Vacation Home Rentals By Owner In The Villages, FL

Please note Winter arrivals are as follows:brJanuary 2 - 30brFebruary 1 - 28brMarch 2 - 30brbrWelcome to your perfect getaway at Phillips Villas in The Villages! This beautifully appointed 2-bedroom, 2-bathroom home offers everything you need for a comfortable and relaxing stay. Step inside and be greeted by the warm ambiance of laminate floors throughout the home, creating a seamless flow from room to room.brbrThe kitchen features sleek and modern solid surface countertops, providing ample space for meal preparation and entertaining. Equipped with all the necessary appliances and cookware, whipping up your favorite dishes will be a breeze.brbrAfter a day of golfing or exploring the nearby attractions, unwind in the spacious living room furnished with an electric reclining sofa and loveseat, perfect for lounging and catching up on your favorite shows on the 65 TV. For added comfort, there's a recliner tucked in the corner, inviting you to kick back and relax.brbrNeed to catch up on some work No problem! The living/dining room area also includes a convenient desk where you can set up your laptop and stay connected.brbrRetreat to the master bedroom featuring a luxurious king-size bed, a 42 TV, and a large walk-in closet. The attached master bathroom boasts a walk-in shower, providing a spa-like experience.brbrThe guest room offers a cozy queen-size bed, ensuring a restful night's sleep for your visitors.brStep outside to the screen enclosed lanai or the patio and enjoy the peaceful and tranquil surroundings of your private backyard. Fire up the BBQ grill and dine al fresco under the stars, or simply relax with a good book and soak in the sunshine.brbrLocated within walking distance to the pool, you can easily cool off with a refreshing swim or soak up the Florida sun. And when you're ready to explore, you're just a short distance from Spanish Springs Town Square, offering a variety of shopping, dining, and entertainment options.brbrWhether you're seeking relaxation or adventure, this charming villa provides the perfect home base for your next vacation in The Villages. Book now and make lasting memories in paradise!brbrThis home is made for fun! Just bring your suitcase and we'll provide the 'key' for enjoyment.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.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

Stylish villa with golf cart, BBQ, near pool & shops in tranquil setting!

The Villages, Florida, United States

Bed

Bath

Sleeps

$121.52

Discover the beauty of The Villages from this 2-bedroom house. Beautiful PATIO VILLA in the Village of Pinellas. Open floor plan, vaulted ceilings, fully equipped kitchen that includes dining area with expandable table, open to living area with comfortable couch and loveseat, TV, DVD, Screened-in Lanai has table and 4 chairs. Master Bedroom with King size bed, full bath, dresser, large walk-in closet. Guest bedroom with Queen bed, night table, closet, near full bath. Hi speed Wireless Internet. All appliances, including washer/dryer. Garage with room for car & golf cart. Near Pinellas Plaza, Evans Prairie, Brownwood, Winn Dixie, Villages Library, pool. NO PETS! NO SMOKING!brBrownwood Paddock Square and the famous World of Beers. The Villages offer 3000+ lifestyle clubs, 229 Pickleball courts, 711 holes of Golf, 105 pools including Family, neighborhood and sports pools, 107 Recreation facilities, including Regional and Village centers and neighborhood areas.brYou can catch The Villages Shuttle to 'The Villages' and access 100+ miles of Golf Cart Trails simply by renting our Golf Cart. You do not even need to rent a car but this is available very reasonably locally right in The Villages. The medical facilities are amazing and you are less than an hour from Disney World, hour and a half from Daytona Beach, or Clearwater Beach. 2 hours to Siesta Keys which is rated the #1 beach in the U.S. & much more. Brownwood Paddock Square and the famous World of Beers. The Villages offer 3000+ lifestyle clubs, 229 Pickleball courts, 711 holes of Golf, 105 pools including Family, neighborhood and sports pools, 107 Recreation facilities, including Regional and Village centers and neighborhood areas.brYou can catch The Villages Shuttle to 'The Villages' and access 100+ miles of Golf Cart Trails simply by renting our Golf Cart. You do not even need to rent a car but this is available very reasonably locally right in The Villages. The medical facilities are amazing and you are less than an hour from Disney World, hour and a half from Daytona Beach, or Clearwater Beach. 2 hours to Siesta Keys which is rated the #1 beach in the U.S. & much more.brbrTwo seat gas Yamaha Golf cart available to rent. 20 minutes by golf cart to Lake Sumter Landing, 30 minutes by golf cart to Spanish Springs, 15 minutes to Edna's on the Green by golf cart. 25 minutes to Saw Grass Grove, all with daily live music entertainment.

Charming 2-bedroom house 5 min to Brownwood Square for nightly entertainment.

