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Holiday houses in Wildwood

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Quick stats about holiday rentals in Wildwood

  • Total holiday rentals

    Explore 1,110 holiday rentals in Wildwood

  • Nightly prices starting at

    Wildwood holiday rentals start at $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 18,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,040 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 460 rentals that welcome pets

  • Holiday rentals with a pool

    470 properties feature pools

  • Rentals with dedicated workspaces

    690 properties have a dedicated workspace

  • Wi-Fi availability

    1,110 of Wildwood holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ and Laptop-friendly workspace across Wildwood rentals

  • 4.9 Average rating

    Wildwood stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Wildwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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.
Home in The Villages
5.0 out of 5 average rating, 42 reviews

Bay Breeze Villa Free Golf Cart Close to Eastport

Welcome to Bay Breeze Villa, where modern comfort meets coastal charm. This brand-new 2-bedroom, 2-bath patio villa seamlessly blends style and functionality with sleek finishes and an inviting atmosphere perfect for relaxing or entertaining. Located in a vibrant community, close to top-rated restaurants, beautiful golf courses, and nightly entertainment. Embrace the relaxed yet active lifestyle you’ve been dreaming of – Bay Breeze Villa is the perfect place to call your home away from home.

LocationValueAccuracy

Top Guest favourite
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.
Home in The Villages
4.88 out of 5 average rating, 58 reviews

Olivia's Oasis

Enjoy a peaceful retreat in this cozy, fenced home featuring 2 bedrooms, 2 bathrooms, a full kitchen, garage, living room, office space, and a lanai. Conveniently located close to Orlando's theme parks and beautiful beaches, plus all the amazing amenities The Villages has to offer: pools, golf, and more! Golf cart included. Whether you're looking to relax in a quiet area or explore nearby attractions, our home is perfect for a memorable stay. Book now for an unforgettable experience!

ValueFamilyNearby

Top Guest favourite
An elegantly appointed dining area is highlighted by a dark table surrounded by gray upholstered chairs. Two candles sit atop the table, with a decorative bowl in the center. Soft lights hang overhead, illuminating the blue walls adorned with framed art and decorative shelves.
Villa in The Villages
4.86 out of 5 average rating, 277 reviews

Perfect "get-away" home for a couple or family!

Great getaway for a single, couple, or a family. Only an hour from the Disney Parks! By golf cart, you are only minutes from pools, rec. centers, golf courses and many dining options as well as the grocery store. The home includes a nice outdoor seating area. The "squares" provide FREE nightly entertainment. Golf cart included in price for getting around in The Villages. This get-away home is perfect for people looking to relax OR never be bored! It's always a great day at The Villages!

LocationFamilyWalkability

Top Guest favourite
Home in Wildwood
5.0 out of 5 average rating, 42 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.

LocationFamilyCheck-in

Guest favourite
Home in The Villages
4.91 out of 5 average rating, 47 reviews

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

Enjoy this beautiful 2/2 home in De Luna. With quick access to the turnpike and I-75 to enjoy everything in and around the Villages. This Ruby model villa is close to Brownwood and Ednas’ on the Green & soon to be East Port. It comfortably fit 4 people in two queen beds. The living room can fit two on the pull out sectional. The front screen porch is a wonderful place to wave to your neighbors while you have your morning coffee or just the place to relax before going to bed.

FamilyValueHospitality

Top Guest favourite
Home in Wildwood
5.0 out of 5 average rating, 10 reviews

Sawgrass & Eastport Town Square Golf Community

This spacious, clean, and well-appointed designer home is less than a five-minute golf cart ride from Sawgrass Grove where you can enjoy live nightly entertainment! It's also minutes away from the Clifton Cove 18 Hole Putting Course, McGrady's Restaurant & Pub the Sawgrass Indoor Market, and the Ezell Regional Recreation Center. You can dance or relax with a beverage under the lighted canopies, with live music every evening at the Sawgrass Grove boxcar stage. .

LocationLong stayAmenities

Top Guest favourite
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.
Home in The Villages
5.0 out of 5 average rating, 113 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.

