Vacation rentals in The Villages

4.93 out of 5 average rating, 106 reviews

Cottage in Mount Dora

Cozy Cottage 3 blocks from town

Come as guests, leave as friends. This super-clean 1 bed, 1 bath cottage sleeps up to 4 adults. "Cozy Cottage" is pet friendly and laid back with a super-fast internet connection. Historic Mount Dora is only steps away. Enjoy the many quaint shops, restaurants and regional festivals. The rolling hills and lakeside views give this town its New England seaside charm. Orlando theme parks are only 1 hour away. We are the perfect place to retreat after the hustle and bustle of the theme parks.

5 out of 5 average rating, 7 reviews

The exterior of a charming cabin features vibrant turquoise siding and a covered screened porch. A spacious yard is framed by green grass and trees, creating a pleasant outdoor space. The cabin is positioned among a peaceful landscape, offering a welcoming appearance.

Cabin in Astor

Charming Cabin/Cottage getaway

This is a very Charming remodeled exceptionally clean Cabin in the Heart of Astor and Across the street from the river, 100 yards to the public boat ramp. Across the street from the local bait store and one block to the nearest riverfront sports bar/restaurant. Great water activities and some of the best fishing in Florida. The absolute best place to bass and Speck (crappie fish) in Florida. The charming cabin has screened porches front/rear. An Exceptionally clean cottage, fully furnished.

5 out of 5 average rating, 6 reviews

A spacious deck offers multiple lounge chairs facing a picturesque water view. Flags flutter in the breeze while the expansive area is surrounded by a railing, providing a serene environment for relaxation and enjoying the outdoors.

Home in Ocklawaha

As good as it gets! Lakefront - with a pool!

This 2/1 house sits directly on a large private beach with a massive enclosed pool area including an outdoor kitchen, smart TV and lots of space to relax. This is our family vacation home, so everything is there to ensure an amazing stay. A new two story dock offers spots to moor a boat or jet skis, and lots of sun and fun space: paddle boards, fire pit, picnic table, etc. A separate cottage is just behind it. Find it listed under my profile. Rent both together for a big family gathering!

4.9 out of 5 average rating, 20 reviews

An open-plan living area features modern furnishings, including a comfortable gray couch and a stylish coffee table. A dining table sits in the background, and large glass doors allow natural light to fill the space. Decorative plants and a rug add warmth to the room.

Villa in The Villages

Beautiful villa near Sumter Landing w/ Golf Cart

Perfect central location between Lake Sumter Landing and Brownwood Paddock! 4 seat electric golf cart provided to enjoy exploring all that The Villages has to offer. Totally remodeled, new appliances, new flooring, new furnishings, large screen TV's in every room. Luxurious king bed in master and queen bed in guest bedroom. Fully equipped kitchen with everything you would need to prepare a delicious meal. Decorated with comfort in mind including 4 power recliners & extra comfy bedding.

4.95 out of 5 average rating, 129 reviews

The city skyline is illuminated at night, featuring tall buildings with glowing lights. A fountain in the foreground displays vibrant colors, reflecting on the calm water surface. The scene captures a lively urban atmosphere against a darkened sky.

Cottage in Umatilla

Heartwarming Authentic Cottage for Family Joy!

The Cute and Clean Little Cottage you are looking for! Pleasant getaway! ❤️ Heartwarming Authentic Cottage for joyful stays! Near to springs and Manatee watch areas, Ocala Forest, Fishing 🎣 equestrian 🐎 activities, Mount Dora & 🪑Antiques Markets. Just 39 miles to Orlando & Disney and 43 miles to the beach 🏖 Entire Place! Pet Friendly! Free Parking! 2 bedrooms + 2 full baths! Original wood floor in master bedroom and Kitchen! No carpet floors! Nice quiet, safe neighborhood!

A modern kitchen and dining area features gray cabinetry and a central island with seating. Pendant lights illuminate the space, highlighting the stainless steel appliances and mosaic backsplash. A dining table is set for four, complemented by decorative elements that enhance the inviting atmosphere.