The Villages, Florida, United States

Bed

Bath

Sleeps

$144.15

Hernandez Hacienda at De La Mesa brbrNEXT DOOR TO THE COMMUNITY POOL!!!! brbrWelcome to Hernandez Hacienda at De La Mesa, a spacious 3-bedroom, 2-bathroom retreat with an additional office space and plenty of extras to make your stay in The Villages unforgettable. Perfectly located right next to the De La Mesa community pool and park, this home combines comfort, convenience, and access to everything The Villages lifestyle has to offer.brbr Home FeaturesbrbrBedrooms & Bathrooms:brbrMaster suite with King bedbrbrTwo guest bedrooms with Queen bedsbrbrMurphy bed (Full) located in the common area for flexible sleeping optionsbrbrTwo full bathrooms for guest conveniencebrbrOffice Space: Dedicated workspace for two, ideal for remote work or personal projects.brbrLiving & Dining: Large seating areas with comfortable furnishings, designed for relaxation or entertaining.brbrKitchen: Fully equipped with everything you need to prepare meals at home.brbrOutdoor Living: A huge patio space perfect for dining al fresco, entertaining, or enjoying Florida’s sunshine.brbrGarage & Cart: Includes a 2-seater golf cart available for guest use (with signed liability waiver release).brbr Location HighlightsbrbrCommunity Pool & Park: Just steps away — directly next to the home.brbrSpanish Springs Town Square: Only minutes away, offering nightly live music, dining, and shopping.brbrLake Sumter Landing: A short ride for waterfront dining, entertainment, and festivals.brbrGolf: Quick access to both executive and championship golf courses nearby.brbrRecreation Centers: Close to multiple centers offering pickleball, tennis, bocce, shuffleboard, fitness rooms, and social clubs.brbr Explore The Villages LifestylebrbrWith a Temporary Resident ID ($50 fee paid to The Villages), you’ll enjoy access to:brbr40+ executive golf courses and numerous championship coursesbrbrDozens of adult and family poolsbrbrRecreation centers with fitness, arts, games, and clubsbrbrOver 3,000 clubs and activitiesbrbrNightly live music at the three town squares: Spanish Springs, Lake Sumter Landing, and Brownwood Paddock SquarebrbrScenic walking, biking, and golf cart trails connect you to shops, restaurants, and entertainment across the community.brbr Pet & Guest PoliciesbrbrDogs welcome upon approvalbrbrNo catsbrbrNo smoking or vaping anywhere on the propertybrbr Hernandez Hacienda at De La Mesa offers the perfect mix of comfort, convenience, and lifestyle. Whether you’re relaxing by the pool next door, golfing across The Villages, or heading to Spanish Springs for a night of music, this home puts you in the heart of it all.br General House Rulesbr No Smoking or VapingbrbrSmoking or vaping of any kind is strictly prohibited inside the home, garage, lanai, or anywhere on the premises.brbrFailure to comply with this rule may result in:brbrAdditional cleaning and deodorizing chargesbrA penalty fee between $200 and $500brPotential immediate termination of the reservation without refundbr No Cats AllowedbrbrCats are not permitted in any of our properties under any circumstance unless explicitly authorized in writing prior to arrival.brbrUnauthorized cats in the property may result in:brbrDeep cleaning chargesbrAllergen remediation chargesbrPenalty fees between $500 and $1,000brAdditional charges for damages, odors, or excessive cleaning requirementsbr Dog Policy (Pet-Friendly Homes Only)brbrSome homes may be designated as dog-friendly. Approval is required prior to booking or arrival.brbrDog Requirements:brOne dog maximum unless otherwise approvedbrLess than 30 lbs preferredbrNon-shedding breeds preferredbrMust be house-trained and well-behavedbrbrGuests must contact the host prior to arrival with:brbrBreedbrWeight/sizebrAgebrTemperament/personality detailsbrWhether the dog is potty trained and accustomed to indoor environmentsbrbrApproval must be confirmed through the booking platform messaging system or in writing.brbrAdditional Cleaning FeesbrbrIf excessive pet hair, odors, stains, waste, or damages are found after checkout:brbrAdditional deep cleaning charges may applybrA minimum additional fee of $200 may be chargedbrAdditional damages beyond cleaning may also be billed separatelybr Children & Infant SafetybrbrFamilies with children and infants are welcome; however, guests acknowledge that homes are not childproofed unless specifically stated otherwise.brbrGuests are fully responsible for:brbrSupervising children at all timesbrSafety around pools, lanais, golf carts, kitchens, and furniturebrBringing any baby-specific items needed for safety or comfortbrbrThe property owner and management company assume no responsibility for accidents or injuries related to inadequate supervision.brbr No RVs, Boats, Trailers, or Commercial VehiclesbrbrDue to community deed restrictions within The Villages:brbrThe following are not permitted to be parked overnight or stored at the property:brbrRVsbrBoatsbrTrailersbrCommercial vehiclesbrLarge work vans or utility vehiclesbrbrGuests may need to arrange off-site storage accommodations for these vehicles during their stay.brbrFailure to comply may result in towing, fines, HOA violations, or additional charges passed through to the guest.brbr Respectful Use of the PropertybrbrPlease treat the home and neighbors with care and respect.brbrNo parties or events unless approved in writingbrQuiet hours should be respectedbrExcessive noise or disruptive behavior may result in immediate termination of the stay without refundbr Guest ResponsibilitybrbrThe registered guest making the reservation is responsible for:brbrAll occupants and visitorsbrCompliance with house rulesbrAny damages, missing items, excessive cleaning, or violations occurring during the staybrbrPlease note: The Villages spans several postal zones, so addresses may appear as Wildwood, Okahumpka, Sumterville, or Lady Lake. All homes are fully located within The Villages® community with access to its lifestyle and amenities.

