Pet-friendly holiday rentals in Kissimmee

5 out of 5 average rating, 156 reviews

Home in Orlando

Orlando Cactus House! 5min from Universal Studios

Get ready to enjoy and relax in our beautiful cozyhouse, completely renovated just 5 min from UNIVERSAL STUDIOS,This gem is part of a DUPLEX with independent entrances. it is perfect for a quiet and comfortable stay close to all the tourist attractions. Volcano Bay(7mint)Convention Center International Drive(15min) Epic Universe(15min) Sea World(17mint)/Aquatica(15mint) Kia Center (20mins) Orlando International Airport(21 min) Magic Kingdom(23 min) Our cozy house is in the center of EVERYTHING

4.95 out of 5 average rating, 195 reviews

Cottage in Kissimmee

Magical Family Escape | Disney | Epic Universe

Welcome to our 2/2 PET FRIENDLY villa just 8 minutes to Disney! Nearby you will find Lake Buena Vista Outlets, Universal Studios, Disney Springs, Old Town, restaurants and more! Stay includes: Disney Costumes Wi-Fi Washer/Dryer Free Parking Access to shuttle to Disney 4 pools including kids area/Calypso Cay Pools withTiki Bar 24 HR Gym, Volleyball/Basketball Court Mini Putt Putt Kids items available upon request. Strollers, etc. Small Pet Fee added for fur friends with complimentary pet food.

4.82 out of 5 average rating, 267 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.

4.98 out of 5 average rating, 211 reviews

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.

Condo in Orlando

Lakefront Resort Condo near Disney & Universal

Located minutes from Disney World and Universal Studios you are right in the middle of all the action with Disney Springs, Islands of Adventure,Sea World, Magic Kingdom,Epcot, two major outlet malls, and many other attractions .This resort style condo features a balcony overlooking beautiful Lake Bryan ,a large heated pool next to a Tiki bar with drinks/food menu.Concierge services for Park tickets available. Free parking ,24hr security. Free HBO & Netflix .No deposit required and no extra fees.

A spacious living area features a comfortable dark gray sofa and a stylish coffee table, surrounded by neutral decor. A large flat-screen TV is positioned on a modern console against a bright wall, while natural light fills the space through multiple windows.

4.97 out of 5 average rating, 160 reviews

Cozy Disney Oasis Pool Home 10 Mins from Parks!

Our charming, pet-friendly home is located in the prime area of Kissimmee, Florida. Your family will be close to Disney parks, restaurants, Old Town, and Downtown Disney. Just bring your bag—we have everything you need! Settle into our fully equipped home, thoughtfully designed to create lasting memories with family and friends. Enjoy the Florida weather by cooling off in our open-air pool or grilling by the poolside lounges. Relax in our airy bedrooms, including Mickey and Minnie themed rooms!

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.

4.89 out of 5 average rating, 100 reviews

Dreamy Waterside Villa | Heated Pool & Near Disney

Experience a quiet waterfront villa, this stunning property offers breathtaking views, luxurious amenities, and prime location for your getaway. Relax by the pool enjoying the unwind lake view, With spacious interiors, modern furnishings, and impeccable attention to detail. Whether you're seeking relaxation or adventure, is your perfect vacation home. Book your stay at our stunning home and create unforgettable memories with your loved ones. NO PARTIES/NO SMOKE $50 pet fee $35 pool heater fee

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.

4.97 out of 5 average rating, 113 reviews

Modern House with Private Pool Getaway Kissimmee

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.

4.94 out of 5 average rating, 207 reviews

A bright and spacious area features a white bed and a stylish brown sofa. Modern decor is complemented by natural elements, including a potted plant. A wall-mounted television and a wooden coffee table enhance the inviting environment.

