Home Vacation Rentals By Owner In The Villages, FL

Showing 220 Of 810 Vacation Rentals
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Exceptional(3)

$163.43

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Villa

Charming Villa with Golf Cart: Steps from Spanish Springs & Shopping!

The Villages, Florida, United States

Welcome to your spacious villa, Ideally located just a five-minute stroll from Spanish Springs Town Square, this beautiful villa offers the perfect blend of comfort and convenience. Enjoy quick access to nearby hospitals, shopping malls, and a variety of dining and entertainment options. Explore the area effortlessly with your included 2025 electric golf cart with blue tooth microphone, making every trip enjoyable and easy,brbrwhere you can indulge in dining, experience live music, or relax with a glass of wine on the outdoor patio. This charming vacation rental offers two bedrooms, two bathrooms, and an office equipped with a sleeper sofa and desk, making it a perfect retreat for professionals, families, friends, or anyone in search of a tranquil escape.brbr23 min Paradise Regional Pool & Recreation Centerbr15 min La Hacienda Pool & Recreation Centerbr5 min to 441 US-27, where you will find grocery stores, restaurants and a multitude of shopping options.br11 min to Lake Sumter Landingbr6 min El Diablo Executive Golf Course, Enrique Dr, br9 min Glenview Country Club, 3194 Glenview Rd, The Villagesbr7 min El Santiago Recreation Center. You will find Tennis and Pickleball courts, as well as a pool and other activities.br7 min Scarlett O'Hara Theater at Savannah Regional Recreation Center, 1575 Buena Vista Blvd, The VillagesbrbrEnter a bright and inviting living room filled with natural light, ideal for relaxation. The kitchen is equipped with contemporary appliances, a coffee maker, a toaster, and wine glasses. It inspires culinary exploration and includes a delightful nook by the window for enjoying leisurely meals.brbrExplore the bedrooms. The master bedroom features a king-size bed, a dresser, a 50-inch television, and an en-suite bathroom equipped with dual sinks. Opens naturally to the living room area with a double door. It also includes a generous walk-in closet, a walk-in shower, and a smaller closet for personal items. The tranquil guest bedroom offers a comfortable queen bed, a dresser, and a large closet with hangers. The second bathroom is conveniently located just across from the guest bedroom.brbrThe office features a spacious desk and leather chairs for your comfort, seamlessly connecting to the living room. This area can also serve as an additional sleeping space, as the sofa converts into a queen bed easily.brbrThe two-car garage, equipped with a washer and dryer, leads directly to a back peaceful patio featuring a table and chairs, along with a gas barbecue for your enjoyment.brbrOur goal is to ensure that your visit to our lovely house is an exciting and unforgettable one.
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Exceptional(20)

$130.18

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Private Vacation Home

GREAT LOCATION!! 2 Bdrm 2 Ba Villa w/GOLF CART, FREE WIFI & BBQ

The Villages, Florida, United States

Please note Winter arrivals are as follows:brbrJanuary must be rented prior to the open availability of February & March or January included in your reservation dates.brJanuary 2 - 30brFebruary 1 - 28brMarch 2 - 30brbrYou'll feel welcomed and relaxed as soon you open the front door. This home is beautifully decorated and has a bright open floor plan. The kitchen is complete with everything you'll need to prepare and serve meals. The living room offers plenty of comfortable seating if your entertaining friends and family or just enjoying your favorite television shows on the large TV. The master bedroom has a comfortable king size bed, large walk in closet, and a private master bath with walk in shower. The guest bedroom has a comfortable queen size bed, and large closet with private bath. for your guests to feel at home. Guest bathroom has a tub/shower combo. Both bathrooms are set up with extra towels and linens. I'm sure you'll spend time relaxing in the screened lanai as it is set up with a table and chairs which makes it the perfect spot to enjoy morning coffee and planning your days activities. It's also a great place to sit with your new friends over a cold drink or grilling out on the side patio before heading off to the free nightly entertainment at one of the Village Squares.  brbrThis beautifully decorated home comes complete with ELECTRIC GOLF CART, GAS BBQ, and WiFi. With the village resident id card you can use any of the executive golf courses with no greens fees. And these executive golf courses are not your typical 'pitch & putts'. They present some challenging par 3s and the occasional par 4, with three sets of tee boxes to accommodate golfers of different skill levels. You pay resident rates on greens fees at the championship courses. You're also entitled to use any of the family friendly and adult only (30 or older) swimming pools, organized activity swimming pools, bocce ball, shuffleboard courts, horseshoe pits, billiards tables, tennis & pickle ball courts, basketball courts, sand volley ball and over 1000 organized activities every week through the recreational centers.brbrThis home is made for fun! Just bring your suitcase and we'll provide the 'key' for enjoying the villages lifestyle.brbrRates are based on double occupancy, additional guest rates will apply.brRates shown do not include taxes and additional fees.brCredit card processing fees will be assessed.
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Bath 2

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Sleep 4

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Exceptional(25)

