House holiday rentals in The Villages

A well-maintained exterior of a single-story home is presented, featuring a light yellow facade and a welcoming front porch. Lush greenery and palm trees are positioned along the pathway, with a manicured lawn and trimmed shrubbery enhancing the curb appeal.

4.95 out of 5 average rating, 154 reviews

2/2 custom pool home with 4 person gas golf cart

Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

LocationFamilyTV

The exterior of a spacious single-story house is visible, featuring a light-colored facade and a greenery-laden yard. A palm tree is seen in the foreground, while the driveway leads towards a garage on the right side.

4.92 out of 5 average rating, 150 reviews

Entire 3 BR Home(Sleeps 8)+Hot Tub in The Villages

Live Music on the Square. Golf , Pools, tennis, etc Spacious 3 bedroom house in The Villages. The house has a hot tub on the back lanai. The house is newly renovated and features both a new 70 inch Samsung TV in the living room and a new 50 inch Samsung TV in the master bedroom with Hulu Live and Comcast Business high speed internet. The house is located near the Spanish Springs Town Center and Glenview Country Clubs. The home sleeps 8 with privacy using a sofa bed located in the rec room.

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A single-story home is showcased with a light exterior and an attached two-car garage. Neat landscaping featuring low-maintenance gravel and diverse shrubs surrounds the entrance. A clear blue sky and a few palm trees contribute to the inviting atmosphere of the property.

4.89 out of 5 average rating, 116 reviews

Walk to Sumter w/cart - Beautiful Courtyard Villa

We love this home because the location is FANTASTIC! It's under a mile to Sumter Landing (walking distance for us :)). Also, new floors, paint, etc! The living room furniture is extremely comfortable! The kitchen has everything you need. The beds are comfortable and there is a tv in every room. (The second bedroom but needs your own Roku or Firestick!) There is a cart included which is the best way to see The Villages. We know you will love it here! Let us know if you have any questions.

LocationValueAir conditioning

5.0 out of 5 average rating, 13 reviews

The Creative Cottage! Premium Amenities!

Welcome to "The Creative Cottage" in the Village of Lake Denham! But don't let the word "cottage" fool you!. Sleep up to 8 family and friends in this 3BR 3BA stunning private home w/built-in Pool and many extra special touches from an owner who was a former event planner with an eye for originality and details that'll make your stay wonderfully luxurious! NOTE: Please pass this listing by if you're looking for a party house! We love our neighbors and only want guests who will be respectful!

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5.0 out of 5 average rating, 13 reviews

Luxury Villages Stay • Golf Cart • Near Brownwood

Welcome to your Villages retreat! Step into comfort and style in this beautifully decorated, designer home fully furnished with everything you need for a relaxing stay. From cozy bedding to modern furniture. Located in the sought-after Village of Osceola Hills, end of Moyer Blvd just south of Route 44, this spacious 3-bedroom, 3-bathroom home (2021 sq. ft.) features a 2-car garage and comes with a golf cart. You're just minutes away from Brownwood (3 miles) and Sawgrass Grove (2 miles).

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An extended lanai features a dining table surrounded by cushioned chairs, with views of a heated saltwater pool and lush greenery beyond. Comfortable seating arrangements are designed for relaxation, while ceiling fans provide a gentle breeze throughout the open space.

4.98 out of 5 average rating, 114 reviews

New Luxury Home-Pool-Waterfront View-3 King Suites

Enjoy this unique, tranquil getaway in a new 2023 home less than 3 miles from Sawgrass Grove (nightly entertainment, restaurants), and only a few blocks from Mickylee Pitch and Putt, Jubilee Putting Course, and the new Franklin Recreation Center. Ezell, Homestead, and Citrus Grove Rec Centers are all under 3 miles away. Back yard with lanai, pool with fountain, pond, and trees is a RARE find in The Villages! 3 king bedroom suites! Golf cart (4 seats) available for an additional fee.

LocationFamilyQuiet

A heated saltwater pool is highlighted under a screened enclosure, with ambient lighting creating a calming atmosphere. Patio seating is arranged around the pool, and views of the adjacent living area are visible through expansive windows, enhancing the inviting indoor-outdoor connection.

5.0 out of 5 average rating, 58 reviews

Pirates & Parrots - The Villages - Golf Cart &Pool

GREAT LOCATION!! A beautiful 2 bedroom 2 bath home with a saltwater pool and a hot tub. 77 inch TV with sound system, and 2 car garage/golf cart . Outdoor bar with big screen TV with seating area and a second seating area outside the bird cage. TV’s in both bedrooms. Great out door living! Minutes to everything via golf car: Brownwood 12 Sumter 16 Sawgrass 19. 4 champ golf and 7 exec golf courses 5-10. Publix, Walmart 5 minutes Golf Car 2022 Yamaha included! No smoking!!

