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Vacation rentals in Clermont

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Top-rated vacation rentals in Clermont

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
An exterior view of the guesthouse displays a quaint two-story structure with a black garage and a welcoming front porch. Surrounding greenery provides a natural setting, enhancing the privacy of the location. The two upper windows are adorned with large curtains.
Guesthouse in Ocoee
5 out of 5 average rating, 118 reviews

NEW 1BRM Guesthouse | King Bed | Central Florida

Nestled in a private and central location, this newly constructed space offers everything needed for a relaxing stay. The space is perfect for up to four guests, featuring a king size bed, full kitchen, and smart TVs in every room. Enjoy the convenience of high-speed Wi-Fi, a spacious shower, washer / dryer, and a private driveway. Located close to Downtown, Theme Parks, the Stadiums, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for your short term or long term stay.

Guest favorite
A collage of images depicting the Cute N Cozy villa in Clermont, FL. Highlights include a cozy living room with a couch, a spacious pool area, a well-equipped kitchen, and scenic lake access. The villa features modern decor and family-friendly spaces, inviting guests to enjoy a relaxing stay.
Villa in Clermont
4.93 out of 5 average rating, 103 reviews

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.

Top guest favorite
A private, screened-in pool area features a sparkling blue pool with a built-in hot tub on one side. Sunlight reflects off the water, creating a serene environment, while surrounding greenery provides a sense of privacy.
Home in Clermont
4.93 out of 5 average rating, 161 reviews

Stylish Villa Private Pool-SPA Near Parks Disney!

Stylish villa 4 bed/3 bath family home with private facing pool & SPA, living room, family room, kitchen, breakfast bar, dining table, a game room, Wi-Fi, smart TVs, wheelchair accessible, close to the parks, shops, and restaurants, Pool & SPA heater at additional cost, located at Glenbrook community. We have it all and much more to enjoy. The pool & SPA heater fee is $25 (USD) per day. The BBQ grill is an additional $45 (USD) charge for the whole stay, including 1 propane gas and cleaning.

Guest favorite
A small, white house is framed by vibrant greenery and colorful plants. The front door, painted blue, adds a pop of color, while large windows allow light to fill the space. A wooden deck leads up to the entrance, enhancing the welcoming appeal.
Home in Winter Garden
4.91 out of 5 average rating, 214 reviews

Cozy Winter Garden Home 20 MINUTES FROM DISNEY

Get the small home-town feeling and still be only 20 minutes from Disney. This little house is perfect for a couple or small family who wants to visit Orlando and all the attractions, but also get away from the traffic & stay in a desirable small town setting. Located a mile from downtown Winter Garden - home to the number 1 rated farmer's market by American Farmland Trust, & the 22-mile West Orange Trail that's home to runners, bicyclists and anyone else who wants to enjoy the sunshine.

Top guest favorite
The exterior of a renovated cottage is showcased, featuring a welcoming front porch with two wooden chairs. Potted plants are placed on the porch and along the walkway, while a wooden fence stands in the background, enhancing privacy.
Cottage in Winter Garden
4.99 out of 5 average rating, 183 reviews

The Heart of Winter Garden: Walk to shops & dining

Stay in a completely renovated 1937 cottage that's located in the heart of historic downtown Winter Garden. It's walking distance from all of the shops, restaurants, and events (including the #1 rated farmers market in the nation every Saturday) that make Winter Garden one of the most desirable cities in Florida. Sit on the front porch and watch as people bike and jog on the famous West Orange Trail, or rent a bike from the corner and join them. The home is close to all major highways.

Top guest favorite
A modern living space showcases a cozy sectional sofa adorned with patterned pillows, alongside a decorative rug. The open floor plan leads to a bright kitchen area with bar seating. Natural light fills the room through large windows, enhancing the warm wood flooring.
Home in Minneola
4.95 out of 5 average rating, 199 reviews

Modern Villa in Minneola near Disney, Orlando

Newly renovated modern villa 3 bed/2 bath cozy home nestled amongst beautiful oak trees and close to Downtown Clermont, National training center, and 35 minutes to Disney World and other major attractions. Home features soft comfy beds including one king, one queen, and two twin beds all with 3" memory foam mattress toppers. The kitchen is fully stocked with spices, coffee/tea station, blender and slow cooker. Game room located in the garage is equipped with foosball and air hockey.

