Home Vacation Rentals By Owner In The Villages, FL

Showing 580 Of 810 Vacation Rentals
Slider Thumb
Exceptional(1)

$147.13

/ Nightly
Private Vacation Home

Welcome to the Schuy Shack in The Villages, FL!

The Villages, Florida, United States

brWelcome to The Villages, a retirement community, where golf and pickle ball are abundant. The Schuy Shack is conveniently located between Lake Sumter and Brownwood in the highly sought-after village of Duval. It is a short distance from the Sea Breeze Rec Center with pickle ball, tennis and shuffle board. It is 3 minutes to the Duval (adult only) pool. It’s a golfer’s haven with 8 – 10 golf courses within minutes. It is also close to shopping. Includes a golf cart and is small dog friendly.brbrEnjoy lots of space with this well equipped 3 bedrooms and 2 bathrooms ranch. We have a an electric recliner and a sofa with 2 electric recliners. One bedroom includes a desk with a monitor and printer. We provide a grill with a nice backyard. You can easily walk to the adult pool and we are located within a 10 minutes cart ride to a dog park.brbrYou can access most of the amenities with a free guest pass, There is the option to get a resident ID with a $50 fee that is paid to The Villages.brbrFor your convenience, we provide self check in and while we can’t guarantee early arrival availability, if the house is ready we will allow you early access.brbrGuests love our location because they can get to Sumter and Brownwood within a 15 minute golf cart ride and Spanish Springs and Saw Grass within 30 minutes. It is a great place to stay if you are looking for your next home.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(14)

$150.95

/ Nightly
Private Vacation Home

The Villages near Sumter Landing! Includes 4 seater golf cart.

The Villages, Florida, United States

Desirable location near Sumter LandingbrbrFreshly updated in 2022! Fabulous location on a quiet cul-de-sac. Wonderful 3 bedroom, 2 bath home minutes to Sumter Landing in the Village of Winifred. We have an immaculate 1,900 sq ft home freshly painted with new luxury vinyl throughout. Our home features a sizeable eat-in kitchen with stainless steel appliances and loads of cabinetry. The living space is open concept with an adjoining dining room and has patio doors to the screened in lanai. Popular floor plan with principle bedroom on one side of home and separate wing with 2 additional bedrooms on other side of main living area. Spacious primary bedroom with comfortable king bed, huge walk in closet and 4 piece bath with ample cabinetry. Second king room and third bedroom has two twin beds. All new linens, bath and beach towels. brbrHigh speed Wi-Fi and cable tv are included. HD Smart TVs are in the primary bedroom and the living room. In-house washer/dryer. There is central A/C and multiple ceiling fans for your comfort. The kitchen has a Keurig, drip coffee maker, toaster, kettle, mixer, etc. Very well stocked.brbrAlso included is a 4 seater gas golf cart (the best way to travel in The Villages). Propane BBQ grill with all utensils.brbrMinutes to Laurel Manor pool and Recreation Centre, Lake Miona, Palmer Legends Country Club, Bridgeport Pool & Rec Center, Winn-Dixie and numerous shops and restaurants of Sumter.brbrOur Florida home is very clean, quiet and well equipped and we are happy to share it with you!brThe Villages is a special 55+ community. If you have any questions please contact us. We would be happy to chat.
Bed 3

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(40)

$189.95

/ Nightly
Private Vacation Home

Quiet Home in The Villages w/ Pool Access!

