Vacation Home Rentals By Owner In Clermont, FL

$259.8

Single-level home with private pool, close to shopping & attractions

Clermont, Florida, United States

Escape to this charming single-level, dog-friendly home, perfect for families looking to enjoy the best of Central Florida. Designed for comfort and convenience with step-free access throughout. Spend your days soaking up the sun in your private pool and unwinding on the spacious patio, ideal for outdoor dining and evening relaxation. Inside, you'll find a fully equipped kitchen, a cozy living area with TV, and comfortable sleeping space with everything you need to recharge after a day at the theme parks. Conveniently located near top attractions, shopping, and dining, this home is your perfect Florida base.brbr· Community: Four Corners Area, Clermont. Located near top attractions, shopping malls, and fantastic restaurants.br· 15 to 20-minute ride from Disney World, Magic Kingdom (Travel times may vary due to traffic)br· Location: Winding Water Way, Clermont, FL, 34714.br· Parking: There is 2 vehicles in Driveway.brbrImportant information for your arrival:brbr• Self-check-inbro Check-in: 4:00pmbro Check-out: 10:00ambrAccess code to the digital lock will be provided prior to arrival. Please note that Casago Orlando does not operate a 24-hour check-in desk.brbrPerks at this home include:brCentral A/C and WIFIbrFully equipped, eat-in kitchen. Cookware and utensils are also provided for your convenience.brIron, washer & dryerbrComfortable appointed beds.brPrivate pool.brPet-friendly property with a non-refundable pet fee of $150 per pet.. brbrWe provide a small starter kit, which includes:br1 roll of toilet paper per bathroombr1 hand soap per bathroombr1 shampoo and 1 conditioner per bathroombr1 sponge in the kitchenbr1 dishwasher soap in the kitchenbr1 paper towel in the kitchenbr1 laundry detergentbr1 garbage bagbrbrGuests are welcome to bring along any extra supplies they may need, as our starter kit includes only the essentials to get you settled in.brbrLinens and towels are provided for your convenience. However, guests are responsible for washing them during their stay, and there is a washer and dryer available in the unit. Please also note that washcloths are not included, as they are considered personal items.brbrRules and guidelines:brbrPOOL: We clean the pool weekly, with or without guests. If you would like to be notified in advance, please let us know so there is no inconvenience. Please do not manipulate any of the pool equipment, if you need assistance, we will be more than happy to send a specialist.brPARTY/EVENTS - No parties or loud activities allowed. If guests are found to have had a party without host permission which results in extra cleaning, guests will be responsible for extra cleaning charges, and in the unfortunate event of the disruptions alerting neighbors, our community patrols will contact the authorities and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brSMOKING AND DRUGS – Smoking inside the property is prohibited. If guests are suspected of carrying and/or using illegal drugs of any kind inside the property or around the community, the authorities will be engaged, and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brDISTURBANCES: Guests shall behave in a civilized manner and shall be good neighbors, noise or disturbances that interfere with the quiet enjoyment of their property should not be made. Outdoor noise or noise being carried outside from inside the home should be kept to a minimum regardless of the hour and in compliance with the local Noise Ordinance. Please feel free to call the authorities if there is any noise from outside that violates local laws.

5

Bed

2

Bath

10

Sleeps

$335.35

/ Nightly

Private Vacation Home

Contemporary townhouse w/ private pool and resort amenities, near attractions

Clermont, Florida, United States

This spacious and luxurious 5-bedroom, 4.5-bathroom end-unit townhome is the ultimate getaway for families and groups seeking a blend of comfort, convenience, and fun. Situated in the popular Windsor Cay Resort, this home features everything you need for a relaxing and memorable vacation, including a private heated pool perfect for unwinding after a day of adventure.brbrInside, the townhome is thoughtfully designed to enhance your vacation experience. The fully equipped kitchen provides all the essentials to create family meals, and the open-concept living area is perfect for gathering together. Enjoy the convenience of a washer and dryer, central AC, and high-speed internet. brbrThe thoughtful bedding configuration includes 2 king beds, 1 queen bed, 4 twin beds, and a queen sleeper sofa, comfortably accommodating up to 12 guests—ideal for families, friends, or multi-generational groups. Whether you're enjoying a restful night's sleep or a cozy morning coffee, you'll have all the space you need to feel right at home.brbrWhile the resort amenities are still under construction and slated for completion by Summer 2025, guests of this home will enjoy full access to the exciting offerings at Windsor Island Resort, located just 5 miles away. These include a resort pool, lazy river, mini-golf course, arcade, fitness center, sports courts and more—ensuring entertainment for all ages.brbrYou won't have to travel far to enjoy some of Orlando's most popular attractions. Within 15 minutes, you'll find world-renowned theme parks such as Walt Disney World Resort, Universal Studios, and SeaWorld Orlando. For a change of pace, visit nearby water parks like Typhoon Lagoon or Blizzard Beach, explore the shopping and dining options at Disney Springs or ICON Park, or discover the animal wonders at the Central Florida Zoo & Botanical Gardens.brbrWhether you're planning to dive into the thrills of Orlando's theme parks, explore local shops and eateries, or simply enjoy the resort amenities and unwind in your beautiful vacation home, this property offers the perfect base for all your adventures.brbrTHINGS TO KNOWbrThe home's private pool may be heated for an additional $32/day fee. brPool heat requires a 3 night min stay and at least 72-hours advanced notice.brDuring the amenities construction at the resort, guests at Windsor Cay have access to the shared amenities at the Windsor Island Resort located 5 miles from the home.