$188.07

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Private Vacation Home

NEW AREA OF THE VILLAGES GOLF CART KING BED NICE AND COMFY HOME BOOK NOW

The Villages, Florida, United States

Unit Code: 5049brbrDon't miss renting this home Plenty of room for entertaining and having family visit. King bed in the master, queen and twin beds, so plenty of room. Open floor plan with inside laundry. Eat in kitchen that is open to the living and dining area. Flat screen in master, living area and guest bedroom. You will just love this home. Nice screened lanai on the back of the house for outdoor entertainment. Close to pools and golf. Great new area.brUnit code: 5049brbr~Rates are based on 2 occupants, additional guest rates will applybrbr~TV’s are Streaming Onlybrbr~NO SMOKINGbr~NO PARTIES OR EVENTSbr~NO PETS ALLOWED br~GRILLS ARE NOT AVAILABLE TO BE USED BY GUESTS br~NO ILLEGAL ACTIVITIESbr~NO BOATS, MOTOR HOMES, TRAILERS, OR COMMERCIAL VEHICLES SHALL BE PERMITTED ON THE PREMISES.brbrMINOR CHILDREN ARE ALLOWED ON RESERVATION, UP TO 30 DAYSbrbr~MUST BE 25 OR OLDER TO BOOKbrbrNO MAILBOX ACCESS PROVIDED, GUESTS WILL BE RESPONSIBLE FOR RENTING A MAILBOX OR POST OFFICE BOXbrbrNOTE: THE GOLF CART IS PROVIDED AS A COURTESY FROM THE OWNER. IF FOR ANY REASON THE CART DOES NOT FUNCTION PROPERLY YOU WILL NOT BE GIVEN A REPLACEMENT CART. YOU WILL BE RESPONSIBLE FOR RENTING YOUR OWN CART. IF YOU WOULD LIKE TO RENT A CART INSTEAD OF USING THE OWNERS CART YOU WILL NEED TO GOOGLE GOLF CART RENTALS IN THE VILLAGES.brbr***Village ID's are not required for renters to occupy a home, however, if you would like to enjoy any of the amenities that all renters and owners are entitled to, you will need to have a Villages Identification Card. Your Villages ID will cost $50 (which will entitle you to 2 ID's). You must check mark the appropriate box on the Vacation Rental Agreement. We will complete the application for your ID's so The Villages can process your ID's, so they will be ready upon your arrival. You will know that your ID's are ready and where to go to pick them up on day of arrival when you receive an email from us approximately a week prior to arrival.***
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Bath 2

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Sleep 6

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Exceptional(51)

$125.73

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Private Vacation Home

The Villages-DeSoto, 3/2 Home Cul-de-Sac, Pet-Friendly with Golf Cart Option

The Villages, Florida, United States

This is a newer FULLY FURNISHED, 3/2 home on a Cul-de-sac. There is a spacious comfy living room with lots of seating as well as TV/DVD Player(cable/wifi). brbrThe kitchen is features a dining area, as well as counter-top seating. It has a gas range/oven, toaster oven, microwave, Keurig. brbrThe house has 3 bedrooms; a King in the Master, a Queen bedroom, and 2 Twin beds in 3rd Bedroom. All bedrooms have ceiling fans. brbrThe total number of overnight guests, including children and infants, should match the reservation total with the max of 6 quest. Any additional guest over 4 will count as will be $30 per person, per night. brbrThis home features 2 Bathrooms - Master is walk in shower, Second Bath had tub/shower combo. brbrEnclosed Screened Lanai with enough room for seating area and eating area. Also, has an outdoor grill. Great for cooking steaks, hot dogs, burgers and more. Cool down outside with the breeze and ceiling fan. There is a 2-car attached garage. brbrIt is a short walk to community heated pool, large Rec center, dog park, archery range, park with walking trails, 5 Executive golf courses, Putt & Play, etc. As well as access to all Golfing, Rec Centers, Amenities, and Clubs throughout the Villages. Close to Brownwood Square and Shopping. brbrPet Friendly! brbrGolf Cart Option is an add-on brGolf Cart 2 Seater ($35 day, $175 Week, $560 Month)br 4 Seater ($55 day, $275 Week, $880 Month)
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Bath 2

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$175.42

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Private Vacation Home

3/2 Designer in the Village of Santo Domingo

The Villages, Florida, United States

Unit Code 2147 brWelcome to this charming 3-bedroom, 2-bath Designer home perfectly situated in the sought-after Village of Santo Domingo. This inviting property features a warm nautical-themed living room and kitchen, creating a relaxed coastal feel the moment you walk in.brbrThe spacious master suite offers a comfortable king bed, while both guest bedrooms are furnished with cozy queen beds—ideal for visiting family or friends. An enclosed sitting room provides a quiet space to unwind, read, or enjoy your morning coffee.brbrStep out to the attached lanai with additional seating, perfect for entertaining or simply enjoying the Florida breeze.brbrThis home blends comfort, style, and convenience—your perfect getaway in The Villages.brbr~NO SMOKINGbr~NO PARTIES OR EVENTSbr~NO PETS ALLOWED br~NO ILLEGAL ACTIVITIESbr~NO BOATS, MOTOR HOMES, TRAILERS, OR COMMERCIAL VEHICLES SHALL BE PERMITTED ON THE PREMISES.brbrbr~MUST BE 25 OR OLDER TO BOOKbrbrCHILDREN ARE ALLOWED ON RESERVATIONSbrbrNO MAILBOX ACCESS PROVIDED, WILL NEED TO RENT A PO BOX IF MAIL IS NEEDED. GOOGLE PLACES CLOSE TO LOCATION TO GET PO BOX RENTAL INFORMATION. brbrNOTE: GOLF CART IS PROVIDED AS A COURTESY FROM THE OWNER IF FOR ANY REASON THE CART DOES NOT FUNCTION PROPERLY YOU WILL NOT BE GIVEN A REPLACEMENT CART. YOU WILL BE RESPONSIBLE FOR RENTING YOUR OWN CART.brbrbr***Village ID's are not required for renters to occupy a home, however, if you would like to enjoy any of the amenities that all renters and owners are entitled to, you will need to have a Villages Identification Card. Your Villages ID will cost $50 (which will entitle you to 2 ID's). We will process your ID's with The Villages so they will be ready upon your arrival, You will know that we have processed your ID's only when you have received an acknowledgement from this office***
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Exceptional(5)