The Villages, Florida, United States

The perfect Florida escape begins at this vacation rental located in The Villages! This 2-bedroom, 2-bathroom home offers access to community amenities like outdoor pools, tennis courts, walking trails and so much more, making it the perfect home base for an effortless getaway. Inside the home, you’ll find a modern interior, a fully equipped kitchen, and Smart TVs. For a leisure day away, head to the Belle Glade Golf & Country Club or stroll the shops at the Brownwood Paddock Square.brbr-- THE PROPERTY --brbrLocated in a 55+ Community | Newly Built Home | Pet Friendly w/ Fee (25lb Weight Limit)brbrPerfect for snowbirds looking to escape to the Florida sunshine, this charming home combines the convenience of on-site amenities with all essential comforts needed for a relaxing getaway to The Villages. brbrBedroom 1: Queen Bed | Bedroom 2: Queen BedbrbrTHE VILLAGES COMMUNITY AMENITIES w/ FEE: Outdoor pools, billiards room, ballroom, tennis courts, air gun ranges, walking trails, horseshoes, volleyball, basketball, corn toss, ceramics, dice and card games, arts and crafts, bicycling, lifestyle activitiesbrKITCHEN: Fully equipped w/ stainless steel appliances, cooking basics, drip coffee maker, toaster, breakfast bar w/ seating, dishware & flatware brINDOOR LIVING: Smart TV w/ cable, 4-person dining table, 1,453 sq ftbrGENERAL: Free WiFi, washer & dryer, towels/linens, hair dryer, central heat &air conditioning, ceiling fansbrFAQ: Step-free access, pet fee (paid pre-trip), not suitable for children (55+ community), community amenities fee (paid on-site)brPARKING: Driveway (4 vehicles)brbr-- THE LOCATION --brbrOUTDOOR RECREATION: Lake Okahumpka Park (3.7 miles), Lake Griffin State Park (9.2 miles), Lake Miona Park (10.9 miles), Lake Weir (18.3 miles), Dade Battlefield Historic State Park (19.1 miles), Carney Island Recreation & Conservation Area (24.9 miles), Silver Springs State Park (32.0 miles)brTHINGS TO DO: Paquette’s Historical Farmall Museum (4.8 miles), Brownwood Paddock Square -free concert series (5.1 miles), Spanish Springs Town Square (10.8 miles), GatorWorld Parks of Florida (11.0 miles), Lake Sumter Landing Market Square (11.5 miles), Uncle Donald’s Farm (13.4 miles), Grand Oaks Resort Carriage and Museum (14.8 miles)brGOLF COURSES: Belle Glade Golf & Country Club (3.9 miles), Sarasota Golf Practice Center (4.5 miles), Bonifay Golf & Country Club (5.4 miles), Evans Prarie Golf and Country Club (5.9 miles), Truman Executive Golf Course (6.1 miles)brAIRPORTS: Orlando International Airport (58.7 miles), Tampa International Airport (82.5 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- Pet friendly w/ $50 fee (+ fees & taxes, 25lb weight limit)br- No events, parties, or large gatherings br- Must be at least 55 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property is not suitable for children due to the home being located in a 55+ community. However, children are allowed to visit for the daybr- NOTE: There is a $50 fee (paid on-site) to be able to do the activities at the clubhouses but the town square entertainment is free to all guests
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(15)

