Pet-friendly holiday rentals in Kissimmee

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 USD fee per pet. HEATED pool with a charge fee of $ 25 USD per day. BBQ grill has an extra charge of $40 USD (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.

*KingSizeBed*NrDisney* 100%private*PetsOK

Relax in this 5-star studio, just 15 minutes from Disney, MCO Airport, Downtown, and Universal! Enjoy your private patio, dining under the stars or swaying in the hammock! Take in serene lake views and beautiful sunsets just steps away. With nearby shopping, dining, and local parks, this studio offers the perfect blend of tranquility and easy access to top attractions. Whether you’re here for a Disney vacation or a business trip, this is the ideal retreat for relaxation, comfort, and convenience

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.

Family friendly/Pet friendly Orlando paradise

*PET AND CHILD FRIENDLY* *Long term renters welcome* 2 bedroom 2.5 bath Townhome in gated community! 10 mins to Disney, 20 to seaworld, and 30 to universal studios. Community includes large beautiful heated pool and playground/bbq area. Professional cleaning services after each guest stay. Fully stocked kitchen with Keurig coffee, all dishes, utensils, seasonings etc. All bathrooms fully stocked with toiletries and plenty of extra towels. Patio includes chairs, gas grill, and sitting area.

Comfortable Universal Disney Orlando Family Condo

Welcome🌞! This unit is on the second floor! Your much deserved fun vacation away from home starts here 😎! Llocated in the heart 💗 of Walt Disney World and all Kissimmee and Orlando best fun spots 🎢! Includes 2 full size bed. and 1 Full size 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!

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!

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 :)

4. Flexible Early Check ins / Late Check outs*

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.

Chic 3/2 Mid‑Century • 6 min from Downtown

We’re committed to creating comfortable experiences for our guests. We offer contact-free check-in, which limits in-person interaction. If you are bringing your pet with you will need to reach out to us prior to booking. There is a $200 fee per pet. - Digital check-in - Professionally cleaned - Utilities included - Coffee machine fresh towels - Fast WiFi - Google Home - Washer/dryer - Fully equipped kitchen