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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, 22 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 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 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
4.95 out of 5 average rating, 55 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, 78 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, 145 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

Superhost
Home in Kissimmee
5 out of 5 average rating, 3 reviews

Cozy 2BR Home Near Disney & Downtown Kissimmee

Conveniently located in central Kissimmee, just 25 minutes from Orlando International Airport. Easy access from main highways 192 and 535. Only a short drive to Disney, Universal, SeaWorld, and local restaurants. Free parking right in front of the house for your comfort and safety. 🚗✨ Fully equipped kitchen, fast Wi-Fi, Smart TV, and private parking. Relax after a magical day at the parks and feel right at home. 🌴✨ Netflix Prime video Designated outdoor smoking area.

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
4.98 out of 5 average rating, 60 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

Guest favorite
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 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, 1,059 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
A grand living area showcases a striking stone wall adorned with an extensive collection of framed artwork. Soft seating is arranged around a fireplace, providing a cozy yet elegant atmosphere. A staircase leads to the upper level, while rich drapery frames the large windows, allowing natural light to flow in.
Home in Kissimmee
4.97 out of 5 average rating, 177 reviews

Waterfront Wizarding Near Universal's Harry Potter

This spellbound stay, situated in the prestigious Lake Berkley Resort, boasts lake views & private pool. With 6 bedrooms, 3 bathrooms, well equipped kitchen & comfy living spaces, this thematic home is ideal for families & friends seeking an immersive vacation. A 10min drive to Disney, 15min to Sea World & 20min to Universal's Wizarding World of Harry Potter, this magical manor provides a convenient home base for exploring Orlando's famous attractions.

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!

Guest favorite
A charming cabin exterior presents a light blue façade and a metal roof. Two white chairs are positioned on a small patio, surrounded by manicured landscaping and gravel. Lush greenery and a clear sky are visible in the background, enhancing the setting.
Cottage in Kissimmee
4.81 out of 5 average rating, 258 reviews

Vacation Rental

<p>Our vacation rentals are newly renovated fully appointed one bedroom cabins perfect for a relaxing get-away. Each cabin is equipped with 2 queen beds, mini-fridge, microwave, and coffeemaker. All cabins offer A/C, full bathrooms, and parking. Access to the boat ramp is included, boat parking is available by the cabin.</p>

Popular amenities for Paradise Island vacation rentals