4.98 out of 5 average rating, 131 reviews

Marsh Bend Waterview Oasis in The Villages

Picture yourself staying at our Sanctuary overlooking the peaceful water view in the Village of Marsh Bend. Take a short stroll across the street to Edna's Beer & Wine Garden or enjoy the nearby pool or Pitch N Putt. This beautiful, ultra clean, new home can be your next oasis and you enjoy preparing a meal in the beautiful kitchen with all of the necessities. 3 Bedrooms and 2 Bathrooms give you plenty of room to enjoy the house for yourselves or have a few guests.

A screened lanai offers a view of a green landscape bordered by a black fence, with tree silhouettes framed against the sky. A decorative lamp sits on a table, providing subtle illumination. Two black chairs and a small side table are arranged around the space.

4.88 out of 5 average rating, 26 reviews

Entire Home in The Villages Absolutely Beautiful!!

Neighborhood Pool, WIFI, Free Parking, Backyard View Excellent location, 2 bed 2 bath open floor plan home that borders a nature preserve looking out the lanai in the Village of Palo Alto. Walking distance to Spanish Springs and close to Lake Sumter Landing. Enjoy area amenities including pools, golf courses, tennis, pickle ball, shuffleboard and live entertainment every night of the week in three different locations. I do not live there. Prices include golf cart!

5 out of 5 average rating, 11 reviews

Home in Mount Dora

Doras Dream, 4 Bedrooms, Sleeps 12, Downtown

Welcome to Doras Dream, a spacious retreat located in the heart of Downtown. This spacious home, located just minutes from the heart of charming downtown Mount Dora, is the perfect getaway for families. Comfortably accommodating up to 12 guests, the house is uniquely designed to offer shared or private living arrangements, thanks to a privacy door that separates the front and back of the home.

A corner house located in a quiet cul-de-sac is shown, featuring a light-colored exterior and a spacious front yard. Small palm trees and decorative rocks accent the lawn, which has been well-maintained. A single-car garage and a screened porch are also visible.

4.95 out of 5 average rating, 84 reviews

Custom luxury Ranch in Sunset Point

Beautiful luxury rental in The Villages. Close to Lake Sumter Landing. All Marble, Granite, Flat screen TV's in Every Room, Bathrooms with amenities like rain forest showers, steam room, Bidet toilet in master, and Jacuzzi tub. Built in Sound system, upgraded Kitchen and Lanai with TV and AC. No Smoking, parties, or Pets. Primary renter Has to be 35 yo or older.

A single-story home is set in a well-maintained landscape. Lush greenery and palm trees frame the entrance, which boasts a covered porch and large windows. A spacious driveway leads to a two-car garage, providing ample parking in front of the home.

4.82 out of 5 average rating, 17 reviews

Location, Location! Hot Tub!

Best location in The Villages. Abutting Bonifay Country Club; close to shopping, Sarasota golf practice facility, multiple pools, pickleball courts, and other recreational amenities. Equal distance to Brownwood and Sumter landing. Golf Cart included in rental. Modern, clean, and bright. Check out reviews on Vrbo. Property listing number 2007250. New to airbnb

4.99 out of 5 average rating, 108 reviews

A private front porch offers a view of lush tropical foliage and gently swaying palm trees. Comfortable seating arrangements are visible, inviting relaxation. The well-maintained lawn extends towards the serene lake, surrounded by greenery, enhancing the tranquil outdoor atmosphere.

Apartment in Windermere

Relaxing 2BR Lakeview Retreat Close to Attractions

Relaxing getaway with gorgeous lake views in historic Windermere just minutes from Disney, Universal, and all Orlando-area attractions. Skip the tourist traps and retreat to this charming, newly renovated apartment in quiet, old Florida. Perfect for families visiting the parks or anyone seeking a quiet getaway.

4.94 out of 5 average rating, 88 reviews

FREE Golf Cart + Fabulous Location + Classy Decor!