$365.79

/ Nightly
Private Vacation Home

Private Pool Oasis + Hot Tub ,Quiet Luxury in The Villages, Pet Friendly

The Villages, Florida, United States

Private Pool Retreat + Hot Tub | Pet Friendly | Golf Cart IncludedbrEscape to your own private pool oasis in The Villages—designed for relaxed summer living, quiet comfort, and effortless indoor-outdoor flow.brVida Surena is a beautifully styled, pet-friendly retreat featuring a private heated pool, hot tub, and screened lanai, creating the perfect space to unwind day or night. Whether you’re enjoying morning coffee poolside, relaxing in the shade, or winding down in the hot tub under the stars, every detail is designed for comfort and ease.brLocated just a short 15-minute golf cart ride to both Spanish Springs Town Square and Lake Sumter Landing Market Square, you’ll have easy access to restaurants, shopping, and nightly live entertainment—while still enjoying the peace and privacy of your own retreat.brbr2 King Suites | Quiet, Comfortable, PrivatebrSignature SuitebrA calm and elegant primary retreat featuring:brPlush pillow-top King bed with luxury linensbrSoft neutral tones for a restful atmospherebrDedicated workspace for remote work or quiet momentsbrSmart TV for streamingbrPrivate ensuite with shower, sink, toilet & plush towelsbrGuest SuitebrA stylish and inviting second bedroom:brPillow-top King bed with premium linensbrSmart TVbrFull bathroom just steps away with tub/shower, sink, toilet & fluffy towelsbrbr Fully Equipped KitchenbrEverything you need for easy, relaxed living:brKeurig + drip coffee makerbrAir fryer, blender, toaster, rice cookerbrFull cookware, utensils, and prep essentialsbrWine glasses + pool-safe dishesbrbr Indoor Living Designed for ComfortbrBright, open living space with pool viewsbrComfortable seating for relaxing eveningsbrSmart TV (Netflix, Prime, etc.)brClean, modern design that feels calm and unclutteredbr Private Pool + Outdoor Living (The Highlight)brbrYour own backyard retreat:brPrivate heated pool (86°F)brHot tub (103°F)brScreened lanai (enjoy outdoors without the bugs)brLoungers for sun + shaded areas for cooling offbrOutdoor dining for 4brPropane BBQ (included)brPerfect for staying cool, relaxing, and enjoying Florida at your own pace—even in summerbrbrGolf Cart + ExtrasbrGolf cart included for easy access around The VillagesbrPet-friendly (your dog is welcome)brDigital keyless entrybrGarage access from inside the homebrKey card for community accessbrLocal property manager available if neededbrLocation Without the NoisebrEnjoy the best of both worlds:br15 min golf cart ride to town squaresbrClose to dining, shopping, and entertainmentbrbrQuiet, private setting away from crowdsbr Perfect For:br✔ Couples getawaybr✔ Extended stays / monthly staysbr✔ Remote work (fast WiFi + workspace)br✔ Snowbird early arrivalsbr✔ Pet ownersbrGood to KnowbrDigital entry with secure codebrRear access via pool areabrSecurity cameras at front entrance & garage (exterior only)
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(17)

$169.73

/ Nightly
Private Vacation Home

Charming Village of Dunedin Home w/Tile Flooring and Serene Water View

The Villages, Florida, United States

Please note Winter arrivals are as follows:brJanuary 2 - 30brFebruary 1 - 28brMarch 2 - 30brbrWelcome to your new home in the Village of Dunedin, located within the charming community of The Villages. This delightful 3-bedroom, 2-bath residence offers a spacious and comfortable living environment with numerous amenities to enhance your lifestyle.brbrAs you step inside, you'll immediately notice the absence of carpet, as the entire home boasts stylish tile flooring throughout. The open-concept layout includes an inviting eating nook off the kitchen with ample seating for six, perfect for casual meals or morning coffee. Additionally, there's a separate dining area with seating for six, creating a lovely space for formal dinners and gatherings.brbrThe living room is a cozy retreat, featuring a generous 55 TV and a comfortable sofa and chair arrangement. Whether you're watching your favorite shows or hosting friends, this space is designed for relaxation and entertainment.brbrThe master bedroom is a true sanctuary, offering a king-sized bed and a 50 TV for your enjoyment. His and her closets provide plenty of storage, and the en-suite master bath boasts dual sinks and a luxurious Roman-style walk-in shower, adding convenience and comfort to your daily routine.brbrThe guest room is tastefully appointed with a queen-sized bed, providing a welcoming space for visiting family or friends. Additionally, the den offers a versatile area with a full-size pull-out sectional sofa and a 40 TV, making it a flexible space for relaxation, work, or even accommodating extra guests.brbrOne of the highlights of this home is the screened-in lanai, which allows you to enjoy the beautiful Florida weather year-round. The lanai features an eating area, perfect for alfresco dining, as well as a propane firepit, creating a warm and inviting atmosphere for evening gatherings. brbrFor those who enjoy outdoor cooking, the back porch offers a dining table and a gas grill, making it easy to prepare and savor delicious meals while taking in the serene water view.brbrExplore the beauty of The Villages with ease, thanks to the included two-person gas golf cart. And for those who love pets, medium-sized dogs are welcome in this lovely home.brbrWith its modern amenities, comfortable living spaces, and prime location in The Villages, this 3-bedroom, 2-bath home in the Village of Dunedin is an ideal choice for those seeking a delightful and convenient Florida living experience. Don't miss the opportunity to make it your own!brbrThis home is made for fun! Just bring your suitcase and we'll provide the 'key' for enjoying the lifestyle.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.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 fees.brCredit card processing fees will be assessed.brNon-refundable Pet Fee $200 per stay (if applicable)
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(6)

$186.27

/ Nightly
Villa

3/2 COURTYARD NEAR LAKE SUMTER AND POOLS!

