Vacation rentals in Wildwood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Wildwood

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

%{current} / %{total}1 / 1
Superhost
Home in Wildwood
5 out of 5 average rating, 3 reviews

Into The Mystic - 3/2 Dog Friendly w/ Golf Cart

Into the Mystic is an elegant 3/2 retreat in The Village of St. Catherine, where every detail is intentional. A private enclosed backyard and large screened lanai feature a TV, dining area, lounge seating, and gas grill. Inside, plush sofas, a separate guest wing, and a serene primary suite with en-suite bath. The high-tech kitchen with a show-stopping sink adds modern flair. Dog-friendly, with a 4-seat electric golf cart, walking distance to SAWGRASS Grove and just 3 miles from EASTPORT Square.

Guest favourite
A charming villa is presented, featuring a glass-enclosed lanai and surrounded by a white picket fence. Lush landscaping includes palm trees and colorful shrubs, with a stone-bordered garden. The exterior showcases a driveway leading to a one-and-a-half car garage, all under a clear blue sky.
Home in Wildwood
5 out of 5 average rating, 11 reviews

Charming Patio Villa

This fully furnished home features an open floor plan with everything you need! Located in the Village of Marsh Bend just walking distance from Magnolia Shopping Center and the walking trail. This spacious villa is FULLY FURNISHED, has a GLASS ENCLOSED LANAI and a PRIVATE BACKYARD!Indoor Washer/Dryer, Nest thermostat, gas range, microwave, vinyl floors in open concept floor-plan. Primary Suite has a King size bed and a Queen in the Guest Room. Entire villa has cable tv, internet and much more.

Guest favourite
A private outdoor area features a heated pool and spa, surrounded by screen enclosure. Comfortable seating is arranged beside the pool, complemented by an outdoor dining setup. The space is designed for relaxation with a stylish stone paver patio and clear blue skies above.
Home in Wildwood
4.92 out of 5 average rating, 12 reviews

Pool and Spa Luxury Retreat

Escape to this charming 3BR/2BA home in The Villages, FL! Enjoy a private heated pool & spa, perfect for relaxation. Walk to the nearby recreation center or take a short 1-mile ride to Eastport. This home includes a 4-person golf cart, making it easy to explore all The Villages has to offer. Comfortably furnished with modern amenities, it’s ideal for a peaceful retreat or an active getaway. Book now for the perfect blend of convenience and leisure! Heating of the pool and spa included in rate.

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

Walk to Sawgrass! Near Eastport | Golfcart | Patio

With a golf cart included, this home is a short walk to Sawgrass, with Eastport Sq. only 7 mins away. Brownwood Paddock & Middleton are both 11 minutes away, putting you close to great dining & shopping! Inside, you’ll find a spacious open layout with comfy furnishings, a fully equipped kitchen, & a relaxing patio with a griddle. The bedrooms are well furnished & include a dedicated work area & ensuite bathroom for comfort A $50 fee applies for the Lifestyle ID & golf cart insurance is $20

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, 48 reviews

Latitude Adjustment

Change your latitude in this beautiful two bedroom, two bathroom Patio Villa in The Villages. Located in the Village of Newell, this spacious and modern home has everything you need to make your stay relaxing and fun, including a golf cart! Enjoy a cup of coffee from the Keureg after your morning stroll on one of the nearby nature trails. Pools, pickleball and golf are all five minutes by golf cart, along with dining and entertainment at Sawgrass Grove and twelve minutes to the new Eastport!

Top guest favourite
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.
Home in Wildwood
4.97 out of 5 average rating, 74 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.

Top guest favourite
Home in Wildwood
5 out of 5 average rating, 19 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.

Top guest favourite
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.
Home in Wildwood
5 out of 5 average rating, 41 reviews

Opal Oasis in The Villages

Want a newer vacation home close to Sawgrass Grove where free nightly entertainment is available, several pools, recreation centers, biking paths and the town square of Eastport? Look no further. Check out this fully furnished home! The outdoor living is relaxing and tropical as we have an outside patio behind the palms. It will make you feel like the only person on the street! The home is within a 12 minute drive to the Villages High school/ Middleton and 18 minutes to Leesburg

Top guest favourite
Cottage in Coleman
4.97 out of 5 average rating, 195 reviews

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

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

Welcome to The Sanctuary~Pet Friendly w/Golf Cart

Enjoy a stylish experience at this brand new, centrally located upscale home we call The Sanctuary! Enjoy a brand-new spacious home with stylish furniture, comfortable beds, and an excellent location. Equipped with bikes, a golf cart and portable chairs for those nights at the square enjoying live entertainment, what more could you want? PLEASE NOTE: We require a signed rental agreement and a copy of your ID to finalize your reservation.

Top guest favourite
An aerial view showcases the home's roof and layout, with a spacious driveway leading to a neatly parked vehicle. Surrounding landscaping features manicured grass and stone pathways, highlighting a well-maintained outdoor environment.
Home in The Villages
5 out of 5 average rating, 43 reviews

Sunny Daze! Minutes to SawGrass

This home is minutes from Sawgrass Grove where you can Enjoy nightly entertainment. A short 2 minute Golf Cart ride to the Adult Pool,and the Golf Cart is included! 2 Bedrooms with King beds and a 3rd Bedroom with a twin bed and a work space. West Facing Lanai for early morning coffee and evening sunsets with a Glass of Wine! Big Screen Smart TV's, Grill, and everything you need to feel right at home.

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 out of 5 average rating, 14 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.

Popular amenities for Wildwood vacation rentals

When is the best time to visit Wildwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$223 CAD$242 CAD$230 CAD$180 CAD$159 CAD$150 CAD$141 CAD$139 CAD$141 CAD$158 CAD$181 CAD$199 CAD
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.

Quick stats about vacation rentals in Wildwood

  • Total vacation rentals

    Explore 1,100 vacation rentals in Wildwood

  • Nightly prices starting at

    Wildwood vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 16,770 verified reviews to help you choose

  • Family-friendly vacation rentals

    990 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 460 rentals that welcome pets

  • Vacation rentals with a pool

    430 properties feature pools

  • Rentals with dedicated workspaces

    630 properties have a dedicated workspace

  • Wifi availability

    1,090 of Wildwood vacation rentals include wifi access

  • Popular amenities for guests

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

  • 4.9 Average rating

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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sumter County
  5. Wildwood