ! Private pool

This Beautiful newly renovated 3 bedroom 2.5 bathroom luxury townhouse has a private pool with complimentary resort facilities. The house is close to the Resort and Clubhouse, which has a lobby/reception, snack bar, all-year heated pools, training facilities, and a game room. It is 15 minutes from all Disney parks and close to Orlando attractions. Orlando International Airport is just 40 minutes from the home. Very relaxing and cozy. Newly renovated with new appliances and furniture.

A modern bedroom features a spacious bed with a light gray patterned comforter. Natural light filters through large windows adorned with soft curtains, illuminating the neutral decor. A nightstand with a lamp adds a touch of warmth.

4.84 out of 5 average rating, 102 reviews

5 BR 6 BA Villa 5min to Disney!

Summerville Resort is a new and prestigious collection of town-home villas just 5 miles from the entrance to Walt Disney World! Be among the first to stay in this contemporary vacation rental with pristine finishes & amenities. No need to wait in line to shower here; each of the 5 bedrooms has its own attached bath. After a day exploring the parks, come home to indulgence at the Resort, which features a community hot tub, heated pool, fitness center, playground, and a sleek Clubhouse.

A spacious living area features a comfortable sofa with decorative pillows, a dining area with seating for six, and a fully equipped kitchen. Natural light floods the room through large windows, offering views of the exterior. Subtle decor elements enhance the welcoming environment.

4.96 out of 5 average rating, 138 reviews

Happy Place/ 18 Min to Disney/ Lakeview/ Pool/Park

Welcome to our Happy Place: 1- Best Location in a Residential Neighboorhood 2- 20 Min to Magic Kingdom 3- 22 Min to Seaworld 4- 21 Min to Universal Studios and Disney Springs 5- 25 Min to Orlando Airport 6- 4 Bedroom designed for 10 guests (1 King Bed , 1 Queen, 2 Full, 1 Bunk Bed Futon) 7- Free Parking (4 Cars) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Shared Pool 11- Volleyball Court 12- 24/7 Available Host 13- Playground 14- Amazing Lake Views from our backyard 15- Barbecue

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.

4.82 out of 5 average rating, 251 reviews

Disney & Universal Retreat| Heated Pool | Fire Pit

Sit back and relax in this stylish home with all the amenities you need for a fun family getaway. This home has a spacious layout with 3 bedrooms and 2 baths. We have thought of everything so you don't have to-toiletries,washer/dryer, and wifi. Enjoy your morning coffee in the screened in pool area with a beautiful sunrise and lake view or sip a glass of wine while floating in the pool. Just minutes to Theme Parks and major highways, this is the dream home you have been waiting for!

4.91 out of 5 average rating, 283 reviews

Cozy House with Pool. Kissimmee/Orlando

Welcome to Your Kissimmee Getaway! 🏠 Enjoy a relaxing stay in beautiful Kissimmee, conveniently located near Orlando’s world-famous theme parks, restaurants, shopping, and entertainment -Pet friendly home🐾( pet fees may apply) Please make sure to include your pet(s) when making your reservation so any applicable fees can be reflected in your booking. -No parties or events of any kind -No smoking inside the property Please respect the home, neighbors, and community during the stay

4.99 out of 5 average rating, 161 reviews

The exterior of a single-story home is presented, featuring a paved driveway leading to a two-car garage. Lush green grass surrounds the house, and palm trees are positioned near the entrance. A colorful sunset sky provides a picturesque backdrop.

Villa in Kissimmee

Pet-Friendly Disney Theme 4BR•Heated Pool•Game Rm

Escape the crowds in an upscale, gated oasis featuring your own private screened pool with complimentary pool heat, a fully loaded game room, and 3 custom-themed bedrooms kids will love (Star Wars, Mickey Mouse, and a magical Princess room). Complete with a spacious adult primary suite featuring a spa-like private bath and workstation, this pet-friendly home offers premium comfort for parents and pure magic for kids just minutes from Disney World and Universal Studios!

Home in Buenaventura Lakes

A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.

Villa Resort Club

LUXURIOUS VILLA - SUPER BEAUTIFUL NEIGHBORHOOD POOL HEATER HOUSE - Have fun with the whole family in this modern style home, you will love the picnic area in front of the house , the play area and pool with heater , a spacious artificial grass place to play your children and in a very trankila area near the Disney parks and the MCO airport. YOU WILL LOVE THE HOUSE Local utility or county personnel may access exterior areas for maintenance without prior notice.

4.88 out of 5 average rating, 177 reviews

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.

