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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Guest favourite
The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.
Apartment in Kissimmee
4.94 out of 5 average rating, 137 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Welcome to the Adventureland bungalow! This 2 bd/ 2 ba stay features a Tiki room living room with a sofa bed. The upgraded kitchen and bamboo bar are perfect to kick back and relax, or enjoy the screened in patio with tiki torches and seating area. The Jungle Cruise master bedroom features a king size bed and lovely waterfront views with lush greenery. The Pirate bedroom is fit for a captain (or two!) and has two twin xl beds. Air conditioning throughout. Located on the third floor/stair access.

Guest favourite
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.
Home in Kissimmee
4.95 out of 5 average rating, 134 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**

Top guest favourite
A large, inviting pool glistens under the sun, surrounded by a spacious patio and palm trees. A stylish, shaded cabana is positioned nearby, offering a retreat for relaxation. The pool area is enclosed and features a clean white fence, enhancing the tranquil outdoor atmosphere.
Home in Orlando
4.88 out of 5 average rating, 234 reviews

*Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

Welcome to your ultimate getaway! This stunning vacation home offers a perfect blend of modern luxury and tropical paradise, all in one exceptional property. Relax by the palm trees, private pool, jacuzzi, outdoor cabana and make delicious meals with our new Weber grill. This family-friendly vacation home was perfectly designed for unforgettable getaways. This property offers both excitement and relaxation in one incredible package. 8 minutes to Universal, 15 min to Disney and 23 min to MCO.

Guest favourite
The exterior of the residence is showcased, featuring a well-maintained lawn and a paved driveway leading to a spacious garage. A large tree provides shade, with bright blue skies and scattered clouds in the background.
Home in Kissimmee
4.87 out of 5 average rating, 101 reviews

-A Sweet Home Near Theme Parks!-

Step into your ultimate vacation escape! This residence is perfectly positioned to offer easy access to all the best attractions and hotspots in the Kissimmee/Orlando region. Enjoy the convenience of having major theme parks such as Disney, Universal, Seaworld, ICON, and even airports, all within a short 20-25 minute drive. Nestled on a corner lot, this home boasts abundant parking, a spacious yard, and plenty of amenities, ensuring you feel right at home from the moment you arrive!

Superhost
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.
Home in Kissimmee
4.85 out of 5 average rating, 214 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!

Guest favourite
The exterior of the home is highlighted at night, showcasing a welcoming entrance beneath a soft glow. Palm trees stand prominently, framing the house, while the neighborhood features well-maintained landscaping and a clearly marked sign for 'Bridgewater.'
Home in Kissimmee
4.9 out of 5 average rating, 186 reviews

Arcade Garage | King Bed | 15 Min to MCO & Disney

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. Send me a message to find out if we’re offering any additional seasonal discounts! -25 mins to Disney Parks -15 mins to Orlando International Airport - 12 mins to Silver Spurs Arena/Osceola Heritage Park -15 mins to Lake Nona -15 mins to USTA National Campus -1 hour from Cocoa Beach - 3 mins to Walmart & Plaza.

Superhost
An inviting living space features a large sectional sofa and a stylish coffee table. A flat-screen TV is mounted on a light-colored media console. Ample natural light comes through windows adorned with sheer curtains, while a dining area with a table and chairs is visible in the background.
Home in Kissimmee
4.8 out of 5 average rating, 112 reviews

Great Lake View - Pet Friendly

Welcome to this beautiful 4-bedroom home, all located on the first floor, ideal for families and groups seeking comfort and convenience. Two of the bedrooms are en-suites, while the other two share a full bathroom located in the hallway. Enjoy 24h self check-in, a unique access code valid only during your stay, lines and towels provided, and a fully equipped kitchen, dining area, and cozy living space. The property is pet friendly (please check house rules).