ValueFamilyHot tub

4.97 out of 5 average rating, 106 reviews

Fabulous Courtyard Villa close to Sumter Landing

This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

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A spacious living area is highlighted by a large, L-shaped sectional sofa with patterned pillows, surrounded by two blue armchairs. A round wooden coffee table sits centrally on a decorative rug, while natural light flows through windows that offer a view of the outdoors.

4.99 out of 5 average rating, 124 reviews

VIEW-T-FUL! w/Golf cart

Stunning entry with one of a kind picturesque setting and unbeatable location all in one. This lanai was redesigned with no support columns to have this spectacular highly desirable panoramic golf front & water view. Sweeping view of Southern charm, cluster of mature oak trees with Spanish moss. The back of the home facing the morning sunshine lighting up the lanai and screen area for a fine morning of relaxation. Don't hesitate, this home has it all, golf cart too!

ValueFamilyTV

An aerial view showcases a spacious property surrounded by lush greenery. The home features a neat driveway and is complemented by several nearby buildings, including a recreation center with a pool. Sunlight highlights the rooftops and well-maintained lawns.

5.0 out of 5 average rating, 112 reviews

Pool and fun right out back

Bring the family to this beautiful place with lots of room for fun. With the Waterlily Rec Center right out back you can walk to the family pool in just a few steps. Pickle ball, exercise equipment, corn hole, bocce ball, shuffleboard and a walking/biking path is all right out the back door. A four-seater golf cart is included. One minute to the Waterlily golf cart bridge and eight minutes to Brownwood Square. Or Edna’s on the Green is just a few minutes away.

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4.99 out of 5 average rating, 174 reviews

Private 3/2, 2 Golf Carts, Pizza Oven, Game Table!

3-bedroom (sleeps 6), 2-bath home in The Villages with 2 golf carts! Screened & covered patio includes grill, pizza oven, fire table, outdoor seating, table and privacy - rare in The Villages! Access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in family room, all bedrooms & patio, fully equipped kitchen, gaming table & more! 10 minutes to Spanish Springs & Sumter Landing Town Squares.

LocationFamilyCheck-in

An inviting outdoor space features a cozy seating area with a modern sofa and a coffee table. A sleek electric fireplace is mounted on a stone wall, accompanied by a wall-mounted TV. The private pool reflects the surrounding palm trees, while patio furniture creates an atmosphere for relaxation.

4.88 out of 5 average rating, 16 reviews

Poolside Palms-w/ Pool & Golf Cart in The Villages

Welcome to POOLSIDE PALMS, your private slice of paradise in the heart of The Villages, FL! Located in the tranquil and highly desirable VILLAGE OF CHITTY CHATTY, this stunning 3-bedroom, 3-bath MODERN LUXURY DESIGNER HOME offers the perfect blend of upscale comfort, serene surroundings, and Florida sunshine. There is an electric golf cart and two (2) bikes available for your use & enjoyment as well!

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Popular amenities for The Villages house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 104 reviews

King Bed, Golf Cart, Small Dogs & Water Filter!

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The exterior of a single-story villa is highlighted, featuring a yellow facade with a two-car driveway and a well-maintained landscape. Lush green shrubs and palm trees are observed, alongside colorful planters that add vibrancy to the entrance.

4.94 out of 5 average rating, 100 reviews

Villa la Bella

LocationFamilyHospitality

The image captures a welcoming street view of a residential area with charming homes featuring varied architectural styles. Lush palm trees and neatly trimmed shrubs outline the landscaped front yards. The sky is bright with fluffy clouds, contributing to the overall inviting atmosphere.

4.94 out of 5 average rating, 101 reviews

1199 Merryweather - Walk to Lake Sumter Landing Sq

LocationFamilyPets

A vibrant bedroom is showcased with a tropical-themed quilt featuring large leaf patterns in teal and white. A decorative pillow with a starfish design is positioned on a spacious bed, complemented by a nightstand adorned with a small decorative palm tree.

4.94 out of 5 average rating, 100 reviews

3 BR 2 BA Coastal-vibe,Golf Cart,Pools, Pickleball

LocationValueDecor

A single-story home is depicted in a well-kept neighborhood, featuring a manicured lawn with palm trees and shrubs. Two vehicles, including a golf cart, are parked in the driveway, while a cloudy blue sky provides a serene backdrop.

4.96 out of 5 average rating, 120 reviews

FREE Golf Cart + Fabulous Location + Classy Decor!

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 5 reviews

Htd Pool & Attached Hot Tub. Rare corner propty

LocationFamilyPool

A heated pool is featured with a smooth, curvaceous shape and clear water reflecting surrounding shadows. Access is provided by steps leading into the water. The pool area is enclosed by a screen, allowing views of the lush green yard and nearby homes.

5.0 out of 5 average rating, 54 reviews

Pool Home Great Location 3/2 & 2 Golf Carts

LocationFamilyGetting around

5.0 out of 5 average rating, 12 reviews

Home in Weirsdale

Hilltop Hideaway Lake Weir

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Weekly house rentals

A modern home with a welcoming facade features a dual garage and a front entrance illuminated by a stylish light fixture. Large windows reflect the evening light, while a manicured lawn with minimal landscaping is visible in the foreground.

