House vacation rentals in Wildwood

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 out of 5 average rating, 106 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 golf cart is included for golfing and access to the rest of The Villages. 1 minute to the Waterlily golf cart bridge and 8 minutes to Brownwood Square. Or Edna’s on the Green is just a few minutes away.

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 out of 5 average rating, 41 reviews

3/2 Designer Home W/ Golf Cart

Make this home your Villager get away! This is a designer home fully furnished with everything you will need for your vacation. This home is perfectly located minutes away from Sawgrass where you can enjoy live music every night. 🎶 The home is only an 18 minute drive from Brownwood which is a crowd favorite town-center. Home comes with a 4 seater golf cart perfect for adventuring to the pickleball courts, golf courses, pools & so much more! Come enjoy the sunshine in the beautiful Villages😀

The front exterior of the home is displayed, featuring a well-maintained lawn and a paved driveway. The structure has a gabled roof with maroon and light gray siding. Two porch lights are mounted on either side of the entrance, and flowering shrubs enhance the landscaping.

5 out of 5 average rating, 16 reviews

Vacation home in The Villages

Location, location, location! This home is just a few minutes walk from St. Catherine's Pool, Sawgrass Grove, Ezell Recreation Center, and The Villages Tavern. It has a spacious great room, large main bedroom, and two guests rooms with a bathroom in a separate wing that can be closed off from the rest of the house. For those who want to be active all day and evening, there is not a better location anywhere in The Villages! You can walk to EVERYTHING! Entertainment and Activities Galore!

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, 37 reviews

Brownwood Square - Villages Home

Indulge in a stylish retreat at this centrally located home, just minutes from the vibrant Brownwood Square in the sought-after Village of DeLuna. Immerse yourself in the full Villages experience with a community pool, recreation center, and included golf cart—perfect for exploring. Enjoy nearby shopping, dining, live music, nightlife, sports, and more. Explore Central Florida or take a short drive to the Gulf Coast, Atlantic Ocean, Disney, or Orlando’s vibrant attractions—all within an hour!

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, 111 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.

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, 95 reviews

Casa Santin Luxury in The Villages w/Private Pool

A refined Florida Luxury home designed for effortless indoor-outdoor living, Casa Santin blends modern coastal style with relaxed comfort—creating the perfect escape for your next getaway. Your Private Oasis. The highlight of Casa Santin is the stunning screened lanai and private pool—your own resort-style sanctuary. Start your mornings with coffee in the sunshine, spend afternoons poolside, and unwind in the evenings with a western sunset, a glass of wine under the soft glow of the lanai.

A stylish villa exterior is presented with a gray facade and a welcoming porch area. A well-maintained lawn features a white picket fence and newly planted shrubs. A golf cart is parked on the driveway, ready for use, while the surroundings depict a tranquil neighborhood setting.

4.97 out of 5 average rating, 89 reviews

Newer Villa in The Villages near Brownwood

Kick back and relax in this calm, stylish new villa in the Villages. It is within walking or a 3 minute golf cart ride to Brownwood Town Center where there are dining, shopping and nightly music. It is also near Lake Okahumpka Recreation Center where you can fish or kayak. This area has beautiful nature trails for walking or biking with separate golf cart paths. There is a neighborhood pool and other amenities nearby. It also comes with a complementary golf cart for your convenience.

5 out of 5 average rating, 39 reviews

Newest Hotspot in The Villages Eastport/Middleton”

Welcome to Eastport! The Villages’ most exciting new lifestyle destination — Eastport! Whether you're visiting for a weekend getaway or an extended stay, this beautifully furnished 2-bedroom, 2-bath Patio Villa w/golf cart puts you in the heart of everything The Villages has to offer — golf, pickleball, shopping, dining, entertainment, recreation, and serene nature. From the moment you arrive, you’ll see why Eastport is the new standard for luxury, leisure, and active adult living.

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, 104 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.

4.96 out of 5 average rating, 97 reviews

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

Your NEW home includes a very comfortable KING BED and 4-Seater 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.

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.

4.9 out of 5 average rating, 94 reviews

New, private pool getaway in The Villages, FL

The whole group will enjoy easy access to everything from this centrally located 3B/3BA home in the village of St Catherine. Just steps away from Sawgrass marketplace where you can enjoy dinner, nightly entertainment, pickle ball, and golf at the brand new Southern Oaks 18 hole championship golf If staying in is your idea of relaxation, enjoy the oversized lanai and private heated pool while watching your favorite shows or sports on the 65" smart TV.