The Villages, Florida, United States

Unit Code: 1106brbrEscape to your own private oasis in the Village of Bridgeport @ Creekside Landing. This 3 bedroom, 2 bathroom courtyard villa boasts a spacious and open floor plan perfect for relaxing. The kitchen features an island with seating for two while the dining room comfortably seats six. Relax in the living room complete with a Smart TV and plush seating or retreat to the screened-in lanai where you can enjoy a cup of coffee in beautiful Florida weather. The master suite offers a king size bed, Smart TV, double sinks, walk-in shower, and linen closet while guest bedrooms have king and queen size beds respectively near their shared bathroom with tub/shower comb. Additional amenities include an inside laundry room as well as outdoor seating on the back patio complete with retractable awning (grill not for guest use). Located just minutes from Lake Sumter Landing Town Square boasts live music and happy hour every night as well as both family pool & Virginia Adult pool at Creekside Landing. Tee off at Pelican or Heron golf course or try out Mallory Hill Championship Golf Course all within easy reach from this stunning villa retreat!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 PREMISESbr~MUST BE 25 OR OLDER TO BOOKbrbrMAX OF 2 PETS UP TO 30 LBS EACH, $150 NON-REFUNDABLE PET FEE PER PET brbrCHILDREN 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***
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(2)

$246.37

/ Nightly
Private Vacation Home

Batally Designer Retreat (Glenbrook)

The Villages, Florida, United States

Welcome to Batally Designer Retreat in The Villages!brbrNestled in the heart of Central Florida’s premier active adult community, this beautifully appointed 3-bedroom, 2-bathroom designer home offers a stylish and comfortable stay with access to all the best of The Villages — all made even more convenient with your own private two-seater golf cart.brbr ️ Spacious & Versatile Sleeping OptionsbrMaster Suite: King bed with an en-suite bathroom for privacy and comfortbrbrGuest Room 1: Queen-size bed — great for additional guests or grandkidsbrbrGuest Room 2: Full Size bed — stylish, space-saving, and ideal for visiting friends or familybrbr Dual Living Rooms for Relaxation & EntertainmentbrTwo large, thoughtfully decorated family/entertainment areasbrbrComfortable seating perfect for enjoying movie nights, reading a book, or hosting guestsbrbrSmart TVs and plenty of natural lightbrbr ️ Fully Equipped KitchenbrComplete with modern appliances and all essentials for cooking or entertainingbrbrBright sitting nook perfect for breakfast or casual mealsbrbr Golf Cart IncludedbrTwo-seater golf cart available for your usebrbrExplore all The Villages has to offer — dining, shopping, golf, pools, and more — just a ride awaybrbr Prime Location in The VillagesbrLocated at 3057 Batally Court, this home is situated in one of The Villages’ most convenient and scenic neighborhoods, offering access to everything you need for a vibrant stay:brbr Recreation & Amenities NearbybrEasy access to multiple neighborhood and regional recreation centers, offering:brbrAdult and family poolsbrbrPickleball and tennis courtsbrbrShuffleboard, bocce ball, and basketballbrbrArts & crafts, billiards, card rooms, and morebrbrEnjoy a short ride to some of the area`s most popular rec centers, such as Lake Miona, Rohan, Seabreeze, and EisenhowerbrbrAccess to walking trails, nature preserves, and dog parks nearbybrbr ️ Retail, Dining & Essentials – All by Golf CartbrReach grocery stores like Publix and Walmart, retail plazas, banks, and salons in under 10 minutesbrbrVisit local restaurants, bars, and coffee shops at:brbrBrownwood Paddock SquarebrbrLake Sumter LandingbrbrSpanish Springs SquarebrbrEnjoy nightly live music, dancing, markets, and community events at all town squaresbrbr ️ Golf, Golf, and More GolfbrGuests can play on over 40 executive golf courses and several championship courses across The VillagesbrbrYour Temporary Resident ID (available for a $50 fee per couple, paid to The Villages) grants access to tee times, pools, and rec centersbrbrMany courses are just minutes away via golf cartbrbr The Villages LifestylebrbrParticipate in over 3,000 clubs and activities — from woodworking and painting to dancing, fitness, and cardsbrbrEnjoy seasonal festivals, farmer’s markets, parades, and morebrbrGolf cart and walking paths make exploring fun and convenientbrbrWeekly entertainment at the town squares — bring a chair and join in the fun!brbr✅ What Makes Batally Designer Retreat SpecialbrA stylish, spacious designer home with unique sleeping accommodationsbrbrTwo living areas for flexible lounging and entertainingbrbrFully equipped kitchen with dining spacebrbrGolf cart included for effortless explorationbrbrLocated near recreation, shopping, dining, and golfbrbrAccess to all The Villages amenities with a Temporary Resident IDbrbrBatally Designer Retreat is your perfect escape to enjoy the lifestyle, beauty, and excitement of The Villages — where every day is an opportunity to relax, explore, and connect. Whether you`re staying for a season or a special visit, this home will make it a trip to remember!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.
Bed 3