5.0 out of 5 average rating, 43 reviews

3/2 Designer Home W/ Golf Cart

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A spacious living area is presented, featuring a light-colored sofa paired with white accent tables. A ceiling fan above enhances airflow, and modern kitchen appliances are visible in the background. Natural light floods the space, highlighting the hardwood flooring and simple decorative touches.

5.0 out of 5 average rating, 41 reviews

Bay Breeze Villa Free Golf Cart Close to Eastport

ValueLocationLayout

A modern Patio Villa is depicted in a well-maintained neighborhood, featuring a gray and white exterior with a slanted roof. A blue golf cart is parked on the driveway, surrounded by neatly trimmed grass and small shrubs.

4.98 out of 5 average rating, 60 reviews

Latitude Adjustment

FamilyLocationDecor

The home's exterior showcases a single-story structure with a spacious driveway. A black golf cart is parked in front, adjacent to well-maintained palm trees and decorative landscaping. The sky features a mix of clouds, contributing to a bright and inviting atmosphere.

4.97 out of 5 average rating, 39 reviews

Three Palms Designer Home 3/2 + Golf Car

ValueLocationDecor

A spacious living room features a large sectional sofa facing a mounted television. Natural light filters through sheer curtains, highlighting a decorative area rug. A round coffee table sits in the center, with a wooden console against the wall, adding functional charm to the space.

4.88 out of 5 average rating, 57 reviews

Olivia's Oasis

FamilyValueWalkability

The exterior of a single-story home is shown, featuring a light-colored façade with multiple windows. A landscaped front yard includes a manicured lawn and decorative stones. A two-car garage with a driveway is visible on the right side. Palm trees are present in the surrounding area.

4.9 out of 5 average rating, 49 reviews

Beautiful Designer Home in The Villages Fl

LocationValueLong stay

A living room is showcased with two blue sofas facing a glass coffee table. Soft lighting is provided by two table lamps and a large TV is positioned on a dark wood console. Colorful wall art adds brightness to the space, complemented by a dining area in the background.

5.0 out of 5 average rating, 31 reviews

Private home in The Villages

LocationFamilyNearby

A screened-in patio features a refreshing private pool surrounded by lush landscaping. Two chaise lounges are positioned beside the water, while a float rests in the pool. A fountain adds a tranquil element to the relaxing outdoor space.

4.97 out of 5 average rating, 97 reviews

Casa Santin Luxury in The Villages w/Private Pool

ValueFamilyLayout

Private house rentals

The exterior of a modern house is showcased, featuring a light-colored façade and a well-maintained front yard. A driveway leads to a spacious garage, while landscaped greenery and a small tree add to the inviting appearance.

5.0 out of 5 average rating, 8 reviews

Lovely new home at The Villages

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A charming home is set against a clear blue sky, featuring a brick-paved driveway leading to a two-car garage. Lush greenery surrounds the property, with neatly trimmed shrubs and trees framing the front entrance, offering welcoming curb appeal.

4.97 out of 5 average rating, 39 reviews

Lovely Largo Lantana

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A modern single-story house is presented with a spacious driveway, flanked by lush green grass. A palm tree adds tropical appeal to the front yard, while a golf cart is parked to the left, contributing to the home's functional charm.

4.94 out of 5 average rating, 72 reviews

Villages-Waterfrnt, 3 king bds/2.5Ba+golf crt

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The home's exterior is framed by well-maintained landscaping, featuring palm trees and a manicured lawn. A flagpole displays the American flag, adding a patriotic touch. A spacious driveway leads to the entrance, while a glassed-in porch is visible on the front.

4.95 out of 5 average rating, 59 reviews

Great location w/ golf cart! Lake Sumter-Brownwood

LocationFamilyWalkability

A wooden boardwalk winds gracefully along the edge of a tranquil waterway, surrounded by lush greenery and mature trees. Nearby, a pavilion stands, offering shaded views of the serene landscape, enhancing the outdoor experience.

4.96 out of 5 average rating, 23 reviews

StJohns is a great area for golf, hiking, Kayaking

LocationFamilySleep quality

5.0 out of 5 average rating, 42 reviews

Newest Hotspot in The Villages Eastport/Middleton”

LocationFamilyAmenities

An outdoor view of the home's exterior is presented, featuring a silver golf cart parked on a concrete driveway. The well-maintained front yard includes a white picket fence and landscaped areas with shrubs. A spacious garage is visible in the background under a clear blue sky.

4.93 out of 5 average rating, 70 reviews

Stunning Villa 2B/2B With Golf Cart

FamilyLocationComfort

A private outdoor area features a heated pool and spa, surrounded by screen enclosure. Comfortable seating is arranged beside the pool, complemented by an outdoor dining setup. The space is designed for relaxation with a stylish stone paver patio and clear blue skies above.