Hernandez Hacienda at De La Mesa

The Villages, Florida, United States

Bed

Bath

Sleeps

$297.78

UNIT CODE: 138brbrIndulge in the allure of this exquisite 3-bedroom, 2-bathroom Designer pool home nestled in the Village of Valle Verde! An ideal retreat for your Villages vacation awaits, boasting a carpet-free interior for utmost comfort.brThe expansive kitchen, equipped with a gas stove and a delightful 4-top table, is a haven for culinary enthusiasts. Adjacent, the dining room offers seating for four, seamlessly flowing into the inviting living room adorned with a Smart TV for entertainment.brStep outside to the lanai/birdcage area to relish the pool (not heated) and outdoor seating, perfect for enjoying a morning coffee or evening wine. The master bedroom provides ample space, featuring a queen-size bed, Smart TV, and direct pool access. Its ensuite bathroom boasts a luxurious walk-in shower, double sinks, and a vanity.brEach guest bedroom offers a queen-size bed, with one boasting its own Smart TV, and both are conveniently located near the guest bathroom with a tub/shower combo. Inside, find the laundry room for added convenience.brLocated mere minutes away, discover the vibrant entertainment hubs of Spanish Springs and Lake Sumter Town Squares, offering nightly live music and happy hour delights. Cool off at the Chula Vista Adult Pool & Rec Center or the Rio Grande Family Pool, or hone your golfing skills at nearby courses, including Mira Mesa & Chula Vista Executive golf courses.brEmbark on an unforgettable vacation experience in The Villages, basking in the sunshine by your private pool. Don't miss out - secure your booking now and make lasting memories!brbr~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~NO ILLEGAL ACTIVITIESbr~NO BOATS, MOTOR HOMES, TRAILERS, OR COMMERCIAL VEHICLES SHALL BE PERMITTED ON THE PREMISES.brbr~MUST BE 25 OR OLDER TO BOOKbrbrCHILDREN ARE ALLOWED ON RESERVATIONS, UP TO 30 DAYSbrbrNO 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. br***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***brNOTE: 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.

Escape to Luxury: Designer Pool Home in Valle Verde!

The Villages, Florida, United States

Bed

Bath

Sleeps

$217.13

Very nice 2 bedroom / 2 bath Courtyard Villa within walking distance to Spanish Springs. Beautiful courtyard will allow you to soak up the sun when enjoying the privacy this home offers. King size bed in the MBR with walk-in shower. Queen size bed in the guest room. Complimentary 2-person gas golf cart. Fully equipped kitchen should provide you with all that's needed for making meals at the home. Free WI-FI, basic cable. No pets allowed

2 bed/2bath Courtyard Villa Spanish Springs w/cart

The Villages, Florida, United States

Bed

Bath

Sleeps

$310.89

Unit Code: 7294brbrDesigner's Dream in the charming Village of Chatham. Step into luxury as you enter this exquisite 3-bedroom, 2-bathroom home. The open floor plan creates a seamless flow throughout the living spaces, adorned with sleek finishes and no carpet in sight. Entertain guests in the elegant dining room, offering seating for six, or relax in the spacious living room equipped with a Smart TV.brThe fully-equipped kitchen is a chef's delight, complete with all the essentials for preparing gourmet meals during your stay. Conveniently located near the laundry room, it ensures easy access to clean up after culinary adventures.brRetreat to the large master bedroom featuring a plush king-size bed and another Smart TV for ultimate relaxation. Indulge yourself in the luxurious master bath, showcasing a jetted tub, walk-in shower, double sinks, and even a private toilet room.brBoth guest bedrooms offer queen-size beds for added comfort and convenience. The guest bathroom boasts an inviting walk-in bathtub with shower option.brStep outside onto the expansive lanai that beckons you to unwind amidst its serene ambiance. Seating around the bar area provides ample space for socializing. Immerse yourself in pure bliss as you soak in the sparkling swim spa. The beautifully landscaped backyard offers privacy and tranquility, making it the perfect oasis for enjoying the Florida sunshine.brThe Villages has so much to do, you are minutes away from Nancy Lopez Championship Golf Course & Country Club, where you can practice your swing and grab a bite to eat.brWith live entertainment and happy-hour every night, head to Spanish Springs or Lake Sumter Landing. With so much to do, you can never get bored. This home will not last long, book now before it is gone!brbr~Rates are based on 2 occupants, additional guest rates will applybrbr~TV’s are Streaming Onlybrbr~NO SMOKINGbr~NO PARTIES OR EVENTSbr~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.brbrbr~MUST BE 25 OR OLDER TO BOOKbrbr~CHILDREN ARE ALLOWED ON RESERVATIONS, UP TO 30 DAYSbrbr~MAX OF 2 DOG UP TO 50LBS, $150 NON-REFUNDABLE PET FEE PER PET brbrNO 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. br***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***brNOTE: 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.

Swim Spa! 3/2 Designer in the Village of Chatham

The Villages, Florida, United States

Bed

Bath

Sleeps

$111.84

Your serene getaway awaits at this 2-bedroom house in The Villages. With comfortable king beds, 2 bathrooms featuring a bathtub and hair dryer, and essential amenities like heating and AC, your stay will be nothing short of enjoyable. Relax in the enclosed linai with lovely garden and no facing neighbors. We hope you'll enjoy your stay at our house. Pet Policy: Small dogs only no cats. You will have access to all Villages amenities for 50. Golf cart is included with rental and there are two championship courses minutes away along with several executive courses.Santiago recreation center and pool very close by as well. Also great shopping nearby. Will allow weekly rentals in November and December. Forgot to mention 65 inch TV in back air condition Lanai where we spend most our time and 55 inch in the living room. Internet,YouTube Tv, Netflix and Prime available.

Charming 2-bedroom house in The Villages near Spanish Sgs. and great shopping.