$206.16

/ Nightly
Private Vacation Home

Sunshine - 3/2 w/ Golf Cart in The Village of Liberty Park

The Villages, Florida, United States

Welcome to this beautiful large designer house in the Village of Liberty Park! SUNSHINE has three large bedrooms, two baths, a great lanai with a grill, kitchen and dining room table. To top it all off, you can cruise around in the golf cart to ensure you are a True Villager! The location is super! It is between Sumter Landing and Brownwood, close to recreation centers, pools, golfing, pickleball, restaurants, shopping and live entertainment in the squares every day of the year. brbrOur goal is to provide you with all of the information you'll need during your stay at this wonderful home in The Villages. If you need any further assistance, we are available 24/7 by phone, email or text if you need anything or have any questions during your stay. We are a local management company and have local vendors to handle any issues that may arise. So, please do not hesitate to reach out if you need further assistance. brbrbrLiberty Park.brbrThe Villages is a 55+ community and therefore has age restrictions for long term guests. No person under nineteen (19) years of age may be a permanent resident of a Home, except that persons below the age of nineteen (19) years may be permitted to visit and temporarily reside for periods not exceeding thirty (30) days in total in any calendar year period. Additionally, neighbors are friends here and pay attention to each other's homes. Therefore, please do not be excessively loud past 9pm. brbrbrThere is a gate at the neighborhood entrance. Push the red button for access.brbrFront door code will be sent to you 2 days prior to your booking date.brbrGuests are permitted access to the entire home, excluding locked areas for owner belongings and supplies. The garage is not available for guest parking. You'll also have access to nearby activities, entertainment and sports, if you choose to purchase a Lifestyle ID and explore everything The Villages has to offer. brbrThe Villages is a GOLF CART COMMUNITY!! There are parallel roads for golf carts only. The Villages has an app where you can find directions to anywhere with the golf cart paths. It is truly a fun experience. The home you are staying in DOES offer use of a golf cart. There are local vendors available to rent (with delivery) golf carts, if desired. Come live like a Villager and try it out for yourself! brbrPOLICIES:brGuest Policy: Base rate includes 2x guests in the primary bedroom + 1x guest in each additional bedroom. Number of guests beyond that will incur a fee. (E.g., 2-Bedrooms = 3 guests included; max 4x guests.)brbrDue to the deed and covenant restrictions no one under the age of 19 may reside in the house for more than 30 days. brbrDoor Code Provided 48 hours before check-in datebr brResident IDs: You will need Village Resident ID cards if you want to use the amenities in The Villages. The amenities include neighborhood pools, family pools, sport pools, pickleball, classes, golf at the executive courses, ability to reserve tee times, etc. IDs cost $50 and The Villages only allows two per home. After you obtain your temporary Resident IDs, you can request guest passes for others in your group. Pick up your Resident IDs first, then go to the Recreation Center to fill out the guest pass form for your guests.br brMail/Amazon Packages: The mailbox key is not given out to guests. Please have Amazon packages delivered to an Amazon locker; And Amazon will not always deliver to the house, and owners / leasing agents are not responsible for any mail or packages.br brSmoking: NO SMOKING on the premises at any time. Violations will result in fines. brbrPet Policy: Pets are NOT allowed anywhere in or on the property. Violations will result in fines.br brSupplies: The home will have a starter amount of supplies such as toilet paper, paper towels, dishwasher pods, trash bags, etc. There is enough for a three-night stay for your convenience. If additional supplies are needed during your stay, you are responsible for purchasing these.br brRepairs/Maintenance/Damage: If anything needs to be repaired or gets damaged during your stay, please inform us as soon as possible, and we will have a handyman or repairman come out and address the problem. br brGOLF CART DETAILS:br- Golf Cart Maintenance Fee is $125 at the time of booking. br- The Golf Cart is a bonus/privilege and requires a Liability Waiver form to drive, if selected. If you choose to use the golf cart, you will need to fill out our online liability waiver form (which is sent you two weeks prior to booking). Golf cart key will be provided upon submission.br- Guest is responsible for any monetary damages to themselves, the golf cart, others, or property of others, including any monetary damages incurred during their use. br- We cannot guarantee usage in the event of a mechanical or tire issue while we await vendor repairs. A replacement golf cart will not be provided if there are mechanical issues that prevent usage. brbrPlease inquire if you have any further questions that we have not addressed here. We appreciate your consideration and look forward to hosting your stay. brbrThank you in advance and enjoy your stay!!!
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Sleep 6

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Exceptional(2)

$160.5

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Private Vacation Home

Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square

The Villages, Florida, United States

This beautifully decorated 2 bedroom villa is located in the Village of Collier. It is conveniently located near the Eisenhower Regional Recreation Center and Brownwood Paddock Square. Includes a 2-seater golf cart! Our home offers an open floor plan, and the kitchen has quartz countertops and a breakfast bar with room for four. The living area floors are new luxury vinyl tile and the bedrooms are carpeted. It is complete with everything you will need to prepare, serve and enjoy meals. There is a separate dining area with seating for six and side board to make entertaining easy. The living room offers plenty of comfortable seating, including two sofas if you are hosting friends or family or just enjoying your favorite television shows on the large 4K TV with a DVR. The master bedroom has a comfortable king size bed, a TV for your enjoyment, a large walk-in closet, and a private master bath with a walk in shower. The guest bedroom has a comfortable queen size bed, a TV, and a full-size closet. Both closets and bathrooms have additional shelving and storage. The bedrooms and both bathrooms are set up with extra towels and linens, as well as towels for the pool. And of course there is a charming and welcoming screened in lanai with relaxing chairs and a love seat for you to enjoy reading the morning paper with your coffee or juice. It is also a great place to sit and relax at the end of a busy day of activities here in The Villages. The patio will allow you to enjoy the warm Florida sunshine or enjoy a cold drink while you are grilling your favorite meal on the gas BBQ grill. Our home also offers a one and a half car garage with generous storage space, indoor washer and dryer, and a utility sink. brbrYouTube TV, streaming services, and high speed internet, electric, water/sewer, trash, and lawn service are included. Daily paper upon request. Temporary Resident IDs are an additional $50 per couple. Long term and annual rentals are available at a discount.
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Exceptional(10)

$130.18

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Villa

Cute Courtyard Villa medium dogs & declawed cats welcome!

