Holiday rentals with a pool in Clermont

Full of beauty & charm NEW home w/Pool, nxt Disney

Welcome to our Magical Hideaway, a home-away-from-home that will perfectly complement the lasting memories your family will be creating while visiting the happiest places on earth! This brand new, professionally-appointed 3 bedroom, 3 bathroom fully equipped townhome with all of the comforts of home and the resort-like luxuries with a private dip pool, patio with no rear neighbors, is splendid for families, clubhouse, Games room, GYM. Just short drive away from Animal Kingdom, may restaurants!

Location · Value · Wi-Fi

Pool + Heated spa Family friendly King suite Oasis

Welcome to your perfect Florida getaway! This beautifully updated 3-bedroom, 2-bath home in Minneola offers everything you need for a relaxing and fun-filled stay. Whether you're traveling with family, friends, or pets, this home is designed to make you feel right at home. Step outside to your private backyard oasis featuring a sparkling pool, hot tub, and serene views overlooking a peaceful pond. Fire up the grill, unwind under the market lights, or soak up the sun with your favorite drink.

Location · Family · Pool

Spacious Getaway ~ Heated LED Pool & Ping Pong

Welcome to your Spacious Getaway! Exterior Features: ★ LED Lights in Pool and on Pool Cage ★ Fenced-in yard & Fire-pit ★ Doorbell & Driveway Camera for safety Interior Features: ★ Ping Pong Table ★Large Shower in Master Bathroom ★ROKU on each TV Extras: ★ Heated Pool up to 95 Degrees - $50 per day (Pool Water is normally at 75 degrees without the Pool Heater) ⚠️ Pet-Friendly, but the pet must be added to the reservation ($75 Pet fee)⚠️ {Willing to Negotiate Monthly Prices}

Location · Value · Long stay

Spacious Bungalow with Pool and Courtyard

Whether you seek relaxation or adventure, this house offers the best of both worlds! Relax in this spacious bungalow with a courtyard, pool, hot tub, and fire pit! Take a short walk to downtown Clermont and discover the charming shops, restaurants, and breweries! Explore the sights and attractions that Central Florida has to offer! Whether you crave the vibrancy of downtown or the tranquility of your own oasis, this property offers the best of both worlds!

Location · Value · Pool

Upstay-Luxury 3BR Home w Private Pool & Games Room

Escape to your own resort retreat—just 17 miles from Disney! Splash in the private screened-in pool, unwind in the chic living area, or challenge the crew to games upstairs. This vibrant 3-bedroom home features a King and Queen bedroom and a fun Minions-themed bunk room, full kitchen, Smart TVs, and in-home laundry. With BBQ, resort-style clubhouse access, and family-friendly vibes, it's the ultimate Florida getaway! Your dream adventure starts right here.

Location · Value · Indoor spaces

Pool & Jacuzzi+Cinema+Games+Fire Pit | Near Disney

Your perfect Disney getaway starts here ✨ Enjoy a private heated saltwater pool & jacuzzi, outdoor cinema for movie nights, and a fully equipped game room for all ages. Professionally cleaned, regularly maintained, and fast support during your stay. Relax by the fire pit, enjoy cozy evenings, and start your mornings with fresh coffee. Located just minutes from Disney, this spacious home is perfect to relax, recharge, and create lasting memories.

Location · Family · Bathroom

Lake Louisa Lodge near Disney

Watch the sunrise over beautiful Lake Louisa from this newly renovated cozy chalet that sleeps up to 8 guests. Fully equipped with everything you need to feel at home, an Olympic-size pool open all year long heated to 78 degrees in winter, tennis and pickleball courts, basketball court, and playground. Enjoy peaceful nature surroundings while still being only 25 minutes from Disney, shopping, dining, and other Central Florida attractions.

Location · Value · Kitchen

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

Value · Location · Bathroom

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

Enjoy the breathtaking sunrise views of Lake Apopka from this newly refurbished and well appointed 4 bed, 2.5 bath vacation home in Winter Garden, Fl. While the house offers total tranquility and relaxation, it is only a short drive from Orlando’s numerous theme parks (Universal Studios 20 min, Disney World 30 min) and all other local attractions (Mall of Millenia and premium outlet malls 20 min drive)

Value · Location · Indoor spaces

Sawmill Ranch

Escape to this 4BR/2BA farmhouse in Clermont—country living close to the city! Just minutes from Disney and under an hour from Orlando, enjoy a spacious pool with tiki bar, BBQ, and griddle. Perfect for families with plenty of yard space, Wi-Fi, and free parking. Relax, unwind, and make memories in this peaceful neighborhood getaway.

Family · Location · Cleanliness

Modern 5BR Home with Game Room and Pool at Windsor

Luxury 5BR themed home in Windsor Cay Resort featuring an immersive game room, stylish living spaces, and a private pool. Designed for families and groups seeking comfort, fun, and unforgettable stays just minutes from Orlando’s top attractions.

Location · Value · Long stay

Upgraded Townhouse Private Pool - Close to Disney

Private Pool. Pool heater available for an additional fee, message me for info. Beautiful club house walking distance. 10-15 min from the parks. Close to nature inside a modern space.

Family · Value · View