The Villages, Florida, United States

Bed

Bath

Sleeps

$142.03

☀️ Chesapeake Bright Retreat in The Villages ☀️brbrWelcome to Chesapeake Bright Retreat, a beautifully maintained 2-bedroom, 2-bath villa perfectly situated in the Village of St. James — a central and vibrant location that gives you easy access to the best of The Villages lifestyle. This home offers a warm, bright atmosphere with an open-concept layout, extended enclosed lanai, and plenty of natural light that makes every morning feel like a Florida vacation.brbr Home HighlightsbrbrTwo Bedrooms, Two Bathrooms: Each room features a comfortable queen bed, ample closet space, and inviting décor designed for rest and relaxation.brbrSpacious Kitchen: A large, fully equipped kitchen with everything you need — cookware, dishes, utensils, coffee maker, toaster, and more. Perfect for preparing meals or entertaining friends.brbrEnclosed Lanai & Outdoor Seating: The extended lanai is a guest favorite — ideal for enjoying your morning coffee or relaxing with an afternoon cocktail. The additional outdoor seating area makes it perfect for hosting friends or soaking in the Florida sunshine.brbrLiving Area: Open and comfortable with plenty of seating and a bright, welcoming feel that makes it easy to unwind after a day out exploring.brbrLaundry: Washer and dryer included for convenience.brbr Getting AroundbrbrThis home includes a two-seater golf cart, making it easy to explore The Villages in true local style! Take a short ride to golf courses, pools, shopping, restaurants, and entertainment.brbr Location – Village of Liberty ParkbrbrLiberty Park is one of the most central and desirable areas in The Villages — perfectly positioned between Lake Sumter Landing and Brownwood Paddock Square.brbrLake Sumter Landing (about 10 minutes away): Enjoy nightly live music, waterfront dining, and boutique shopping. Top spots include RJ Gator’s, City Fire, Lighthouse Point Bar & Grill, and the Old Mill Playhouse movie theater.brbrBrownwood Paddock Square (about 12 minutes away): Home to Bluefin Grill, Gator’s Dockside, and World of Beer, plus outdoor concerts and weekly markets.brbrColony Plaza (less than 10 minutes away): Convenient shopping at Publix, Walgreens, Chase Bank, Red Sauce, Bonifay Country Club, and other restaurants and services.brbr Recreation & GolfbrbrYou’ll have quick access to some of The Villages’ most popular recreation centers and golf courses:brbrSeabreeze Regional Recreation Center – offers pickleball, tennis, bocce, shuffleboard, fitness classes, and arts & crafts studios.brbrColony Cottage Regional Recreation Center – features indoor and outdoor activities, pool tables, and a resort-style family pool.brbrGolf – Within minutes of Bonifay, Havana, and Mallory Hill Country Clubs, plus dozens of executive courses included with your guest ID.brbr Temporary Resident IDsbrbrWith your Temporary Resident ID ($50 paid directly to The Villages), you’ll have full access to:brbr40+ executive golf courses (free with the ID)brbrChampionship golf courses (small fee applies)brbrAll community pools, sports courts, and recreation centersbrbrFitness clubs, pickleball, tennis, bocce, and shuffleboardbrbrLive music and entertainment at all three town squares nightlybrbr PoliciesbrbrDog allowed upon approval (pet fee may apply)brbrNo cats allowedbrbrNo smoking or vaping anywhere on the premisesbrbr Why Guests Love Chesapeake Bright RetreatbrbrBright, cheerful home filled with natural lightbrbrExtended enclosed lanai for relaxing or entertainingbrbrTwo cozy queen bedrooms for couples or friends traveling togetherbrbrLarge kitchen and open living space for comfort and easebrbrPerfect location between Lake Sumter Landing and Brownwood SquarebrbrClean, well-cared-for home with a welcoming feelbrbrCome experience The Villages lifestyle from your very own Chesapeake Bright Retreat — where comfort, convenience, and community come together for the perfect Florida stay.br General House Rulesbr No Smoking or VapingbrbrSmoking or vaping of any kind is strictly prohibited inside the home, garage, lanai, or anywhere on the premises.brbrFailure to comply with this rule may result in:brbrAdditional cleaning and deodorizing chargesbrA penalty fee between $200 and $500brPotential immediate termination of the reservation without refundbr No Cats AllowedbrbrCats are not permitted in any of our properties under any circumstance unless explicitly authorized in writing prior to arrival.brbrUnauthorized cats in the property may result in:brbrDeep cleaning chargesbrAllergen remediation chargesbrPenalty fees between $500 and $1,000brAdditional charges for damages, odors, or excessive cleaning requirementsbr Dog Policy (Pet-Friendly Homes Only)brbrSome homes may be designated as dog-friendly. Approval is required prior to booking or arrival.brbrDog Requirements:brOne dog maximum unless otherwise approvedbrLess than 30 lbs preferredbrNon-shedding breeds preferredbrMust be house-trained and well-behavedbrbrGuests must contact the host prior to arrival with:brbrBreedbrWeight/sizebrAgebrTemperament/personality detailsbrWhether the dog is potty trained and accustomed to indoor environmentsbrbrApproval must be confirmed through the booking platform messaging system or in writing.brbrAdditional Cleaning FeesbrbrIf excessive pet hair, odors, stains, waste, or damages are found after checkout:brbrAdditional deep cleaning charges may applybrA minimum additional fee of $200 may be chargedbrAdditional damages beyond cleaning may also be billed separatelybr Children & Infant SafetybrbrFamilies with children and infants are welcome; however, guests acknowledge that homes are not childproofed unless specifically stated otherwise.brbrGuests are fully responsible for:brbrSupervising children at all timesbrSafety around pools, lanais, golf carts, kitchens, and furniturebrBringing any baby-specific items needed for safety or comfortbrbrThe property owner and management company assume no responsibility for accidents or injuries related to inadequate supervision.brbr No RVs, Boats, Trailers, or Commercial VehiclesbrbrDue to community deed restrictions within The Villages:brbrThe following are not permitted to be parked overnight or stored at the property:brbrRVsbrBoatsbrTrailersbrCommercial vehiclesbrLarge work vans or utility vehiclesbrbrGuests may need to arrange off-site storage accommodations for these vehicles during their stay.brbrFailure to comply may result in towing, fines, HOA violations, or additional charges passed through to the guest.brbr Respectful Use of the PropertybrbrPlease treat the home and neighbors with care and respect.brbrNo parties or events unless approved in writingbrQuiet hours should be respectedbrExcessive noise or disruptive behavior may result in immediate termination of the stay without refundbr Guest ResponsibilitybrbrThe registered guest making the reservation is responsible for:brbrAll occupants and visitorsbrCompliance with house rulesbrAny damages, missing items, excessive cleaning, or violations occurring during the staybrbrPlease note: The Villages spans several postal zones, so addresses may appear as Wildwood, Okahumpka, Sumterville, or Lady Lake. All homes are fully located within The Villages® community with access to its lifestyle and amenities.