Bed

Bath 2

Bath

Sleep 5

Sleeps

Slider Thumb
Exceptional(1)

$174.19

/ Nightly
Villa

Riley Sunshine Retreat (Ashland)

The Villages, Florida, United States

IMPORTANT !!! JAN-MAR only full month bookings / no partial bookings allowed test brbr Welcome to Riley Retreat: Your Perfect Getaway in The Villages of Ashland! brbrDiscover comfort, convenience, and fun at Riley Retreat, a stylish 2-bedroom, 2-bathroom villa located in the sought-after Villages of Ashland. With a prime location near Lake Sumter Landing, this charming villa offers everything you need for a relaxing and enjoyable stay, including modern amenities, a fully equipped kitchen, and a golf cart for exploring all that The Villages has to offer!brbr Comfort & Modern AmenitiesbrbrStep into the inviting Riley Retreat, where the cozy living space flows into a fully equipped kitchen—perfect for preparing meals and entertaining guests. The master bedroom features a queen-sized bed, a walk-in shower, and an en-suite bathroom, while the guest bedroom has a plush queen-sized bed with access to a bathroom featuring a tub for added relaxation.brbrEnjoy access to thousands of movies and live sports with the villa’s premium television service, ensuring everyone has something to watch. Whether you`re relaxing after a day of activities or planning a movie night, this villa has you covered.brbr Explore with Ease: Golf Cart IncludedbrbrAt Riley Retreat, your stay includes a golf cart, making it easy to explore The Villages and enjoy all the nearby recreation and entertainment. Whether you’re heading to Lake Sumter Landing for dining, live music, and shopping, or taking a short ride to the Lake Miona Recreation Center for pickleball, tennis, and other activities, you’ll be perfectly equipped for your adventures.brbr ️ Prime Location Near Lake Sumter LandingbrbrWith Lake Sumter Landing just a short drive away, you’ll have access to some of the best dining and entertainment options in The Villages. Enjoy waterfront dining, grab a coffee at Starbucks, indulge in ice cream at Häagen-Dazs, or catch a movie at the local theater. Plus, live music every night provides a festive atmosphere, making Lake Sumter Landing a must-visit during your stay.brbr⛳ Experience The Villages LifestylebrbrRiley Retreat offers access to the exclusive lifestyle of The Villages, a vibrant 55+ community known for its endless amenities. With your Villages Temporary Resident ID (available for a $50 fee), you’ll enjoy access to 40+ executive golf courses, pools, and recreation centers throughout the area. Dive into the fun with group activities, fitness classes, and community events that make The Villages such a desirable destination.brbr Book Your Stay at Riley Retreat Today!brbrExperience the best of The Villages of Ashland at Riley Retreat, where comfort, relaxation, and convenience come together for the perfect getaway. Whether you`re enjoying the villa`s modern amenities or exploring the vibrant community, Riley Retreat offers everything you need for an unforgettable stay in The Villages!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.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(19)

$186.68

/ Nightly
Private Vacation Home

Close to Fun, Villa In Walking distance to Lake Sumter Landing w/Golf Cart!