Top guest favorite
The exterior of the property features a fenced yard with shaded trees and a front lawn leading to a single-story house. A pool area with protective mesh surrounds the heated pool, illuminated with vibrant LED lights in evening settings. Indoor spaces exhibit an open layout with natural light and comfortable seating.
Home in Minneola
4.98 out of 5 average rating, 174 reviews

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}

Guest favorite
A bright and inviting living area showcases a light-colored sofa with neutral-toned throw blankets. A wall-mounted television is positioned above a contemporary media console, while natural light filters through two windows covered with sheer curtains.
Guesthouse in Clermont
4.98 out of 5 average rating, 160 reviews

Coastal Cottage in Clermont

Welcome to our newly renovated coastal cottage! Located in the heart of Clermont, only 1 mile from downtown, the south lake trail, & only minutes from all of the best restaurants, shopping, & coffee shops in Clermont! This is the perfect location for triathletes in training or families visiting Disney World (or any of the theme parks) – Orlando’s best attractions are less than 30 miles away! This sweet & sunny lakeside studio has everything you’ll need for a comfortable visit!

Top guest favorite
A circular fire pit area is surrounded by six blue adirondack chairs, set on a stone patio. Lush greenery and colorful plants frame the space, with a view of the house and pool area in the background. Sunlight brightens the inviting outdoor gathering spot.
Home in Clermont
4.94 out of 5 average rating, 141 reviews

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!

Top guest favorite
Cottage in Clermont
4.92 out of 5 average rating, 133 reviews

Beautiful country house

Take the whole family to this fantastic place with many areas to have fun. We have 5 acres of land just for you, beautiful country house in the only hills of the state of Florida, you will enjoy the tranquility, privacy, connection with nature and you will witness a beautiful sunset unparalleled, stay and watch the stars, spaces suitable for unique souvenir photos. Ideal area for cycling and hiking. NOTE: if you want an event, check first for our rates

Top guest favorite
Home in Clermont
4.9 out of 5 average rating, 111 reviews

Stylish Lakeview Home for Triathletes/ Family 380

Experience tranquility at this stylish and inviting Lakeview hideaway. Embrace the comfort promised by our tastefully furnished interiors, supplemented by stunning lake vistas- a perfect sanctuary for leisurely vacations or rigorous triathlon trainings. Triathletes will adore the home's strategic location near running paths, open swimming spots and bike-friendly paths. Our fully complete kitchen is at your disposal to nourish your training regime.

Top guest favorite
A single-story residence is shown with a light-colored exterior and a brown shingle roof. The garage door is centered, flanked by two sets of evenly spaced windows with white shutters. A neatly manicured lawn and mailbox complete the front view.
Home in Clermont
4.88 out of 5 average rating, 155 reviews

Our Poolhome by the Mouse house with Game Room.

Spacious four-bedroom, two-bathroom residence conveniently located near Disney and Universal Studios. Enjoy the expansive screened-in south-facing pool and fenced backyard for ultimate privacy. Entertain in the fantastic game room, perfect for family fun. Rest assured with 24/7 monitoring of security cameras installed outside the property. Additionally, the pool can be heated upon request for an additional fee—reach out for current rates.

Popular amenities for Clermont vacation rentals

When is the best time to visit Clermont?

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Frequently Asked Questions

  • What are the best places to stay in Clermont?

    Look for vacation rentals near Lake Minneola for waterfront access, or around historic downtown to explore shops and restaurants easily. Those preferring outdoor activities often choose neighborhoods close to local parks and nature preserves.

  • What are the best things to do in Clermont with kids?

    Families often enjoy picnicking at waterfront parks, cooling off at playground splash pads, or visiting interactive attractions such as the Presidents Hall of Fame. Nature walks and cycling paths around the lakes are frequently suggested for younger explorers.

  • What are some of the best things to do in Clermont?

    Explore waterfront parks around Lake Minneola, ride the elevator at the Florida Citrus Tower to take in panoramic views, or browse local shops in the historic downtown. Outdoor enthusiasts frequently suggest nature preserves nearby for walking, biking, or birdwatching.

