Pet-friendly holiday rentals in Kissimmee

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Kissimmee

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
The outdoor area features a private pool accompanied by a spacious spa, inviting relaxation. Lounge chairs are arranged around the pool, and a shaded dining area is visible. The backdrop consists of a modern two-story home and lush greenery, creating an appealing outdoor retreat.
Home in Kissimmee
4.96 out of 5 average rating, 111 reviews

Gorgeous 5BR PetFriendly @Encore Near Disney 7693

Modern, stylish, and luxurious, 3000sf home, with 5 bedrooms, at the world's renowned Encore Resort at Reunion. It features a game room, a huge backyard, an oversized private pool, spa. A true dream vacation home. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE

Guest favourite
A modern two-story townhouse is presented, featuring a neatly arranged exterior with orange accents. Each unit showcases a covered patio area with seating, framed by landscaped greenery. A paved path leads to the front door, with designated parking spaces visible in the foreground.
Townhouse in Kissimmee
4.88 out of 5 average rating, 143 reviews

Themed rooms - gated community

Beautiful modern home with 3 full suites and 3 bathrooms — a rare find in the area! Located in the gated community THE HUB, featuring new construction, an American-style kitchen integrated with the TV room, and pet-friendly accommodations (rules apply). The community also offers a swimming pool and a small gym for guests. Guests enjoy: 🕒 24h self check-in 🔐 Unique access code valid only during the stay 🛏️ Linens and towels provided 🐾 Pet-friendly (check rules) 🏊 Community pool & small gym

Guest favourite
A modern movie theater features a large 155-inch screen displaying a Disney logo, surrounded by plush recliners designed for comfort. The room is illuminated with soft blue lighting, creating a cozy atmosphere for movie nights or gaming sessions.
Villa in Kissimmee
4.87 out of 5 average rating, 120 reviews

8Bd 4K Movie Theater 155 Inch Screen Pool & Spa

A vacation home that takes your entertainment seriously! That’s our 8-bedroom villa in Emerald Island Resort at 3 miles from Disney… Ready to enjoy themed bedrooms, a premium private movie theater with a 155-inch screen, 4K projector, 5.1 surround sound, and a PS5 for gaming? Relive your favorite films in stunning quality, just like in the best movie theaters. Private Pool and Spa will make your vacation unforgettable! We’re ready for families and groups, to offer fun, comfort, and luxury.

Guest favourite
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.
Home in Buenaventura Lakes
4.93 out of 5 average rating, 146 reviews

Villa Resort Club

VILLA LUJOSA - BARRIO SÚPER HERMOSO POOL HEATER HOUSE - Diviértete con toda la familia en este alojamiento con estilo moderno , te encantará el área de picnic frente de la casa , el área de juegos y piscina con calentador , un espacioso lugar de hierba artificial para jugar tus niños y en una zona muy trankila cerca de los parques de Disney y del aereopuerto MCO . TE ENCANTARÁ LA CASA Local utility or county personnel may access exterior areas for maintenance without prior notice.

Guest favourite
A vibrant outdoor area features a sparkling saltwater pool with fountain jets and colorful LED lighting. A large screen displays a movie, surrounded by lounge chairs. The area is enhanced by string lights and a cozy seating arrangement, creating an inviting space for relaxation and entertainment.
Villa in Kissimmee
4.88 out of 5 average rating, 250 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting & it has botanical qualities for your muscles after long days at the parks! Enjoy all this plus our unique OUTDOOR MOVIE EXPERIENCE & FIRE-PIT for the BEST vacay ever only 6 miles to Disney!

Guest favourite
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.
Home in Kissimmee
4.99 out of 5 average rating, 162 reviews

Themed Illusion House •Waterfront •Private Pool

Alice in Wonderland®-themed home with a uniquely designed Illusion room with character outfits. ❤ Private pool with water view ❤ 15 min to Disney ❤ 25 min to Universal, SeaWorld, Convention Center, 2 min to Walmart ❤ Game room with board games & kids toys ❤ 100" movie theater screen ❤ Sleeps 12 ppl ❤ 2 king beds, 1 Queen memory foam sofa bed, 6 twins, 1 crib, 1 pack & play ❤ Fully stocked home ❤❤❤ Message us for seasonal discounts! ❤❤❤ ‼️ No parties, No smoking, 4 dogs max $75/pet

Top Guest favourite
Home in Davenport
4.99 out of 5 average rating, 101 reviews

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

Escape to paradise at our Davenport home, only 11 miles from Walt Disney World! Relax by the huge pool with spa, and savor BBQ delights. Rest in well-designed bedrooms: Master room with a king bed, second room with a queen bed, and third one with two twin beds. Experience ultimate fun in the game room, indulge your culinary skills in the fully equipped kitchen, and step out onto the greens from our backyard on a golf course. Don't miss out, book now and make the most of your vacation

Top Guest favourite
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.
Home in Kissimmee
4.97 out of 5 average rating, 125 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

Guest favourite
Condo in Davenport
4.88 out of 5 average rating, 108 reviews

A luxurious living just 15 min/Disney

Get ready for an exciting family adventure at our fabulous 2-bedroom condo in the breathtaking Tuscana Resort. Our unbeatable location places you at the center of all the action, whether you're eager to dive into the thrilling theme parks, tee off on a beautiful golf course, treat yourself to some fantastic shopping, or simply soak up the radiant Florida sun. This is the perfect spot for an unforgettable Orlando vacation—there's endless fun waiting for everyone!

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. **

Top Guest favourite
A cozy living room is shown with a brown sofa and bright orange throw pillows. A coffee table with yellow legs sits on a plush area rug. Large windows allow natural light, complemented by a ceiling fan and decorative wall art.
Apartment in Kissimmee
4.88 out of 5 average rating, 151 reviews

Contemporary Stay 10 min to Parks Pets Friendly

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Top Guest favourite
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
4.92 out of 5 average rating, 145 reviews

Cozy 3 bed, 2 bath home 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**

Popular amenities for Kissimmee pet-friendly home rentals

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$255 NZD$266 NZD$273 NZD$261 NZD$222 NZD$242 NZD$252 NZD$226 NZD$207 NZD$221 NZD$245 NZD$294 NZD
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Quick stats about holiday rentals that are pet-friendly in Kissimmee

  • Total holiday rentals

    Explore 1,160 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 41,250 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,040 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    1,020 properties feature pools

  • Rentals with dedicated workspaces

    620 properties have a dedicated workspace

  • Wi-Fi availability

    1,160 of Kissimmee holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kissimmee rentals

  • 4.6 Average rating

    Kissimmee stays receive an average rating of 4.6 out of 5 from guests

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