4.94 out of 5 average rating, 167 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. **

4.89 out of 5 average rating, 180 reviews

Luxury Disney Vacation Home on Reunion Golf Resort

This 5 bedroom Luxury family vacation home has one of the most picturesque views in all of Reunion, located on the 14th fairway of the Jack Nicklaus course. 2 MASTER SUITES which over looks your private POOL & SPA. All rooms are professionally decorated with a Disney and a Harry Potter room. Your family will stay busy with the arcade, ping pong table and a large number of board games for all ages. Pool area has a basketball net, New WEBER BBQ and Kamado Joe

Popular amenities for Kissimmee pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A screened lanai features a refreshing swimming pool, offering views of a quietly flowing pond surrounded by lush greenery. The space is illuminated by natural light filtering through the mesh enclosure, inviting relaxation amid nature.

4.84 out of 5 average rating, 137 reviews

Charming pond view home + pool & outdoor theatre!

4.84 out of 5 average rating, 158 reviews

Disney 4M Pool, Spa, Cinema & Pinball

4.97 out of 5 average rating, 101 reviews

An outdoor area features a private pool surrounded by a paved patio. Blue lounge chairs offer seating, while a basketball hoop stands at the pool's edge. Lush palm trees line the space, and a neighboring building is visible in the background against a clear blue sky.

Home in Four Corners

Magical 6BR at Encore Resort next to Disney - 453

5.0 out of 5 average rating, 107 reviews

Home in Oak Ridge

Harmony | Heated Pool | 10 min Universal & Epic.

4.85 out of 5 average rating, 179 reviews

4BD Deluxe nxt to Mickey

An outdoor view shows a private pool, where a person is enjoying the water with a serene water view beyond. Inside, an illusion room presents colorful decorations and a lively atmosphere. A cozy bedroom showcases a spacious bed adorned with soft linens. A game room is visible, featuring engaging entertainment options.

4.99 out of 5 average rating, 175 reviews

Themed Illusion House •Waterfront •Private Pool

4.98 out of 5 average rating, 42 reviews

*Modern Condo Resort/Pool/Spa/15 Min to Disney*

4.82 out of 5 average rating, 17 reviews

Orlando Dream Escape | Private Pool | Disney

Pet-friendly home rentals with a pool

4.87 out of 5 average rating, 457 reviews

A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.

Villa in Kissimmee

OMG! Disney Area, Movie Theater, Game Room & Pool!

4.85 out of 5 average rating, 110 reviews

Apartment in Kissimmee

Andris Luxury Homes Modern 1BR/1ba

4.95 out of 5 average rating, 60 reviews

Flat in Orlando

Epic stay at Vista Cay!

Apartment in Horizon West

2BR Modern Pet-Friendly Condo 6 mins from Disney

4.91 out of 5 average rating, 86 reviews

The exterior of a two-story house features Mediterranean-style architecture with a terracotta roof and balconies. A private pool area, surrounded by a brick patio, is visible in one image. Another image shows a themed bedroom with bunk beds and decor inspired by popular movies.

4.83 out of 5 average rating, 89 reviews

Reunion Resort Theme Home, Pool, Arcade, Golf View

4.96 out of 5 average rating, 53 reviews

5BR Luxury Townhome w/ Pool at Storey Lake Disney

4.98 out of 5 average rating, 91 reviews

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

4.98 out of 5 average rating, 96 reviews

The exterior of a large, two-story home is displayed, featuring a light-colored facade and a covered front porch. Lush landscaping surrounds the driveway, which is paved with stone. A garage door is positioned on the right side, complemented by decorative lanterns and palm trees.

Home in Osceola County

Large Private Home on Golf course by Disney

Private, pet-friendly home rentals

4.93 out of 5 average rating, 284 reviews

Guest suite in Kissimmee

temple & A/C glamping under a 120 y/o oak tree

5.0 out of 5 average rating, 61 reviews

Apartment in Kissimmee

Renovated Family Condo • Disney • Free Parking

Guest house in Meadow Woods

Guest Home| Orlando Airport & Florida Mall 15 min

5.0 out of 5 average rating, 12 reviews

A well-maintained single-story home is framed by lush greenery and palm trees, with a clean walkway leading to a welcoming front porch. The house features a two-car garage, and the landscaped yard presents a neat appearance with evenly trimmed bushes.

4.97 out of 5 average rating, 29 reviews

Delightful private pool home near Disney!

4.88 out of 5 average rating, 33 reviews

Home in St. Cloud

Home theater & pool table near Disney parks

Home in Buenaventura Lakes

Comfy Home with Hot Tub at Kissimmee/Orlando area!

4.95 out of 5 average rating, 73 reviews

Home in Buenaventura Lakes

The exterior of the home features a two-story structure with a welcoming entrance. A distinctive Mickey Mouse-shaped garden bed is embedded in the front yard. Lush green grass surrounds the property, while the driveway leads directly to a two-car garage.

Magical Disney-Themed House with Private Pool

4.82 out of 5 average rating, 39 reviews