Chesapeake Bright Retreat in The Villages

The Villages, Florida, United States

Bed

Bath

Sleeps

$156.36

IMPORTANT: Reservations only for February will not be accepted. January and February will be required together on one booking.brbr✨ High Point Getaway near Lake Sumter ✨brbrThis beautifully appointed home in the Village of Bonnybrook offers comfort, convenience, and full access to all The Villages has to offer. With three spacious bedrooms, a relaxing lanai, and a golf cart included, it’s the perfect spot for your Florida getaway.brbr Bedrooms & LayoutbrbrMaster Suite: King bed, flat-screen TV, large closet, and ensuite bathroom for privacy and comfort.brbrSecond Bedroom: A queen bed.brbrThird Bedroom: Two twin murphy beds that when pull together provide for a king bed size.brbr Living SpacesbrbrLiving Room: Comfortable seating, large flat-screen TV, and an open layout perfect for relaxing after a day of golf, swimming, or exploring.brbrDining Area: Spacious table for family dinners or morning coffee chats.brbrLanai: Outdoor seating area designed for al fresco dining, playing board games, or card nights.brbr Kitchen & AmenitiesbrbrFully equipped kitchen: All essentials for home-cooked meals — cookware, dishes, utensils, coffee maker, toaster, microwave, and more.brbrLaundry: Washer and dryer provided for your convenience.brbr4-Seater Golf Cart: Cruise to pools, recreation centers, squares, and shopping in true Villages style.brbr Location Highlights – Village of BonnybrookbrbrCommunity Pool: Just steps away — right behind the house, past the bushes in the back.brbrAshland Pool & Recreation Center: Features a family pool, bocce, shuffleboard, pickleball, tennis, and billiards.brbrGolf: Minutes to Arnold Palmer Country Club, Mallory Hill Country Club, and numerous executive courses. Ashland’s location gives you quick access to 40+ executive courses with your Villages ID.brbrLake Sumter Landing: Only a short golf cart ride away — enjoy nightly live music, waterfront dining, boutique shopping, and movies.brbrSpanish Springs Square: Another square nearby with live entertainment, restaurants, and events.brbrRecreation: Easy access to Coconut Cove Recreation Center, Lake Miona Regional Recreation Center, and walking trails.brbr Guest IDs & AccessbrbrWith your Temporary Resident ID ($50 paid directly to The Villages), you’ll enjoy access to:brbr40+ executive golf courses (free with ID)brbrChampionship golf courses (small fee applies)brbrAll community pools and regional recreation centersbrbrPickleball, tennis, bocce, shuffleboard, and morebrbrNightly live entertainment at all three squaresbrbr Why Guests Love This HomebrbrTwo King bedrooms for ultimate comfortbrbrTVs in the living room and master bedroombrbrRelaxing outdoor lanai with dining & games areabrbrCommunity pool right behind the home — just a few steps awaybrbrGolf cart included for easy access to The Villages lifestylebr General House Rulesbr No Smoking or VapingbrbrSmoking or vaping of any kind is strictly prohibited inside the home, garage, lanai, or anywhere on the premises.brbrFailure to comply with this rule may result in:brbrAdditional cleaning and deodorizing chargesbrA penalty fee between $200 and $500brPotential immediate termination of the reservation without refundbr No Cats AllowedbrbrCats are not permitted in any of our properties under any circumstance unless explicitly authorized in writing prior to arrival.brbrUnauthorized cats in the property may result in:brbrDeep cleaning chargesbrAllergen remediation chargesbrPenalty fees between $500 and $1,000brAdditional charges for damages, odors, or excessive cleaning requirementsbr Dog Policy (Pet-Friendly Homes Only)brbrSome homes may be designated as dog-friendly. Approval is required prior to booking or arrival.brbrDog Requirements:brOne dog maximum unless otherwise approvedbrLess than 30 lbs preferredbrNon-shedding breeds preferredbrMust be house-trained and well-behavedbrbrGuests must contact the host prior to arrival with:brbrBreedbrWeight/sizebrAgebrTemperament/personality detailsbrWhether the dog is potty trained and accustomed to indoor environmentsbrbrApproval must be confirmed through the booking platform messaging system or in writing.brbrAdditional Cleaning FeesbrbrIf excessive pet hair, odors, stains, waste, or damages are found after checkout:brbrAdditional deep cleaning charges may applybrA minimum additional fee of $200 may be chargedbrAdditional damages beyond cleaning may also be billed separatelybr Children & Infant SafetybrbrFamilies with children and infants are welcome; however, guests acknowledge that homes are not childproofed unless specifically stated otherwise.brbrGuests are fully responsible for:brbrSupervising children at all timesbrSafety around pools, lanais, golf carts, kitchens, and furniturebrBringing any baby-specific items needed for safety or comfortbrbrThe property owner and management company assume no responsibility for accidents or injuries related to inadequate supervision.brbr No RVs, Boats, Trailers, or Commercial VehiclesbrbrDue to community deed restrictions within The Villages:brbrThe following are not permitted to be parked overnight or stored at the property:brbrRVsbrBoatsbrTrailersbrCommercial vehiclesbrLarge work vans or utility vehiclesbrbrGuests may need to arrange off-site storage accommodations for these vehicles during their stay.brbrFailure to comply may result in towing, fines, HOA violations, or additional charges passed through to the guest.brbr Respectful Use of the PropertybrbrPlease treat the home and neighbors with care and respect.brbrNo parties or events unless approved in writingbrQuiet hours should be respectedbrExcessive noise or disruptive behavior may result in immediate termination of the stay without refundbr Guest ResponsibilitybrbrThe registered guest making the reservation is responsible for:brbrAll occupants and visitorsbrCompliance with house rulesbrAny damages, missing items, excessive cleaning, or violations occurring during the staybrbrPlease note: The Villages spans several postal zones, so addresses may appear as Wildwood, Okahumpka, Sumterville, or Lady Lake. All homes are fully located within The Villages® community with access to its lifestyle and amenities.