The Villages, Florida, United States

Please note Winter arrivals are as follows:brJanuary 2 - 30brFebruary 1 - 28brMarch 2 - 30brbrWelcome to this inviting 2 bedroom, 2 bath home in the Village of Tamarind Grove, perfectly designed for comfort and convenience. Featuring an open and airy floor plan, this home creates a seamless flow between living spaces while maintaining a warm, welcoming feel throughout.brbrThe kitchen is a true highlight, offering generous counter space, ample cabinetry, and a convenient pantry to keep everything organized. Whether you enjoy preparing casual meals or entertaining friends, this space provides the functionality and storage you need, all while keeping you connected to the rest of the home.brbrThe living room is bright and comfortable, furnished with a sofa and chairs for easy relaxation. A large 55 TV is perfectly placed for cozy movie nights or catching the big game. Sliding doors open from here to the lanai, extending the living space outdoors.brbrThe master suite is a private retreat with a king bed, a 40 TV, and a spacious walk-in closet for plenty of storage. The master bathroom offers a walk-in shower for both style and convenience, completing this restful haven.brbrGuests will feel right at home in the welcoming guest bedroom, which features a comfortable queen bed and easy access to the second full bathroom.brbrStep outside to the screen-enclosed lanai, a perfect spot for morning coffee or evening relaxation. Beyond, the private rear courtyard offers a BBQ grill and outdoor seating area, ideal for gatherings or simply enjoying the Florida sunshine.brbrThis home is pet friendly, welcoming medium dogs and cats, so your furry family members can enjoy the lifestyle too. Ideally situated between Lake Sumter Landing Market Square and Brownwood Paddock Square, you’ll have shopping, dining, and entertainment just minutes away.brbrThis home is made for fun! Just bring your suitcase and we'll provide the 'key' for enjoyment.brbrThis is a smoke-free property. Smoking, vaping, and the use of electronic cigarettes are strictly prohibited inside the unit, on patios, and on the property's premises. This policy is enforced to maintain a clean, healthy, and safe living environment for all guests.brbrRates are based on double occupancy, additional guest rates will apply.brRates shown do not include taxes and additional feesbrA processing fees will be assessed for all payments made via credit card
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Exceptional(5)

$164.76

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Private Vacation Home

Sunsets on the Sands in the Villages! Golf Front 3/2

The Villages, Florida, United States

Enjoy the magnificent Sunsets right from your own Lanai – or while relaxing on the chaise lounges in this GOLF FRONT HOME. This home is a beautifully decorated Designer 3-bedroom home and located in the Village of Lynnhaven , nearest to Lake Sumter Square. There are 4 Pools within 4 minutes – take your pick ! This home is well appointed with a Coastal theme and has a bright open floor plan. The Master bedroom has a Premium King size adjustable bed, 2 large walk-in closets, and a private master bath. Bedroom #2 has a comfortable Queen size bed for your guests to feel at home and the Bedroom#3 is set up with King bed as well, (all appointed with premium linens). There are so many places to enjoy a cup of coffee, will it be on the screened Golf Front Lanai with TV, or the over-sized outdoor sofa on the front porch, or while catching some rays on the back-patio chaise lounges – you decide! Of course, you can sit indoors as well at the kitchen Island or the Dining room table. The home is only a short trip (2 mi) to the town center, Lake Sumter Square. The town squares are one of the most popular attractions of the community where you'll find shopping, restaurants, movie theaters, and FREE live entertainment nightly! You're about 5 minutes from numerous Shopping Centers where you'll find Publix for your grocery needs, Walgreen's pharmacy, banking, restaurants and more, ALL GOLF CART ACESSIBLE! If a day of relaxation poolside sounds like fun you are only minutes to 4 DIFFERENT POOLS/ Recreation centers, including Churchill pool and recreation center where you'll find a swimming pool, billiards room, card/board game rooms, tennis and pickleball courts, bocce ball, shuffleboard and horseshoe pits, and more. and after a day of fun and games , relax in either of the 2 reclining chairs, or the Power Reclining Leather Sofa.brbrYou’ll be welcomed and relaxed as soon you open the front door to your home away from home. This home has everything you need including, premium bed linens and bath towels. The master bath offers an extra tall walk-in shower with seating bench. The kitchen is appointed with a Gas stove and a and newer dishwasher, and refrigerator, and is complete with everything you'll need to prepare and serve meals. The living room offers plenty of comfortable seating, including a leather power reclining sofa, - and 2 Reclining chairs . And if your entertaining friends & family or just enjoying your favorite television shows enjoy the larger flat screen TV in the living room . And of course, there's a charming screened in lanai where you will find a table, chairs and flat screen tv for you to enjoy reading the morning paper or watching the morning news with your coffee. Each of the Bedrooms, living room and Lanai have a ceiling fan.brInvite your new friends over for a BBQ on the Festive lighted ambience on the Lanai before you head out to the Square for a night of fun! brbrThis home has BBQ grill & WIFI. With the purchase of Resident ID cards you can use any of the 29 executive golf courses with no greens fees. And these executive golf courses are not your typical 'pitch & putts'. They present some challenging par 3s and the occasional par 4, with three sets of tee boxes to accommodate golfers of different skill levels. You pay resident rates on greens fees at the 11 championship courses. You're also entitled to use any of the family friendly and adult only (30 or older) swimming pools, organized activity swimming pools, bocce ball, shuffleboard courts, horseshoe pits, billiards tables, tennis & pickle ball courts, basketball courts, sand volley ball and over 1000 organized activities every week through the recreational centers. ( Rackets-both tennis and pickle ball are even available at the rec centers for free use -first come basis)brbrThis home is made for fun! Just bring your suitcase and we'll provide the 'key' for enjoymentbrActually -there is no key , only a 4 digit code for contactless entry , a garage door opener for the 2 car garage br
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Exceptional(10)

$207.0

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Private Vacation Home

Beautiful Bungalow - 3/2 w/ Golf Cart in The Village of Liberty Park SMALL DOG Accepted - Max 1x 20-25lbs

