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Holiday houses in Paradise Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Paradise Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A cozy sleeping area is outfitted with a full size bed featuring a neutral-toned bedspread, complemented by decorative pillows. A small sofa sits nearby, adorned with striped and solid pillows. Barn-style sliding doors lead to a bathroom, while a woven rug adds texture to the floor.
Tiny home in Kissimmee
5 out of 5 average rating, 26 reviews

Casita bonita

You'll love this unique and romantic escape of our tiny home — perfect for couples or solo travelers seeking a peaceful retreat. Nestled in a quiet neighborhood, this space features everything you need: a comfy full size bed, a compact but fully equipped kitchen, and a relaxing outdoor area. Enjoy morning coffee on the back patio, stargazing at the stars and the simplicity of tiny living with modern comforts. Just minutes from local attractions, Disney, Epic universe, Sea World, Volcano Bay, etc

Top Guest favourite
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.
Home in Kissimmee
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.

Guest favourite
A large swimming pool is surrounded by patterned paving stones and equipped with lounge chairs. Sunlight reflects off the water's surface, while a covered seating area is visible in the background, providing a shaded space for relaxation.
Apartment in Kissimmee
4.95 out of 5 average rating, 56 reviews

Lovely new rental, 1 to 4 guests, great location

Newly furnished apartment in a beautiful gated community. Excellent location on main highway with easy travel to and from Orlando International Airport and Disney. Access to great restaurants, entertainment, and local conveniences. Great for individual travelers or couples; also groups or families up to 4, as it has a comfortable and easy-to-use sleeper sofa. Great for individuals, couples, families, groups; short or long stays; business or pleasure; traveling nurses and business stays.

Top Guest favourite
The entrance to the studio is shown, featuring a solid grey door with a simple handle. A small welcome mat is placed at the door. A wooden fence provides privacy, while a small porch area is seen beside the entrance.
Apartment in Kissimmee
4.98 out of 5 average rating, 80 reviews

Small Studio Apartment

The apartment is attatched to the main house, but has its own entrance. The studio will provide guest with complete privacy The kitchen is equipped with a fully furnished setup; including pots, pan oven, fridge and more. Full size bed is provided. Bathroom will have towels, soap, shampoo, conditioner, and hair dryer Othe amenities include a TV with Netflix, wifi, Alexa, window AC unit, parking right in front, and a quiet neighborhood. Any questions or concerns you can contact me.

Guest favourite
Guesthouse in Kissimmee
4.91 out of 5 average rating, 146 reviews

Cozy & Deluxe studio for 2 near Disney & parks

Welcome to my independent apartment in my house, I have a great location and you can enjoy easy access to popular shops, restaurants and parks from this charming place to stay with a great location. I also offer the ride from/to the airport just for $30 each ride from home. MCO 30 Min Kissimmee gateway Airport 3 miles-7min Osceola hospital 2.7 miles-7min Disney world and Disney parks are 11-12 miles Universal Studios/ aventure Island is 18 miles The Loop Shopping center is 5.7 miles

Guest favourite
A modern kitchen features a central island with a double sink and sleek countertop. Stainless steel appliances, including a refrigerator and microwave, are visible, along with organized cabinetry. Ample natural light enters through a window, illuminating the practical layout and design elements.
Apartment in Kissimmee
5 out of 5 average rating, 7 reviews

Countryside setting - FREE Boats & RV's Parking!

We are happy to welcome you to this countryside setting, secure and big property where you can park your boat or RV. The place is a newly constructed apartment with an independent entrance next to the house. Just 10 minutes to the boat launch at Lake Toho, 15 minutes to downtown Kissimmee where you can find restaurants and 30 minutes to Disney World!  Fishing lovers have the perfect spot. Includes free wi-fi and FREE Parking for boat and RV (size restrictions may apply.)

Top Guest favourite
A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.
Treehouse in St. Cloud
4.97 out of 5 average rating, 1,062 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

Top Guest favourite
An outdoor patio area is shown, featuring a wooden picnic table positioned on a paved surface. A grassy patch lies nearby, and a door leads into the house. Greenery can be seen in the background, contributing to the outdoor setting.
Apartment in Kissimmee
4.92 out of 5 average rating, 62 reviews

“Cozy Studio apartment “

Welcome to our charming studio! Here’s what makes it special: Lake Views: Wake up to serene lake vistas right outside your window. Sparkling White Quartz Countertops Private Parking: Park conveniently right by your door—no hassle after a day of exploring. Nearby Attractions: Disney Park: Just 11 miles away, experience the magic of Disney. Universal Studios: A short 12-mile drive for thrilling adventures. Orlando International Airport: Only 9.6 miles—ideal for travelers

Superhost
The collage displays four areas of the guesthouse. A clear pool reflects light under a shaded umbrella. A cozy bedroom features a full-over-queen bunk bed with bright wall decorations. The kitchen counter showcases a well-stocked drawer of snacks and essentials. Greenery adds warmth throughout.
Guesthouse in Kissimmee
4.92 out of 5 average rating, 24 reviews

Private 2BR Guesthouse + Pool-Heart of Kissimmee!

Private Pool Oasis Near Disney – Perfect for Summer! Enjoy a private pool at this cozy 2-bedroom guesthouse, just minutes from Disney, Universal, and Old Town Kissimmee! ☀️ Cool off in your private pool after theme park adventures ⛱️ Relax & unwind in a spacious outdoor area with floaties 🏡 Comfortable & fully equipped for families or couples 🍽️ Full kitchen to prepare meals & snacks before heading out Skip the crowds—book your summer escape now!

Superhost
The entrance features a spacious, modern foyer with a wooden double door framed by vertical light fixtures. The neutral-colored walls provide a clean backdrop, while a wooden bench and planters enhance the welcoming atmosphere. Lush greenery and a well-maintained lawn are visible in the foreground.
Home in Kissimmee
4.79 out of 5 average rating, 38 reviews

Florida HappyNest Secluded Luxury Guesthouse

Escape to Florida Happy-Nest, a stunning, brand-new guesthouse designed for luxury and relaxation. Nestled behind a main home, this 2024-built retreat offers high-end finishes, a fully equipped kitchen, serene outdoor living, and proximity to a tranquil fishing lake. Whether you’re seeking a romantic getaway or a quiet escape, this home promises an unforgettable experience.

Top Guest favourite
Guesthouse in Kissimmee
4.98 out of 5 average rating, 292 reviews

"Little Blue House" Getaway Near the Disney Parks

Your home away from home! Enjoy a comfortable and relaxing stay in our Casa Azul. Spacious and modern, it features a bedroom with a double bed, a private bathroom, a living room with a sofa bed, a dining room, and a fully equipped kitchen. Ideal for vacations with family or friends.

Top Guest favourite
The room features a spacious bed with a dark headboard and a blue accent pillow. A small table with two chairs is positioned nearby, while a flat-screen TV is mounted on the wall. Natural light enters through a window dressed with sheer curtains.
Home in St. Cloud
4.97 out of 5 average rating, 104 reviews

Comfy Studio w/ private Entrance

Relax at this peaceful place to stay where you will feel at Home. This home and it’s located 14 miles away from Orlando International Airport, 30-50 min ( depending on the traffic)to Disney World, Sea World, Universal Studios, Outlets and other Orlando attractions.

Popular amenities for Paradise Island holiday rentals