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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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Top guest favourite
The image captures a beautiful aerial view of a community near a tranquil body of water at sunset. The surrounding landscape features lush greenery and well-maintained townhouses with a striking view of the water reflecting the colorful sky.
Townhouse in Kissimmee
4.95 out of 5 average rating, 166 reviews

Luxury 5BR free heat private pool Disney Universal

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!

Top guest favourite
A screened-in pool area offers a view of a serene lake surrounded by trees at sunset. The pool is illuminated in vibrant colors, while a hot tub and a stylish seating area with cozy cushions invites relaxation.
Home in Kissimmee
4.95 out of 5 average rating, 102 reviews

Waterfront next to Resort by Disney Game &Theater

Lakefront Luxury Everything is Completely remodeled 5 bdrms\5 bthrms luxury villa – Located in the gated Paradise Palms Resort,which is just around the corner from Disney. Only a few steps away from the Clubhouse amenities & nature path,this home offers privacy & lake\nature views from the sun soaked south facing color changing pool\spa.Enjoy , New home theater, two 1st floor master bdrms & 2 bthrms + another master & immersive themed rooms on 2nd floor. AC Arcade TV gameroom & billiards Loft

Superhost
A themed bedroom features walls adorned with vibrant red and blue stripes, showcasing the Avengers logo. A spacious bed is dressed in superhero-themed bedding, complemented by two nightstands with lamps. A ceiling fan provides airflow, and a wall-mounted TV is visible.
Home in Kissimmee
4.89 out of 5 average rating, 108 reviews

Disney-themed, Private Pool with heat, King Bed!

Don't miss the chance to enjoy this beautifully renovated and Disney + Universal-themed home in a gated resort! Central to almost everything, you'll find this home has everything you need for a memorable stay in Central Florida! Memory foam mattresses, Smart TVs in every room, a fully stocked kitchen and a private pool! Not to mention the amazing clubhouse amenities which include a luxury resort-style pool, basketball court, volleyball court and a kid's playground! You will LOVE this place!

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, 194 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
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
4.86 out of 5 average rating, 198 reviews

Luxury 4 Bdr~Private Pool at Champions Gate

Spacious & Bright Townhome. Two Story 1,914 Square feet townhome includes 4 Bedrooms, 3 Bathrooms, a Private Swimming Pool with outdoor furniture. Enjoy the privacy of the relaxing exterior space, No neighbors view from the backyard. The ideal vacation spot for families and groups. For 10 people. Modern open floor plan, beautifully designed combination living and dining room perfect for entertaining. Fully equipped kitchen, slate appliances, quartz countertop and bar stools.

Superhost
A serene outdoor area features a private pool with a gentle waterfall and a spa, surrounded by chaise chairs and a lush green landscape. Hammocks are visible in the background, and bright sunlight reflects off the water. A basketball hoop adds to the recreational amenities.
Home in Four Corners
4.83 out of 5 average rating, 223 reviews

Gorgeous 8BR at Encore Resort next to Disney - 281

Modern luxury home built in 2020, located at world renowned Encore at Reunion. Almost 4,000sf of a/c area, featuring 8 bedrooms, 6 full baths, game room, private pool and spa. 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 HOUSE RULES*

Guest favourite
Townhouse in Kissimmee
4.93 out of 5 average rating, 170 reviews

4BR/Close to Disney/Free BBQ&Storey Lake WaterPark

This stunningly designed townhouse is the perfect family escape, located just 4 miles from Walt Disney World 🎢. Relax in spacious king-size rooms, splash in your private screened-in pool, and enjoy top-notch resort amenities. Bring the whole family – furry friends included – and create magical memories at nearby theme parks! 🐬 16 miles to SeaWorld 🎢 19 miles to Universal Studios ✈️ 27 miles to Orlando International Airport Your dream vacation starts here! Book now!

Guest favourite
Villa in Kissimmee
4.81 out of 5 average rating, 27 reviews

Luxury Townhouse Near Disney | 3BR

Enjoy a brand new, beautifully designed townhouse located in the exclusive Magic Village community, just minutes away from Disney Parks. What you’ll love: • Private patio with outdoor furniture • Free Wi-Fi • Fresh towels & linens • Fully equipped kitchen • BBQ grill (no additional fee) • Free parking (no extra cost) The pool, tennis court and fitness center should pay $100 extra fee per group per day. ✨ Book now and enjoy a memorable stay near the magic!

Superhost
A private pool area is enclosed by a protective screen, showcasing clear turquoise water. Lush palm trees are visible in the background, providing a tropical ambiance, while the surrounding patio features lounge chairs for relaxation. A spacious outdoor environment invites leisure and enjoyment.
Villa in Kissimmee
4.77 out of 5 average rating, 244 reviews

Feel the Magic: 9 min Disney • Pool • Pet • Relax

✨ Looking for comfort, privacy, and fun near Disney? Our pet-friendly home is ready to welcome your family — including your furry friend — for amazing days under the Florida sun. Magic Kings House invites you to create magical moments with your loved ones, offering comfort and exclusivity at Windsor Palms, the resort most loved by guests. Every detail has been carefully prepared to make your vacation easy, relaxing, and filled with wonderful memories. 🌴🐶☀️

Top guest favourite
A living room is presented with green accent walls and hardwood flooring. A comfortable sofa with orange throw pillows faces two small coffee tables. Wall decorations include woven art pieces. A ceiling fan hangs above, and a door leads to a balcony, allowing natural light into the space.
Flat in Kissimmee
4.96 out of 5 average rating, 147 reviews

Cozy 2Bed Boho Hideaway 10 Min to Parks Allows Pet

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 8 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Guest favourite
Home in Kissimmee
4.89 out of 5 average rating, 119 reviews

Mi Casita Near Disney/Universal

Welcome to your own private oasis in Kissimmee! Our charming 3-bedroom home boasts a beautiful private pool. Unwind in the serene surroundings while still being just moments away from the excitement of world-class theme parks and entertainment. Enjoy a fully-equipped kitchen, comfortable living areas, and spacious bedrooms for a memorable stay that combines the comforts of home with a sun-soaked Florida experience. Book your escape today!

Guest favourite
A private pool area features a crystal-clear pool, complemented by a spa and surrounded by paving stones. Lush palm trees are visible on the sides, and views of the golf course stretch in the background, creating a serene atmosphere for relaxation.
Home in Kissimmee
4.87 out of 5 average rating, 78 reviews

Luxury 4 Bedroom Home - Resort Access! Disney!

This luxury, four bedroom, three and a half bath home with private pool is located in the gated community of Reunion Resort of Orlando. Our spacious, 3200 square foot home is directly on the eighth fairway of the Tom Watson Golf Course. This professionally decorated home provides excellent accommodations with only the top-of-the-line furnishings and bedding including Large Screen TVs and black out window treatments in every bedroom.

Popular amenities for Kissimmee pet-friendly home rentals

When is the best time to visit Kissimmee?

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Avg. price$188 SGD$191 SGD$195 SGD$191 SGD$163 SGD$177 SGD$185 SGD$166 SGD$152 SGD$162 SGD$180 SGD$215 SGD
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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 $38 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

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