High Point Getaway near Lake Sumter

The Villages, Florida, United States

Bed

Bath

Sleeps

$174.13

Please note Winter arrivals are as follows:brJanuary 2 - 30brFebruary 1 - 28brMarch 2 - 30brbrWelcome to your home-away-from-home in the Village of Pine Ridge, where comfort and style meet in this beautifully appointed 3-bedroom, 2-bath residence. With thoughtful touches throughout, this home creates a warm and inviting retreat for both everyday living and extended stays.brbrThe living room is designed for relaxation and entertainment, featuring plush electric reclining chairs, a cozy sofa, and an impressive 75 smart TV for movie nights and favorite shows. Sliding doors open directly to the enclosed lanai, a peaceful spot to sip coffee in the morning or enjoy a glass of wine in the evening.brbrThe kitchen is a true delight, offering an abundance of cabinet space, generous counters, and an easy flow for meal preparation. A sunny eat-in nook just off the kitchen provides the perfect place to enjoy breakfast or a casual meal, with plenty of natural light to brighten the space.brbrThe master suite is a private retreat with a luxurious king-size bed and a 43 smart TV for quiet evenings. The attached master bathroom boasts a large walk-in closet, dual vanity sinks, and a stunning Roman-style walk-in shower that elevates your daily routine to spa-like comfort.brbrGuests will feel right at home in the two beautifully furnished bedrooms. The front guest room features a queen bed paired with a 43 smart TV, while the second guest room offers another queen bed and a 34 smart TV, ensuring everyone has a comfortable place to unwind. A full guest bath is conveniently located nearby, adding both comfort and functionality.brbrWith tile flooring through most of the home and laminate floors in the guest bedrooms, style and practicality come together seamlessly. The enclosed lanai extends your living space, perfect for indoor-outdoor enjoyment year-round. Best of all, this pet-friendly home welcomes your furry companions, making it an ideal retreat for the whole family.brbrSituated in the Village of Pine Ridge, this home enjoys a prime location between Lake Sumter Landing Market Square and Brownwood Paddock Square. Residents and guests have easy access to golf courses, recreation centers, dining, shopping, and nightly entertainment, all just minutes away.brbrThis home combines comfort, convenience, and a touch of luxury in one of the most sought-after areas of The Villages. Whether you’re here to relax, entertain, or explore everything the community has to offer, this rental provides the perfect backdrop for creating lasting memories.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 feesbrA processing fees will be assessed for all payments made via credit card

Relaxation, Villages style—your happy place awaits

The Villages, Florida, United States

Bed

Bath

Sleeps

$188.01

Our home has an open and inviting floor plan and is perfect for entertaining. The home is done in neutral hardwood flooring, new paint and the Master Bedroom has a king size bed.brbrIt has a large open kitchen with lots of cupboards, has a full length bar/counter with 3 barstools and an ample pantry closet and a separate dining table.brbrThe Master Bedroom has a king size bed and furnished with a chest and dresser with mirror. There is a large walk-in closet with plenty of storage. You can also step outside onto the glassed-in lanai for a breath of fresh Florida air. There is a large patio with chairs along with a sun lounger located on the back patio. brbrThe Guest Bedroom (second bedroom) has a queen size bed.brbrThe Master Bathroom has a large walk-in shower and the Guest Bathroom has a full size tub and shower. The Guest Bedroom and Bathroom can be separated from the main living area by simply closing a pocket door for complete privacy. brbrThe Living Room is open to the kitchen as well as to the glassed-in lanai. Sleeper sofa for added sleeping room in the living room.brbrThe screened-in lanai is a wonderful addition to the home as it provides a nice area to eat, entertain or relax but you are still protected. The full length glass windows may be opened to screens to let the air into the room. Outside of the lanai is a cement patio area which is perfect to have a cup of coffee, read the newspaper or sit and soak up the Florida sunshine in privacy. There is also an electric grill located on the patio as well. brbrThe garage provides for ample parking of one car and a golf cart (main mode of transportation while in The Villages). A gas golf cart is available upon request. brbrAlso included is free High Speed Wi-Fi Internet Service and a cable TV.brbrPeak Season Rental requires January-February-March booking.

Our home is located in a great location between Brownwood and Lake Sumter.

The Villages, Florida, United States

Bed

Bath

Sleeps

$91.87

Get ready to relax in this 3-bedroom house in The Villages. This gorgeous property features 2 queen beds, and 2 twin beds, perfect for a family or group of friends. With amenities like a Golfchart , WiFi, Computer Printer and a washing machine/dryer. Enjoy breakfast in the beautiful Sun Room. 4 TV's with Xfinity, Prime, Netflix, Paramount and Hulu. A Hot Tub is optionally available for a slightly higher cost.

