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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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Townhouse

4.81 out of 5 average rating, 169 reviews

Orlando Disney ºoº 3BD in Resort | Kissimmee

Modern Townhouse in Resort w/ preserve area and Amazing Clubhouse. (NO resort fees!) | 1 min | Old Town Kissimmee | 3 min | Publix®, McDonald's®, Wendy's®, Miller's Ale House® and more | 6 min | Walmart® & Target® | 7 min | Celebration | 9 min | DISNEY® AREA (All Theme Parks) | 9 min | Premium Outlet® | 11 min | Disney Springs | 11 min | ESPN® Sports | 13 min | Convention Center | 15 min | UNIVERSAL® STUDIOS | 26 min | Orlando Airport | 70 min | Bush Garden's® | 95 min | Sarasota & Clearwater

Guest favourite

Rental unit

4.94 out of 5 average rating, 16 reviews

3 br Disney area condo with a view & FREE resort!

Hands down the Best value and location for a visit to the parks! This super clean and cozy 3 bedroom, 2 bath condo with a private porch and views of the conservation is just what you were looking for in that perfect vacation in the Orlando/Kissimmee areas! Situated inside beautiful Windsor Palms resort and it's FREE resort amenities and mere minutes from all of the main area attractions, the nice furnishings and linens, private views and attention to detail will get your entire family smiling.

Guest favourite

Guest house

4.98 out of 5 average rating, 104 reviews

Downtown Apartment - Walk to Lake, Shops & Dining

This stylish apartment, in Downtown Clermont is @ the center of the coast-to-coast bike trail. Enjoy the quaint lake town experience to the fullest without having to drive anywhere. Lakefront, breweries, retail, dining- all within a 3 min walk! Best features indoors include comfy beds, a double shower, smart TV, & cozy aesthetics. The space is well stocked w/ all the essentials. Small appliances for cooking include an air fryer, crockpot & skillet. Garage storage available 4 recreational gear.

Home

4.84 out of 5 average rating, 204 reviews

Great House w/Heated Pool;Near all Parks!

Welcome to la Casita de todos! This home will be your home away from home, children-friendly, and spacious for the whole family! Dogs under 20 pounds are allowed with a 75-dollar fee per pet. HEATED pool with a charge fee of $ 25 per day. BBQ grill has an extra charge of $40 (for the whole stay, including 1 propane gas and cleaning). After booking and before check-in please let me know if you are bringing a pet or will use the BBQ. Locations nearby: Walmart 0.5 miles. Dollar Tree 0.1 miles.

Guest favourite

Townhouse

4.97 out of 5 average rating, 73 reviews

Modern 2 story 4/2.5 Convenient Downtown Gem

We prioritize your comfort and convenience. Enjoy a seamless, contact-free check-in and minimize face-to-face interactions. If you're bringing along a furry friend, just let us know in advance. A pet fee of $250 applies. 🔹 Easy digital check-in 🔹 Sparkling clean spaces 🔹 All utilities included 🔹 Ready-to-brew coffee machine 🔹 Fresh towels provided 🔹 Speedy WiFi for all your browsing needs 🔹 Smart home features 🔹 Washer & dryer for fresh laundry 🔹 Kitchen stocked with essentials.

Home

4.74 out of 5 average rating, 86 reviews

Southwest facing pool! 5 Miles from Disney.

Enjoy the sunset by your SOUTHWEST facing pool, just 5 miles from Disney. The huge pool area has a conservation & lake view. Enjoy outdoor games or shoot some hoops with the family! Bedroom theming includes 101 Dalmatians (popular with pups AND kids), Harry Potter, Little Mermaid, and Mickey rooms. After a day spent in the parks, wind down with a game of pool or watch a movie in the theatre/game room. Bring your fur baby and the whole family to this spacious and open pet-friendly home!

Cottage

4.86 out of 5 average rating, 7 reviews

Charming Cottage #1

Enjoy your own cottage in a resort atmosphere with lots of amenities and activities. Fully furnished, all bedding, kitchen needs and washer and dryer. Easy access to Disney Resorts, Lego Land, Bok Tower Gardens, Sea World, Universal, Disney Springs and other Central Florida attractions. On-site heated pool, miniature golf, pickle ball, shuffle board, horseshoes, fitness center, library and billiards. Some pet friendly units. Book your next vacation with us.

Guest favourite

Cottage

4.98 out of 5 average rating, 107 reviews

1BD Cottage "Limoncello" in Margaritaville

Welcome to your own island-inspired oasis. Our charming cottage is the perfect home base for your next dream Orlando vacation. The unit comes with all the comforts from home but worlds away. Conveniently located minutes from the Disney parks, a state-of-the art water park and newly opened 196,000 square foot shopping and dining district with multiple dining food and beverage options & brand-new movie theater. All Pets Must Be Preapproved :)

Guest favourite

Home

4.94 out of 5 average rating, 35 reviews

Exclusive Private Pool Paradise!