Top guest favourite
A game room features striking themed decor, with large flat-screen TVs and seating. The private pool area showcases a serene swimming pool surrounded by a screen enclosure, highlighted by comfortable lounge furniture. A cozy outdoor seating area is visible, offering a relaxing view.
Villa in Kissimmee
4.95 out of 5 average rating, 164 reviews

"Disney Serenity": Luxe 8BR Villa/ Privacy/ Pool

**Exclusive Discount!** Mention **Disney Serenity** when booking 90+ days in advance for special savings! 🏡 **Welcome to Disney Serenity** – a family-friendly villa near Disney World! Enjoy a **private heated pool**, **game room**, and **cinematic home theater**. Plus, access resort amenities like a **lazy river, gym, and tiki bar**. **Wheelchair-friendly** and perfectly located for Disney & Universal adventures. Book now for a magical stay! ✨

Top guest favourite
Guest suite in Orlando
4.96 out of 5 average rating, 139 reviews

Private Studio Near Orlando Theme Parks

Spacious private-entrance guest suite (private BR/BA) less than 20 min to Disney, Universal, all Orlando theme parks 🎢 and MCO ✈️. • Walk to grocery stores and restaurants, then unwind in the hammock and stream 📺 Disney+/Hulu/ESPN+. • Quick access to 417, I-4, and FL Turnpike for easy park hopping. • Catch Kennedy Space Center (53 mi away) launches 🚀 from the entrance. • Pet-friendly (with fee) 🐕 with fenced backyard.

Guest favourite
A spacious living area features a large sectional sofa arranged around a round coffee table. Bright lights illuminate a modern kitchen equipped with white cabinetry and an island with seating. A ceiling fan is suspended above, enhancing the airy ambiance.
Townhouse in Davenport
4.95 out of 5 average rating, 162 reviews

Stylish Stay in Davenport

Welcome to 1749 Sanibel Dr, Davenport, Florida! Enjoy nearby dining options like Millers Ale house, Red Robbins, and more great options. Attractions include Walt Disney World (20 min), Universal Studios (35 min). Shop at the Orlando Outlets or visit Old Town Kissimmee for classic car shows and rides. Essentials are close by with Publix and Walmart. Your stay promises convenience, great food, and fantastic entertainment!

Top guest favourite
A spacious living area features a modern sectional sofa and two blue lounge chairs. A large flat-screen television displays a fireplace design, creating a cozy focal point. Natural light fills the room through window coverings, and a potted plant adds a touch of greenery.
Home in Kissimmee
4.92 out of 5 average rating, 238 reviews

Cozy House with Private Pool. Kissimmee/Orlando

Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.

Superhost
The exterior of the Westgate Vacation Villas showcases an elegantly designed building with multiple levels. Soft lighting from street lamps illuminates the entrance. Rows of golf carts are parked in front, surrounded by manicured landscaping and palm trees under a clear blue sky.
Apartment in Kissimmee
4.86 out of 5 average rating, 125 reviews

Westgate Vacation Villas - 1 Bedroom

Offering a 1 Bedroom apartment at Westgate Vacation Villas with King Bed, Sofa Bed and full Kitchen Westgate Vacation Villas comforts of a furnished only home 1 mile from Disney and close to the other Orlando attractions, restaurants and shopping. with studios - 2 bedr'm suites+variety of amenities 14 heated pools + award-winning Drafts Sports Bar & Grill A great location to visit the local attractions.

Popular amenities for Kissimmee pet-friendly home rentals

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$191 SGD$193 SGD$197 SGD$193 SGD$165 SGD$179 SGD$187 SGD$168 SGD$153 SGD$170 SGD$180 SGD$215 SGD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Quick stats about holiday rentals that are pet-friendly in Kissimmee

  • Total holiday rentals

    Explore 1,210 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 40,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,070 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    1,070 properties feature pools

  • Rentals with dedicated workspaces

    700 properties have a dedicated workspace

  • Wifi availability

    1,200 of Kissimmee holiday rentals include wifi 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

Destinations to explore

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  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Pet-friendly rentals