Pet-friendly home rentals near Old Town Kissimmee

A charming blue cottage is depicted, showcasing a combination of large windows and decorative greenery. The entrance is framed by a small garden, with a stone border and a variety of plants, creating an inviting outdoor space. A covered porch area is also visible.

4.91 out of 5 average rating, 220 reviews

Cozy Private Cottage 5 miles from Disney!

This cottage is located on a 4 star resort. There is a shared pool & two hot tubs you have access to. The community is very safe & quiet neighborhood. This home has been completely decorated in a beach teme decor and has everything you will need for a short or long stay. And is conveniently located in the heart of Kissimmee, Florida. -4 miles to Disney World -4 miles to medieval times dinner -.2 miles to ALDI, Dollar Tree, CVS, Krispy Kreme -2 miles to Walmart & Old Twn -7 miles to Sea World

A large swimming pool is set within a landscaped area, featuring a gentle curve and surrounded by lounge chairs and umbrellas. A clubhouse with a tiled roof is visible in the background, contributing to the inviting atmosphere of the gated community.

4.99 out of 5 average rating, 122 reviews

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.

A living area features a modern television displaying a virtual fireplace, paired with elegant wall art and a decorative plant. Below, a pool area is illuminated with soft purple lighting against a backdrop of warm string lights, creating a relaxed atmosphere.

4.98 out of 5 average rating, 120 reviews

Perfect Getaway. Private Pool.Kissimmee/Orlando

This property is accommodated for families looking to vacation with peace of mind, the facilities are perfectly arranged so that you and your family feel at home. It has 3 rooms equipped for adults and children, the patio area is the perfect place to spend time with your family either in the pool or enjoying a barbecue on the grill.( POOL IS NOT HEATED) -No parties allowed in the house. No smoke. Do not park blocking the sidewalk, no park on the grass, nor in front of the neighbors' house.

4.97 out of 5 average rating, 405 reviews

A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

Apartment in Orlando

Waterfront Resort Condo near Disney and Universal

Just minutes from Disney World and Universal Studios, this condo places you in the heart of Orlando’s top attractions, including Disney Springs, Islands of Adventure, SeaWorld, Magic Kingdom, Epcot, two outlet malls, and more. Relax on your private balcony with breathtaking views of Lake Bryan, or enjoy the resort-style pool with a full Tiki bar and dining menu. Additional perks include free parking, 24-hour security, and complimentary HBO & Netflix. No deposit required and no extra fees.

A heated infinity pool is surrounded by lush tropical landscaping and palm trees. A hot tub is positioned nearby, inviting relaxation. Comfortable lounge chairs are scattered around the pool area, offering ample space for guests to unwind.

4.92 out of 5 average rating, 65 reviews

Pet Friendly Large 1 Bed/1Bbath condo at the Melia

Pet friendly First floor unit located inside the Melia hotel without the resort fee the hotel charges you. Updated decor on the inside with Disney them. A 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 offers. This 1 bedroom, 1 bathroom with 870 square feet of living space, easily sleep 4. Large infinity pool with family activities.

Apartment in Osceola County

An aerial view showcases a large pool surrounded by lounge chairs and palm trees. The pool area is defined by well-maintained landscaping, with a hot tub and a nearby shaded structure visible in the background, creating an inviting atmosphere.

4.89 out of 5 average rating, 109 reviews

Stunning Orlando Condo 3 BR/2 bath, pets OK

This resort community is amazing to drive around in, let alone stay in. Just 20 to 25 minutes away from Disney World and Universal Studios and everything Orlando has to offer. Convenience stores (7-11), Dunkin' Donuts, CVS pharmacy, restaurants and grocery stores within walking distance. Three gorgeous pools and hot tub Jacuzzis, and world-class gym in the resort in this gated community with security. 5 minute drive to Champions Gate and I-4 highway. Up to 2 dogs/cats ($25/day/animal)

A cozy sleeping area features a spacious bed dressed in crisp linens, accompanied by two bedside tables topped with lamps. A wall-mounted television offers access to various streaming services. Light-colored walls and a vibrant orange accent wall enhance the inviting atmosphere.

4.77 out of 5 average rating, 272 reviews

King Bed Small Studio Disney World Universal

Welcome🌞 This unit is on the first floor! Your much-deserved fun vacation away from home starts here 😎! Located in the heart 💗 of Walt Disney World and all Kissimmee and Orlando’s best attractions 🎢 Includes a comfortable king-size bed and a BIG SMART TV with Disney+, Netflix, and 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!

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.

