
Holiday rentals with a pool in Osceola County
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Top-rated rentals with a pool in Osceola County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

3 bedroom Villa in Kissimmee
The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

Roomy 2br w/ jacuzzi close to Disney
This townhouse provides a open main living space that allows you to connect the dining and a fully equipped kitchen. The house can accommodate up to 6 guests, divided into one luxe king en-suite, and a design theme two full en-suite. Relax in your own private spa after a long day at the parks. Clubhouse with a gym, amazing heated pool, pool bar, a restaurant and only 5 min from Disney and golfing area. Parking, wifi ,resort’s amenities are free Close to lakes, camping, beach, vineyards, farms

Rustic Barn Retreat
Experience the rustic elegance of this beautifully remodeled 1,800 sq. ft. barn nestled on a serene 17-acre property. Unwind in the private heated hot tub and soak up the peaceful surroundings. The prime location offers convenient access to major attractions—just a 35-45 min drive west will take you to Disney, Universal, SeaWorld, and gator parks, while a 45-60 min drive east leads you to the breathtaking Atlantic beaches and the Space Coast. Plus, the property is only 40 min from the airport

Stylish Condo 20 mins to Disney/King Bed
Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

3180-207 Resort Pool View Disney Universal Orlando
Brand New Bohemian & Chic 2bedroom /2bath fully equipped apartment . Pool View for up to 6 guests. Located in the family friendly Storey Lake Resort minutes from Disney. The open floor plan blends kitchen, dining, living room with 70"TV & Relax Room. Master suite has a King bed & 65"TV. Second bedroom has a Queen & Twin bed w/ Smart TV. Close to outlet malls & retail stores. FREE Water Park & Amenities: POOLS, KIDS SPLASH ZONE, WATER SLIDES, LAZY RIVER, GYM, TIKI-BAR, ICE CREAM SHOP & More.

*Private Resort Oasis: Golf-Front, Pool/Spa/Cinema
The perfect balance of STYLISH DESIGN, LUXURIOUS COMFORT, & ENDLESS ENTERTAINMENT, beautifully situated with stunning views in the sprawling 3.5 square mile Reunion Resort. You will have your own private pool, spillover spa, STAR WARS cinema-game room with pinball, classic arcade games, and karaoke, MARVEL kids room with tube slide and double bunks, the latest Xbox Series S, a sprawling 2000 ft2 pool deck, fire pit, and even a HARRY POTTER cupboard hidden under the stairs, minutes to Disney.

NEW 3 Bedroom Resort Condo - Disney - Universal
Step into a luxurious three-bedroom condo in the desirable golf-community of Champions Gate Resort. Grab your clubs and take advantage of two award winning PGA golf courses. Also located 8 miles from Walt Disney World and 11 miles from Universal Studios, you will be perfectly situated to all the best Orlando has to offer. This getaway offers stunning nature and water views, an open-floor plan layout with fully equipped kitchen, breakfast bar, and spacious bedrooms that sleep up to 10 guests.

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY
Enjoy a carefree vacation at Storey Lake Resort. Located minutes from Disney, Falcon's Fire Golf Club, Universal, Epic Universal, SeaWorld, Orange County Convention, Premium Outlets. Less than 1 mile from Walmart, Target, and restaurants, your family will have everything they need. Water Park, gym, and all amenities FREE. Free parking, 24/7 security in this gated resort and with an automatic check-in with direct access code and elevator available

Mickey Mouse Townhouse - 8 miles from Disney!
Your Disney vacation without the Disney price! Stay at our beautifully remodeled Magical Mickey Mouse inspired townhouse located at Reunion Resort. A home-away-from-home that will perfectly complement the lasting memories your family will be creating while visiting the happiest place on Earth! Just minutes away from Disney World! Close to attractions, restaurants, and shopping. Perfect for families wanting to create beautiful Disney memories.

Private 2 bedroom w/bathrm in portion of POOL home
Hello travelers! 😀 We offer a portion of our home with a private entrance off the pool area. Your area has 2 bedrooms with queen beds and internet TVs and a private bathroom. The mini kitchen has a small refrigerator, a coffee maker, microwave and a bread toaster. Please note the pool is shared with my family and another set of travelers. We offer our home to travelers only-we do not accept local reservations.

It's too much like a elegant mini-hotel (6)
It's too much like a elegant mini hotel with rich artistic atmosphere! All the pictures on this page are a reflection of the real condition of the house. All the furniture has been carefully selected, and comfortable mattress and pillows will quickly accompany you into sweet dreams. The biggest feature of this house are comfort, economy and convenience.

Disney Retreat | BBQ, King Bed, Pool, Game Room +
Create unforgettable family memories near Disney in this beautifully appointed home within a gated, safe, and quiet community. Enjoy your private backyard pool, outdoor BBQ, and a newly upgraded game room with pool table, ping pong, and a retro arcade everyone will love. Thoughtfully designed for comfort, fun, and relaxation after magical park days.
Popular amenities for Osceola County rentals with a pool
House rentals with a pool

Cozy House with Private Pool. Kissimmee/Orlando

Manor on Knottingham Near Disney

Entire Modern Home near Disney • Pool & Game Room

Kissimmee/20 min to Disney/Private Heated Pool

Relaxing Orlando 4 BR home, pool & water view

Southern Dunes Villa - Pool - Golf - near Disney

Free Waterpark! Fantasy World - Fun at BnB

Wonderfull home near Disney & FREE Waterpark 2421
Condo rentals with a pool

Contemporary apartment near Disney with WIFI

Next to Disney and retail therapy

Near Disney/Universal Lovely 2bedroom/2bath Condo

Resort condo minutes from Disney!!!

Newly Renovated 3/2 close to Disney parks

O-Gated Resort-5 miles to Disney-2 FREE Water Park

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

SL106 - Modern Condo - Resort Access included
Other holiday rentals with a pool

Relax in Cozy Apt 1/1 near to Disney

Paradise Lake Lodge

Luxurious Apartment in Orlando

Carri-Vision Suite, (Theme-Parks)Orlando/Kissimmee

Tiny Home GetAWay, near the Parks!

Luxury Villa Near Disney and Universal

Comfy Reunion Apto /Vista Golf • Piscina y Disney

2BR/2BA Apartment Minutes from Disney & Fun!
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- Rentals with pools Florida
- Rentals with pools United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- Walt Disney World Resort Golf
- SeaWorld Orlando
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- ESPN Wide World of Sports
- Epcot
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Sebastian Inlet
- Discovery Cove
- Playalinda Beach
- Aquatica
- Island H2O Live!
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Ventura Country Club