Bed

Bath

Sleeps

$181.65

/ Nightly

Private Vacation Home

Dog-friendly retreat with pool, covered patio, children's items, grill, and AC

Clermont, Florida, United States

Come enjoy the Sunshine State's beauty with ease when you call this Clermont retreat your home away from home! Get comfortable amongst the living room's soft seating, large TV, and delightful nods to Disney. When you aren't hanging out here, just steps away you'll find your own oasis in the form of a private pool and a covered patio with al fresco dining and a gas grill. brbrAfter splashing in the turquoise water, hunger is sure to arise and the full kitchen has got you covered! Whip up your favorite dishes while utilizing the stainless steel appliances and gleaming countertops. Dining comes just as easily at the adjacent formal dining table. brbrBright and beautiful, the home's three bedrooms offer high-quality linens, central air-conditioning, and carefully curated decorations. A Pack-N-Play, high chair, washer/dryer, and internet access round out the home's interior perks. brbrAway from your stay, create picture-perfect memories at Walt Disney World, Universal Studios, Surfari Water Park, Highlands Reserve Golf Club, and the Orlando Tree Trek Adventure Park Zip Line.brbrThings to KnowbrCheck-in time: 4:00 PMbrCheck-out time: 10:00 AMbrAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AMbrNo smoking is permitted anywhere on the premises.

Bed

Bath

Sleeps

$415.68

/ Nightly

Private Vacation Home

Amazing home with outdoor patio, wifi, & close to local attractions near Orlando

Clermont, Florida, United States

Step into your dream family escape in beautiful Clermont, FL—just minutes from the magic of Orlando's world-class attractions! brbr This home is designed with comfort, convenience, and togetherness in mind, perfect for families of all sizes.br Kick back in the welcoming living room for a movie night on the flat-screen TV, or ️whip up home-cooked meals in the fully equipped kitchen.brWhether you're returning from a day at Disney, Universal Studios, or LEGOLAND—or simply enjoying the resort-style amenities—this home invites you to relax, recharge, and make memories that will last a lifetime. Don't miss your chance to experience the best of Florida in a setting that feels like home. Book your stay today and start your family's next unforgettable adventure!brbr⏰Within 15 minutes, you'll find world-renowned theme parks such as Walt Disney World Resort, Universal Studios, and SeaWorld Orlando. For a change of pace, visit nearby water parks like Typhoon Lagoon or Blizzard Beach, explore the shopping and dining options at Disney Springs or ICON Park, or discover wonders at the Central Florida Zoo & Botanical Gardens.brbr Perfectly located for exploring sunny Central Florida, this delightful and well-appointed home offers the ultimate base for theme park thrills, shopping, dining, and unforgettable family adventures.brThe resort itself boasts endless activities like:brThis spacious retreat is packed with family-friendly amenities that promise to delight guests of all ages.br✅Start your mornings with a soak in the private hot tub or take a refreshing dip in the heated outdoor pool.br✅Spend leisurely afternoons drifting along the lazy riverbr✅Challenge each other to a round on the 9-hole mini-golf course.br✅Kids (and kids at heart) will love the on-site arcadebr✅The fitness center and sports courts offer something for the more active members of your group.brand more…brPromising excitement and relaxation for all.br.brCommunity: br-Windsor Cay, Clermont, Orlando. Best known for its scenic views, and outdoor recreational opportunities. Also located near a variety of restaurants and shopping centers.br-Location: Cape Coral Loop, Clermont, FL, 34714br-The driveway has space for 2 vehicles, depending on vehicle size.brbrImportant information for your arrival:brSelf-Check-In:br• Check-in: 4:00 pmbr• Check-out: 10:00 ambrAccess code will be provided prior to arrival. Please note that Casago Orlando does not operate a 24-hour check-in desk.brbrPerks at this townhome include:br· Central A/C and WiFibr· Modern, fully equipped, eat-in kitchen with new stainless appliancesbr· Iron, washer & dryer in your unitbr· Comfortable appointed bedsbr· Pool Heater: $35 per day plus applicable taxes (only for homes with a heated pool option).br· Valet trash service (refer to specific rules in check-in instructions)br· Early Check-In / Late Check-Out: Available upon request and subject to availability.brbrWe provide a small starter kit, which includes:bro 1 roll of toilet paper per bathroombro 1 hand soap per bathroombro 1 shampoo and 1 conditioner per bathroombro 1 spongebro 1 dishwasher soapbro 1 paper towel in the kitchenbro 1 laundry detergentbro 1 garbage bagbrbrGuests are welcome to bring along any extra supplies they might need, as our starter kit includes only the essentials to get you settled in.brLinens and towels are provided for your convenience. However, please note that guests are responsible for washing them during their stay. There is a washer and drier at the house. Washcloths are not provided. Those are considered as personal items.brbrHouse rules and guidelines for your comfort:brPOOL: We clean the pool weekly, with or without guests. If you would like to be notified in advance, please let us know so there is no inconvenience. Please do not manipulate any of the pool equipment, if you need assistance, we will be more than happy to send a specialist.brPARTY/EVENTS - No parties or loud activities are permitted. If guests are found to have had a party without host permission which results in extra cleaning, guests will be responsible for extra cleaning charges, and in the unfortunate event of the disruptions alerting neighbors, our community patrols will contact the authorities and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brSMOKING AND DRUGS – Smoking inside the property is prohibited. If guests are suspected of carrying and/or using illegal drugs of any kind inside the property or around the community, the authorities will be engaged, and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brDISTURBANCES: Guests shall behave in a civilized manner and shall be good neighbors, noise or disturbances that interfere with the quiet enjoyment of their property should not be made. Outdoor noise or noise being carried outside from inside the home should be kept to a minimum regardless of the hour and in compliance with the local Noise Ordinance. Please feel free to call the authorities if there is any noise from outside that violates local laws.brPERMITTED VEHICLES: Please note that the resort does not allow commercial vehicles, U-Hauls or moving trucks, trailers, RVs, buses, or oversized vehicles. Only standard non-commercial passenger vehicles are permitted.brbrTHINGS TO KNOW:br- Streaming services available with guests' own account(s).