Nestled in Winifred Village, this beautifully adorned home is a gem in The Villages. A quick golf cart ride to Lake Sumter Landing and the Polo Field, and backing onto the Arnold Palmer Golf and Country Club, it's a golfer's paradise. Plus, a pool is just a short walk or a minute's cart ride away!

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for The Villages vacation rentals

Self check-in

Pet friendly

Laptop-friendly workspace

Gym

BBQ grill

Stay near The Villages's top sights

Spanish Springs Town Square74 locals recommend

Brownwood Paddock Square32 locals recommend

Cane Garden Country Club14 locals recommend

The Villages Polo Club10 locals recommend

Eisenhower Regional Pool & Recreation Center5 locals recommend

Lighthouse Point Bar & Grille7 locals recommend

House rentals in The Villages

A spacious living area features a comfortable sofa with decorative pillows and a cozy armchair. Natural light highlights the wooden floor and walls adorned with artwork. A ceiling fan and flat-screen TV are visible, while a neutral color palette creates a welcoming environment.

4.98 out of 5 average rating, 41 reviews

Close to downtown! La Palma

The spacious living area showcases comfortable seating with dark leather recliners and a floral patterned sofa. A wooden coffee table is centered on a decorative area rug. Soft lighting from lamps creates a relaxed ambiance, while large windows allow natural light to illuminate the space.

4.96 out of 5 average rating, 108 reviews

3/2, 1800 sq ft, Pets, WEC 11 Miles, Private

The exterior of a charming yellow home is shown, featuring a well-maintained front yard with decorative shrubs and palm trees. A two-car garage with a white door is visible, alongside a smooth driveway leading up to the entrance.

4.84 out of 5 average rating, 38 reviews

Cozy 2 BR 2 BA galveston style!

An open living space is showcased, featuring a dining area with a wooden table and four chairs. A comfortable red sofa is positioned alongside a light-colored coffee table. The kitchen area is equipped with modern appliances, contrasting with the tiled floor and neutral walls.

5 out of 5 average rating, 8 reviews

The Sable

4.73 out of 5 average rating, 30 reviews

The exterior of a modern, single-story home is displayed with a well-maintained lawn and a paved driveway. A covered entryway is featured, leading to an inviting front door. Two red chairs are positioned outside, providing a seating area. Mature trees surround the property.

Home in Summerfield

Cheerful 3 bedroom home with free parking.

A spacious living area is equipped with two reclining armchairs and a comfortable sofa, arranged around a glass coffee table. A flat-screen television is positioned on a white media console. Natural light filters in through large windows, enhancing the welcoming environment.

4.93 out of 5 average rating, 120 reviews

Inverness 2 bedroom/2 bathroom featuring a hot tub

A well-equipped kitchen area features a combination of modern appliances and rustic wooden elements. A round glass dining table with red chairs is positioned near a sliding door, allowing natural light to fill the space and offering a view of the screened porch and surrounding greenery.

4.88 out of 5 average rating, 16 reviews

Lakefront 1BR Tiny House w porch

A single-story home is showcased with a light exterior and dark shutters. Lush greenery surrounds the entrance, complemented by palm trees in the yard. A paved driveway leads to a garage, and a clear blue sky is visible above.

4.93 out of 5 average rating, 59 reviews

2 BR Home in an Amazing Location With 4-Seat Cart!

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Dog friendly vacation rentals in The Villages

A well-maintained pathway leads through a grassy area towards two adjacent structures. One features large screened windows, while the other displays a decorative wall accent. In the background, a view of the water can be seen, framed by lush greenery.

4.95 out of 5 average rating, 220 reviews

Inverness Home with a View

A modern kitchen and dining area features sleek white cabinetry and stainless steel appliances. A dining table with chairs is positioned next to large sliding doors that lead to the outdoor space. Counter stools are arranged at the kitchen island, providing additional seating.

5 out of 5 average rating, 53 reviews

Dog Friendly Home w/ Fenced Yard & Work Spaces

4.93 out of 5 average rating, 250 reviews

Hammocks are suspended between trees overlooking the serene lake at sunrise. The scene features soft, natural light illuminating the water and surrounding foliage. A boat dock is visible in the distance, enhancing the tranquil setting.