The Villages, Florida, United States

Please note Winter arrivals are as follows:brJanuary 2 - 30brFebruary 1 - 28brMarch 2 - 30brbrYou'll feel welcomed and relaxed as soon you open the front door to your home away from home. This home is beautifully decorated with comfort in mind. The kitchen is complete with everything you'll need to prepare and serve meals or entertain new friends. The living room offers plenty of comfortable seating to enjoy your favorite television shows on the flat screen TV. The master bedroom has a king size bed, TV, walk-in closet, and a private master bath with a walk-in shower. The both guest bedrooms have a queen size bed for your guests. The bedrooms and both bathrooms are set up with extra towels and linens. Of course don't forget about the screened in lanai off the back of the house with comfortable seating to enjoy your morning coffee or juice and paper. It is also a great place to end a busy day of activities with a cold drink before heading out to the town square and dance the night away. brbrThis home comes complete and includes a gas golf cart, BBQ, & WiFi internet connection. With the purchase of resident ID cards you can use any of the executive golf courses or pay resident rates at the Championship courses. You're also entitled to use any of the family friendly and adult only (30 or older) swimming pools, bocce ball, shuffleboard courts, and more plus 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: 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.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 fees.brCredit card processing fees will be assessed.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(1)

$127.33

/ Nightly
Private Vacation Home

If Privacy is the Key, Come Stay in This Beautiful 2 Bdrm 2 Bath w/BBQ

The Villages, Florida, United States

Please note Winter arrivals are as follows:brJanuary 2 - 30brFebruary 1 - 28brMarch 2 - 30brbrWelcome to your charming 2-bedroom, 2-bathroom oasis nestled in the heart of The Villages, in the historic Village of Silver Lake. This delightful rental is a stone's throw away from the vibrant Spanish Springs Town Square, offering you a prime location for all your entertainment and dining needs.brbrAs you step inside, you'll immediately notice the tasteful decor and thoughtful amenities that make this home a true gem. The open living space features a plush recliner, perfect for unwinding after a day of exploring, and a generous 65 TV equipped with a Roku streaming device, ensuring endless entertainment options.brbrThe master bedroom boasts a luxurious king-size bed, complete with a 32 TV and Roku streaming device for your convenience. A spacious walk-in closet and a private en-suite bathroom with a walk-in shower provide all the comfort and privacy you desire.brbrThe guest room is furnished with a cozy queen-size bed and a wooden desk, making it an ideal space for work or relaxation. Laminate flooring throughout the home ensures easy maintenance and a clean, modern feel.brbrCook up a storm in the well-appointed kitchen, featuring a convenient nook and tiled floors. And for the outdoor grilling enthusiasts, the gas BBQ grill on the back patio is perfect for hosting gatherings with friends and family. Additionally, this property backs to a private community area, ensuring a serene and peaceful environment.brbrOne of the highlights of this rental is the glass-enclosed lanai, where you can savor the Florida sunshine year-round while taking in the park-like setting of your backyard. It's the perfect spot for morning breakfasts or evening relaxation.brbrOne standout feature of this property is the absence of carpet, offering a clean and allergy-friendly environment. Whether you're relaxing in the living room, preparing meals in the kitchen, or retiring to your bedroom, you'll appreciate the comfort and style of this home.brbrThis rental is your passport to the quintessential Villages lifestyle, with its prime location, upscale amenities, and tasteful decor. Don't miss the opportunity to make this your home away from home in The Villages. Contact us today to schedule a viewing and experience the charm of Silver Lake living!brbrThis home is made for fun! Just bring your suitcase and we'll provide the 'key' for enjoyment.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.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(8)

$200.66

/ Nightly
Private Vacation Home

Leaf It All Behind - 3/2 in The Village of Moultrie Creek, Near Brand New Eastport