The Villages, Florida, United States

Beautiful Bungalow is in The Village of Liberty Park. This open-concept, 3 Bed, 2 Bath is conveniently located less than 2 miles from LAKE SUMTER LANDING & BROWNWOOD TOWN SQUARE, under 5 miles away, has shopping, dining and nightly entertainment. Executive/championship GOLF COURSES and REC CENTERS at your fingertips. Guest quarters are separated with a pocket door for privacy. GOLF CART INCLUDED!brbrbrThe Subdivision is an adult community designed to provide housing for persons fifty-five (55) years of age or older. All homes that are occupied must be occupied by at least one person who is at least fifty five (55) years of age. No person under nineteen (19) years of age may be a permanent resident of a Home, except that persons below the age of nineteen ( 19) years may be permitted to visit and temporarily reside for periods not exceeding thirty (30) days in total in any calendar year period. brbrbr-3BR/2BA in The Village of Liberty Parkbr- 2-Seater Gas Golf Cart Providedbr-Minutes away from Lake Sumter Landing & Brownwood Square br-Close to Cane Garden Country Club & Minutes from multiple pools and golf courses. br- Master bedroom with queen bed, TV, 2 large walk-in closets & ensuite bathroom withbr walk-in showerbr- 1 queen bedroom and 1 Office/bedroom with a Full Pull-out Sofabr- Guest bathroom (shower/tub combo)br- Spacious & fully equipped kitchen with island/bar stoolsbr- Dining area (seats 6)br- Screened-in Lanai equipped with plenty of seatingbr- Laundry Rm - Washer & Dryerbr- Room to park 1 car in the garage & 2 cars in drivewaybr- internet and Streaming TV included. Be prepared to use your personal login.brbrGuest Policy: Base rate includes 2x guests in the primary bedroom + 1x guest in each additional bedroom. Number of guests beyond that will incur a fee. (E.g., 3-Bedrooms = 4 guests included; max 6x guests.)brbrDue to the deed and covenant restrictions no one under the age of 18 may reside in the house for more than 30 days.brbrDoor Code Provided 48 hours before check-in datebr brResident IDs: You will need Village Resident ID cards if you want to use the amenities in The Villages. The amenities include neighborhood pools, family pools, sport pools, pickle ball, classes, golf at the executive courses, ability to reserve tee times, etc. IDs cost $50 and The Villages only allows two per home. After you obtain your temporary Resident IDs, you can request guest passes for others in your group. Pick up your Resident IDs first, then go to the Recreation Center to fill out the guest pass form for your guests.br brMail/Amazon Packages: The mailbox key is not given out to guests. Please have Amazon packages delivered to an Amazon locker; Amazon will not always deliver to the house, and owners / leasing agents are not responsible for any mail or packages.br brSmoking: NO SMOKING OR VAPING on the premises at any time. Violations will result in fines. br brPet Policy: THIS IS A PET-FRIENDLY HOME Small Dog ONE ONLY (20-25lbs) with pre-approval. NO cats.br brSupplies: The home will have a starter amount of supplies such as toilet paper, paper towels, dishwasher pods, trash bags, etc. There is enough for a three-night stay for your convenience. If additional supplies are needed during your stay, you are responsible for purchasing these.br brRepairs/Maintenance/Damage: If anything needs to be repaired or gets damaged during your stay, please inform us as soon as possible, and we will have a handyman or repairman come out and address the problem. brbrGOLF CART DETAILS:br- Golf Cart Maintenance Fee is $125 at the time of booking. br- The Golf Cart is a bonus/privilege and requires a Liability Waiver form to drive, if selected. If you choose to use the golf cart, you will need to fill out our online liability waiver form (which is sent you two weeks prior to booking). Golf cart key will be provided upon submission.br- Guest is responsible for any monetary damages to themselves, the golf cart, others, or property of others, including any monetary damages incurred during their use. br- We cannot guarantee usage in the event of a mechanical or tire issue while we await vendor repairs. A replacement golf cart will not be provided if there are mechanical issues that prevent usage. brbrThank you in advance and enjoy your stay!!!
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Exceptional(17)

Select Dates for Price
Private Vacation Home

Tranquil 3-Bedroom Home with Water Views in The Village of Hillsborough

The Villages, Florida, United States

Please note Winter arrivals are as follows:brJanuary 2 - 30brFebruary 1 - 28brMarch 2 - 30brbrWelcome to this charming 3-bedroom, 2-bathroom home nestled in the picturesque Village of Hillsborough within The Villages community. This extraordinary property offers a tranquil water view of a serene pond right off the backyard, making it the perfect oasis for those who appreciate nature's beauty.brbrAs you step inside, you'll be greeted by a beautifully appointed interior. The kitchen boasts stunning granite countertops, adding a touch of elegance to your culinary endeavors. The living room is equipped with a flat-screen TV for your entertainment, and the plush electric recliner invites you to relax in style. In the family room, you'll find an electric reclining sectional, providing ample seating and comfort for gatherings with family and friends.brbrThe dining room comfortably seats six, making it ideal for hosting dinner parties or enjoying family meals. The master bedroom is a true retreat, featuring a king-sized bed and another TV for your viewing pleasure. The master bathroom offers the convenience of dual sinks and a spacious walk-in shower.brbrBoth guest bedrooms are furnished with queen-sized beds, ensuring a comfortable night's sleep for your guests. One of the guest rooms even includes a small sitting area, perfect for reading or quiet moments of relaxation. For added convenience, there's an inside laundry area, making chores a breeze.brbrStep outside to the lanai, where you'll discover a dining table with seating for six. Whether you're enjoying breakfast in the morning sun or a sunset dinner, this outdoor space is perfect for alfresco dining. brbrThis home is conveniently located near Brownwood Paddock Park, providing easy access to shopping, dining, and entertainment options. Whether you're seeking a tranquil retreat by the pond or a base for exploring The Villages, this 3-bedroom, 2-bathroom home offers comfort, convenience, and a touch of luxury in a stunning setting.brbrThis home is made for fun! Just bring your suitcase and we'll provide the 'key' for enjoyment.brbrNOTE: This is a smoke-free property. Smoking, vaping, and the use of electronic cigarettes are strictly prohibited inside the unit, on patios, and on the property's premises. This policy is enforced to maintain a clean, healthy, and safe living environment for all guests.brbrRates are based on double occupancy, additional guest rates will apply.brRates shown do not include taxes and additional fees.brCredit card processing fees will be assessed at the time of confirmation.
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Exceptional(1)

$165.86

/ Nightly
Private Vacation Home

A little slice of Paradise, Close to Pickleball, Pool and Brownwood Square!