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, 154 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

Popular amenities for Wildwood house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.95 out of 5 average rating, 22 reviews

StJohns is a great area for golf, hiking, Kayaking

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 out of 5 average rating, 22 reviews

Designer Home in The Villages, FL.

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, 148 reviews

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

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.

4.95 out of 5 average rating, 109 reviews

FREE Golf Cart + Fabulous Location + Classy Decor!

A charming golf cart is parked on a concrete driveway, featuring a sleek design with a black canopy. The surrounding area is landscaped with greenery and flowers, complementing the residential home and two-car garage visible in the background.

5 out of 5 average rating, 14 reviews

Willie’s Place w/Golf Cart, Hot Tub & Dog Friendly

An expansive pool area features a sparkling blue pool and a relaxing spa surrounded by a screened enclosure. Lush green trees reflect in the tranquil pond visible beyond the outdoor space, creating a serene backdrop. Two comfortable lounge chairs sit nearby under a shaded awning.

5 out of 5 average rating, 20 reviews

Poolside Paradise-w/ Pool & Golf Cart The Villages

A clear blue pool is framed by a screened patio, offering a view of the home's outdoor kitchen and seating area. Comfortable lounge chairs surround the pool, with an umbrella positioned for shade. The backdrop features additional residential structures.

5 out of 5 average rating, 30 reviews

The Villages pool property with a 4-person cart!

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, 109 reviews

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

Weekly house rentals

5 out of 5 average rating, 12 reviews

Seashell Villa~Pet Friendly~Golf Cart

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 out of 5 average rating, 37 reviews

Bay Breeze Villa Free Golf Cart Close to Eastport

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 out of 5 average rating, 8 reviews

Lovely new home at The Villages

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 out of 5 average rating, 21 reviews

Little Paradise in the Villages - with Golf Cart

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 out of 5 average rating, 21 reviews

Blue Sky Villa, Your Home Away From Home.

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.

4.97 out of 5 average rating, 38 reviews

Perfect Home in The Villages!

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.

4.9 out of 5 average rating, 50 reviews

Olivia's Oasis

4.91 out of 5 average rating, 46 reviews

A patio villa in Deluna, The Villages w/ Golf Cart

Private house rentals

A large outdoor pool is surrounded by a spacious deck, featuring neatly arranged lounge chairs. Palm trees are visible in the background, and a covered area with seating can be seen to the left. The sky features a mix of soft blue and wispy clouds.

5 out of 5 average rating, 17 reviews

2 min walk to pool, 4 seat cart, 5 min to Eastport

The exterior of the home is visible, showcasing a well-maintained landscaping with neatly trimmed bushes and grass. A spacious driveway leads to a two-car garage, while porch lights illuminate the entrance. The roof is gabled, and large windows complement the inviting facade.

4.98 out of 5 average rating, 53 reviews

Entire 3-BR W/Cart - Between Brownwood & Sumter

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 out of 5 average rating, 33 reviews

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

An aerial view of the villa showcases its well-maintained exterior with a pitched roof and a combination of light yellow and gray hues. A screened lanai can be seen, along with a spacious outdoor patio area. Lush greenery and colorful flower beds enhance the welcoming curb appeal.

5 out of 5 average rating, 13 reviews

Beautiful 2 Bedroom Home in The Villages!

5 out of 5 average rating, 13 reviews

Luxury Villages Stay • Golf Cart • Near Brownwood

The exterior of a modern single-story home is shown, featuring a light grey facade and a well-maintained front yard. A golf cart is parked in the driveway. A covered porch with seating is visible, complemented by two windows that bring natural light to the inviting entryway.

4.89 out of 5 average rating, 9 reviews

Entire House in The Villages

Superhost

The villa displays a spacious driveway leading to a two-car garage with a white door. Soft landscaping surrounds the home, featuring neatly trimmed grass and low shrubs, while a white picket fence enhances the entrance. A warm evening sky creates a welcoming atmosphere.

4.75 out of 5 average rating, 4 reviews

Luxurious 2 Bedroom Villa

A two-car garage is featured at the front of the villa, with a light-colored facade and green accents. The driveway is paved and flanked by neat landscaping, including palm trees and shrubs. Sunlight reflects off the building, creating a bright atmosphere.