FamilyLocationAir conditioning

Top Guest favourite
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.
Home in The Villages
4.98 out of 5 average rating, 40 reviews

Lovely Largo Lantana

Come stay at our 3 bedroom 2 bath home in The Villages! It is a perfect home for gathering with family and friends. This home is centrally located in The Villages, less than 2 miles south of Lake Sumter Landing with numerous recreational centers and activities only a short walk away! Located in The Village of Largo, and is in a wonderful neighborhood with new friends awaiting you all along Ridge Spring Drive! Come enjoy the lifestyle here in The Village

FamilyLocationParking

Top Guest favourite
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.
Home in Wildwood
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.

FamilyLocationLong stay

Guest favourite
Home in The Villages
5.0 out of 5 average rating, 6 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.

LocationFamilyCleanliness

Top Guest favourite
Home in Wildwood
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.

LocationFamilyHospitality

Top Guest favourite
The exterior of a single-story home is presented, featuring a welcoming entrance with landscaping that includes shrubs and small plants. A two-car garage is visible on the right side, and the smooth driveway leads up to the front door. Rooflines are in neutral tones under a clear sky.
Home in Wildwood
5.0 out of 5 average rating, 18 reviews

Bright & Modern Sunshine Villa

Welcome to your getaway in Florida’s premier active adult community, The Villages. This newly furnished home in the Village of Richmond is close to golf, shopping, dining, entertainment, and three pools within a mile. Walk to nearby trails, enjoy evenings at Brownwood Square with live music and dancing, or settle in for a quiet retreat—this spacious home makes an easy, comfortable base.

LocationFamilyCondition

Popular amenities for Wildwood holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Stay near Wildwood's top sights

Lake Sumter Landing

124 locals recommend

Sharon L. Morse Performing Arts Center

21 locals recommend

The Villages Golf Cars

13 locals recommend

Rohan Regional Recreation Center

5 locals recommend

Volusia Executive Golf Course

4 locals recommend

Marsh View Pitch & Putt Executive Golf Course

4 locals recommend

Other great holiday rentals in Wildwood

Top Guest favourite
Two goats are seen in a lush green field, one featuring a predominantly black coat with white markings, while the other is white with black patches. The surrounding grass is tall, contributing to the farm setting.
Farm in Wildwood
5.0 out of 5 average rating, 28 reviews

Owl Cove Ranch Sunset Barn Apartment

LocationFamilyOutdoor spaces

Top Guest favourite
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.
Home in The Villages
5.0 out of 5 average rating, 27 reviews

Designer Home in The Villages, FL.

FamilyLocationBathroom

Guest favourite
Home in The Villages
5.0 out of 5 average rating, 13 reviews

Luxury Villages Stay • Golf Cart • Near Brownwood

LocationFamilyPool

Guest favourite
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.
Home in Wildwood
4.91 out of 5 average rating, 99 reviews

New, private pool getaway in The Villages, FL

FamilyLocationQuiet

Guest favourite
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.
Home in Wildwood
5.0 out of 5 average rating, 36 reviews

The Villages pool property with a 4-person cart

FamilyLocationCondition

Guest favourite
The exterior of a newly constructed home features a light color palette with a modern design. A spacious driveway leads to a three-car garage, flanked by neatly trimmed greenery and a landscaped yard under a clear blue sky.
Home in The Villages
4.97 out of 5 average rating, 72 reviews

The Villages-3 bd (3 king)/3 full ba+Cart NEW HOME

FamilyValueNearby

Top Guest favourite
Home in The Villages
5.0 out of 5 average rating, 13 reviews

Seashell Villa~Pet Friendly~Golf Cart

LocationIndoor spacesLong stay

Top Guest favourite
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.
Home in The Villages
4.98 out of 5 average rating, 60 reviews

Latitude Adjustment

LocationValuePool

When is the best time to visit Wildwood?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$243 AUD$278 AUD$271 AUD$200 AUD$161 AUD$161 AUD$142 AUD$139 AUD$142 AUD$158 AUD$182 AUD$200 AUD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Frequently Asked Questions

  • What are the best places to stay in Wildwood?