The Villages, Florida, United States

Please note Winter arrivals are as follows:brJanuary 2 - 30brFebruary 1 - 28brMarch 2 - 30brbrWelcome to your dream rental in the heart of the vibrant Village of Richmond, nestled within the charming community of The Villages. This exquisite 3-bedroom and a den/office, 2-bathroom haven is situated in a newer, picturesque neighborhood, offering you a modern and comfortable living experience.brbrStep into this beautifully designed home, where every detail has been meticulously crafted to provide you with the utmost comfort and convenience. The spacious living room boasts a 65 TV, creating the perfect space for relaxation and entertainment. Unwind on plush reclining sofas after a day of exploration or catch up on your favorite shows in style.brbrThe master bedroom is a true retreat with a lavish king-sized bed, promising nights of restful slumber. Equipped with its own 42 TV, this room invites you to indulge in a private cinematic experience. The large walk-in closet provides ample storage space for your belongings, allowing you to keep your living area clutter-free.brbrThe master bathroom is an oasis of luxury, featuring a convenient roman shower designed for your relaxation and rejuvenation.brThe guest rooms each offer a cozy queen-sized bed, ensuring that your visitors are comfortable and well-rested during their stay. A well-appointed second bathroom guarantees everyone's privacy and comfort. The guest suit can be closed off with a pocket door giving your guests a little extra privacy. The den/office features a comfortable sofa and a desk with a monitor for you to use if you have to bring a little work along with you.brbrOne of the standout features of this rental is the private lanai, complete with comfortable seating. Whether you're sipping your morning coffee or enjoying a quiet evening with friends, this space is a true gem. The lanai backs up to the community recreation center and pickleball courts. brbrThis remarkable rental is ideally located just a stone's throw away from Brownwood Paddock Square. Immerse yourself in the vibrant atmosphere of this entertainment hub, filled with delightful shops, exquisite dining options, and captivating live entertainment.brbrDon't miss out on the opportunity to call this splendid 3-bedroom, 2-bathroom rental your temporary home. Embrace the lifestyle you deserve in the Village of Richmond, where comfort, luxury, and convenience come together seamlessly. Book your stay today and make unforgettable memories in this enchanting community.brbrThis home is made for fun! Just bring your suitcase and we'll provide the 'key' for enjoyment.brbrNOTE: This is a smoke-free property. Smoking, vaping, and the use of electronic cigarettes are strictly prohibited inside the unit, on patios, and on the property's premises. This policy is enforced to maintain a clean, healthy, and safe living environment for all guests.brbrRates are based on double occupancy, additional guest rates will apply.brtaxes and additional fees may applybrA processing fees will be assessed for all payments made via credit card
Bed 3

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Bath 2

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Sleep 6

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Exceptional(5)

$139.1

/ Nightly
Private Vacation Home

Charming 2BR/2BA Home in The Villages- Golf Cart Included

The Villages, Florida, United States

Welcome to Your Getaway in the Heart of The Villages! brWe are excited to share our lovely 2-bedroom, 2-bathroom home located in between the two most popular town centers (Lake Sumter Landing & Brownwood). This home offers everything you need for a memorable stay-- whether it's for a weekend retreat or an extended escape.brbrInside you’ll find a bright, open living room with a queen-size sofa bed for additional guests. The kitchen has a coffee station with a k-cup keurig stocked with teas, hot chocolate, decaf, and regular coffee, it also includes a juicer, and a cupboard full of spices (do you really want to buy a bunch of spices on vacation ) Enjoy amenities including central air condition, high-speed WiFi, and a full-size washer and dryer for your convenience.br
The master bedroom has a king-size bed, a vanity mirror to do your make-up, ample closet space, and a private full bathroom. The second bedroom offers a comfortable queen-size bed, perfect for family or visiting friends. A second full bathroom ensures everyone enjoys comfort and privacy. brbrMy home includes an enclosed lanai where you can sip your coffee in the fresh Florida air. We also include a charcoal grill and all neccesary utensils. You can enjoy your evenings listening to the live music that fills The Villages every night of the year. Located just minutes from the area's most popular town squares, you'll have easy access to nightly bands, shopping, dining, golf, and recreation-- everything this lively community has to offer.brbrFor an added touch of leisure, a four seated, gas golf cart with the golf club bracket holder is included with the stay-- making it effortless to explore this golf cart- friendly paradise.brbrOther things to note: brbrWe have a cleaning fee of $100 brbrMy Co-host (grandad) lives right around the corner and is available for any emergency or if you just want some local knowledge.brbrThere are two different types of guest passes; the Free Priority Guest Pass & the $50 Temporary Resident Pass. br- the free pass will get you into all rec centers & pools, as well as give you access to playing The Villages golf courses. br- The $50 pass covers everyone staying with you. it does everything that the free pass does but it also makes it so that when you play golf, you pay the discounted rate that a villages resident pays. This is generally for guests staying a little longer than average and/or plans on playing a decent amount of golf.
Bed 2