Charming 3-bedroom house with Golfcart, Hot Tub, and WiFi in The Villages.

The Villages, Florida, United States

Bed

Bath

Sleeps

$117.08

Located in a excellent area in the neighborhood of Chatham, in the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square were you will find many restaurant's, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need all you need to bring is your clothes. Pets are allowed. Recreational guest passes included.brbrPlease note: There is one outdoor camera overlooking the front garage on the property.brbrThe house is big enough for 2 cars and 1 golf cart. The drive way fits 1 car and 1 car and 1 golf cart will fit in the garage. Please don't park on the street or on the grass.

Home away from home entire house

The Villages, Florida, United States

Bed

Bath

Sleeps

$80.4

Relax in this bright, comfortable, 2BR/2BA home in a quiet neighborhood of The Villages. Fully furnished with lanai, Smart TV's and high-speed Wi-Fi. Just minutes from golf, pools, Spanish Springs, Sumpter Landing, and great dining options. Perfect for seasonal or long-term stays! brFast Wi-Fi and TV for streaming. Fully Equipped Kitchen. Full-size appliances, cookware, and essentials for longer stays. Dining table for meals or workspace. Screened Lanai, great for morning coffee or evening relaxing in a private, quiet setting. Laundry & Parking. In-home washer/dryer. Driveway parking. This home is fully furnished, comfortable, and located in a quiet residential neighborhood perfect for unwinding.

Peaceful 2BR Home Near Golf and Town Squares in The Villages

The Villages, Florida, United States

Bed

Bath

Sleeps

$152.74

brWelcome to your home away from home in the heart of The Villages! This beautifully updated, single-level retreat is just a short golf cart ride from Spanish Springs Town Square and only 10 minutes from Lake Sumter Landing—both offering live music every evening, outdoor dining, and vibrant local charm.brbrSpacious & Stylish Sleeping QuartersbrBoth the master and guest bedrooms feature plush king-sized beds and generous closet space—including a walk-in closet in the master. The master suite also includes a dedicated workspace with a desk and ergonomic chair, perfect for remote work.brbrFreshly Renovated BathroomsbrEnjoy a spa-like experience with a brand-new tiled walk-in shower in the master bath and a tub/shower combo in the guest bath.brbrChef-Ready KitchenbrThe fully renovated kitchen boasts granite countertops, stainless steel appliances, and everything you need to cook and entertain—pots, pans, dishes, Keurig and drip coffee makers, blender, crock pot, toaster oven, and more.brbrRelax & UnwindbrThe open-concept living and dining area features a reclining sofa set, a 65 smart TV, and a dining table for six. Step outside to the private patio with a gas grill and seating for four, or enjoy the screened-in lanai with cushioned seating and a glider loveseat—perfect for morning coffee or evening wine.brbrExplore with EasebrLeave the car behind! A 4-seater gas golf cart is included, giving you easy access to shops, restaurants, supermarkets, and entertainment throughout The Villages.brbrConvenience at Your FingertipsbrFull-size washer and dryer with detergent provided. High-speed Wi-Fi is included for streaming or working from home.brbrEffortless LivingbrThis ranch-style home has no stairs—just smooth, easy living in a quiet, friendly neighborhood close to all the action.

Modern Comfort & Prime Location in The Villages – Golf Cart Included!

The Villages, Florida, United States

Bed

Bath

Sleeps

$124.53

Please note Winter arrivals are as follows:brJanuary 2 - 30brFebruary 1 - 28brMarch 2 - 30brbrYou'll feel right at home the minute you open the front door. This home is beautifully decorated and has an open feel with vaulted ceilings. The kitchen offers lots of space & everything you will need to prepare meals or entertain new friends. The living room offers comfortable seating and a nice flat screen TV for your enjoyment and a separate dining area. The master bedroom has a comfortable queen size bed, flat screen TV, large walk in closet, and a private master bath. The master bath offers a walk in shower, and a linen closet with towels and linens. The guest bedroom offers a comfortable queen size bed. The guest bath has a tub/shower in it and comes with towels and linens. I'm sure you'll spend time relaxing in the screened porch as it is set up with comfortable seating which makes it the perfect spot to enjoy reading the paper and planning your days activities or just curling up with a good book and relaxing. 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 small dog friendly home comes complete and includes a BBQ grill & WiFi internet connection. 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 & putt' courses. 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 courts, pickleball courts, basketball courts, sand volleyball 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 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 applied.brNon-refundable Pet Fee $200 per stay (if applicable)

Beautiful 2/2 Dog Friendly Patio Villa w/BBQ & Close to Lake Sumter Landing!

