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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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Superhost
A swimming pool is framed by a landscaped area featuring a beige umbrella and two loungers positioned nearby. Bright floral accents can be seen above the fence, creating a relaxed outdoor ambiance.
Home in Kissimmee
4.8 out of 5 average rating, 93 reviews

contemporary home w/ private pool, near parks

This home offers a cozy retreat with all the essentials, situated in a quiet and unpretentious neighborhood. The area is community-oriented, giving you a chance to experience genuine local living. ***We’ll be on the property during your stay and are happy to help if you need anything. Our living space is separate, both indoors and outdoors, so you’ll have full privacy while enjoying your time here. This home is located approximately 25-30 mins from MCO Airport and Disney during non-peak hours

Top Guest favourite
Home in Davenport
5.0 out of 5 average rating, 6 reviews

Pool Spa + Outdoor Entertainment | Golf Retreat

Escape to a one-of-a-kind golf retreat in Davenport, where resort-style outdoor living meets family-friendly entertainment. Spend your days relaxing by the private pool & spa, enjoying movies on the outdoor TV, and challenging the family in the Super Mario game room, all just minutes from Disney Whether you're planning a family vacation, golf getaway, or long weekend with friends, this beautifully renovated 4-bedroom home was designed for connection, comfort, and unforgettable Florida memories.

Guest favourite
A spacious bedroom is equipped with a large bed dressed in white and light blue linens. A dresser with a television is positioned against the wall, while natural light filters through a window adorned with blinds. Decorative accents include a framed mirror and bedside lamps.
Apartment in Kissimmee
4.91 out of 5 average rating, 86 reviews

Luxurious Apartment in Orlando

Welcome to your perfect getaway in the heart of Orlando! This charming space is designed to host up to 4 guests, offering everything you need for a comfortable stay. The space is fully furnished with Disney resorts furniture. Enjoy fantastic amenities including a refreshing pool, gym, tennis courts, children's playground, and scenic walking trails. We’re just few minutes from the Airport, Disney, and outlets. Perfect for a relaxing retreat or an action-packed Orlando adventure! Be our guest!

Guest favourite
Apartment in Kissimmee
4.97 out of 5 average rating, 32 reviews

Haunted Mansion-inspired Ghoulish Sanctuary

Welcome, Foolish Mortals... To the Ghoulish Sanctuary: An immersive Haunted Mansion-themed stay just 15 minutes from Walt Disney World, where candlelights flicker, and the air is deathly still... Experience a one-of-a-kind Haunted Mansion-themed stay for up to 6 people. This spooky rental in Kissimmee lets you inhabit your favorite ghostly estate... if you dare. Ready to play your next campaign and need a place to gather for your DnD weekend? The sanctuary and its spirits await.

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, 1159 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.

Superhost
A modern two-story house is showcased, featuring a bright exterior and a spacious driveway. Lush green grass surrounds the property, while palm trees add a tropical touch. Large windows on the upper level allow for ample natural light, highlighting the clean lines of the architecture.
Home in Buenaventura Lakes
4.9 out of 5 average rating, 167 reviews

Villa Resort Club

LUXURIOUS VILLA - SUPER BEAUTIFUL NEIGHBORHOOD POOL HEATER HOUSE - Have fun with the whole family in this modern style home, you will love the picnic area in front of the house , the play area and pool with heater , a spacious artificial grass place to play your children and in a very trankila area near the Disney parks and the MCO airport. YOU WILL LOVE THE HOUSE Local utility or county personnel may access exterior areas for maintenance without prior notice.

Guest favourite
Home in Kissimmee
4.79 out of 5 average rating, 14 reviews

Orlando Dream Escape | Private Pool | Disney

Welcome to your perfect Orlando getaway! Enjoy this beautifully renovated home with a private pool, just 20 minutes from Disney, Universal, and SeaWorld. Perfect for families and groups of up to 8 guests. Features 3 bedrooms, 2 full bathrooms, a fully equipped kitchen, fast Wi-Fi, washer & dryer, free parking, and self check-in. Relax, unwind, and create unforgettable memories close to Orlando’s best attractions, shopping, and restaurants. 🏊‍♀️ Private Pool

Guest favourite
Home in Kissimmee
5.0 out of 5 average rating, 12 reviews

Montego Bay Retreat | 15 Min to Disney

Enjoy a stylish stay in this newly renovated 3-bedroom, 2-bath home, perfect for families and groups of up to 9 guests. Located only 15 minutes (8 miles) from Disney and close to Orlando’s top attractions, restaurants, and shopping. Relax in modern, comfortable spaces after a fun day at the parks. Outdoor grill available for $30/day (gas included). The perfect mix of location, comfort, and convenience for your Florida vacation! ✨

Guest favourite
Chalet in Kissimmee
4.95 out of 5 average rating, 37 reviews

Paradise Lake Lodge

A beautiful chalet-style home. If you're looking for a romantic or peaceful getaway, this house promises to provide an unforgettable experience, ideal for relaxing, vacationing, or living surrounded by nature. Unique sunsets overlooking the lake, a true oasis where comfort meets natural beauty. This home is located just 25 minutes from Orlando International Airport and 30 minutes from Disney and Universal Studios Florida.

Guest favourite
The fenced pool area features a vibrant pink flamingo float resting in an unheated pool. Nearby, patio furniture accommodates outdoor dining and relaxation, while a grill is available for barbecues. The spacious kitchen can be seen through an open layout, enhancing connectivity.
Home in Kissimmee
4.91 out of 5 average rating, 277 reviews

Cozy House with Pool. Kissimmee/Orlando

Travelers will love staying at this home for its perfect mix of comfort and fun. Enjoy a private pool to relax after a long day, plus a gas BBQ included for easy outdoor meals with family or friends. The spacious and cozy layout is ideal for unwinding, while the peaceful setting makes it feel like a true getaway. Whether you’re here to relax or explore, this home offers everything you need for an unforgettable stay.

Top Guest favourite
Guesthouse in Kissimmee
4.91 out of 5 average rating, 169 reviews

Charming Studio | Near Disney & Universal

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. 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
Apartment in Kissimmee
4.93 out of 5 average rating, 75 reviews

Guest Favorite 1BR · Pool, Hot Tub & Gym · Balcony

A quiet, fully stocked 1BR built for extended stays, travel nurses, and anyone who wants a real home base near Kissimmee. Queen bed, full kitchen, in-unit washer/dryer, fast WiFi, and a private balcony. Pool, hot tub, and gym on site with free parking. Two hospitals within 10 minutes, ~30 to Disney, 23 to MCO. Self check-in, entire place yours. Note: 3rd floor, no elevator.

Popular amenities for Paradise Island holiday rentals