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Bath 2

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Sleep 6

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$170.0

/ Nightly
Private Vacation Home

Walk to Brownwood! Spacious 3BR | Golfcart + BBQ

The Villages, Florida, United States

Golf cart included! Walk to Alden Bungalows Pool in minutes or cruise to Brownwood Paddock Square in 5 mins and enjoy free live music nightly, top dining & shopping at your fingertips.brbrThis spacious 3BR sleeps 6 comfortably with a king, queen & full bed. Cook in a fully stocked kitchen, grill out on the screened patio, or hop on the cart to explore. The Villages' world-class golf, pickleball & pools.brbrPerfect for families, couples & groups looking for a short or long-term stay in The Villages.brbrThis spacious 3BR home comfortably sleeps 6! Choose from a king, queen & full bed across three private bedrooms — perfect for families, couples, or small groups. The open floor plan keeps everyone connected while still offering personal space to unwind.brbrThe fully stocked and equipped kitchen is ready for home-cooked meals. Whether you're brewing morning coffee or preparing a full dinner, everything you need is here. brbrFire up the BBQ grill and relax in the screened-in patio. This home comes with a 2-seater golf cart, private garage parking, high-speed WiFi throughout, in-unit washer & dryer, Smart TVs, central air conditioning and everything you need for a seamless, comfortable stay.brbrHop on your golf cart and discover world-class golf courses, pickleball courts, pools & recreation centers. Three vibrant town squares, Brownwood, Lake Sumter Landing & Spanish Springs with nightly live music, dining, dancing & shopping year-round. Day trips to Orlando, Disney & Gulf Coast beaches are all within an easy hour's drive. brbrHastings Home Ventures professionally manages 30+ properties across The Villages and is rapidly becoming one of the largest property management companies in the community, adding 2-3 new properties every month. We’re dedicated to making every guest experience memorable.brbr Message us anytime, we respond within the hour.brbrGuests have access to the entire home, both bedrooms, en-suite bathrooms, kitchen, living and dining areas, etcbrbrCOMMUNITY AMENITIES (Resident ID required):brbrAccess to The Villages' pools, pickleball courts, golf, fitness classes, and more requires a Village Resident ID card ($50/person; limit 2 per home). Once you have your IDs, visit any Regional Recreation Center to request guest passes for additional members of your group.brbrGuest passes are valid for all amenities except sports pools. You do not need to be present for your guests to use the facilities. A small greens fee (~$11) applies at executive golf courses.brbrPlease note: commercial vehicles may not park on-site overnight.brbrWe're available by message throughout your stay and typically respond within an hour. For anything urgent, you can reach us directly by phone.brbrCheck-in is fully self-guided via smart lock, we'll send your door code before arrival. No need to coordinate timing with us.brbrWe want your stay to be seamless. If anything needs attention, a question about the golf cart, the home, or The Villages community, just reach out and we'll take care of it.brbrTHE VILLAGES COMMUNITY: This is a 55+ active adult community. Per The Villages policy, at least one member of your group must be 55 or older (or traveling to visit a qualifying resident). Guests of all ages are welcome when accompanied by a qualifying adult.brbrGOLF CART: The included golf cart is street-legal within The Villages' designated cart paths. Guests drive at their own risk. A valid driver's license is required.brbrQUIET HOURS: Please observe community quiet hours from 10pm–8am.brbrNO SMOKING: The home is strictly non-smoking indoors. No open flames on the screened porch.brbrPARKING: Two vehicles max in the driveway. No RVs or commercial vehicles overnight.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(3)

$227.76

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Villa

Executive Golf Course across the street! King, 2 Queens, Queen sofa, Pets ok!

The Villages, Florida, United States

Fully furnished 3 BR / 2 BA brand NEW villa in a new exciting area within walking distance Spanish Moss Recreation Center, two outdoor pools, and the Executive Golf Course! Shaded walking trails, pickel ball courts, put put golf, corn toss, and shuffleboard too! The bright and airy, yet cozy interior will make you feel right at home and the open floor plan is perfect for those seeking convenience. Linens and beach towels included!brbrThe master bath comes with a walk-in closet and walk-in shower with custom tile. The fully stocked kitchen provides plenty of cabinet storage space along with a nice sized pantry closet. The living room sofa is a Queen size sleeper in case you have family visiting. There is a 55-inch TV in the living room and Master bedroom, all bedrooms have wall mounted TV's, Internet Wi-fi, and YouTube + Roku TV.brbrThe garage has parking for both a car and a golf cart. The Spanish Moss Recreation Center is just .5 mile away and has a workout room, workout classes, family pool + restaurant for children and young people. The Publix grocery store is just five minutes away and Brownwood is just 20 minutes away. brbrLocal restuarants we've tried and love: Willies BarBQ, Aw Shucks Oyster Bar, Dairy Queen, and Piesano's Wood Fired Pizza. There are lots of other choices in and around the Villages for you to choose from.brbrLandscaping is professionally maintained and the grass is mowed weekly.brbrMAX 2 DOG UP TO 40LBS, $150 NON-REFUNDABLE PET FEE PER PET ~ NO SMOKING ~NO PARTIES OR EVENTS - MINOR CHILDREN ARE ALLOWED TO BE ON A RESERVATION
Bed 3

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Bath 2

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Sleep 8

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$198.54

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Private Vacation Home

Serene Retreat~Modern Peaceful Villa w/Golf Cart

The Villages, Florida, United States

Escape to Serene Retreat—your modern oasis in The Villages. This sleek 2BR/2BA villa with a private den includes a premium Yamaha Quiet Tech golf cart for quiet, effortless exploring. Relax to the soothing sounds of the waterfall feature, unwind by the glowing fire pit, and enjoy a fully enclosed courtyard perfect for peaceful outdoor dining. With luxurious finishes, and a calming atmosphere throughout, this guest-favorite books fast—reserve your serene getaway today.brbr✨Why Guests Love Serene Retreat:brbr● 2 Bedrooms: King suite + peaceful queen room for restful sleepbrbr● Private Den: Dual-screen workspace, TV, and a comfortable pull-out twin—ideal for working, reading, or enjoying quiet momentsbrbr● Open Concept Living: Spacious living area with mounted Roku TV for effortless streamingbrbr● Chef-Ready Kitchen: Brand-new black stainless appliances, generous counter space, and everything you need for effortless meals and entertainingbrbr● Indoor Laundry: Full-size washer & dryer for extended or convenient staysbrbr● Luxury Tile Throughout: Clean, modern, and allergen-friendly—no carpetbrbr● Yamaha Quiet-Tech Golf Cart for exploring in stylebrbr● Outdoor Oasis: Screened lanai with fire pit, soothing waterfall feature, grill, and outdoor dining in a fully private courtyardbrbr● Immaculately Maintained: Designed for comfort, calm, and effortless relaxationbrbr⭐ Prime Location—One of The Villages’ Most Loved AreasbrbrSerene Retreat is located in the highly desirable Village of Charlotte, known for its beauty, serenity, and easy access to everything.brbrMinutes from:brbr●Three Championship golf courses & Sarasota driving rangebr● Bonifay, Belle Glade & Evans Prairie Country Clubsbr● Pickleball courts, pools & recreation centersbr● Lake Sumter Landing & Brownwood squares—shopping, dining & nightly entertainmentbr● Over 3,000 weekly activities, 80+ pools & miles of nature trailsbrbrThis central location is a guest favorite—homes in this area rarely stay available for long.brbrPLEASE NOTE:brbr• Signed rental agreement & ID required to confirm bookingbrbr• There is no smoking allowed in the home or on the property.brbr• No gate pass needed—tap the button or speak to the attendantbrbr• Guest amenity passes available for $50 (stays 3+ days; request 10 days prior)brbr• No pets, pleasebrbr• Log into your own streaming apps for TVbrbr• Convenient distances:br– Brownwood Square: 4.5 milesbr– Lake Sumter Landing: 5.2 milesbr– Volusia Executive Golf: 1.1 milesbr– Sarasota Driving Range: 1.2 milesbr– Charlotte Adult Pool & Rec Center: 0.5 miles
Bed 3

