Vacation rentals in Wildwood

5 out of 5 average rating, 15 reviews

Entire Home with an Office in Fenney

My home is furnished for the ultimate in guest comfort and working online. Accommodates maximum of 2 guests who plan to sleep in the same bed. Only 1 bed provided. Bright office with large desk, printer, TV Furnishings are modern & luxurious, making you feel right at home. Fast Internet & YouTube TV Fully stocked kitchen Coffee & tea is complimentary Filtered home water system Please NON-smokers ONLY welcome NO pets Not suited for children Fees reduced for 28+ days, ask for details

4.93 out of 5 average rating, 122 reviews

The exterior of a modern house is shown at night, with soft lighting illuminating the entrance. Two white chairs and a small table are set on the porch, surrounded by plants and flower beds, enhancing the inviting appearance of the home.

Apartment in Belleview

Solomon's porch entire apartment

Solomon's porch apartment is entire private 350 st ft apartment with bedroom, kitchenette, your own hallway and private bathroom. Solomon's porch apartment attached to main house.We are small Christian family that loves bible proverbs and named Airbnb after Solomon's wisdom. We have other listing that we are hosting since 2022. Our brand new house located between Ocala and The Villages. We are only few minutes from Santos mountain bike trails, horse park, National Forest and Silver Springs.

Aerial view of a recreational area surrounded by lush greenery, featuring a centrally located pool area with lounge chairs. Pathways meander through the landscape, leading to a natural pond. Several buildings with sloped roofs are positioned around the pool, enhancing the scenic environment.

4.95 out of 5 average rating, 20 reviews

Cheerful King Bed Home in the Villages

Welcome to your perfect getaway in The Villages! This charming 2-bedroom, 2-bathroom home is ideally located for you to enjoy all the best amenities the area has to offer. Fenney Pitch and Putt is nearby, offering a fun and relaxing experience. The Sugar Cane Recreation Center, with its beautiful walking trail & adult pool is perfect for leisurely days under the sun. Also nearby is the popular Fenney Grill, with a resort style family pool, you can enjoy delicious meals and refreshing drinks.

5 out of 5 average rating, 17 reviews

An outdoor seating area features a round table set with glasses, alongside a bottle of red wine. Light turquoise chairs create a relaxed atmosphere, complemented by a wall art piece depicting a serene beach scene. Clear blue skies and green foliage are visible in the background.

Home in Wildwood

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!

4.97 out of 5 average rating, 154 reviews

Cottage in Coleman

Peaceful Cottage Mini Farm/Garden Near Villages

Perfect Getaway! Enjoy our clean, peaceful, chic tiny farmhouse located on our 1.5 acre homestead. This is the perfect location as we are 5 minutes from I75 and Florida Turnpike. We are 10 minutes from LIVE Music, Restaurants and more in the Brownwood Town Square. We offer free parking for 2 vehicles and welcome well behaved dogs. (Please let me know if you are bringing your furry friend) Looking forward to hosting you! 1 h. from Orlando/Disney & Tampa/Busch Gardens 25 m. Leesburg Hospital

A screened-in patio is visible, featuring a single wooden chair positioned against the wall. The view includes a green lawn beyond the patio, with nearby houses framed by the screen. The area is well-lit with natural light filtered through the screen enclosure.

4.86 out of 5 average rating, 50 reviews

Beautiful home in the heart of The Villages.

Located in the village of Buttonwood, this cozy, fully furnished home is about 5 mins away from Lake Sumter Landing,which is perfect for great food and happy hour. This home is spacious, sunny, and comes full equipped with a TV with cable, Wi-Fi, and a golf cart. The master bedroom has a private bathroom walk in closet, as well as a king -sized bed. Washer & dryer included! The house boasts tall ceilings, and a large furnished patio, perfect for lounging and grilling. Includes a BBQ grill!

A well-lit outdoor area is visible at night, featuring landscaped shrubs and decorative rocks. Soft lighting highlights the plants along the fencing, creating a serene and inviting atmosphere. The pathway is paved, providing a clear route alongside the house.

4.91 out of 5 average rating, 70 reviews

Villa la Bella

Stay in one of the most desirable locations in The Villages in the village of Sable Chase. Our beautifully remodeled and newly updated villa is just minutes from Sumter Landing in the heart of The Villages. Bright and airy feeling, tastefully designed and decorated, it features hardwood floors throughout. The 2BD, 2BA house with cozy lanai and new stainless gas grill also includes a Yamaha gas golf cart for your use. Your Villages vacation is ready for you at Villa la Bella!

