Vacation rentals in Paradise Island

Find and book unique accommodations on Airbnb

Top-rated vacation 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

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

FamilyLocationIndoor spaces

4.74 out of 5 average rating, 100 reviews

Guest favorite

Home in Kissimmee

Stylish 12Bd / 11.5 b/ 25 People

NO CARPET / FREE CLUB HOUSE. Bring the whole family to this great place with lots of room for fun. The bright beautiful 12-bedroom and 11.5 Bathroom home, located in Veranda Palms Resort. Professionally decorated home with an open floor plan. Living area with direct access to a private swimming pool and spa for your entire family to enjoy. This spacious luxury home is located within the exclusive Veranda Palms Resort providing you the easy access to Orlando's theme parks, dining, & top shopping

LocationFamilyLayout

4.91 out of 5 average rating, 45 reviews

Top guest favorite

Home in Kissimmee

10 Minutes to Disney | Heated Pool, Arcade, Kings

🏡 Tucked inside a gated community near Kissimmee’s top attractions, this bright, themed home is made for memorable family getaways. Enjoy friendly competition in the game room, unwind in the heated private pool (available upon request), or relax on the covered patio beneath the Florida sun. Just 11 minutes to Fun Spot America, 11 minutes to Old Town, and 12 minutes to Disney World, it’s the perfect home base for your Florida adventure. Book now and start creating unforgettable memories!

FamilyValueGetting around

4.99 out of 5 average rating, 159 reviews

Guest favorite

Home in Kissimmee

Stylish 12BR 11.5BA, Sleeps 33, 15 mins to Disney

Stylish and spacious, this 12-bedroom, 11.5-bath home sleeps up to 33 guests—perfect for families and group get-togethers! Just 15 minutes from Disney Parks, the home features a private pool and spa, theater area for movie nights, and a fun game room for all ages. With modern décor, ample space, and fantastic amenities, this centrally located retreat offers comfort, convenience, and entertainment for an unforgettable stay. Ideal for reunions, celebrations, or magical family vacations!

FamilyValueAccuracy

4.93 out of 5 average rating, 72 reviews

Top guest favorite

Apartment in Kissimmee

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.

ValueFamilyQuiet

4.98 out of 5 average rating, 40 reviews

Top guest favorite

The entrance of the townhouse is framed by manicured greenery, including shrubs and palm trees. A clean, concrete walkway leads to a black front door, which is complemented by a spacious porch. Bright blue skies and soft clouds provide a cheerful backdrop.

Townhouse in Kissimmee

Relaxing , cozy townhouse w/ pool near Disney

Home in Orlando, Florida – Just 30 Minutes from the Theme Parks and 5 minutes from Silver Spurs Arena .Also conveniently close to stores, shops, and restaurants..Ideal Location !📍 What the home offers:🏠 • 3 spacious and cozy bedrooms • 2 full bathrooms + 1 half bath • Open-concept living and dining area • Kitchen equipped with appliances • Cozy backyard with outdoor seating • Private parking Book your dates and experience the magic of Orlando from this beautiful home!

LocationFamilyWifi

4.98 out of 5 average rating, 41 reviews

Guest favorite

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

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 in a spacious outdoor area with floaties. 🏡 Comfortable and fully equipped for families or couples. 🍽️ Full kitchen for meals and snacks. 🚤 Boat Info: Free boat parking available. Electrical use for boats is $10 per day, per boat.

LocationFamilyHiking

4.94 out of 5 average rating, 34 reviews

Guest favorite

The outdoor pool area features a spacious turquoise pool, surrounded by a screened enclosure for comfort. Lounge chairs with bright cushions are positioned nearby, while a basketball hoop stands at one end of the pool, offering fun recreational options.

Home in Kissimmee

Stunning 6BR Lakeview at Storey Lake Disney - 2929

Modern luxury home with lake view, recently built, best location in town, at world-known Storey Lake Resort. Almost 4,000sf of a/c area, featuring 6 bedrooms, 6 full baths, game room, private pool, and spa. 3 Minutes away from Super Target, Publix Supermarket and Walmart 15 Minutes away from Disney Parks 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Dr attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

ValueFamilyTV

4.91 out of 5 average rating, 278 reviews

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

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.

FamilyValueTV

4.97 out of 5 average rating, 1183 reviews

Top guest favorite

The exterior of a single-story home is presented, featuring a paved driveway leading to a two-car garage. Lush green grass surrounds the house, and palm trees are positioned near the entrance. A colorful sunset sky provides a picturesque backdrop.

Villa in Kissimmee

Pet-Friendly Disney Theme 4BR•Heated Pool•Game Rm

Escape the crowds in an upscale, gated oasis featuring your own private screened pool with complimentary pool heat, a fully loaded game room, and 3 custom-themed bedrooms kids will love (Star Wars, Mickey Mouse, and a magical Princess room). Complete with a spacious adult primary suite featuring a spa-like private bath and workstation, this pet-friendly home offers premium comfort for parents and pure magic for kids just minutes from Disney World and Universal Studios!

FamilyValueParks

4.99 out of 5 average rating, 161 reviews

Superhost

Home in Kissimmee

Home away from Home

Welcome to your perfect getaway in the heart of Kissimmee! This 2 bedroom/1 bathroom cozy and charming home features a walk in shower, washer/dryer, and full kitchen. This house is conveniently located in a central area, with shopping, restaurants, activities, and attractions such as Disney and Seaworld within a 30 minute drive. We can't wait to host you and make your stay unforgettable. Book now and experience the best of your Home Away From Home!

ValueFamilyDecor

4.8 out of 5 average rating, 92 reviews

Guest favorite

Guesthouse in Kissimmee

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

LocationFamilyIndoor spaces

4.9 out of 5 average rating, 172 reviews