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Bath 2

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Sleep 4

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Exceptional(8)

$207.0

/ Nightly
Private Vacation Home

Anchored in Sunset Pointe - 3/2 w/ Golf Cart in The Village of Buttonwood

The Villages, Florida, United States

This 3 Bed, 2 Bath in the Village of Buttonwood is the ideal, centrally located, vacation home. In any given direction, your needs and desires will be met; shopping, dining, nightly live music, swimming, golfing, ample sport and game options. Never a dull moment! brbr Buttonwood - Liberty Park - Pennecamp - 466A - Lake Sumter Landing brbrThe Subdivision is an adult community designed to provide housing for persons fifty-five (55) years of age or older. No person under nineteen (19) years of age may be a permanent resident of a Home, except that persons below the age of nineteen ( 19) years may be permitted to visit and temporarily reside for periods not exceeding thirty (30) days in total in any calendar year period. brbrbr- 3BR/2BA in The Village of Buttonwoodbr- Golf Cart Provided (details below)br- Master bedroom w/ a Queen bed, large walk-in closet & ensuite bathroom w/ walk-in showerbr- Private guest wing w/ full bathroom, 2 Queen bedrooms; one of which is equipped with a flatscreen TVbr- Guest bathroom with tub/shower combobr- Fully equipped kitchen with cooking necessitiesbr- Coffee maker is a K-cup AND multi-cup coffee maker, with coffee grinder available.br- Multiple Dining areas (breakfast nook in the kitchen for 2/ formal dining for 6/dining table for 4 on the lanai)br- Screened-in Lanai equipped with plenty of seating and an electric grillbr- Laundry Rm equipped with Washer, Dryer & Utility Sinkbr- The garage is used for the golf cart, and the owner stores a car there. Therefore, there is no garage parking available. br- Parking available in the driveway (for 2 cars) and on the street. br- Electric grill is available for guest use. Guests are responsible to leave the grill cleaned after their usebr- Board games available for guest use (Othello, Urban Myth, Chess, Checkers)br- Internet and Streaming TV included. Be prepared to use your personal login.br- Minutes away from Lake Sumter Landing Square br- Close to Cane Garden Country Club & Minutes from multiple pools and golf courses. brbrGuest Policy: Base rate includes 2x guests in the primary bedroom + 1x guest in each additional bedroom. Number of guests beyond that will incur a fee. (E.g., 3-Bedrooms = 4 guests included; max 6x guests.)brbrSurveillance Disclosure: There is a camera on the garage for security purposes.brbrDue to the deed and covenant restrictions no one under the age of 19 may reside in the house for more than 30 days.brbrDoor Code Provided 48 hours before check-in datebr brResident IDs: You will need Village Resident ID cards if you want to use the amenities in The Villages. The amenities include neighborhood pools, family pools, sport pools, pickleball, classes, golf at the executive courses, ability to reserve tee times, etc. IDs cost $50 and The Villages only allows two per home. After you obtain your temporary Resident IDs, you can request guest passes for others in your group. Pick up your Resident IDs first, then go to the Recreation Center to fill out the guest pass form for your guests.br brMail/Amazon Packages: The mailbox key is not given out to guests. Please have Amazon packages delivered to an Amazon locker; Amazon will not always deliver to the house, and owners / leasing agents are not responsible for any mail or packages.br brSmoking: NO SMOKING OR VAPING on the premises at any time. Violations will result in fines. br brPets: THIS IS A PET-FREE HOME - Absolutely no animals allowed on premises at any time.br brSupplies: The home will have a starter amount of supplies such as toilet paper, paper towels, dishwasher pods, trash bags, etc. There is enough for a three-night stay for your convenience. If additional supplies are needed during your stay, you are responsible for purchasing these.br brRepairs/Maintenance/Damage: If anything needs to be repaired or gets damaged during your stay, please inform us as soon as possible, and we will have a handyman or repairman come out and address the problem. brbrGOLF CART DETAILS:br- Golf Cart Maintenance Fee is $125 at the time of booking. br- The Golf Cart is a bonus/privilege and requires a Liability Waiver form to drive, if selected. If you choose to use the golf cart, you will need to fill out our online liability waiver form (which is sent you two weeks prior to booking). Golf cart key will be provided upon submission.br- Guest is responsible for any monetary damages to themselves, the golf cart, others, or property of others, including any monetary damages incurred during their use. br- We cannot guarantee usage in the event of a mechanical or tire issue while we await vendor repairs. A replacement golf cart will not be provided if there are mechanical issues that prevent usage. brbrPlease inquire if you have any further questions that we have not addressed here. We appreciate your consideration and look forward to hosting your stay. brbrThank you in advance and enjoy your stay!!!
Bed 3

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Bath 2

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Sleep 6

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