Vacation rentals with a pool in Clermont

Charming Private Suite Near Scenic Trails

Enjoy your own private one-bedroom apartment in a quiet, safe neighborhood. This comfortable space features a private living room, walk-in closet, private bathroom, and private entrance for complete privacy and convenience. Located right across from Crooked River Preserve, you’ll be surrounded by beautiful scenery, scenic trails, and natural wildlife. Canoes and kayaks are welcome perfect for outdoor lovers Ideal for a relaxing getaway, work trip, or extended stay. 7 mins from all major stores.

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.

Luxury home | Lakeside Landing

The design of our home blends contemporary aesthetics with comfort. Large windows invite natural light to fill the space, making every room feel open and connected to the outdoors. The sleek lines and modern touches give the house a fresh feel, perfect for both relaxation and hosting friends and family. It's a place where modern living meets the peacefulness of nature, and that's what makes it so special to us. It’s a rare combination of modern home with picturesque setting around the house.

Cute N Cozy Villa near Disney, pool, Wi-Fi

Welcome to our Cute N Cozy villa, located in the beautiful Vacation Village community in Clermont, FL! This clean and beautifully updated 2 bed/2 bath, family friendly villa sleeps 6 and has all you need for an enjoyable getaway. Community amenities include an Olympic size heated pool, tennis/pickle ball courts, basketball, shuffle board, playgrounds, and lake access to Lake Louisa. Located approximately 25 minutes to Walt Disney World and conveniently located to other major theme parks.

Hook's Cabin- Lake & Pool near Disney A-frame

Hook’s Cabin is nestled within the peaceful gated community of Vacation Village it is a beautifully renovated A-Frame home and your perfect place to stay & play! You will enjoy private Lake Louisa access, Heated Olympic-sized community Pool, Pickleball / Basketball courts, play grounds, & FREE parking, Fast WiFi, flat screen smart Tv's w/ cable, full kitchen, & in home laundry. All less than 25 mins from Disney & other Orlando theme parks, and 5 miles from the National Training Center.

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 - $40 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}

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!

Heated Pool & Jacuzzi + Cinema | 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.

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.

Dreamy Family Pool House

This Luxury 3 bedroom 2 Bath Home with a private pool is available for large group travelers and families. It is centrally located in Clermont in the Greater Pines neighborhood. We are near many lakes, parks, and bike trails. There are many different restaurant options and grocery stores nearby. For all Disney travelers. The home has a private driveway and a huge fenced backyard for the children to play.

Magical 5BR Themed Pool home + Game Room!

Welcome to your dream vacation getaway at **Windsor Cay Resort** in **Clermont, FL**, just minutes from **Walt Disney World®** and Orlando’s top attractions! This spacious and beautifully decorated **5-bedroom, 5.5-bathroom** home offers fun for the whole family with **themed bedrooms, a private pool**, and a **fully loaded game room**.

Wonderful Weston Hills Villa SE Facing Pool

Located just 25 minutes to Disney and 40 to Universal. This villa offers a private pool, outdoor firepit table, smart TVs in every bedroom, and brand-new furnishings. Includes a full kitchen, pet-friendly policy, and optional pool heating. Ideal for families seeking fun and relaxation.