Vacation rentals in Clermont

5.0 out of 5 average rating, 7 reviews

2026 BRAND NEW 10 Bedrooms At Windsor Cay

🏡 The Space Welcome to this stunning and beautifully designed 10-bedroom vacation villa located in the amazing Windsor Cay Resort, perfect for large families and group getaways. Combining spacious accommodations, themed bedrooms, and resort-style amenities, this home was thoughtfully designed to create an unforgettable Orlando vacation experience. With a private screened-in pool, spacious gathering areas, and themed bedrooms inspired by Tangled, Mickey Mouse, Spider-Man, and Harry Potter, this property comfortably accommodates up to **24 guests** while offering comfort, entertainment, and convenience for everyone. Bedrooms First Floor Bedroom 1: King Bed Suite Master – Private en-suite bathroom Bedroom 2: King Bed – Bathroom located outside the bedroom Second Floor Bedroom 3: King Bed Bedroom 4 – Tangled (Rapunzel) Themed Room: 3 Twin Bunk Beds Bedroom 5: King Bed Suite – Shared bathroom with Bedroom 6 Bedroom 6 – Mickey Mouse Themed Room: 1 Twin Bunk Bed + 2 Twin Beds – Shared bathroom with Bedroom 5 Bedroom 7: King Bed Suite – Private en-suite bathroom Bedroom 8:King Bed Suite – Private en-suite bathroom Bedroom 9 – Spider-Man Themed Room: 2 Twin Bunk Beds (4 Twin Beds) Suite – Private en-suite bathroom Bedroom 10 – Harry Potter Themed Room:** 1 Full Bed + 1 Twin Bed Suite – Private en-suite bathroom 🎮 Entertainment & Living Areas Designed with families and groups in mind, the home offers spacious and comfortable gathering areas, including: -TVs in all bedrooms -TV in the living room and family room -Complimentary Wi-Fi and cable -Central air conditioning throughout the home -Spacious open-concept living areas -Fully equipped kitchen for home-cooked meals and group dining -Laundry room with washer and dryer 🏊 Outdoor Area Enjoy your own private outdoor retreat after a long day at the parks: -Private screened-in swimming pool -Child safety pool fence -Outdoor patio furniture with sun loungers -Spacious outdoor seating area for relaxing and entertaining OPTIONAL Services -Pool heating: $45 per day (minimum of 3 consecutive days) -BBQ grill rental: $100 per stay (up to 1 week) -Mid-stay cleaning service: $499 🏠 Property Features -Gated resort community -Access to Windsor Cay Resort amenities -Fully equipped kitchen -Washer and dryer in unit -Hair dryers, iron, and ironing board -Linens and towels provided according to occupancy -Pack ’n Play and high chair available upon request -Clubhouse access included 🌴 Windsor Cay Resort Amenities Guests have access to a wide variety of premium resort amenities, including: -Community room for meetings and activities -24-hour manned gated community -Fitness center -Resort-style pool with zero-entry access and lazy river -Children's splash pad -Sports courts -Full-service concierge and activities director -Water slides -Private cabanas -Onsite tavern and grill -Community playground -9-hole putt-putt golf course 📍 Prime Location Conveniently located near Orlando's top attractions with easy access to major highways and shopping. Check-in / Check-out -Check-in: 4:00 PM -Check-out: 10:00 AM 🚫 House Rules -Parties are NOT allowed -Pets are NOT allowed -Smoking inside the home is strictly prohibited Smoking is permitted only in designated outdoor areas such as the balcony and pool area. *A $250 fee will apply if smoking occurs inside the property.* 📝 Additional Information This is a self-catering vacation home. To help guests settle in comfortably, we provide a starter set of supplies, including: -One roll of toilet paper per bathroom -One paper towel roll -Two trash bags -Dish sponge and dish detergent -Dishwasher pods -Laundry detergent and fabric softener -Basic toiletries (soap, shampoo, conditioner) No food, condiments, or seasonings are provided for hygiene and contamination prevention purposes. 🧺 Housekeeping -No daily housekeeping service is included -The property is professionally cleaned and inspected before check-in -Clean sheets and towels will be available in the unit -Mid-stay cleaning service available upon request for an additional fee -No washcloths are provided Bath towels, hand towels, and pool towels will be provided according to the number of guests staying. 🗑️ Trash Disposal Please observe trash collection days and place trash in the resort dumpster daily to help maintain a clean and pleasant environment. 📦 Online Deliveries -USPS does not deliver to vacation homes -Only UPS, FedEx, and DHL are recommended -Some resorts may charge package handling fees or decline deliveries entirely *We are not responsible for lost, delayed, or returned packages.* 🔥 Pool Heating Important Information** -$45 per day (minimum of 3 consecutive days) -Must be requested at least 48 hours in advance -Maximum temperature is 95°F -The attached spa is **NOT** a jacuzzi and does not have jets -The spa heats only when the pool heating service is activated -Pool heaters operate through heat exchange and may not perform efficiently during cold weather conditions -Refunds are not provided if cold weather affects heating performance Our pool heating system includes automatic safety controls that may temporarily shut down the system during extreme weather conditions to prevent equipment overheating and ensure proper functionality. Additional Charges Additional fees may apply if house rules are violated, damages occur, or excessive cleaning is required after check-out.