4.95 out of 5 average rating, 128 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 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. **

The dining area features a large wooden table set for dinner, with stylish chairs surrounding it. A cozy seating space is visible in the background, accompanied by a large window allowing natural light to enhance the warm tones of the decor.

4.89 out of 5 average rating, 270 reviews

RUSTY'S DEN House with Hot Tub 3 miles from Disney

This spacious and recently updated townhouse is located in a beautiful private and gated resort, which offers guests their own private hot tub, a shared pool with pool bar, gym, and a convenience store. No resort or parking fees! Guests have a private hot tub and enjoy neutral colors in the interior design that lend a gentle aesthetic, while modern industrial accents add a charm and character. Located just 3 miles from Disney & 11 miles to Universal Studios!

A spacious living room features a comfortable sofa bed and a large smart TV mounted on the wall. Natural light enters through glass doors that lead to a balcony, while a decorative rug adds color to the warm flooring.

4.94 out of 5 average rating, 36 reviews

King Apt w/Pool View & Gym Pet Friendly Near Parks

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

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.

4.94 out of 5 average rating, 218 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.

4.92 out of 5 average rating, 52 reviews

King Bed Apartment, Close to Disney

Welcome to our charming apartment in the heart of Kissimmee! Perfectly situated near Disney & Animal Kingdom, Shopping, Dining and Entertainment are at your fingertips. This delightful accommodation is an ideal choice for couples, solo adventurers, extended stay, and business travelers. Whether you're in town for a magical vacation, a business trip, or a romantic getaway, our apartment provides the perfect home base for your adventures.

Popular amenities for pet-friendly home rentals near Old Town Kissimmee

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A modern living area features a sleek black wall with a mounted television displaying a beach scene. A plush, light-colored ottoman sits at the center, while a stylish kitchen area with dark cabinetry can be seen in the background, complemented by pendant lighting.

4.96 out of 5 average rating, 101 reviews

Modern 4bd house/heated pool,Close to Disney

An enclosed game room features a full-size ping pong table positioned on tiled flooring. String lights are hung overhead, creating a soft ambiance. Nearby, a seating area with wicker furnishings is complemented by a potted plant, while large windows allow natural light to brighten the space.

4.94 out of 5 average rating, 124 reviews

Hot tub, Pool table, King bed!

4.72 out of 5 average rating, 18 reviews

Regal Oaks Free Resort | Disney | No Carpet 3BED

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.

4.88 out of 5 average rating, 208 reviews

Disney & Universal Retreat| Heated Pool | Fire Pit

A playful bedroom features a bunk bed framed by vibrant dinosaur murals and soft green lighting. The room combines adventure and comfort with a cozy seating area and themed decor, creating an engaging space for families.

4.73 out of 5 average rating, 111 reviews

Fantasy World Jurassic Park Villa, Free Water Park

The exterior of the pool house reveals a welcoming facade with a well-maintained lawn. A screened-in pool area showcases a spacious pool surrounded by tile flooring. The interior features a game room with a billiards table and air hockey, highlighted by modern entertainment options.

4.83 out of 5 average rating, 127 reviews

Pool House in Kissimmee

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.'

4.9 out of 5 average rating, 184 reviews

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

Two lounge chairs are positioned beside a heated pool, overlooking a serene lake. A pink flamingo pool float rests nearby. The outdoor area includes a large umbrella for shade, creating a peaceful space for relaxation.

4.85 out of 5 average rating, 103 reviews

Dreamy Waterside Villa | Heated Pool & Near Disney

Pet-friendly home rentals with a pool

A bright living area is showcased, featuring a light-colored leather sofa with yellow accent pillows. Soft natural light streams through the window, illuminating a round coffee table with decorative items. A work desk and chair are visible in the corner, alongside a comfortable armchair.

4.86 out of 5 average rating, 97 reviews

*NEW*• Modern Luxury Condo

The bedroom features two beds, one with a decorative red pillow and a Mickey Mouse-themed blanket. A window with light-filtering blinds is positioned beside a red-curtained window. A plush Mickey Mouse sits atop the light-colored bed, enhancing the playful atmosphere.

4.9 out of 5 average rating, 81 reviews

Mickey House vacation #kissimme6

5 out of 5 average rating, 4 reviews

Sunny Escape 1st Floor Near Disney & Universal

A winding lazy river is surrounded by tropical palm trees, with lounge chairs positioned nearby. The pool area features a relaxed ambiance, complemented by a backdrop of a multi-story building, bright sunshine, and a clear blue sky enhancing the inviting atmosphere.

4.88 out of 5 average rating, 25 reviews

1BR w/ Lazy River in Kissimmee!