7

Bed

6

Bath

14

Sleeps

$596.73

/ Nightly

Villa

Glenbrook Resort - 5 Bed 3.5 Baths Villa

Clermont, Florida, United States

Located in Glenbrook Resort, just 5 miles to Walt Disney World in Orlando Florida, this beautiful villa features 5 bedrooms, 3.5 bathrooms, and sleeps up to 10 people. With your own private living area and a fully equipped kitchen, this home is perfect for your party to relax together and enjoy each other's company. This is a great home to provide you with more fun and relaxation after a long day in Walt Disney World or other Orlando attractions. All of our homes are professionally cleaned following enhanced safety and cleaning methods.brbrMain Features:br* 5 bedroom / 3.5 bathroom – Sleeps up to 10br* 2800 sqft villabr* Private Pool with child safe fencebr* Hot Tub for relaxation after a long daybr* Free Wifi, Free long distance calling to anywhere in the US, Canada, and Mexicobr* Fully equipped kitchen, washer and dryer, towels and linens are all includedbr* Your own private living space with HDTVbr* Games room to entertain everyone from all agesbrNote: Pool/Spa heating is optional. Grill and Baby Gears are available for rent upon request.brbrGlenbrook Resort:brGlenbrook Resort is a beautiful Vacation Resort located just 5 miles to Walt Disney World and 14 miles to Universal Studios of Orlando. This feature packed Gated Vacation Resort offers many amenities that will help make your dream Orlando vacation come true! Some popular amenities include the Swimming Pool, Spa. Glenbrook Resort is located about 30 minutes away from the Orlando International Airport, and 20 minutes away from the Amtrak station. Looking for food There is a long list of restaurants located just nearby, some of which includes Olive Garden, Charlie's Steakhouse, Outback Steakhouse, Bonefish Grill, and Bahama Breeze. Food delivery services such as Uber Eats are also readily available. If you are looking for more than just the theme parks, there are also other activities such as shopping, hiking, fishing, horseback riding, and water sports. To learn more about Glenbrook Resort, our reservation team at Sweet Home Vacation will be glad to help you plan your dream vacation.brbrSweet Home Vacation:brWe are a professional Vacation Home Rental Agency with over 10 years of experience in the Orlando, Florida area. Your safety and comfort is our top priority, and all of our homes are cleaned with enhanced safety and cleaning methods. No check-in is required as you may go directly to the home with the provided access code. If you have any questions, our reservation team at Sweet Home Vacation is available to help you 7 days a week. We can also help you locate car rentals and tickets for Orlando’s famous attractions. Whether this is your first time, or you are a returning guest, we will make sure you have an amazing trip.

5

Bed

3

Bath

10

Sleeps

$317.19

/ Nightly

Private Vacation Home

Serenity - 3 Bed 3 Baths Townhouse

Clermont, Florida, United States

Located in Serenity, just 5 miles to Walt Disney World in Orlando Florida, this beautiful Townhouse features 3 bedrooms, 3 bathrooms, and sleeps up to 6 people. With your own private living area and a fully equipped kitchen, this home is perfect for your party to relax together and enjoy each other's company. This is a great home to provide you with more fun and relaxation after a long day in Walt Disney World or other Orlando attractions. All of our homes are professionally cleaned following enhanced safety and cleaning methods.brbrMain Features:br* 3 bedroom / 3 bathroom – Sleeps up to 6br* 2153 sqft Townhousebr* Free Wifi, Free long distance calling to anywhere in the US, Canada, and Mexicobr* Fully equipped kitchen, washer and dryer, towels and linens are all includedbr* Your own private living space with HDTVbrNote: Pool/Spa heating is optional. Grill and Baby Gears are available for rent upon request.brbrSerenity:brSerenity is a beautiful Vacation Resort located just 5 miles to Walt Disney World and 13 miles to Universal Studios of Orlando. This feature packed Vacation Resort offers many amenities that will help make your dream Orlando vacation come true! Some popular amenities include the Swimming Pool and Fitness Center. Serenity is located about 30 minutes away from the Orlando International Airport, and 20 minutes away from the Amtrak station. Looking for food There is a long list of restaurants located just nearby, some of which includes Olive Garden, Charlie's Steakhouse, Outback Steakhouse, Bonefish Grill, and Bahama Breeze. Food delivery services such as Uber Eats are also readily available. If you are looking for more than just the theme parks, there are also other activities such as shopping, hiking, fishing, horseback riding, and water sports. To learn more about Serenity, our reservation team at Sweet Home Vacation will be glad to help you plan your dream vacation.brbrSweet Home Vacation:brWe are a professional Vacation Home Rental Agency with over 10 years of experience in the Orlando, Florida area. Your safety and comfort is our top priority, and all of our homes are cleaned with enhanced safety and cleaning methods. No check-in is required as you may go directly to the home with the provided access code. If you have any questions, our reservation team at Sweet Home Vacation is available to help you 7 days a week. We can also help you locate car rentals and tickets for Orlando’s famous attractions. Whether this is your first time, or you are a returning guest, we will make sure you have an amazing trip.

Bed

Bath

Sleeps

$173.16

/ Nightly

Apartment

Family and Triathlete Friendly Downtown Suite 599

Clermont, Florida, United States

Discover the harmonious blend of comfort, luxury and convenience at our family-friendly Clermont suite, nestled in the vibrant heart of downtown. Every element in our well-appointed suite is crafted to create a relaxed, stress-free retreat with thoughtful amenities and cozy living spaces. Triathletes seeing both challenge and relaxation will find this place unique. Stake claim to ease with our property's proximity to local trails, swimming spots, and excellent cycling routes. Whether you're aiming for the winner's podium or the cheering squad; our suite will amp you for the big day. Strategically located, our property puts you at the center of action: a 5-minute walk to downtown Clermont with its charming weekly Farmers Market; a stone's throw away from the Waterfront Park; a quick 10-minutedrive to the National Training Center; within 35 minutes reach of Disney World 40 minutes to Orlando International Airport; an easy 13-minute journey to Montverde Academy, and just 40 minutes to The Villages. Explore and revel in the quaint charm of this lively town. Be one step away from the pulsating Main Street and immerse in its rich offerings. Our master bedroom boasts a comfy king bed, while the guest bedroom features a plush queen bed. We also provide a queen-sized sleeper sofa in the living room for extra guests. Relish strolls to downtown Clermont's shops and restaurants; delight in the freshness of local produce at the Sunday Farmers Market; indulge in the gastronomic surpluses of Food Trucks every first Saturday of the month, and don't miss the newly opened Salt Shack on the water. Young at heart guests will enjoy Game On Clermont's arcade games and full liquor bar. We offer two private parking spaces for guests' convenience. Bed linens are provided as a staple. For those travelling with pets, we welcome up to 2 pets for a fee of $50 per reservation. Early bird Avail of our early check-in service for a minimal fee of $30, subject to availability. Guaranteed only the day prior to your stay, the earliest check-in is at 2 PM. br No smoking inside the property. No Drugs and no parties/events. If smoking is found inside the property, the host can request $200-$500 to restore the property.brbrGuest must provide Quiet Enjoyment to neighbors. Guest must follow Quiet Hours Policy.brPlease follow Check Out Tips as this helps our cleaning crew to prepare the property in a timely manner for the next guests.

