Pet-friendly holiday rentals in Osceola County

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Welcome to the Adventureland bungalow! This 2 bd/ 2 ba stay features a Tiki room living room with a sofa bed. The upgraded kitchen and bamboo bar are perfect to kick back and relax, or enjoy the screened in patio with tiki torches and seating area. The Jungle Cruise master bedroom features a king size bed and lovely waterfront views with lush greenery. The Pirate bedroom is fit for a captain (or two!) and has two twin xl beds. Air conditioning throughout. Located on the third floor/stair access.

Charming, renovated 1917 Cottage

Charming, renovated 1917 cottage in beautiful neighborhood. One block from large lake with walking/running trail, 3.5 miles to Bok Tower, 12 miles to Legoland, 38 miles to Disney World, 47 miles to Universal Studios, and 63 miles to Busch Gardens. Pet friendly! King size bed in bedroom, double sofa bed in living area. Newly renovated kitchen has full size refrigerator, sink, microwave, stove top and large toaster oven. Big backyard with beautiful landscaping. Separate driveway. Lots of privacy!

Cozy Disney Oasis Pool Home 10 Mins from Parks!

Our charming, pet-friendly home is located in the prime area of Kissimmee, Florida. Your family will be close to Disney parks, restaurants, Old Town, and Downtown Disney. Just bring your bag—we have everything you need! Settle into our fully equipped home, thoughtfully designed to create lasting memories with family and friends. Enjoy the Florida weather by cooling off in our open-air pool or grilling by the poolside lounges. Relax in our airy bedrooms, including Mickey and Minnie themed rooms!

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**

Dreamy Waterside Villa | Heated Pool & Near Disney

Experience a quiet waterfront villa, this stunning property offers breathtaking views, luxurious amenities, and prime location for your getaway. Relax by the pool enjoying the unwind lake view, With spacious interiors, modern furnishings, and impeccable attention to detail. Whether you're seeking relaxation or adventure, is your perfect vacation home. Book your stay at our stunning home and create unforgettable memories with your loved ones. NO PARTIES/NO SMOKE $50 pet fee $35 pool heater fee

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.

temple & A/C glamping under a 120 y/o oak tree

How this Airbnb was born? We wanted to create a space to enhanced our soul, power our mind, fuel ourselves, to meditate, to create ideas, to be a part from the world, The Temple. Glamorous Camping idea came across, oh my!, once you go inside this tent, you don't want to come out. Be present. Friends and family started asking, can I stayed?, day by day closer people want it to live this experience and more positive comments we were getting, so we decided, why don't let others try it? Welcome

Renovated First Floor Disney Family Condo

Welcome🌞! This unit is on the first 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!

Disney Retreat w/ Private Splash Pool + Game Room

Make lifelong memories with your family and experience the bliss of a private home away from home. With the kids’ Frozen- and Avatar-inspired bedrooms, you'll have them squealing in delight! Enjoy luxuries like a fully equipped kitchen, epic game room, an inviting lounge area, and a private splash pool—all yours during your Disney Vacation. Is this home already booked? Check out our Vacation Alchemy Profile and choose from over a dozen magical properties suited for every group size!

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.

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. **

Villa Forest Hills Ln with Private Pool

Welcome to your dream vacation home in Haines City, just a stone's throw away from the enchanting attractions of Orlando. Our residence, set within walking distance of one of Florida’s top golf courses, offers a serene retreat nestled close to Disney World, Universal Studios, Legoland, and Sea World, providing the perfect mix of excitement and tranquility.