ValueFamilyAmenities

A wooden deck is positioned by the lake, illuminated by soft lighting. The sky transitions from warm orange to deep blue, reflecting on the water. Surrounding vegetation and the distant silhouette of trees create a serene natural backdrop.

4.97 out of 5 average rating, 98 reviews

Fun Getaway Ranch Lake Pool Soccer 6 Bed 3 Bath

Relax and have fun on our beautiful 5 acres Ranch located only 30 Min From Disney and most attractions. We offer many activities inside the Ranch like: Kayak, Paddle Boards, fishing,Soccer, Pool,hottub, Ping Pong, Pool, air hokey,drums, huge 75’ Tv to watch movies . You will enjoy Mother Nature with all birds that constantly visit us. Perfect location for bicycle riding also we are a mile away from Sugarloaf famous for the hills to train. Your UTVs are welcome we have a track that you can ride.

ValueFamilyBiking

4.98 out of 5 average rating, 184 reviews

Home in Minneola

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.

LocationFamilyComfort

Two wooden cabins are positioned under tall trees, reflecting on the calm water's surface. A small seating area with bright blue chairs and a fire pit is situated on the grassy shore, providing a relaxed outdoor space, while the surrounding nature complements the serene setting.

4.94 out of 5 average rating, 228 reviews

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow cleaning and disinfecting of the house

FamilyValuePool

A spacious living area is furnished with a large grey sectional sofa, complemented by neutral-colored pillows. A wooden coffee table sits in front, adorned with a small green plant. Natural light enters through two windows, enhancing the welcoming environment.

4.76 out of 5 average rating, 87 reviews

Cozy citrus retreat

Welcome to our cozy and centrally located Airbnb in Clermont, Florida! With ample parking for a boat, Bunk beds for children, Spacious living room, a Fully stocked kitchen with a Large back yard. *CENTRALLY LOCATED* less than 10 minutes from downtown clermont, south lake hospital, NTC, PFX athletics (legends way ballfields/NTC), lake Sumter state college, multiple chain restaurants and Just over 35 minutes away from disney. Book now and enjoy a cozy and convenient stay in Clermont!

ValueLocationBackyard

4.98 out of 5 average rating, 203 reviews

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

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}

FamilyLocationCleanliness

4.98 out of 5 average rating, 192 reviews

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

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!

ValueFamilyLong stay

4.98 out of 5 average rating, 145 reviews

Guesthouse in Clermont

Charming Downtown Apartment - Walk to Everything

Stay in the heart of historic downtown Clermont- steps from the lakefront, breweries, shops, & dining. This light-filled, stylish apartment above our garage offers cozy aesthetics, comfy beds, a double shower, two spacious bedrooms, and a smart TV. Thoughtfully stocked for a stress-free stay, with garage storage for your bikes or paddle gear upon request. More than a stay—we proudly offer a distinct Clermont experience. We hope you love our charming town just as much as we do!

LocationFamilyLong stay

The living area features a modern design with sleek white tiles and a stylish light fixture. A glass coffee table sits in front of a comfortable sofa, while the fully equipped kitchen with bar seating is visible in the background, complemented by a contemporary color palette.

4.96 out of 5 average rating, 104 reviews

The silver cottage

This unique place has a style all its own. Dogs Welcome! ( Pet fee applies). Newly renovated featuring white tiles throughout, granite countertops, fully equipped kitchen, smart tv in all bedrooms and living space. Modern stylish garden bath with floating cabinetry. This unit also features work space with desk and chair. One car garage and extra parking space included at no extra charge. At this time we are only accepting one pet per reservation, max 30lbs.