Bed

Bath

Sleeps

$186.95

/ Nightly

Apartment

Charming Family & Triathlete Downtown Suite 857

Clermont, Florida, United States

Exquisite Suite nestled in Clermont's Vibrant Downtown heart! Our welcoming haven appeals to couples, families, and even triathletes-in-training, offering not only an urban buzz but also a cozy retreat. A sparkling clean, well-furnished suite is ready to make your vacation or business trip a calming experience. Ath this location complements your training perfectly. Enjoy athletes are sure to enjoy the neighborhood rich with picturesque running trails, cycle-friendly lanes, and close-to-nature swimming spots. Whether you're a beginner or a pro, this location complements your training perfectly. Enjoy uncompromised convenience with key local spots just a few minutes' drive away- Downtown with its lively Farmers Market on Sundays, Waterfront Park, the prestigious National Training Center, and Montverde Academy. For thrill-seekers the enchanting Disney World is merely 35 minutes away, and we're just 40 minutes from Orlando International Airport and The Villages. Relax in our beautifully refurbished property, located a stone's throw away from Montrose Street. The Master Bedroom boasts a spacious king-sized bed while the guest bedroom features a comfortable Queen bed. Also, have a sound sleep on the Queen-sized sleeper sofa in the living room. walk to downtown Clermont with eclectic mix of shops and tasty restaurants. Check out the Farmers Market running from 10-2 every Sunday, and the popular Food Trucks the first Friday of each month from 3:00-7:00pm. for game lover, 'Game On Clermont' brings an exciting experience with arcade games and a fully stocked bar. After all the fun, Salt Shack on the water offers a total culinary treat. Complimentary Bed Linens ensure absolute comfort. brbr**We have a long-term tenant in the back unit (859). Please, park your vehicles in the (2) provided parking spots on the right side of the unit (857). Parking in the tenant's spot could result in a parking ticket. Additional street parking available behind the unit for any extra vehicles/trailers.brbrFor an early check-in, we provide it on request for a nominal fee of $30, but i8t can only be guaranteed one day prior to your stay. The earliest we provide is 2 PM.brbrNo smoking inside the property. No Drugs and no parties/events. If smoking is found inside the property, the host can request $200-$500 to restore the property.brWe are pet friendly and allow up to 2 pets.brGuest must provide Quiet Enjoyment to neighbors. Guest must follow Quiet Hours Policy.brPlease follow Check Out Tips as this helps our cleaning crew to prepare the property in a timely manner for the next guests.

Bed

Bath

Sleeps

$200.33

/ Nightly

Private Vacation Home

Beautiful home with private pool and space for the whole family

Clermont, Florida, United States

Welcome to your perfect getaway in Clermont, FL! This charming townhouse offers a delightful blend of comfort and convenience, making it an ideal retreat for families and friends alike. With a spacious layout spread across multiple levels, you'll find everything you need for a relaxing stay, including a fully equipped kitchen featuring modern appliances such as a fridge, stove, oven, and dishwasher. Enjoy your meals in the cozy dining area or step outside to the inviting patio, complete with comfortable furniture and a gas grill for those sunny Florida barbecues.brbrTake a dip in the outdoor pool or unwind on the lanai while soaking up the beautiful surroundings. The townhouse is thoughtfully designed with family-friendly amenities, including a Pack-N-Play for the little ones and plenty of linens and towels provided for your convenience. Stay connected with high-speed internet and enjoy entertainment options like Netflix and HBO streaming on the TV.brbrLocated just a short distance from downtown Clermont, you'll have easy access to a variety of attractions, including theme parks, wineries, and outdoor activities like kayaking and fishing. Whether you're looking to explore the local wildlife or simply relax by the pool, this townhouse is the perfect home base for your Florida adventure. Book your stay today and experience the best of Clermont!