  • How is the weather in Clermont?

    Clermont has warm, humid summers with temperatures often reaching 91–92°F (33°C), and milder winters around 49–74°F (10–23°C). Rain is more frequent in summer, especially from June through September, so a light rain jacket is a practical addition.

  • When is the best time to visit Clermont?

    Milder temperatures and less rainfall during late autumn and spring make these seasons often recommended for outdoor activities. Summer brings warmer weather and afternoon showers, creating a lush landscape for exploring parks and lakes.

  • What are the best places to visit in Clermont?

    The Florida Citrus Tower, Lake Minneola’s waterfront, and the Presidents Hall of Fame draw many visitors. Historic downtown Clermont has locally owned shops, galleries, and eateries for those interested in exploring the area’s culture.

  • What are some hiking trails in Clermont?

    Explore scenic paths at Lake Louisa State Park, take a walk on the South Lake Trail, or wander nature preserves with boardwalks through native habitats. These trails are frequently suggested for hiking, cycling, and birdwatching.

  • What are some family activities we can do in Clermont?

    Families can picnic at lakeside parks, visit the Presidents Hall of Fame for interactive exhibits, or cycle together on paved trails. Splash pads and playgrounds are available in local parks for younger children to enjoy.

  • What are some of the best day trip ideas from Clermont?

    Explore regional state parks with hiking and kayaking, wander botanical gardens in neighboring areas, or discover charming small towns known for local art and antiques. Major theme parks and wildlife reserves are also frequently suggested destinations around Clermont.

  • Are there any pet friendly accommodations available in Clermont?

    Many vacation rentals in Clermont welcome pets, especially those near lakes or parks where dogs can enjoy outdoor spaces. Consider choosing neighborhoods with easy access to walking trails and public green areas.

  • What are some local tips for visiting Clermont?

    Visit local farmers’ markets for fresh produce and crafts, arrive early for waterfront activities, and wear sun protection when exploring trails or cycling. Exploring quiet neighborhood streets around downtown can reveal unique shops and colorful murals.

  • What is Clermont known for?

    Clermont is known for its historic citrus industry, scenic lakes, and the Florida Citrus Tower that offers panoramic views of the rolling landscape. Its vibrant downtown and local parks make it a popular spot for outdoor recreation and small-town charm.

  • What are the best hidden gems to explore in Clermont?

    Clermont has locally owned art galleries, small bakeries, and nature preserves where you might spot unique wildlife. The downtown murals and garden-lined side streets around Lake Minneola are often recommended by those who enjoy quieter discoveries.

  • What are the best foods to try in Clermont?

    Regional specialties include fresh citrus, barbecue, and Southern-inspired comfort foods found at local diners and farmers’ markets. Locally owned restaurants often serve dishes featuring Florida-grown produce and seafood.

  • What should I bring for a trip to Clermont?

    Pack lightweight clothing for warm weather, sunscreen, and comfortable walking shoes. A hat and reusable water bottle help for outdoor activities, and a rain jacket may be useful during summer’s afternoon showers.

  • What is the nightlife in Clermont like?

    Downtown Clermont has casual bars, brewery taprooms, and locally owned eateries with live music some evenings. The pace is laid-back, and evenings often center around food, music, and community gatherings.

  • What are the most popular events or festivals in Clermont?

    Clermont hosts outdoor festivals around Lake Minneola, art and wine events during spring, and holiday parades in the downtown area. Community celebrations and farmers’ markets are frequently suggested for those looking to experience local culture.

  • Are there family friendly vacation rentals in Clermont?

    Clermont has a variety of family-friendly vacation rentals, especially near lakes, parks, and downtown. Many homes feature spacious layouts, outdoor areas, and easy access to local attractions for all ages to enjoy.

Quick stats about vacation rentals in Clermont

  • Total vacation rentals

    Explore 200 vacation rentals in Clermont

  • Nightly prices starting at

    Clermont vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 8,220 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 rentals that welcome pets

  • Vacation rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    200 of Clermont vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Clermont rentals

  • 4.9 Average rating

    Clermont stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore

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  5. Clermont