The Villages, Florida, United States

This airy, 3 Bed 2 Bath in The Village of Moultrie Creek, is 2 miles from Eastport and 10 mins to SAWGRASS GROVE SQUARE for shopping, dining and FREE nightly entertainment. Saluki Rec Center is under a mile away with a pool, field games, pickleball, billiards and other activities to choose from! Executive/championship GOLF COURSES and REC CENTERS at your fingertips. If you're looking to Leaf It All Behind, this is the place for you!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. 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. brbrThere 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. 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 NOT 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! brbr- 3BR/2BA in The Village of Moultrie Creekbr- Screened-in Lanai w/ Cozy Seatingbr- 2 Miles to Brand New Eastport for shopping, dining, sports, (soon) FREE Nightly Entertainment, a Climbing Wall and More!br- Minutes to the new Shallow Creek Championship Golf Course and Booster's Bar & Grillbr- Minutes to The Tracy Performing Arts Centerbr- Minutes to multiple pools and the Saluki Recreation Centerbr- Situated between the Eastport and Middleton areasbr- Close to Ezell and Everglades Regional Recreation Centersbr- Close to Sawgrass Grove Market & Entertainmentbr- Close to Southern Oaks Championship Golf Coursebr- Master Bedroom with King Bed, Flat screen TV, large Walk-in Closet & Ensuite Bathroom with Walk-in Showerbr- Guest Bedroom #1 - Queenbr- Guest Bedroom #2 - Queen Sofa Pullout with Flat screen TVbr- Guest bathroom (shower/tub combo)br- Fully equipped Kitchen with Pantry and Large Breakfast Bar with Stoolsbr- Formal Dining area (seats 6)br- Screened-in Lanaibr- Laundry Room - Washer & Dryer & Utility Sinkbr- Garage - Room to park 2 car and two cars in the drivewaybr- Internet and Streaming TVs included. Be prepared to use your personal loginbr- Easy access to the Florida Turnpike and under an hour to Disney World and Orlando International AirportbrbrGuest 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.)brbrGolf Cart: Be sure to make arrangements ahead of time to have a rental golf cart reserved for your arrival.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. brbrThank you in advance and enjoy your stay!!!
Bed 3

Bed

Bath 2

Bath

Sleep 5

Sleeps

Slider Thumb
Exceptional(5)

$135.71

/ Nightly
Private Vacation Home

Charming 3BR Home in The Villages: Your Florida Retreat Awaits!

The Villages, Florida, United States

Please note Winter arrivals are as follows:brJanuary 2 - 30brFebruary 1 - 28brMarch 2 - 30brbrNestled within the Village of Dunedin in The Villages community, this charming 3-bedroom, 2-bathroom rental home offers the perfect blend of comfort and convenience for your stay.brbrUpon entering, you'll be greeted by a spacious living room featuring a large TV, complemented by a cozy love seat sofa and chair - an inviting space to relax after a day of exploring.brbrThe well-equipped kitchen with modern amenities includes a dining table that seats four, ideal for enjoying meals with family and friends. Plus, for outdoor dining enthusiasts, there's a BBQ grill available, perfect for hosting cookouts.brbrThis home's three bedrooms are thoughtfully designed to cater to different sleeping arrangements. The master bedroom features a king-sized bed and its own TV, while the master bathroom boasts a convenient walk-in shower.brbrOne of the guest rooms offers a full-size bed, and the other is furnished with a queen-size bed, accommodating up to six guests comfortably.brbrFor those traveling with furry friends, rest easy knowing this rental home is medium dog-friendly. Indoor laundry facilities add to the convenience of your stay, ensuring you can keep everything clean and tidy.brbrThe outdoor spaces of this home are equally enticing. A screened patio provides a relaxing spot to enjoy the Florida weather, and a side patio offers additional seating for various outdoor activities.brbrWith its comfortable living spaces, well-appointed bedrooms, and lovely outdoor areas, this rental home in the Village of Dunedin is an excellent choice for your next vacation or extended stay in The Villages. You'll feel right at home from the moment you arrive.brbrThis home is made for fun! Just bring your suitcase and we'll provide the 'key' for enjoying the lifestyle.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.brNon-refundable Pet Fee $200 per stay (if applicable)
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(2)

$328.14

/ Nightly
Private Vacation Home

Beautiful 3 bedroom home, available during the Season, in The Villages, FL.