Guest suite in Kissimmee

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

How this Airbnb was born? We wanted to create a space to enhanced our soul, power our mind, fuel ourselves, to meditate, to create ideas, to be a part from the world, The Temple. Glamorous Camping idea came across, oh my!, once you go inside this tent, you don't want to come out. Be present. Friends and family started asking, can I stayed?, day by day closer people want it to live this experience and more positive comments we were getting, so we decided, why don't let others try it? Welcome

4.82 out of 5 average rating, 289 reviews

A modern living area features a cozy sofa and dining table, with a kitchenette visible in the background. A desk is positioned beside the doorway. A spacious sleeping area can be seen through an open entryway, showcasing a king-size bed and additional seating.

Apartment in Kissimmee

King Bed First Floor Disney Universal Family Condo

Welcome🌞This unit is on the first floor! Your much-deserved fun vacation away from home starts here 😎! Located in the heart 💗 of Walt Disney World and all Kissimmee and Orlando’s best fun spots! Includes 1 kingbed and 1 fullsize sofa bed. Just added BIG SMART TVs with Disney+, Netflix, Amazon Video, perfect for relaxing after a fun filled day.✨ 🚗NEED A CAR? Ask us about our 8-passenger minivan. You can plan your stay and car rental all in one go. Ask us for the link!

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, 125 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. **

4.91 out of 5 average rating, 114 reviews

A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.

Villa in Davenport

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. 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 private screened hot tub is featured in the foreground, surrounded by an inviting outdoor seating area with a table and chairs. Lush tropical plants enhance the atmosphere, while a large mirror reflects the vibrant orange wall and soft natural light from the spacious windows.

4.94 out of 5 average rating, 215 reviews

2 BR Harmony House at Regal Oaks Resort

Come get away to our modern, super-clean, self-contained garden oasis town house in the Regal Oaks Resort - close to grocery stores and take out food - minutes walk from Old Town Kissimmee and a short drive from Disney's ESPN - World of Sports and Town Center Celebration. We are 15 minutes drive from Epic - Universal and Disney parks. Our private screened in hot tub is the perfect place to relax in the Florida sun or under our sun shade.

Popular amenities for Kissimmee pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.89 out of 5 average rating, 188 reviews

Private 3BR Home,PrivatePool,ROKU,WiFi,GamesRoom

A recreational area features a slate pool table with a colorful set of balls positioned for play. Modern pendant lights hang above, casting a warm glow. A large television displays a vibrant scene, while decorative wall elements add character to the space.

4.78 out of 5 average rating, 65 reviews

4 Bedroom w/Pool near to Disney

Superhost

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.

4.81 out of 5 average rating, 115 reviews

Nice pond view home with pool and outdoor theatre!

A single-story home is presented with a light tan exterior and a welcoming front yard. Lush greenery surrounds the property, featuring neatly trimmed shrubs and palm trees. A paved driveway leads to a two-car garage with solar panels on the roof, providing an energy-efficient touch.

5 out of 5 average rating, 52 reviews

Family Vacay with Pool near WDW!

A pergola with swings offers a shaded seating area overlooking a well-maintained backyard. A cozy lounge area is visible, featuring comfortable seating and shaded by surrounding greenery. A stone pathway meanders through the grass, leading to other outdoor amenities, including a fenced-in pool area.

4.89 out of 5 average rating, 44 reviews

Disney | 200ft backyard | Pet-Friendly | Fire pit

4.86 out of 5 average rating, 191 reviews

A resort-style pool area features a winding lazy river surrounded by palm trees and lounge chairs. A slide is visible, leading into the refreshing water, which has a depth marker of 3 feet. The vibrant blue inner tubes are arranged alongside the pool for guest use.

Home in Four Corners

Luxury 4 Bdr~Private Pool at Champions Gate

A vibrant Monsters Inc-themed double bedroom is presented, showcasing two double beds adorned with colorful bedding and plush character pillows. The walls are decorated in bold hues of blue and orange. A bedside lamp provides soft lighting, enhancing the playful decor.