5 out of 5 average rating, 24 reviews

¡We’re gratefull that you’re booking with us!

A comfortable living area is highlighted by a dark leather sofa with decorative pillows. A wooden coffee table sits on a patterned rug, while a round dining table and chairs are positioned by large windows allowing natural light to fill the space.

4.81 out of 5 average rating, 100 reviews

Chic Cottage near Disney - Lots of Amenities!

5 out of 5 average rating, 17 reviews

Villa in Kissimmee

WaterView 4 miles to Disney 3Br 2Ba Pool Home

A private patio area is showcased with a hot tub surrounded by comfortable chaise lounges and a dining table under an umbrella. A grill is positioned nearby, and large glass doors lead into the inviting interior of the home.

4.81 out of 5 average rating, 16 reviews

Waterslides/Gated Resort/Close 2 Disney

Private, pet-friendly home rentals

5 out of 5 average rating, 10 reviews

Magic Stay near Disney

4.86 out of 5 average rating, 98 reviews

30% off long stay 4bd pool home

A vibrant game room is presented, featuring colorful seating and advanced gaming stations. The walls display a dynamic cityscape, enhancing the energetic atmosphere. Icons for a private pool, game room, and themed movie theater are visibly included in the lower section of the image.

4.86 out of 5 average rating, 44 reviews

Theme Dream Lux Vacation Home!

4.93 out of 5 average rating, 28 reviews

The illuminated pool area features clear blue water reflecting the vibrant colors of dusk. Surrounding palm trees create a tropical ambiance, while lounge chairs are arranged nearby. The serene waterfront view highlights the transitioning sky, offering a peaceful retreat at twilight.

Apartment in Orlando

Stunning waterfront Views 1 mile to Disney 2 bath

A resort-style pool area is surrounded by palm trees, with loungers and umbrellas providing shade. The sun casts a warm glow over the water, reflecting the clear blue sky. Paved stone surfaces are lined with colorful seating arrangements, creating an inviting social space.

5 out of 5 average rating, 21 reviews

Enchanting Escape|Private Hot Tub|Near Disney

5 out of 5 average rating, 32 reviews

A spacious living room features a large sofa with blue accent pillows, a light area rug, and a flat-screen TV mounted on the wall. The open layout connects to the kitchen and dining area, with a ceiling fan providing comfort.

Flat in Orlando

Blue Heron Lakeview Condo-2 miles from Disney

An open living area features a modern sectional sofa facing a large television mounted above a sleek fireplace. Pendant lighting hangs from the ceiling, and a stylish wooden ladder leans against the wall. The space is complemented by natural light from the adjacent kitchen.

5 out of 5 average rating, 31 reviews

Magic Village Resort Gated Community Disney World

5 out of 5 average rating, 7 reviews

NEW*Avatar/Inside Out• Pool & StoreyLake Resort

Pet-friendly home rentals with a hot tub

5 out of 5 average rating, 51 reviews

An inviting dining area features a large wooden table set with plates and utensils, surrounded by cheerful orange chairs. A stylish living space can be seen in the background, offering a cozy couch and television, with light streaming through large windows.

Townhouse in Davenport

The Fountain of Relaxation Deluxe!

4.89 out of 5 average rating, 91 reviews

Apartment in Davenport

Luxurious Living 15 minutes from Disney

4.96 out of 5 average rating, 56 reviews

4.91 out of 5 average rating, 34 reviews

A bright living area features a beige sofa with decorative pillows and a round green ottoman. Light streams through multiple windows adorned with blinds, illuminating the open layout. A modern TV is positioned on a green cabinet, with a dining space visible in the background.

Tiny home in Kissimmee

Cozy cottage 4 miles from Disney

A hot tub is situated on a patio with a view of a lake at sunset. The vibrant sky features hues of orange, pink, and purple, while a railing surrounds the space, enhancing the scenic atmosphere. The tranquil water reflects the colors of the sky.

4.99 out of 5 average rating, 87 reviews

3 Bed Pool/Spa w/ Sunset Water in Margaritaville

A spacious living area features large windows allowing natural light and views of green trees outside. A sectional sofa in a neutral tone is complemented by decorative blue cushions. A glass coffee table rests on a textured area rug, and a television is positioned on a low media console.

4.9 out of 5 average rating, 118 reviews

Home away from home for the Parks!

An aerial view of the pool area features two pools surrounded by lush greenery and palm trees. The shallow pool has a unique shape with lounging areas, while the larger pool offers numerous sunbed arrangements. Gazebos are visible near the water's edge.

4.96 out of 5 average rating, 201 reviews

Magical Family Escape | Disney | Epic Universe