Pet-friendly home rentals near Old Town

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Top-rated pet-friendly home rentals near Old Town

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Top guest favorite
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, 168 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 favorite
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, 140 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 favorite
The image captures a vibrant pool area surrounded by lush palm trees and comfortable lounge chairs. An inviting infinity pool is centrally located, accompanied by cabanas and umbrellas. Multiple water slides are visible in one corner, enhancing the family-friendly atmosphere of the space.
Condo in Kissimmee
4.92 out of 5 average rating, 131 reviews

Pet friendly Orlando area near ESPN Center

Pet friendly Top floor unit located inside the Melia hotel with a pool view (no resort fee with some exceptions). Updated Disney theme décor. Prime location in the Heart of Disney Area, you will be within a few minutes of Disney (3.7 miles) and ESPN Wide World Sport Complex. Quick access to restaurants, shops and all the attractions that Orlando area as to offer. This 2 bedrooms, 2 bathrooms with 1070 square feet of living space, easily sleep 6. Large infinity pool with family activities.

Top guest favorite
Villa in Kissimmee
5 out of 5 average rating, 38 reviews

WaterView 4 miles to Disney 3Br 2Ba Pool Home

Private screened pool lake view for relaxing dips - Unbeatable Location – Your Orlando Getaway Awaits! Clean, cozy One-level property just 4 miles from Disney and only minutes from Orlando’s top attractions. Family-friendly layout Free garage & driveway parking Peaceful residential area Theme Parks Nearby - Disney World – 4 mi - Orlando Premium Outlets – 4 mi - Universal’s Epic Universe – 9.5 mi - Universal Studios, Islands of Adventure, SeaWorld & Aquatica – all just a short drive away!

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, 246 reviews

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

✨ Looking for comfort, privacy, and fun near Disney? Our home features a private pool and spa, perfect for relaxing after the parks. Optional pool heating is available for $49 per night. Thoughtfully prepared for families, the house welcomes guests, including those traveling with pets, for easy Florida days. Magic Kings House invites you to create unforgettable moments at Windsor Palms, a favorite resort among guests. Every detail has been carefully arranged to provide a memorable stay.

Top guest favorite
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, 145 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 favorite
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.
Apartment in Kissimmee
4.95 out of 5 average rating, 149 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 favorite
The cottage features a charming exterior with bright yellow siding and a classic gabled roof. Lush palm trees and manicured hedges frame the entrance, which includes a welcoming porch with yellow chairs. Large windows allow natural light to enhance the inviting facade.
Cottage in Kissimmee
4.98 out of 5 average rating, 126 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 favorite
An inviting private pool area is enclosed with a protective screen, featuring a vibrant pineapple pool float positioned beside the water. Sunlight reflects on the clear blue pool, and the surrounding white fence offers privacy. The spa area is visible in the background.
Home in Kissimmee
4.76 out of 5 average rating, 277 reviews

Beautiful 3BR House w/ Private Pool near Disney

🏡 3BR Home w/ Private Fenced Pool & Spa – 🐶 Pet-Friendly (Upon Approval) & 15 Min to Disney! Relax after a fun-filled day at the parks in your private pool & spa in a fully fenced backyard. The entire home is yours—perfect for families and pets (approval required!). 🚗 Prime Location: ⭐ 15 min – Disney Parks & Disney Springs ⭐ 20 min – Universal Studios / Epic Universe, SeaWorld, Convention Center ⭐ 30 min – Orlando Intl Airport (MCO)

Top guest favorite
A private screened hot tub is featured in the foreground, surrounded by an inviting outdoor seating area with a table and chairs. Lush tropical plants enhance the atmosphere, while a large mirror reflects the vibrant orange wall and soft natural light from the spacious windows.
Townhouse in Kissimmee
4.95 out of 5 average rating, 229 reviews

2 BR Harmony House at Regal Oaks Resort

Come get away to our modern, super-clean, self-contained garden oasis town house in the Regal Oaks Resort - close to grocery stores and take out food - minutes walk from Old Town Kissimmee and a short drive from Disney's ESPN - World of Sports and Town Center Celebration. We are 15 minutes drive from Epic - Universal and Disney parks. Our private screened in hot tub is the perfect place to relax in the Florida sun or under our sun shade.

Top guest favorite
Home in Kissimmee
4.97 out of 5 average rating, 30 reviews

5BR Golf View Penthouse • Near Disney • Luxe Stay!

✨ Spacious 5BR Loft Condo near Disney! ✨ Located in a gated resort, this stylish family-friendly getaway features a full kitchen, washer/dryer, and access to a resort pool, fitness center, and game room. Just minutes from Walt Disney World, Universal, and shopping outlets. Sleeps 12—perfect for large families or group trips. Enjoy comfort, space, and unbeatable location for your Orlando vacation! Book your dream stay now! 🏰🌴💫

Top guest favorite
Villa in Davenport
4.99 out of 5 average rating, 103 reviews

Amazing Villa near DisneyWorld FREE heated-pool

Have fun with the whole family at this stylish place. Our home has everything you will need for you and your guest to have a great experience. This home is a short drive from Walt Disney World and Orlando Attractions!! Don’t wait book with us now and give you and your family the vacation you all deserve. We can’t wait to welcome you . BBQ ( free to use ) Heated pool (free) Dogs friendly! Extra fee $120 per stay

Popular amenities for pet-friendly home rentals near Old Town

Quick stats about pet-friendly home rentals near Old Town

  • Total vacation rentals

    Explore 240 vacation rentals in Old Town

  • Nightly prices starting at

    Old Town vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 13,620 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    240 of Old Town vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Old Town rentals

  • 4.6 Average rating

    Old Town stays receive an average rating of 4.6 out of 5 from guests

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Old Town
  7. Pet-friendly rentals