Wildwood vacation rentals

4.96 out of 5 average rating, 310 reviews

A sparkling blue pool is the focal point of the outdoor area, surrounded by a spacious patio. A wooden pergola offers shaded seating alongside lush greenery and a koi pond, creating a serene environment. Black patio chairs are visible near the pool's edge.

Home in Lady Lake

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

5 out of 5 average rating, 14 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

4.86 out of 5 average rating, 119 reviews

Treehouse in Ocala

Woodpecker Treehouse Retreat

Take some time for yourself and enjoy the treehouse, you will marvel at nature, you will be surrounded by beautiful birds of different types, explore the place just 10 minutes from Santos Trailhead and 35 from Rainbow Springs. After you finish visiting Ocala and seeing its incredible recreational areas, enjoy our hot tub with hydro massage, relax in our hanging mesh, gather around the fire pit and make s'mores. Our Treehouse promises the perfect blend of nature's tranquility and modern comfort!

5 out of 5 average rating, 23 reviews

You’ve Arrived! Stunning Home in the Villages!

Your Florida Getaway Awaits Relax and Rejuvenate in The Villages! Discover the perfect blend of comfort and convenience in this spacious 2-bedroom, 2-bathroom villa. Nestled in the heart of The Villages, this serene retreat offers a large patio and lanai, ideal for soaking up the Florida sun. Enjoy easy access to all the best that The Villages has to offer, with Brownwood just 5 minutes away and Sumter Landing a quick 10-minute drive. Explore The Villages in style with your included golf cart.

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.

4.97 out of 5 average rating, 151 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.

4.84 out of 5 average rating, 45 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!

4.89 out of 5 average rating, 55 reviews

Villa in The Villages

Golf View Panoramic Sunsets Upscale Neighborhood

Quiet, No Party Home. Lovely home, clean, fully equipped, steps to Country Club Golf/Dining! ACTIVE 55+ Golf Cart community free golf tennis & much more with Resident ID's. Numerous Championship Golf courses at Resident discounted rates. After all the day's activities - you can come home and relax. HOA bylaws: 1 occupant must be 55+ and no occupants under 19 years of age. Maximum 4 overnight occupants on any evening. No Noise Disturbances 9 pm - 7 AM, no overnight parking on street

5 out of 5 average rating, 26 reviews

Home in Wildwood

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

Welcome to St. Catherine’s in The Villages, FL! This is a fully furnished new & contemporary 2BR/2BA house w/ golf cart to call home while you explore everything The Villages has to offer from golf to pickle-ball & clubs for any activity you can think of. Watch the gorgeous sunsets w/ a cocktail in your hand while dancing to nightly entertainment on each of the 4 town squares; you are walking distance to Sawgrass Grove. The house is equipped with everything you will need to relax & enjoy!

Place to stay in The Villages

5 out of 5 average rating, 93 reviews

Safari themed private addition with pool/hot tub.

This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

4.97 out of 5 average rating, 72 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Wildwood vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Wildwood

An enclosed patio area is furnished with a dining table and four wicker chairs. Natural light filters through large windows, illuminating the space. A decorative wall hanging adds a touch of character, while a view of the outdoor garden and picket fence is visible through the glass.

4.96 out of 5 average rating, 53 reviews

Beautiful Villages 2/2 Home. Perfect Location

A bathroom sink features a smooth white basin and a sleek silver faucet, complemented by a small potted plant. A wall mirror reflects the space, enhancing the sense of openness. Soft lighting is provided by an overhead fixture, creating a bright and clean atmosphere.

5 out of 5 average rating, 14 reviews

The Villages Lake front Luxury.

5 out of 5 average rating, 9 reviews

A gathering area is shown with wooden swings and picnic tables arranged near a fire pit. Tall trees provide shade beside the lake, where clear water reflects the sky. The scene conveys a tranquil setting for relaxation and family activities.

Cottage in Fort McCoy

Prime lake view cabin - Spectacular sunsets!

4.85 out of 5 average rating, 27 reviews

A private, screened-in pool area features a clear blue pool with an attached spa. The surrounding deck is paved and lined with tropical plants. The pool steps are visible next to the water, offering easy access to the inviting swimming space.

Home in Inverness

Beautiful 4 Bedroom Villa With Pool

A charming exterior features a decorative black mailbox mounted on a pole beside a pathway. The house's entrance is enhanced by a welcoming porch with seating and palm trees, while a neatly landscaped area showcases decorative stonework.

4.82 out of 5 average rating, 17 reviews

Location, Location! Hot Tub!

A serene view of a nature preserve is presented through the screened lanai. A brown animal, possibly a deer, is seen in the distance along a wooden fence, with greenery and a few homes visible beyond.

4.88 out of 5 average rating, 26 reviews

Entire Home in The Villages Absolutely Beautiful!!

5 out of 5 average rating, 7 reviews

Home in Ocklawaha

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

A four-passenger golf cart is positioned on a paved surface, showcasing a stylish tan and brown design. A canopy provides shade above the seating area, with light filtering through the fabric. Nearby, a grassy area and residential street are visible in the background.