House vacation rentals in Wildwood

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, 113 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.

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4.95 out of 5 average rating, 174 reviews

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.

Home in Inverness

Inverness 2/2 Fenced Yard w/Hot Tub Availability

2 bedroom, 2 bath, 2 car garage Fully Fenced!!! MINUTES from downtown Inverness, Rails to Trails, local lakes/rivers, public boat ramps, shopping, and medical. Bring the kids and your fur babies as you can have peace of mind with rear fencing for playing and roaming. Extra yard space for boat or recreational vehicle parking. (Pet fee applies, MUST list pet as a guest) IMPORTANT INFO: Hot Tub on site, available for use for an extra $10 per day, MUST be requested at time of booking.

LocationFamilyOutdoor spaces

The exterior of the villa is seen, featuring well-maintained landscaping with palm trees and neatly trimmed shrubs. A spacious driveway leads to the entrance, while a two-car garage is visible on the left. The sunlit facade showcases a welcoming atmosphere.

4.97 out of 5 average rating, 105 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.

FamilyLocationOutdoor spaces

The kitchen features modern stainless steel appliances and a large island with seating for four. The quartz countertops complement the rich cabinetry and vibrant blue wall. Pendant lights provide illumination, enhancing the sleek design of the space.

5.0 out of 5 average rating, 26 reviews

Designer Home in The Villages, FL.

Discover the beauty of The Villages with a stay in this stylish home, where every day feels like paradise. Our newly remodeled 2-bedroom, 2-bath home is perfectly located between the vibrant Brownwood and Sawgrass Grove Squares, offering easy access to exceptional dining, lively entertainment, & top-notch recreation. Enjoy world-class golf, nearby recreation centers & pools. Embrace The Villages lifestyle. Please contact us for additional seasonal discounts -we're happy to help!

FamilyLocationLong stay

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!

ValueLocationLayout

4.96 out of 5 average rating, 103 reviews

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

Your NEW home includes a very comfortable KING BED and GOLF CART!! With its SUPER CLEAN coastal decor, fully equipped kitchen for meal prep, and a whole house NOVA WATER filtration system, you’ll have everything you need for a relaxing and enjoyable stay in The Villages. Find out why The Villages is the fastest growing and largest 55+ community in the WORLD, where visitors of all ages are welcome to play. The fun and sun is only the beginning!! 2 SMALL DOGS OK.

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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, 110 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.

LocationFamilyBiking

5.0 out of 5 average rating, 20 reviews

Eastport Emerald Escape 2BR Luxury in Well Point

Escape to The Eastport Emerald 🌴, a luxurious 2-bed, 2-bath villa in The Villages' Village of Well Point. This bright, open-concept home is ideal for snowbirds, vacationers, and extended stays, featuring 1GB fiber Wi-Fi, a chef's kitchen with gas range, and a private screened lanai. Enjoy self check-in with smart lock 🔑, community pools 🏊, lake access, and waterfront walking paths. Just a golf cart ride ⛳️ to Eastport Square and Sawgrass Grove.

LocationNearbyComfort

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

Welcome to your perfect get-away in The Village of St. John’s. The cozy 3/2 villa is bright, fully equipped and comfortably furnished and includes guest passes. Enjoy the convenience of nearby shopping, dining and entertainment at Brownwood Paddock Square. Stroll on the walking trail which leads along Lake Okahumpka to the Recreation Center. Whether you’re here for excitement or relaxation, this is the perfect base for your stay in The Villages.

LocationFamilyQuiet

Superhost

5.0 out of 5 average rating, 4 reviews

Htd Pool & Attached Hot Tub. Rare corner propty

New heated pool with attached hot tub and waterfall! Located in the coveted Village of Richmond, experience a rare rental retreat with stunning 270° water views and total privacy near Brownwood Square—minutes from shopping, dining, and medical facilities. Enjoy a breathtaking bird estuary sanctuary while relaxing in the new heated pool with attached hot tub, open-concept living with elegant finishes, and a fenced backyard oasis.

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An enclosed patio features a heated saltwater pool, accentuated by stone tile and decorative mosaic. Nearby seating options are visible, including a lounge chair under a shaded canopy. Lush greenery surrounds the area, providing a sense of privacy and tranquility.

4.96 out of 5 average rating, 158 reviews

Villages-Private Heated Pool-Central Location

Enjoy a stylish experience at this centrally located 3-bedroom home. 5-7 minutes golf cart ride from Sumter Landing, 15 minutes from Spanish Springs Square, 20 minutes from Brownsville Square. 200 Community pools some for adults only and some for families. 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 3 Old Fashion Town Squares with nightly Live entertainment. 44 Golf Courses

ValueLocationPets

5.0 out of 5 average rating, 11 reviews

Stylish Villages Getaway

Welcome to your modern luxury escape in The Villages. Perfect for snowbirds, couples, or families, this brand-new home is designed for comfort and convenience. Enjoy high-end furnishings, elegant interiors, and access to resort-style community amenities. Make the most of your stay with a premium 6-passenger golf cart, electric bikes, and endless entertainment. Stay active, relax, and create unforgettable memories.

