
Vacation rentals with a pool in Osceola County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Osceola County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

3150-303 Resort Pool View Disney Universal Orlando
Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*
This townhouse provides an 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. After a long day at the parks with a beautiful lakefront view, relax in your private spa. Clubhouse with a gym, amazing heated pool, pool bar, a restaurant, and only 5 min from Disney and golfing area Free Parking Close to lakes, camping, beach, vineyards, farms

Premium location - Near Disney
Beautiful modern home with 3 full suites and 3 bathrooms — a rare find in the area! Located in the gated community THE HUB, featuring new construction, an American-style kitchen integrated with the TV room, and pet-friendly accommodations (rules apply). The community also offers a swimming pool and a small gym for guests. Guests enjoy: 🕒 24h self check-in 🔐 Unique access code valid only during the stay 🛏️ Linens and towels provided 🐾 Pet-friendly (check rules) 🏊 Community pool & small gym

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!

*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.

Home near Disney with Heated Pool
Our space has been prepped to be modern, spacious, and vibrant! It has 3 Bedrooms and 2 1/2 bathrooms. Includes pool that is regularly maintained as well as other important amenities like washer and dryer. All linens have been replaced along with towels and rugs. Club house is also a great place to spend time as it includes hot tubs, pools, a bar, pool table, & gym! Resort is gated and well maintained by staff. SE HABLA ESPAÑOL *Maintenance may access property only upon approval by guest*

Luxury condo near Walt Disney Parks - Kissimmee FL
Entire family will enjoy this luxury condominium located in Kissimmee Florida. Minutes away from all Walt Disney parks, quick drive to Disney Springs and close to major highways. Many attractions within walking distance such as water parks, Studio Grille movie theater, grocery stores, pharmacies, gift shops and plenty restaurants. The condominium includes two primary bedroom suites with en-suite fully remodeled bathrooms. Entire condo is beautifully remodeled to make you feel at home.

Free Waterpark- Fantasy World, Mickey and Minnie
Discover magic in our charming villa at Fantasy World Villas, near Disney, Universal & Sea World. Enjoy a whimsical Mickey & Minnie-themed room, king-size master bedroom, modern kitchen, and private patio. Resort: pools, slides, lazy river, kids' activities, gym, sports courts & more. Walk to shops & restaurants. Free WiFi, parking & resort access. Create unforgettable memories in our enchanting villa, just steps from theme parks & resort fun! Book now!

Gorgeous❤️ Pool & Lake View Condo near Disney Parks
Welcome to Runaway Beach Club — your peaceful escape just minutes from the magic! With airy high ceilings and Key West-style decor, you’ll feel at home the moment you walk in. Whether you’re visiting theme parks or just want to relax, this cozy retreat is tucked away from the chaos but close to everything. Perfect for couples, small families, or business travelers. Book your stay and unwind in your own private slice of paradise!

O-Gated Resort-5 miles to Disney-2 FREE Water Park
Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security. Resort living with 2 main clubhouses and a few other extra quieter pools, playground and a soccer field. 10 min to Disney 15 min to Universal 10 min to the Convention Center Within a 5 min drive: Publix Grocery Walmart Target 10-15 restaurants

Entire Modern Home near Disney • Pool & Game Room
Make memories at our beautifully renovated home in Kissimmee — close to Disney, Universal, and everything Orlando has to offer. Relax in your private pool, enjoy 3 comfortable bedrooms and 2 full baths, and check in easily with keyless entry. Nestled in the safe, gated community of Cumbrian Lakes, it’s the perfect spot for families and friends to unwind together.

It's too much like a elegant mini-hotel (4)
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.
Popular amenities for Osceola County rentals with a pool
House rentals with a pool

Modern 4bd house/heated pool,Close to Disney

4BD 2BA Kissimmee Pool House near Disney

Disney New Neighbor

5BD Paradise Palms Resort Near Parks (PP 2946)

Heated Pool 15 Minutes to Disney PS5 l Switch

Your All in One Home, 17 mins from Disney World

No Airbnb Fee | Newly Renovated 4BR w/ Pool!

5 miles from Disney Quite and Private Single Home
Condo rentals with a pool

Contemporary apartment near Disney with WIFI

Resort Style Sunshine Oasis near Theme Parks

King Bed Small Studio Disney World Universal

Resort condo minutes from Disney!!!

Tiki bar | 15 minutes to Disney

Newly Updated 2BR/2BA Luxury Unit at Storey Lake

Newly Renovated 3/2 close to Disney parks

**LOCATION**Clean/sanitized 1BR apt next to Disney
Other vacation rentals with a pool

Relax in Cozy Apt 1/1 near to Disney

Best Magic Moments | Walk to Fine Dining & Disney

Paradise Suite

Pet Friendly Large 1 Bed/1Bbath condo at the Melia

Luxury Villa! /Game Room/ Pool Heater

Spacious 5BR 5BA Home Near Disney with Pool/Spa

New Modern Home near Disney in Orlando

Golden Retreat | 15 MIN from Kissimmee Main Street
Destinations to explore
- Rentals with beach access Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Rentals with a fire pit Osceola County
- Rentals with an EV charger Osceola County
- Rentals with a hot tub Osceola County
- Condo rentals Osceola County
- Aparthotel rentals Osceola County
- Vacation home rentals Osceola County
- Rentals with a home theater Osceola County
- Waterfront rentals Osceola County
- Family-friendly rentals Osceola County
- Serviced apartment rentals Osceola County
- Tiny house rentals Osceola County
- Ski-in/ski-out rentals Osceola County
- Hotel rooms Osceola County
- Rentals with a kayak Osceola County
- RV rentals Osceola County
- Rentals with lake access Osceola County
- Private suite rentals Osceola County
- Fitness-friendly rentals Osceola County
- Rentals with an accessible height toilet Osceola County
- Smoking-friendly rentals Osceola County
- Rentals with a patio Osceola County
- Rentals with a fireplace Osceola County
- Loft rentals Osceola County
- Campsite rentals Osceola County
- Villa rentals Osceola County
- Guesthouse rentals Osceola County
- Rentals with an accessible height bed Osceola County
- Cottage rentals Osceola County
- Bed and breakfasts Osceola County
- Cabin rentals Osceola County
- House rentals Osceola County
- Resort rentals Osceola County
- Rentals with outdoor seating Osceola County
- Boutique hotels Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Apartment rentals Osceola County
- Rentals with a washer and dryer Osceola County
- Luxury rentals Osceola County
- Rentals with pools Florida
- Rentals with pools United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town
- Epcot
- ESPN Wide World of Sports
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Sebastian Inlet
- Playalinda Beach
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Titusville Beach
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club




