Vacation rentals in Paradise Island

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Top-rated vacation rentals in Paradise Island

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

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Top guest favorite
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, 18 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 favorite
A compact kitchen features white cabinetry and modern stainless steel appliances. An electric stovetop is positioned beside a microwave, with a coffee maker and various kitchen utensils visible. A small refrigerator stands nearby, complemented by decorative items on the open shelves.
Home in Kissimmee
4.99 out of 5 average rating, 126 reviews

Private Suite with Independent Entrance

Private Suite with Independent Entrance Kissimmee, Fl Enjoy a modern and fully equipped private suite, perfect for couples or travelers looking for comfort, privacy, and a relaxing stay just minutes away from Orlando’s top attractions. 📍Perfect Location Conveniently located in Kissimmee, just minutes from: 🎢 Disney World 🎬 Universal Studios 🌊 SeaWorld and Aquatica You’ll also find restaurants, supermarkets, outlets, and gas stations nearby an excellent location for your Orlando vacation!

Top guest favorite
Home in Kissimmee
4.97 out of 5 average rating, 112 reviews

Modern House with Private Pool Getaway Kissimmee

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.

Top guest favorite
A private patio area is presented, featuring a refreshing turquoise rug adorned with floral patterns. Two wicker chairs, accompanied by a small table and a potted plant, offer a cozy seating arrangement beside a sparkling pool, enclosed by a protective mesh screen.
Home in Kissimmee
4.94 out of 5 average rating, 70 reviews

Paradise Suite

Relax with the whole family at this peaceful place to stay. The spacious living area features windows that flood the space with natural light, while the kitchen is equipped with stainless steel appliances and granite countertops. The master bedroom offers a peaceful oasis with a spa-like master bath and walk-in closet. Property is located in a gated Golf community with a 3 mile walking trail that offers beautiful lake views. close to major intersections and shopping mall less than 2 miles

Guest favorite
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
4.94 out of 5 average rating, 51 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 favorite
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
4.97 out of 5 average rating, 69 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 favorite
Guesthouse in Kissimmee
4.91 out of 5 average rating, 139 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

Top guest favorite
A brightly painted tiny home is showcased against a serene backdrop. The exterior features red and yellow hues with a blue door and window. Two blue chairs are positioned beside a small table, creating an outdoor seating area surrounded by lush greenery.
Guesthouse in Kissimmee
5 out of 5 average rating, 42 reviews

Orlando Private Tiny Guest House

*Quiet, safe neighborhood Premium location *20 minutes to Orlando Airport *20 minutes to Disney parks & Disney Springs *25 minutes to Universal Studios & CityWalk *7 minutes to shopping plaza with top outlets and diverse dining *5 minutes to super Walmart *Local minimarkets. Inside your tiny home: *Queen-size bed *Coffee, fridge & microwave *Private entrance + patio *Modern shower *Air conditioning, Wi-Fi & Smart TV *Need transportation or special arrangements? Let us know

Top guest favorite
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, 1,035 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.

Guest favorite
An open-concept kitchen and living area showcase a stylish design. A cozy sofa and armchair are paired with a light-colored rug. The kitchen features modern stainless steel appliances, white cabinetry, and two gold-accented bar stools positioned by the kitchen island.
Apartment in Kissimmee
4.91 out of 5 average rating, 11 reviews

2-Bedroom Loft • Safe and Sanitized Stay

Escape to this modern 2BR/2BA vacation rental just minutes from Disney, Universal, and Old Town Kissimmee! Families, couples, and friends will love the bright open layout, fully equipped kitchen, smart TV, and free Wi-Fi. Enjoy the resort pool, private balcony, and in-unit laundry, perfect for short or extended stays. With stylish décor and a prime location near theme parks, dining, and shopping, this home is your ideal Florida getaway.

Superhost
Large sliding glass doors provide a view of the outdoor scenery, showcasing lush greenery and a peaceful lakeside. A small table is positioned beside the bed, with direct access to the refreshing natural light filtering through the screen.
Guesthouse in Kissimmee
4.81 out of 5 average rating, 57 reviews

Tiny Lakeview Suite Near Disney & Universal

Our cozy Tiny suite offers a stunning lake view right from the bed, thanks to the large sliding windows. Enjoy the sunrise in the morning without even getting up – pure relaxation. You’re just 20-25 minutes away from top attractions like Disney World, Universal Studios, outlet malls, and the airport. Perfect for couples or solo travelers who value comfort and privacy. An ideal retreat after a fun-filled day.

Guest favorite
An outdoor seating area features a fire pit surrounded by modern lounge chairs. Lush palm trees are present, adding greenery to the space. A resort-style pool is visible in the background, complemented by a vibrant sunset sky with clouds.
Apartment in Kissimmee
4.9 out of 5 average rating, 52 reviews

Comfy King Bed, Pets Allowed, 15 Min to Parks

Welcome to our Cozy 1-Bedroom, 1-Bathroom Apartment in Kissimmee, FL! This modern and charming apartment offers the perfect vacation retreat with resort-style amenities and a prime location just minutes from Disney and other Central Florida attractions. We’re also pet-friendly, so your furry friends are welcome too! Please reach out for any potential additional multi-day discounts available

Popular amenities for Paradise Island vacation rentals