Vacation rentals with a pool in Clermont

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.

Value · Family · Hospitality

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 · Laundry

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.

Family · Value · Kitchen

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.

Family · Location · Hospitality

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}

Family · Value · Heating

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!

Value · Family · Air conditioning

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.

Family · Location · Hospitality

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.

Value · Family · Condition

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 · Decor

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 · Family · View

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 · Outdoor spaces

New 5BR Home w/ Pool, Game Room & Themed Rooms

This beautiful single-family home features five spacious bedrooms, ideal for families or groups looking to create unforgettable memories. Nestled just minutes from the magic of Disney, you'll enjoy the convenience of nearby attractions while retreating to your tranquil oasis.

Family · Value · Comfort