The Villages, Florida, United States

Escape to our wonderful designer home in picturesque Santo Domingo, located in The Villages. brThis cozy retreat features 3 bedrooms, including 2 queen beds and 1 sofa bed. Perfect for a serene getaway, where you're sure to relax and unwind. brWhether you're looking for a peaceful escape or a fun-filled adventure, this charming house has everything you need for an enjoyable stay. brWe look forward to welcoming you to our home.brbrRecently renovated with;brFresh paint throughout.brPopcorn ceiling removed, retextured and painted.brCarpets removed and Pergo put down in the 3 bedrooms and closets.brNew stainless steel appliances with a gas stove.brRefrigerator has an ice maker & filtered water dispenser.brNew washer & dryer, inside.brbrFully equipped kitchen with a drip, Keurig & Nespresso coffee machine.brAll linens & towels provided.brStarter kit of dish soap, paper & laundry products, etc.brIron & ironing board, hair dryer & more. brbrThe Master bedroom has a Tempur-pedic Queen mattress with a motorized bed frame.brMaster bath has grip bars and a shower only.brbrThe Guest bedroom has a Queen mattress and built in closet organizer.brThe Guest bath has a tub/shower combo.brbrThe 3rd bedroom has been converted into an Office and has a queen sized sleeper sofa.brThere is a desk with a printer available, if you need to work.brbrKitchenette with 2 chairs & a breakfast bar with 4 chairs.brDining room with 6 chairs.brLiving room has a reclining sofa, 2 reclining chairs and a swivel chair.brAll 4 rooms have flat screen T.V.'s.brThere is Wi-Fi and basic cable available, so bring your streaming device to watch your favorite shows.brbrOur home backs up to the Turtle preserve, where there is a large eat-in area, in the screened in Lanai.brIt also offers a putting green to use, for your enjoyment.brbrIt is conveniently located to Spanish Springs & Lake Sumter Landing, with a 20 minute drive to Brownwood. brIt is also near the La Hacienda & Tierra Del Sol Recreation Centers and the many stores and dining options on 441.brbrExplore what the Villages has to offer by golf cart, which is included in the rent.brbrGuest passes will allow access to all pools (except sport pools), tennis, pickleball, and all Rec Center activities. brGuest rates apply for golf.brGuest passes are issued without charge but must be arranged at least 2 weeks in advance.brbrLifestyle (Temporary) Resident ID : This cost is $50.00. brThis allows you full access to all amenities and residential rates for golf. brID's must be arranged through the property owner in advance. brTemporary Resident IDs provide access to resident amenities. brAvid Golfers will want the resident ID's! brThese will enable the renter to book tee-times during high-season as well as those intending to join groups and classes. brTwo resident IDs are permitted per household. brIf there are more than 2 people renting a home, then the remainder of guests can apply and receive the free guest passes. brbrOur Property Caretakers live 10 minutes away and are available to assist if there are any home issues.brbrAll utilities, cable TV, trash and lawn service are included in the rental fee. brbrThe Golf Cart is a bonus/privilege and requires a signed PERSONAL GOLF CART WAIVER AND RELEASE OF LIABILITY AGREEMENT to drive. brIf you plan to use the golf cart, let us know and we will email you these forms. brWhen we receive the signed paperwork, we will allow the use of the golf cart. brWe have regularly scheduled maintenance for the golf cart so it is in good shape, but we cannot guarantee usage, in the event of a mechanical or tire issue. brNo replacement golf carts will be given in this event.brbrMissing keys or gate cards will result in a $50.00 replacement fee.brbrWe can accommodate those on an individual basis, if you only want to stay just a few days, weekly or longer.brbr*Please note, rental dates and rates offered are available at the time of posting and is subject to change.br
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in The Villages