4.78 out of 5 average rating, 119 reviews

Free Waterpark, Fantasy World, Monsters Inc Villa

4.89 out of 5 average rating, 112 reviews

Mi Casita Near Disney/Universal

Pet-friendly home rentals with a pool

4.85 out of 5 average rating, 95 reviews

A bright living area is showcased, featuring a light-colored leather sofa with yellow accent pillows. Soft natural light streams through the window, illuminating a round coffee table with decorative items. A work desk and chair are visible in the corner, alongside a comfortable armchair.

Condo in Kissimmee

*NEW*• Modern Luxury Condo

The themed bedroom features twin beds, designed to resemble spaceships, with bold, illuminated accents. A wall mural depicts a starry sky, while nearby, a gaming machine displays a classic arcade setup, creating an immersive atmosphere for guests.

4.98 out of 5 average rating, 58 reviews

Amazing Friends 5BR+Private Pool+Lazy River

4.89 out of 5 average rating, 88 reviews

Condo in Davenport

Luxurious Living 15 minutes from Disney

The spacious screened porch features warm lighting and a cozy dining area, surrounded by lush greenery. Several reclining chairs with ottomans offer relaxation, while decorative ground lights highlight the landscape. French doors connect the porch to the interior, creating a welcoming open space.

5 out of 5 average rating, 22 reviews

The Sandy Gator

5 out of 5 average rating, 29 reviews

A spacious living room features a large sofa with blue accent pillows, a light area rug, and a flat-screen TV mounted on the wall. The open layout connects to the kitchen and dining area, with a ceiling fan providing comfort.

Apartment in Orlando

Blue Heron Lakeview Condo-2 miles from Disney

A private pool area is enclosed by a screened lanai, showcasing a clear, inviting pool surrounded by light pavers. Soft yellow walls and playful wall accents complement the space, with a few lounge chairs available for relaxation in the sun.

5 out of 5 average rating, 18 reviews

Pet Friendly Pool Home Very Close to Disney!

A spacious living area is highlighted by large windows framed with white curtains. A comfortable sofa adorned with decorative pillows faces a sleek glass coffee table, while a modern armchair complements the stylish decor. A dark, patterned rug adds warmth to the light-flooded space.

5 out of 5 average rating, 25 reviews

*Modern condo on resort. No fees 15-Min to Disney*

A private patio area is showcased with a hot tub surrounded by comfortable chaise lounges and a dining table under an umbrella. A grill is positioned nearby, and large glass doors lead into the inviting interior of the home.

4.93 out of 5 average rating, 15 reviews

Waterslides/Gated Resort/Close 2 Disney

Private, pet-friendly home rentals

4.93 out of 5 average rating, 56 reviews

Close to Disney, 3BR, Heated Pool, Game RM, PetsOK

A vibrant game room features colorful walls inspired by video game themes, including a prominent mural of familiar characters. An arcade machine and a TV are present for entertainment. A gray sofa is situated in the room, complemented by playful decor elements.

5 out of 5 average rating, 6 reviews

3BR Home Near Disney w/ Pool, Spa & Game Room

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.

4.96 out of 5 average rating, 85 reviews

“Casa Del Sol”

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, 63 reviews

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

4.97 out of 5 average rating, 30 reviews

New Residence, Davenport

Superhost

4.57 out of 5 average rating, 14 reviews

15 min to Disney Townhome at ChampionsGate Resort

4.97 out of 5 average rating, 37 reviews

A heated saltwater pool is set within a landscaped backyard, featuring paver stones and surrounded by a white privacy fence. Colorful pool floats rest on the water's surface. Multiple lounge chairs and shade umbrellas are positioned around the pool, enhancing the relaxing outdoor space.

Guesthouse in Orlando

~Elegant Suite • Luxe Pool • Prime Orlando Stay

An inviting pool area features a pink inflatable float and a shaded lounge space with a green umbrella. The exterior of the home appears well-maintained, showcasing a landscaped yard with palm trees and a warm evening glow.