Tiny home in Hernando

Lake Breeze Cottage 1

4.95 out of 5 average rating, 174 reviews

A bright living area features a comfortable sofa with a pink throw and decorative pillows. An armchair with a patterned fabric complements a rustic coffee table. Two windows allow natural light to fill the room, which is adorned with framed artwork and a colorful area rug.

Apartment in Morriston

Heaven on a horse farm !

A sunlit family room features a striped couch adorned with decorative pillows, positioned around a wooden coffee table. Light-colored walls complement the warm wooden flooring. A dining area is visible in the background, enhancing the room's open feel.

4.99 out of 5 average rating, 210 reviews

Entire 2 bedroom home w/1 car garage in Inverness

The exterior of a single-story brick home is showcased, featuring a red front door and large windows framed by greenery. A manicured lawn with a variety of plants lines the walkway, while towering trees provide shade in the background, creating a welcoming entrance.

5 out of 5 average rating, 12 reviews

King*BBQ*Netflix*Fenced*FirePit*SmartTv’s*Dogs Ok

4.89 out of 5 average rating, 149 reviews

The exterior of the home features a well-maintained lawn and a two-car driveway, with a sun design on the surface. A palm tree and shrubs add greenery around the entrance, which includes a decorative door and a small window. The garage door is situated to the left.

Home in Spring Hill

Florida Gulf Coast. Sunshine and warm breezes!

4.86 out of 5 average rating, 104 reviews

A charming bungalow is set in a landscaped yard surrounded by trees, providing shade. A wide driveway leads to the property, which features a covered porch with seating options. A white picket fence enhances the garden's aesthetic, creating an inviting entrance.

Bungalow in Mount Dora

Renovated "Cozy Bungalow" in Downtown Mt. Dora!!!

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Dog friendly house rentals The Villages

A bright and spacious bedroom is shown with light wood flooring. A cozy couch and an armchair are positioned near a dresser, with a wall-mounted TV above. Natural light enters through the window, framed by patterned curtains.

4.76 out of 5 average rating, 33 reviews

Spacious Home in a Doggy Paradise (Close to WEC)

4.93 out of 5 average rating, 101 reviews

A single-family home with a brick facade is surrounded by lush green grass. The property features a spacious driveway leading to a garage. Large windows allow for natural light, and a charming front porch area is furnished with seating options under the shaded trees.

Home in Orlando

24/7 HomeCare Group

A spacious living area is highlighted by soft gray sofas arranged for relaxation. Natural light pours in through sheer curtains, enhancing the open layout, while a modern dining table with dark chairs sits in the foreground. The decor features subtle textures and neutral colors.

4.97 out of 5 average rating, 30 reviews

Fenced Retreat*Posh Playhouse*Gym*Ping Pong* King

4.98 out of 5 average rating, 134 reviews

A spacious living room features an L-shaped couch with decorative pillows, positioned next to a round coffee table. A modern electric fireplace is mounted on the wall, accompanied by a large TV above. Natural light filters through nearby windows, creating a welcoming atmosphere.

Home in Mount Dora

Spacious, modern and cozy , close to downtown.

4.89 out of 5 average rating, 35 reviews

A split-level house is depicted, featuring a spacious deck above with wooden railings and comfortable seating below. Adjoining the house is a well-maintained yard with lush grass. Two Adirondack chairs are positioned in the foreground, providing a relaxing spot to enjoy the outdoor environment.

Home in Ocklawaha

Cozy Lake House on Lake Weir

A welcoming living area is featured, showcasing a comfortable brown leather sofa and a patterned accent chair. A wooden coffee table sits on a decorative rug, while a nearby kitchen bar with two stools offers a casual dining option. Soft lighting enhances the inviting atmosphere.

4.97 out of 5 average rating, 33 reviews

Fox on 56th (Dog Friendly)

4.96 out of 5 average rating, 309 reviews

A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.

Home in Lady Lake

Cozy Lady Lake Guest House