4.94 out of 5 average rating, 72 reviews

Golf Cart, King Bed, Small Dogs, and Water System!

Your NEW home includes a very comfortable KING BED, complimentary GOLF CART, and golf clubs. With its SUPER CLEAN coastal decor, fully equipped kitchen for meal prep, and a whole house 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!!

The entrance area features a neutral-toned wall adorned with framed artwork and decorative accents. A console table is positioned against the wall, with a stylish lamp on top. Natural light enters through a large front door, illuminating the inviting space.

4.99 out of 5 average rating, 116 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!

4.96 out of 5 average rating, 182 reviews

The A-frame cabin is framed by lush greenery, featuring a wooden deck that offers a welcoming entry. Soft lighting highlights the cabin's pointed roof and natural wood accents, while a carpet of grass surrounds the area, enhancing the connection to the serene outdoor setting.

Home in Ocala

Cozy A-Frame Retreat w/ hot tub!

Escape to our cozy A-frame cabin, nestled amidst the serene beauty of nature. Just 10 mins from Santos Trailhead and 35 from Rainbow Springs! After a day of exploration, unwind in the private hot tub, gather around the bonfire pit for s'mores, or snuggle by the fireplace and stream your favorite movie. Whether you seek a romantic retreat or an extended family getaway, our A-frame cabin promises the perfect blend of nature's tranquility and modern comfort!

4.97 out of 5 average rating, 73 reviews

A modern kitchen is featured, showcasing sleek wooden cabinetry and stainless steel appliances. A large island with seating for several is highlighted, along with a cozy dining table. The light tile flooring complements the overall spacious and inviting design.

Home in Wildwood

New home in the new part of the villages.

Beautiful new home in the villages. All new appliances with all brand new furniture, beds and decor. You have quick access to Sawgrass grove Entertainment facility, Ezell recreation center and McGradys pub. This open floor plan with the kitchen opening to living room keeps everyone together. The huge island is a great hanging out spot. You will have access to many close by, pools, shuffle board, parks and golf courses during your stay.

5 out of 5 average rating, 17 reviews

An outdoor balcony area features a sectional seating arrangement with grey cushions, complemented by a rectangular coffee table. The wooden deck showcases a mix of light and dark planks, and greenery from nearby trees is visible in the background.

Apartment in Wildwood

Balcony Oasis Home

Forget your worries in ths spacious private 25ft x 13ft balcony home on the second floor. This is the perfect outdoor space to enjoy fresh air day or night. large bedrooms with walk in closets and Laundry room with washer and dryer. Private driveway. When it's time to venture out, you're surrounded by all The Villages has to offer like Brownwood Paddle Square which is 5 min out. Forget your worries in this spacious and serene space.

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Popular amenities for Wildwood vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Wildwood

A two-seater green golf cart is positioned on a driveway, featuring a striped canopy for shade. A storage compartment is located at the back, and the design promotes easy access for passengers. The background includes a garage with a door and landscaping elements, adding to the setting.

5 out of 5 average rating, 23 reviews

You’ve Arrived! Stunning Home in the Villages!

5 out of 5 average rating, 9 reviews

Designer Home in The Villages, FL.

An outdoor area features two wooden benches positioned beside a round fire pit on a brick patio. The background includes a building with multiple windows, providing a view of the shaded space. A washer is accessible in the corner, visible through the door.

Cottage in Wildwood

4.84 out of 5 average rating, 236 reviews

Peaceful Cottage in the Heart of Wildwood

4.94 out of 5 average rating, 18 reviews

The Sandpiper Villa

Superhost

An outdoor seating area is presented on a covered patio, featuring two wicker chairs with coordinating cushions and a small table. A gas grill is visible in the background, along with a spacious green lawn beyond the glass doors.

5 out of 5 average rating, 4 reviews

By Eastport and near Middleton/Sawgrass with Cart

4.92 out of 5 average rating, 77 reviews

A spacious lanai features comfortable seating arrangements with two armchairs and a long sectional. A coffee table is positioned centrally on a textured rug, with a lantern present. Large screens provide views of a private pool area and neighboring homes beyond.

Home in Wildwood

New, private pool getaway in The Villages, FL