Bed

Bath

Sleeps

$242.23

/ Nightly

Private Vacation Home

Spacious Retreat with Private Pool, Enclosed Yard, WiFi & Game Room

Clermont, Florida, United States

Enjoy the perfect Florida escape in this single-level home, just minutes from Disney, Universal, shopping, and dining. Relax in your private heated pool, unwind on the sunny patio, or enjoy endless fun in the game room with pool table, air hockey, and more. Inside, you'll a cozy living area, and a fully equipped kitchen with everything you need for easy meals.brStep-free access makes it ideal for families and multi-generational stays.brbr· Community: Four Corners Area, Clermont. Located close to all of the star attractions, to Disney World, shopping malls, and fantastic restaurants.br· 15 to 20-minute ride from Disney World. (Travel times may vary due to traffic)br· Location: Clear Creek Cir, Clermont, FL, 34714,br· Parking: There is 2 vehicles in Driveway.brbrImportant information for your arrival:brbr• Self-check-inbro Check-in: 4:00pmbro Check-out: 10:00ambrAccess code to the digital lock will be provided prior to arrival. Please note that Casago Orlando does not operate a 24-hour check-in desk.brbrPerks at this home include:brCentral A/C and WIFIbrFully equipped, eat-in kitchen. Cookware and utensils are also provided for your convenience.brIron, washer & dryerbrComfortable appointed beds.brPrivate pool (Heating for an additional cost of $35 USD per day.brPet-friendly! A $150 non-refundable fee applies only if you bring pets. brbrWe provide a small starter kit, which includes:br1 roll of toilet paper per bathroombr1 hand soap per bathroombr1 shampoo and 1 conditioner per bathroombr1 sponge in the kitchenbr1 dishwasher soap in the kitchenbr1 paper towel in the kitchenbr1 laundry detergentbr1 garbage bagbrbrGuests are welcome to bring along any extra supplies they may need, as our starter kit includes only the essentials to get you settled in.brbrLinens and towels are provided for your convenience. However, guests are responsible for washing them during their stay, and there is a washer and dryer available in the unit. Please also note that washcloths are not included, as they are considered personal items.brbrRules and guidelines:brbrPOOL: We clean the pool weekly, with or without guests. If you would like to be notified in advance, please let us know so there is no inconvenience. Please do not manipulate any of the pool equipment, if you need assistance, we will be more than happy to send a specialist.brPARTY/EVENTS - No parties or loud activities allowed. If guests are found to have had a party without host permission which results in extra cleaning, guests will be responsible for extra cleaning charges, and in the unfortunate event of the disruptions alerting neighbors, our community patrols will contact the authorities and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brSMOKING AND DRUGS – Smoking inside the property is prohibited. If guests are suspected of carrying and/or using illegal drugs of any kind inside the property or around the community, the authorities will be engaged, and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY.brDISTURBANCES: Guests shall behave in a civilized manner and shall be good neighbors, noise or disturbances that interfere with the quiet enjoyment of their property should not be made. Outdoor noise or noise being carried outside from inside the home should be kept to a minimum regardless of the hour and in compliance with the local Noise Ordinance. Please feel free to call the authorities if there is any noise from outside that violates local laws.

Bed

Bath

Sleeps

$148.93

/ Nightly

Villa

Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees

Clermont, Florida, United States

*High-End Luxury Tiny Home with Cinema & Outdoor OasisExperience brThe Bridgehampton by Tiny Hamptons LLC. This professionally built luxury tiny home combines master-grade craftsmanship with high-end finishes. Located in beautiful Clermont, Florida, it is the perfect retreat for couples, small families, or anyone looking to test-drive premium tiny living.brbr*The Location Clermont Chain of Lakes: Just minutes away for boating, kayaking, and fishing. brDowntown Clermont: Close to local breweries, waterfront dining, and historic trails. brTheme Parks: Easy drive to Orlando attractions and Walt Disney World.brbr*Flexible Sleeping Arrangements (Sleeps 4)brMain Floor Suite: Ground-floor Queen bed (no ladders or stairs required).brTwin Lofts: Two separate, private loft spaces, each with a cozy Twin bed.brbr*Chef’s KitchenFull-Sized Appliances: Residential refrigerator, gas stove, and microwave.brPremium Finishes: Custom cabinetry and stunning quartz countertops.brFully Stocked: Deep stainless steel sink with all the cookware you need.brbr*Cinema & Living Spacebr100-Inch Theater: Built-in projector screen for ultimate movie nights.brSpacious Vibe: High ceilings and large windows create an open, airy feel.brClimate Controlled: Professional-grade HVAC keeps you perfectly cool.brbr*Outdoor Living & PetsbrPets Stay FREE: Proudly pet-friendly with absolutely NO extra pet fees.brPrivate Gazebo: Covered lounge area for morning coffee or sunset drinks.brBBQ Grill: Perfect for outdoor cooking under the Central Florida stars.brbr*The Builder AdvantagebrBuilt by professional luxury tiny home builders. This engineered space features high-R-value insulation for a whisper-quiet interior and moisture-resistant premium materials.

Bed

Bath

Sleeps

$210.9

/ Nightly

Private Vacation Home

Family-friendly spacious 4bedroom house in Clermont with WiFi, AC & private pool

Clermont, Florida, United States

Your home away from home in Clermont with 4 bedrooms family-friendly. This terrific house offers a serene atmosphere, perfect for unwinding after a day of exploring. The bedrooms feature a king, queen, and twin bed, ensuring a peaceful night's sleep for all guests. With 3 bathrooms, including a jetted bathtub, relaxation is just a soak away. Our place will help you feel at home while you're traveling in Clermont.