FamilyLocationWalkability

4.98 out of 5 average rating, 157 reviews

Apartment in Clermont

Modern Suite in the Heart of Downtown Clermont 101

Experience luxury and excitement in our chic modern suite nestled in the vibrant heart of downtown Clermont. Perfectly poised for Triathletes, this suite is a beacon of comfort and convenience, mere steps away from charming downtown boutiques, delightful restaurants and local breweries. The location is unparalleled with close proximity to the celebrated Clermont/Minneola Trail, esteemed host of prestigious Triathlons and the serene Waterfront Park.

LocationFamilyCondition

A vibrant sunset fills the sky with hues of orange, pink, and purple, casting a warm glow over the calm lake. Silhouettes of trees frame the scene, while electric lines stretch across the horizon, enhancing the tranquil waterfront view.

4.97 out of 5 average rating, 59 reviews

Grandma’s Getaway

Relax with the whole family at this peaceful spot close to shopping, hiking, and amusement parks. Universal Studios is only 33 minutes away, Disney is 40 minutes away, and Downtown Orlando is 36 minutes away. Here in Clermont, you’ll enjoy modern amenities while surrounded by scenic beauty: Spanish moss hanging from trees and countless playgrounds, parks, and preserves. And don’t forget the amazing sunset view on the lake from Grandma’s dining table!

FamilyLocationCondition

4.94 out of 5 average rating, 32 reviews

Pool & Jacuzzi / Cinema+Games+Fire Pit | 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.

LocationFamilyOutdoor spaces

Popular amenities for Clermont vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Clermont home rentals

4.94 out of 5 average rating, 230 reviews

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

Modern Villa in Minneola near Disney, Orlando

LocationValueAir conditioning

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.

4.88 out of 5 average rating, 168 reviews

Our Poolhome by the Mouse house with Game Room.

ValueFamilyDecor

4.81 out of 5 average rating, 27 reviews

Sawmill Ranch

LocationFamilyHospitality

4.9 out of 5 average rating, 29 reviews

Choice of Champions

ValueFamilyIndoor spaces

5.0 out of 5 average rating, 24 reviews

5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)

FamilyLocationAccuracy

5.0 out of 5 average rating, 17 reviews

Bright 3BR Downtown Clermont | Parking + Deck

LocationFamilySleep quality

5.0 out of 5 average rating, 12 reviews

Your Florida Escape!

LocationFamilyKitchen

4.93 out of 5 average rating, 15 reviews

Lakeview DisneyVilla with Heated Pool Renovated

LocationFamilyCleanliness

Other great vacation rentals in Clermont

4.78 out of 5 average rating, 40 reviews

TR17328SB - Stylish 4BR - Private Pool - Sleeps 10

FamilyLocationPool

5.0 out of 5 average rating, 32 reviews

Modern 5BR Home with Game Room and Pool at Windsor

ValueLocationQuiet

4.91 out of 5 average rating, 34 reviews

Pvt Pool, Summer Kitchen, Game Room | Near Disney

LocationFamilyAccuracy

5.0 out of 5 average rating, 27 reviews

A spacious bedroom features a large wooden bed with an intricately designed headboard, topped with white bedding and two decorative pillows. A dresser and nightstand made of dark wood are positioned beside the bed, with a lamp providing soft illumination. Light enters through two windows.

Guesthouse in Clermont

Cozy Lake Front Cottage

LocationFamilyOutdoor spaces

4.96 out of 5 average rating, 55 reviews

Guest suite in Clermont

Modern Guesthouse Suite

FamilyValueBathroom

5.0 out of 5 average rating, 30 reviews

A single-story house is shown surrounded by native landscaping and palm trees. A stone pathway leads to the front entrance, flanked by lush greenery. Large windows provide natural light, while a vehicle is visible parked beside the house.

Bungalow in Clermont

Tri Lake House

LocationFamilyNearby

5.0 out of 5 average rating, 14 reviews

Apartment in Clermont

Downtown Clermont Scenic Retreat

LocationFamilyBathroom

The private swimming pool is enclosed within a screened-in patio, featuring a hot tub adjacent to it. A pink inflatable flamingo and a beach ball float in the clear water, while two comfortable lounge chairs are positioned nearby, ideal for relaxation.