The Villages, Florida, United States

Bed

Bath

Sleeps

$191.53

Welcome to your home away from home in The Villages! We're thrilled to have you as our guest. Whether you're staying for a relaxing getaway or exploring the vibrant community around us, we hope your time here is filled with comfort and enjoyment. Should you need any assistance or recommendations to make your stay even more enjoyable, please feel free to ask. Here's to a fantastic stay filled with great memories!brbrOur home is a split-bedroom design which offers peace and quiet for everyone— great for families or multiple couples. Cruise to the town squares, golf courses, and pools with the included 4-person golf cart! It is conveniently located between Lake Sumter Landing and Brownwood in the highly sought-after village of Duval. It is a short distance from the Sea Breeze Rec Center and the Duval (adult only) pool. It’s a golfer’s oasis with 8 – 10 golf courses within minutes including Sandhill, Turtle Mound, Truman, Roosevelt, Bogart and Bacall. It is also close to the Pinellas Plaza and Colony Plaza shopping areas. brbrWith vaulted ceilings, an open floor plan, and an expansive screened in lanai, this home is perfect for enjoying the indoors or outdoors in comfort and style. All of the bedrooms have new vinyl plank flooring and the kitchen is equipped with all that you need for your stay. On the lanai is also a BBQ grill for your use. The master bedroom has a king bed and a smart TV. It includes two large walk-in closets with an adjacent private bath with a walk-in shower. The guest bedroom has a queen bed and smart TV, and the third bedroom has a Murphy bed to allow for it to be used as an office. The two guest bedrooms are separated by a second bath. The laundry room is equipped with a washer and dryer and the garage is a two-car garage. Small dogs are welcome with owner approval. A gas golf cart is included for your enjoyment making it easy to take advantage of all that is offered in The Villages. Even though we reside in Pennsylvania, there is an on-site manager permanently based in The Villages, ready to assist with any inquiries you may have.brbrCome to The Villages and get access to pools, golf courses, tennis courts, pickle ball courts, shuffleboard, bag toss, bocce ball among other activities. With over 3000 clubs, join others in playing Mahjongg, Samba, Euchre and many other games. Two town halls are just minutes away, offer nightly entertainment, shopping, and numerous dining options. The temporary resident IDs are available for two for $50.

Relax in The Villages – 3BR w/ Golf Cart, Pet-Friendly & Prime Location!

The Villages, Florida, United States

Bed

Bath

Sleeps

$121.23

Resort-lifestyle at a great value. Drive your included golf cart to outdoor dining/shopping and nightly entertainment. Close to 3 championship golf courses. Walk to pool/rec centers, for tennis/pickle ball, billiards room, shuffle board, bocce ball, horseshoe pits and much, much more.brProperty Information br* Enhanced appliances in kitchen and laundrybr* Upgraded tiled walls in second bathroomhbr* Master bath has 2 closets, double sink and walk-in shower with built-in seatbr* High ceilings with tubular skylightbr* Furnished Florida roombr* Screened in lanai with table, chairs, mounted TV with Rokubr* Kitchen with island that seats 4br* Dining room table seats 6br* Ceiling fans throughoutbr* Open floor planbr* 2 car garage with gas powered golf cartbr* 1 king-sized bedbr* 1 queen-sized bed, 1 sleeper loveseat & 1 sleeper sofabr* Two smart TVsbr* LG 55 Class - UN7300 Series - 4K UHD LED LCD TV - in the main living areabr* LG 50 Class - UN7300 Series - 4K UHD LED LCD TV - in the master bedroom br* 32” Class – LED - HDTV with HDR Roku TV on the lanaibr* TV service uses the Xfinity app from COMCAST HD and Blast high-speed. br* Bring your own services and play on any TV – COMCAST, Netflix, Prime Video, Hulu, CBS, Disney+, etc.br* All TVs have basic cable stationsbr* Utilities, cable TV , internet, trash, lawn service, and basic local phone service are includedbrbrThe tax amount includes Florida use tax (6%), Sumter County discretionary sales tax (1%), and Sumter County tourism charge (2%).br brINCLUSIVE FEES –The Villages offers many amenities that can be enjoyed with a guest pass or a Resident ID Card pass. (2) Resident ID cards can be transferred to the guest if requested. The Villages charges a processing fee for the resident ID transfer of $50 and is NOT included in the rent payment above and must be paid directly to The Villages when picking up the passes. You will receive two resident IDs when requesting the resident ID transfer. Additional guest IDs may be picked up using the resident IDs, for no additional charge.brbrOther potential charges:br• Charge for each lost item (such as garage door opener, TV remotes and house keys) or returned check/insufficient funds is $50 per.brbrRental RulesbrThis is a NON-SMOKING unit and lanai (Including all tobacco and e-cigarettes products).brbrNO pets permitted in rental unit.brbrDAMAGE DEPOSIT - A damage deposit is required. The deposit is NOT applied toward rent; however, it is fully refundable within (10) days of departure, provided the following provisions are met. br• No damage is done to unit or its contents, beyond normal wear and tear. br• No charges are incurred due to contraband, pets or collection of rents or services rendered during the stay. br• All debris, rubbish and discards are placed in trash bags, and soiled dishes are placed in the dishwasher and cleaned. br• All keys, gate access badge and garage door opener are left on the kitchen counter. br• All charges accrued during the stay are paid prior to departure. br• No linens are lost or damaged. br• No early check-in or late check-out unless pre-approved.br• Community passes and garage remotes are left inside the unit upon departure.

Lovely 3/2 Designer HOME The Villages. Golf Cart. Shopping, Golf Courses, Pools

The Villages, Florida, United States

Bed

Bath

Sleeps

$87.89

This lovely 2 bedroom, 2 bathroom home is in the highly sought after in the Village of Hemingway. This home is on a corner lot with a lot of privacy. As you approach this corner home-site notice the incredible curb appeal with vibrant flowers and mature trees for that beautiful exotic feeling of paradise. As you enter this lovely home, you are welcomed with an open floor plan. Volume ceilings make the home feel open and airy.brbrFully Furnished, TURN-KEY patio villa includes all bed and bath linens, fully equipped kitchen. This home has laminate floors, bathroom tile, upgraded countertops, double pane windows, updated bathrooms and lighting fixtures throughout. Best of all is the location, which puts you conveniently located to Lake Sumter Landing and Brownwood, Country Club, Adult Pool, and the Colony Plaza Shopping Center with wonderful shopping!brbrThere's exciting championship and executive courses close by. The neighborhood and regional recreation centers feature sparkling pools and hours of fun recreational activities. Grocery shopping in the golf cart brYou bet - the shopping center is right around the corner!

Experience the fun and excitement of The Villages in this beautiful Patio Villa.

The Villages, Florida, United States

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Bath