Bed

Bath

Sleeps

$72.48

/ Nightly

Private Vacation Home

Private Spacious Room in Home, with Pool-The Oasis Room

Clermont, Florida, United States

Welcome to our cozy accommodations! We're so excited to have you stay with us. Our goal is to make you feel right at home, and we're here to help you have the best possible experience. From our comfy beds and current amenities to our convenient location, we have everything you need for a great stay.brbrThis room is unique with its carefully chosen decor, evoking nature and relaxation. It's a comfortable, welcoming space for everyone to unwind and recharge after a long day of adventures.brbrTHE SPACE: brbrWelcome to The Oasis Room! You'll love the spacious and inviting atmosphere, and we've ensured it's well-maintained and equipped with everything you need for a great stay. We take pride in keeping the room clean and tidy, and you can count on comfortable beds, fresh linens, and soft pillows. The decor is tasteful and functional, so you can relax and enjoy the cozy vibe. Our gated community ensures a peaceful and quiet environment so you can unwind and recharge. We can't wait to host you and make your stay as enjoyable as possible!brbrWHAT TO EXPECT:brbrYou'll find a queen-size bed in the room. It is perfect for two people, so if you're traveling with someone, you can share the bed and enjoy some extra snuggles. How cozy does that sound brbrThere's also plenty of closet space and drawers for your belongings, and a handy room mirror.brbrTop it all off, we've added some extra touches to make your stay even more enjoyable, such as a microwave, coffee maker, hair dryer, iron, mini fridge, and even a lava lamp to create a cozy atmosphere.brbrThe private bathroom has a shower and sink area, and for your peace of mind, the room has a private entrance with inside locks.brbrGUEST ASSESS: brbrAs our guest, you'll have access to the entire room, as mentioned above, including a private bathroom.brbrAdditionally, you'll have free parking on the house property (on the left side of the driveway) or street parking if you prefer.brbrDon't forget about the pool area! You're welcome to relax on one of our lounge chairs, catch up on your favorite show on the TV, or hang out on the outdoor furniture set up. If you're feeling a little chilly, we've got a hot tub right next to the pool! Please note that if you want to use the hot tub during your stay, there will be an additional cost of $50.brbrAnd that's not all! Feel free to explore the neighborhood and take in all the sights at your own pace. Some additional amenities included in our community are a beautiful Outdoor Pool, Recreation Area, Tennis Court, and Tot Lot for children to play.brbrWe've got everything you need for a fun and relaxing stay.brbrDURING YOUR STAY: brbrWe want to make sure that your stay with us is as comfortable and enjoyable as possible. So, if you need any assistance or have any questions during your stay, don't hesitate to contact us. We are pretty available.brbrTo make communication easier, we can keep in touch with you through your preferred method of contact, whether via messaging or in person when you arrive.brbrRest assured that we're here to assist you in any way possible and we'll do our best to make sure that your stay with us is a memorable one!brbrPlease note that the pool might be shared with me (the host) occasionally on a very hot day.brbrbrOTHER THINGS TO NOTE:brbrHey there! Just wanted to let you know that we're only 30 to 40 minutes away from the parks, depending on the traffic.brbrAnd the best part We're located near plenty of shopping plazas and centers! In case of an emergency, there's a hospital just 8 minutes away from us.brbrBut let's focus on the fun stuff - we're also close to a stunning lake where you can take a peaceful stroll, ride a bike, or just soak up the beautiful scenery.brbrAnd if you're feeling adventurous, there's a natural spring in the area waiting to be explored, along with plenty of other exciting activities to try out. We can't wait to have you here!

1

Bed

1

Bath

2

Sleeps

$209.09

/ Nightly

Villa

Near Disney World - Private pool overlooking lawn - Games Room, 4 bedrooms

Clermont, Florida, United States

Situated on a quiet Mediterranean styled gated community, less than 15 minutes from Disney World Theme Parks and attractions, with easy access to the fabulous beaches on the East and West coast and many fantastic golf courses. 4 Bedrooms, 3 bathrooms, games room, air conditioning throughout, private pool, the villa has a lovely view over a lawn retention area giving a good degree of privacy and receiving sun until dusk making it a great place to watch sunsets.br The villa is in a peaceful area 6 miles west of Walt Disney World . On site facilities include a fabulous clubhouse with a reception, gym, play room, and a large communal heated pool and spa, all this is available for your use at no extra cost. Close to a Walmart, Starbucks and restaurants.

Bed

Bath

Sleeps

$165.83

/ Nightly

Villa

Peaceful Orange Tree Retreat - 12 guests

Clermont, Florida, United States

!!! Contact us for our monthly rental rates!!! This Floridian vacation home is located within the Orange Tree subdivision, only 14-25 minutes away from Walt Disney World, this is the perfect location for your visit to Orlando. This home is extremely spacious, with an open plan living room, formal dining room, and fully equipped kitchen, complete with breakfast nook. This home features one master bedroom with an en-suite bathroom located to the front of the home, a twin bedroom, and a queen bedroom both sharing a house bathroom to the right of the home. At the rear of the home are two queen rooms and another twin with a cabana bathroom, which opens onto the pool deck for the guest’s convenience. There is a fully equipped games room complete with a pool table and air hockey table, foosball, dartboard, and table tennis. Completing this wonderful property is a private glistening pool with a bubbling spa and a lanai to escape from the hot Florida sun, making this the perfect spot to relax and unwind after a hectic day at the local attractions.brbrFor guests’ convenience, there is WIFI available.brbrCentrally located in the state we are able to boast both the attractions of city life and the quiet comfort ofbrnature. Theme parks are not all Florida is known for. Most of the year Florida boasts warm weather to help you enjoy your time outdoors. Though our sunny weather does cool down during the winter we are generally still able to enjoy outdoor activities. Most of the year the sun continues to shine and even though we will get a chill here and there it rarely interferes with our fun.brbrOther things to note:brNo local Charges/Resort Fee ApplybrbrNo-Party Policy: It is our strict policy to forbid any parties/raves at the property. Since this is a residential area, high noise levels are restricted from 10 pm-7 am. We would appreciate it if you respect the house and environment in which you choose to stay in.brbrNo Smoking Policy: Please be aware that any form of smoking may activate the house smoke alarm and any tampering with our fire detector will incur a fine.brbrShould we believe that the guests have been smoking/vaping in bedrooms, balconies, patio, or any part of the house, a smoking fine will be charged for deep cleaning.brbrNo Pet Policy: Although we love animals, we do have a strict NO PET POLICY to maintain the cleanliness of the house. You are subject to be charged an extra fee for non-compliance.brbrIMPORTANT TO KNOW:br** Pool and SPA heating is NOT included in the rental unless specified in your rate. Please contact us to get a quote. You can still use the pool without heating, of course. ** Only the guests who have been registered are allowed to stay in the property. *** Pool heaters are set to 86 prior to your arrival. The reached temperature will depend on the weather. Pool heaters run 12 hours during the day. No refund or compensation will be given if the pool heater does not work unless the guests paid for the heating of the pool and it is proven that there was a technical issue that created an inconvenience. The refund or compensation will never exceed the amount paid by the guest for the heating of the pool.br** This property is self-catering. A small starter kit is provided for your arrival, including 3 dishwasher tablets, 2 trash bags, 1 new sponge, 1 kitchen paper towel, 1 starter soap per bathroom, and 1 roll of toilet paper per toilet. Guests are responsible for purchasing additional supplies as needed during their stay.brbrWhat to Expect Before Check-inbrbrJust like when you check in at a hotel, Florida law (Florida Statutes, Chapter 509.101(2)) requires a quick guest registration before your stay. We’ve made this process fully digital so it’s simple and secure, while also protecting both you and us from the scams that unfortunately occur in the Orlando area.brbrHere’s how it works:brbrAfter booking, you’ll receive a short online form to complete.brbrYou’ll be asked to upload a photo of your ID and a selfie holding the ID to confirm your reservation.brbrFor added security, we’ll also request a photo of the card used for the booking and a selfie holding the card—similar to how hotels verify your ID and credit card at check-in.brbrOnce everything is verified, we’ll provide your digital door code so you can go straight to your vacation home.brbrPlease note: at least one guest must be 21 years or older and present during the stay.brbrImportant: If registration is not fully completed as described above, guests will not be granted access to the property and no refund will be issued. In such cases, the reservation is considered a no-show.brbrImportant House RulesbrbrNo smoking and no pets are permitted inside any of our properties.brbrHomes are for vacation use only and may not be used as a permanent residence.brbrMaintenance or pest control visits may be scheduled during your stay; our team reserves the right to access the property if needed.brbrSecurity Depositbrbr$500 for stays up to 28 nights.br$1,000 for stays of 29 nights or more.brbrThe security deposit is charged to your credit card and refunded after check-out once our cleaning and inspection team confirms there are no issues. Please allow 7–14 days for the refund to appear, depending on your bank or credit card provider.brbrPool Heating (Optional)brbrAvailable upon request for $35 + tax per day (7-day minimum).brFor same-week requests, a $50 service activation fee applies.brbrHeating runs daily from 8 AM to 8 PM, with temperatures subject to weather conditions.brbrCancellation PolicybrbrBy booking this property, you agree to the cancellation policy listed on the booking site.brbrA 5% processing fee applies to all cancellations (deducted from the amount already paid).brbrPlease note: Failure to complete the registration process (as outlined in the check-in requirements) will result in denial of access to the property and no refund will be issued. This will be considered a no-show.brbrWe highly recommend travel insurance for added peace of mind.