    Vacation rentals in neighborhoods near parks or the city center are often recommended for convenient access to dining and attractions. Areas around nature preserves provide quieter settings and opportunities for outdoor exploration.

  • What are the best things to do in Wildwood with kids?

    Kids can enjoy playgrounds, mini golf, and interactive activities at local parks. Family friendly fairs, fishing spots, and outdoor markets are frequently suggested for memorable outings.

  • What are some of the best things to do in Wildwood?

    Explore city parks, browse local antique shops, or join a community festival in Wildwood. Nature preserves and regional art galleries provide outdoor and cultural experiences, appealing to a range of interests.

  • How is the weather in Wildwood?

    Wildwood has warm, humid summers reaching up to 92°F (33°C), with frequent rain, and mild winters from 49–72°F (10–22°C). Spring and autumn bring comfortable temperatures and moderate rainfall, making outdoor activities popular.

  • When is the best time to visit Wildwood?

    Late winter through spring is often recommended for milder temperatures from 49–79°F (10–26°C) and lower humidity. Fall also brings pleasant weather, with local festivals and community events adding to the experience.

  • What are the best places to visit in Wildwood?

    Popular places to visit in Wildwood include city parks, historic sites, and local markets. Nature preserves and galleries showcasing regional artists are often recommended for a deeper look into the community.

  • What are some hiking trails in Wildwood?

    Wildwood has nature trails in area parks and preserves, often featuring shaded paths among pine forests and lakes. Exploring these local trails is frequently suggested for birdwatching and relaxation.

  • What are some family activities we can do in Wildwood?

    Families in Wildwood can explore community parks, playgrounds, and picnic areas. Nature trails, mini golf, and seasonal events are often recommended for group fun.

  • What are some of the best day trip ideas from Wildwood?

    Day trips from Wildwood frequently suggest exploring nearby nature parks, visiting lakes for boating, or discovering historic downtowns in surrounding communities. Regional art galleries and local farms are also favorites for an immersive experience.

  • Are there any pet friendly accommodations available in Wildwood?

    Wildwood has several pet friendly accommodations, including vacation homes and rentals with fenced yards. Parks and walking trails around the city make it easy to spend time outdoors with pets.

  • What are some local tips for visiting Wildwood?

    Local tips include visiting farmers markets early for the freshest produce and exploring parks during cooler morning hours. Many recommend joining community events to experience Wildwood’s friendly spirit.

  • What is Wildwood known for?

    Wildwood is known for its welcoming atmosphere, historic roots, and access to open spaces. The city has community traditions, local markets, and a connection to outdoor recreation.

  • What are the best hidden gems to explore in Wildwood?

    Wildwood has small antique shops, quiet parks, and local markets that highlight the area’s community spirit. Exploring nearby nature preserves and lakes is often recommended for those wanting less crowded spaces.

  • What are the best foods to try in Wildwood?

    Wildwood has classic Southern dishes, barbecue, and fresh produce from local farms. Visitors often seek out homemade pies, fried chicken, and regional specialties such as catfish.

  • What should I bring for a trip to Wildwood?

    Pack lightweight clothing for warm days, a hat, sunscreen, and sturdy walking shoes. For outdoor activities, bring a reusable water bottle and bug spray, especially in summer months.

  • What is the nightlife in Wildwood like?

    Wildwood’s nightlife centers on casual venues, family owned restaurants, and local bars. Some spots feature live music or karaoke nights, with a relaxed, community-oriented atmosphere.

  • What are the most popular events or festivals in Wildwood?

    Wildwood often features local fairs and community celebrations throughout the year, with seasonal events around spring and fall drawing crowds. County fairs and cultural festivals are frequently suggested for live music, crafts, and food experiences.

  • Are there family friendly vacation rentals in Wildwood?

    Wildwood has many family friendly vacation rentals, including homes with spacious layouts, backyards, and amenities like kitchens and laundry. Neighborhoods around community parks are frequently suggested for families seeking quieter settings and recreational spaces.

Destinations to explore