This space is great for a family get-away. Perfect spot for relaxing and affordable vacation for family and Friends. Your family will be worry free when you stay at this gated, centrally-located place. 4 BR and 4.5 baths. Open floor plan, Pool, BBQ. Large kitchen and laundry room available. *Pets allowed, but must pay as additional per pet, in addition to the extra cleaning fee charge noted. Pre-approval required.

Home

4.78 out of 5 average rating, 74 reviews

Private home fenced yard & Fast WiFi | Pets+

☞ Private fenced backyard ☞ Fully equipped + stocked kitchen ☞ Safe neighborhood ☞ Onsite, secured parking ☞ Fast wifi ☞ Located midway between all theme Parks and the Beaches on the coast ➠ 35 min drive to Orlando Universal ➠ 25 min drive to Orlando International Airport ➠ 30 min drive to Downtown Orlando ➠ 30 min drive to Walt Disney World or Sea World

Guest favourite

Home

4.89 out of 5 average rating, 148 reviews

Private pool home close to Disney

Private Pool Home, 5 miles to Disney (about 15 min drive) and other attractions in Kissimmee and Orlando area. Remodeled home including bathrooms , vinyl floors throughout the entire home, 50 Inch TVs in every bedroom and one living room with Disney Plus, Hulu and ESPN. Granite counter tops new stainless steel appliances and new washer and dryer.

Guest favourite

Guest suite

4.92 out of 5 average rating, 149 reviews

Lakefront presidential suite / resort pool

Welcome to The Compound! Nestled on a serene dead-end road, this Orlando retreat boasts a prime location on a renowned private lake. Immerse yourself in pristine waters with the highest quality score in central Florida. Grab a paddle board or swan boat and savor some fun in the water.

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Kissimmee pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home

4.79 out of 5 average rating, 14 reviews

Wheelchair accessible, 15 min to Disney, Yes Dogs

Guest favourite

Home

4.97 out of 5 average rating, 89 reviews

Modern 3/2 in Ivanhoe Village

Guest favourite

Home

4.88 out of 5 average rating, 32 reviews

2321-WI 5 Bd ALL Suites, Game Room + Pool & SPA

Guest favourite

Home

4.92 out of 5 average rating, 103 reviews

The Boho Jungalow Private | Peaceful | HotTub - DT

Guest favourite

Home

4.88 out of 5 average rating, 24 reviews

Pelican House

Guest favourite

Home

4.77 out of 5 average rating, 65 reviews

Downtown Winter Garden Mid Century Hipster

Guest favourite

Home

4.92 out of 5 average rating, 422 reviews

Pet OK/Big Backyard/Fast WiFi/Washer & Dryer.

Guest favourite

Home

4.88 out of 5 average rating, 176 reviews

4BR,PrvtNOTOverlookedPool,FencedYard,GameRM,WiFi

Pet-friendly home rentals with a pool

Guest favourite

Home

5 out of 5 average rating, 17 reviews

Disney Proximity: Luxury 5BD Home

Townhouse

4.73 out of 5 average rating, 22 reviews

Cozy Disney Getaway!

Guest favourite

Home

5 out of 5 average rating, 97 reviews

Private pool home near Downtown

Guest favourite

Home

4.88 out of 5 average rating, 56 reviews

Modern/Luxe Vacation, close 2 Disney, Heated Pool

Villa

4.79 out of 5 average rating, 14 reviews

Spacious Villa South Facing Pool 20 min to Disney

Home

4.89 out of 5 average rating, 18 reviews

Vacation Home with Pool & Spa near Disney

Guest favourite

Home

5 out of 5 average rating, 5 reviews

4/2 home with pool near Disney

Guest favourite

Home

4.85 out of 5 average rating, 20 reviews

Private Pool Home, Pet Friendly - 3134

Private, pet-friendly home rentals

Guest favourite

Guest house

4.93 out of 5 average rating, 44 reviews

The SoDo Suite: near Universal & Downtown

Townhouse

4.88 out of 5 average rating, 8 reviews

Luxury 4 bedroom 3 bath pool Home 264

Guest favourite

Home

4.97 out of 5 average rating, 73 reviews

24/7 HomeCare Group

Home

4.71 out of 5 average rating, 45 reviews

*Mouse Five* Pool & Spa by Disney -Fenced for dogs

Guest favourite

Townhouse

4.92 out of 5 average rating, 26 reviews

Pet-Friendly 3BR Townhouse Perfect for Disney Trip

Guest favourite

Rental unit

4.96 out of 5 average rating, 78 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

Guest house

5 out of 5 average rating, 3 reviews

Private studio close to Disney & Pet friendly

Guest favourite

Home

5 out of 5 average rating, 12 reviews

5 beds - modern Villa by Disney parks!

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

Total rentals
1.1K properties
Total number of reviews
33K reviews
Family-friendly rentals
1K properties are a good fit for families
Rentals with a pool
1K properties have a pool
Rentals with dedicated workspaces
650 properties have a dedicated workspace
Wifi availability
1.1K properties include access to wifi

Destinations to explore