6

Bed

3

Bath

12

Sleeps

$352.89

/ Nightly

Villa

5BR Windsor Cay Pool Home with Game Loft

Clermont, Florida, United States

Welcome to Blue Paradise, a BRAND‑NEW 5‑bedroom / 4.5‑bath vacation home in Windsor Cay Resort, sleeping up to 12 guests. This home blends a private screened pool, fun game loft / Mario play zone, and themed kids’ bedrooms with a fully equipped kitchen, open living, fast Wi‑Fi, and resort parking. Enjoy free access to the clubhouse with lazy river, water slides, splash pad, fitness center & tiki bar.brbrWelcome to Blue Paradise — your HoliStays home at Windsor Cay ResortbrbrManaged by our local vacation home experts, this BRAND‑NEW 5‑bedroom / 4.5‑bath home sleeps up to 12 guests and offers comfort, space, and entertainment. Located inside the Windsor Cay Resort with free access to the water park and clubhouse.brbrThis home blends space and fun with a private screened pool, game loft with Mario play area, themed bedrooms, fully equipped kitchen, and open living — perfect for families or larger groups.brbr- Bedrooms & Layoutbrbr• Primary Suite: King bed, smart TV, ensuite bathbrbr• King Room 2: King bed, smart TVbrbr• Queen Room: Queen bed, smart TVbrbr• Themed Kids Room #1: Disney themebrbr• Themed Kids Room #2: Mario themebrbr• High‑quality linens provided; pack ’n play and high chair available on request.brbr- Private Pool & Outdoor Livingbrbr• Step out to the screened lanai with a private pool, loungers, dining table, and exterior half bath — a guest favorite. Pool heat available (fee applies; request 48 h in advance). BBQ grill rental available.brbr- Game Loft & Themed Funbrbr• Upstairs, enjoy a bright game loft with arcade/console fun and the themed Mario play zone kids love. Throughout the home, themed bedrooms deliver the “wow” factor guests rave about.brbr- Kitchen & Open Concept Livingbrbr• Chef‑ready kitchen with stainless appliances, Keurig + drip coffee, air fryer, blender, cookware/utensils, and breakfast bar. The open living/dining area features comfortable seating and a large smart TV — exactly as pictured and frequently praised for cleanliness.brbr- Windsor Cay Resort Amenities (Included)brbr• Lazy river, water slides & splash padbrbr• Large resort pool and tiki barbrbr• Fitness center & mini golfbrbr• Some amenities may have seasonal hours — check with clubhouse on arrival.brbr- Tech & Essentialsbrbr• Gig‑speed Wi‑Fi, smart lock self check‑in, central A/C, washer/dryer, resort parking (guarded). Starter kit for day 1 (paper goods, small soaps/shampoo, dish pod, sponge, trash bags). Self‑catering — plan grocery stops accordingly.brbr- Distancesbrbr• Walt Disney World: ~10 milesbrbr• Universal Orlando: ~20 milesbrbr• Target / Walmart / dining: 5–10 minbrbr• MCO Airport: ~35 minbrbr-Good to Knowbrbr• Pool/beach towels & washcloths are not provided — bring your own.brbr• Pool heat: US $40/night (entire stay), request 48 h prior.brbr• BBQ grill: US $100/week; propane refill guest responsibility.brbr• Early check‑in / late check‑out available when housekeeping permits (fees apply).brbr• Primary renter must be 25+. No parties, no smoking/vaping indoors. Quiet hours enforced (10 pm–8 am).brbr• Resort/HOA may restrict commercial vehicles, RVs, trailers, and motorcycles — confirm before arrival.brbrEvery HoliStays home is inspected before each arrival to guarantee the quality and comfort you deserve. From first message to your final day, our team is available to help with anything you need — from park tips to dining recommendations. Book with confidence and let us take care of the rest.brbrGuests have full access to the home and all Windsor Cay Resort amenities, including lazy river, water slides, splash pad, large pool, fitness center, mini golf, and tiki bar.brbrOur team is available 24/7 via messaging and phone to assist with anything you need — from local recommendations to concierge support.brbrLocated within Windsor Cay Resort, a secure community with a full water park and clubhouse, just minutes from shops, supermarkets, and dining. Disney and Universal are a short drive away.brbrThe home is near major roads and highways, making it easy to reach Disney, Universal, outlets, and all of Orlando. Free resort parking provided.