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Popular amenities for Wildwood house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A decorative sign is mounted on the wall, featuring a blue background with white text that reads 'welcome to our happy place.' The sign is framed in a simple wooden border, adding a homey touch to the interior.

4.81 out of 5 average rating, 116 reviews

Carlton Courtyard Villa - Walk to Sumter Landing

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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, 114 reviews

FREE Golf Cart + Fabulous Location + Classy Decor!

LocationValueHospitality

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, 148 reviews

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

LocationFamilyWalkability

4.81 out of 5 average rating, 31 reviews

Home in Sumterville

The Palmetto · Golf Cart · Near Eastport Sq

LocationFamilyPool

A private heated pool is framed by a spacious lanai with a sleek, white deck. The pool features a shimmering blue surface and tiled border. Surrounding walls provide privacy while natural light pours in from above, creating a bright and inviting space.

4.91 out of 5 average rating, 97 reviews

New, private pool getaway in The Villages, FL

ValueLocationLayout

A modern living area features a yellow leather sectional sofa and a round coffee table. A dining area with a dark wood table and chairs is visible, along with a large flat-screen TV. Natural light filters through the window coverings, creating a warm ambiance.

4.95 out of 5 average rating, 22 reviews

Peaceful Oasis in Fenney

LocationFamilyDecor

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

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The exterior of a single-story home is showcased, featuring a well-maintained lawn and a gravel pathway. A seating area with chairs is positioned on the front porch. The garage is visible on the right, and colorful clouds are present in the evening sky.

4.91 out of 5 average rating, 23 reviews

Incredi-Bill Jo's

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Weekly house rentals

A single-story vacation home is presented with a light exterior and a neatly maintained front yard. A white picket fence encloses colorful landscaping, while a spacious driveway leads to a two-car garage. Clear skies enhance the inviting curb appeal of the property.

5.0 out of 5 average rating, 47 reviews

Opal Oasis in The Villages

ValueLocationDecor

5.0 out of 5 average rating, 9 reviews

New Home! Wildwood Area

Indoor spacesCleanlinessBathroom

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

LocationValueOutdoor spaces

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

ValueFamilyLayout

The open concept living area features high ceilings and contemporary furnishings. A comfortable sofa with two recliners faces a glass coffee table, while two leather chairs flank it. A round dining table for four is nearby, accompanied by a stylish chandelier above.

5.0 out of 5 average rating, 35 reviews

Lovely 2BR/2BA golf cart home The Villages St Cath

ValueFamilySleep quality

The welcoming living area features a spacious sectional sofa paired with a comfortable armchair. A natural wood coffee table is centered on an area rug, while a flat-screen TV is mounted on the wall. Large windows allow natural light to fill the space, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 29 reviews

Welcome to the Sawgrass/Eastport Area The Villages

ValueFamilyBathroom

4.92 out of 5 average rating, 12 reviews

Uniquely decorated home with private backyard

FamilyLocationWalkability

A contemporary single-family home is showcased, featuring a light-colored exterior with neatly landscaped greenery in the front yard. A golf cart is parked on the driveway, alongside a two-car garage and welcoming entrance, under a clear blue sky.

5.0 out of 5 average rating, 57 reviews

Moultrie Creek Retreat with Golf Cart

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Private house rentals

A single-story home features a light-colored exterior with a well-manicured front lawn. Flower beds with colorful plants line the walkway, and a decorative tree is centered in a circular stone bed. A paved driveway leads to the garage door.

4.98 out of 5 average rating, 41 reviews

Perfect Home in The Villages!

ValueFamilyWalkability

A golf cart is parked on a driveway leading to a home. Tropical plants and palm trees create a lush exterior atmosphere. The garage door is visible on the right, with a sunny sky and scattered clouds overhead.

4.82 out of 5 average rating, 66 reviews

Holiday home in the villages.

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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

LocationFamilyAccess

A golf cart is parked on a paved driveway in front of a single-story house. The house features a light-colored exterior with a garage. Neatly trimmed hedges and shrubs line the pathway, adding greenery to the scene.

5.0 out of 5 average rating, 21 reviews

Little Paradise in the Villages - with Golf Cart

LocationGetting aroundDecor

A charming home exterior showcases a light blue facade and a white picket fence, surrounded by vibrant landscaping. A two-car garage is positioned prominently, with decorative plants adding interest. The clear blue sky provides a bright backdrop, accentuating the inviting appearance of the house.

4.97 out of 5 average rating, 39 reviews

Brownwood Square - Villages Home

LocationFamilyKitchen

The exterior of a modern villa is depicted, showcasing a light-coloured facade with a two-car garage. A white picket fence encircles manicured shrubs and grass. The front porch is partially visible, with large windows inviting natural light.

5.0 out of 5 average rating, 22 reviews

Blue Sky Villa, Your Home Away From Home.

LocationFamilyQuiet

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, 56 reviews

Olivia's Oasis

ValueFamilyQuiet