Bed

Bath

Sleeps

$231.51

/ Nightly

Villa

4 bedroom Florida hideaway with private pool

Clermont, Florida, United States

Beautiful 4-Bedroom Retreat with Pool, Spa & Game Lounge—a spacious and stylish 4-bedroom, 3-bathroom rental home designed for comfort, fun, and relaxation. Perfect for families, friend groups, or anyone looking to enjoy the best of Central Florida, this property offers a blend of resort-style amenities and inviting living spaces.brbrA Home Designed for Comfort. With four beautifully appointed bedrooms and three full bathrooms, this home provides plenty of room for everyone to unwind. Whether you’re gathering in the living room after a day of adventure or enjoying a quiet morning coffee, every space is crafted to feel warm, clean, and comfortable.brbrPrivate Pool & Spa Oasis. Step outside to your own private pool and spa—an ideal place to soak up the Florida sunshine or relax under the evening sky. The outdoor area offers ample seating and space to enjoy meals, lounging, or swimming at your leisure.brbrGame Room + Dedicated Entertainment Area. Inside, the fun continues with a fully equipped game room, perfect for friendly competitions and rainy-day entertainment. This home also includes a designed activity area featuring a poker table and additional recreational space, giving guests even more ways to enjoy their stay.brbrWhether you're seeking relaxation, play, or a place to come together, this home brings it all together in one inviting retreat.

4

Bed

3

Bath

10

Sleeps

$413.52

/ Nightly

Private Vacation Home

Brand-New Charming Pool Home in Exclusive Resort

Clermont, Florida, United States

Welcome to a charming 5-bedroom home inside an exclusive resort community. This home is designed for groups who want the best of both worlds: your own private pool plus full access to resort-style amenities, including a spacious pool, lazy river, water slides, fitness center, mini golf, sports courts, and family entertainment areas. All just a short drive from Orlando’s top attractions.brbrStep into a well-designed layout for spending memorable times with family and friends: movie nights, shared meals, and restful eveings after a day at the parks. The living area opens into the dining space and a fully equipped, chef-ready kitchen, stocked with essential starter supplies to get you settled.brbrStep outside to your private screened-in pool patio: perfect for morning coffee, sunny afternoons, and relaxing evening swims.brbrLocationbrbrSituated inside a private resort community, this home offers a privileged location just a short drive from Orlando’s most popular attractions. Walt Disney World is about 5 miles away, while Universal Studios (14 miles) and SeaWorld (10 miles) are both within easy reach. You’ll also find grocery stores, dining, and everyday essentials just minutes from the resort.brbrCleanliness & ServicesbrbrYour comfort is our priority. The home is professionally cleaned and fully inspected before each arrival. Daily housekeeping is not included; however, mid-stay cleaning services can be arranged in advance for an additional fee.brbrWindsor Cay Resort AmenitiesbrbrAs our guest, you’ll enjoy full access to the resort’s exceptional amenities, thoughtfully designed for both relaxation and family fun:br- Resort clubhousebr- Resort-style poolbr- Lazy riverbr- Dual water slidesbr- Splash pad & kids’ water play areabr- Fitness centerbr- Arcade and game areasbr- Mini golf and sports courtsbr- Clubhouse Bar & grill (operated by resort)br- Family-Friendly ExtrasbrbrTraveling with little ones brbrA Pack ’n Play is available at the house.brbrHelpful Starter SuppliesbrbrTo make your arrival easy, we provide a starter supply kit (sufficient for the beginning of your stay; guests replenish as needed), including:brbr- Toilet paper, paper towels, and trash bagsbr- Basic soap, shampoo and conditionerbr- Dish soap, sponge, and a few dishwasher podsbr- Small laundry detergent starterbrbrImportant Notesbr- Check-in: 4:00 PMbr- Check-out: 10:00 AMbr- This is a self-catering homebr- No parties & no smoking (fees apply if violated)brbrBook the Perfect Getaway Today!brbrComfort, convenience, and resort-style fun come together in one exceptional home. Your Orlando getaway starts here—we look forward to hosting you!brbrOptional Services (Subject to Availiability and Incur Extra Fees)br- Early check-inbr- Late check-outbr- Pool heat br- Patio BBQ grill rentalbr- Pet fee

5

Bath

10

Sleeps

Exceptional(17)

$121.26

/ Nightly

Private Vacation Home

Cozy modern cottage

Clermont, Florida, United States

Nestled in Clermont, this delightful townhome features 2 cozy bedrooms with queen beds, a well-equipped bathroom with a hair dryer, toiletries and towels. All the essential amenities like WiFi, heating, and a washing machine/dryer. Our place will help you feel at home while you're traveling in Clermont. Fully fenced backyard.

Bed

Bath

Sleeps

$185.0

/ Nightly

Villa

Ibis Villa Fabulous 4 bed villa with south facing private pool and spa

Clermont, Florida, United States

Welcome to our Villa!brSet in the beautiful community of Orange Tree in Clermont. A lovely peaceful setting just minutes away from the local shops, restaurants and Theme Parks.brFeatures:br 4 Bedrooms each with TV br 3 Full bathroomsbr 2 Living Areas - both with large Flat screen Smart HD-TV br 2 Dining areas br Well equipped kitchenbr Large South-west facing pool and Spa with removable child safety fencebr Under cover 6 Seater outside table and chairsbr Enormous Lanai with sun loungers to enjoy the day protected from the Florida sun. br Games room with Pool Table, Arcade Machine, Foosball, Air Hockey and an Xbox360 with gamesbrbr** Free Wireless High Speed Internet **

4

Bed

3

Bath

8

Sleeps

Vacation Home Rentals By Owner In Clermont, FL

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$165.83

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$231.51

$413.52

$121.26

$185.0

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