
Vacation rentals in Wildwood
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Top-rated vacation rentals in Wildwood
Guests agree: these stays are highly rated for location, cleanliness, and more.

Perfect location Lake Sumpter Villa w/ Golf Cart
Newly opened availability! January and February open for monthly stays. Please message me to inquire . Jan.1 - Jan.31 Feb.1 - Feb.28 5% discount if you book both months. Location, Location, beautiful 2 bedroom villa with 2-seater golf cart, is located in the desirable neighborhood of Creekside Landing. This villa is within walking distance of Lake Sumter Landing town square where you will find shopping, restaurants, a movie theater and FREE nightly live entertainment. Edgewater neighborhood Recreation Center with a pool, as well as Canal Street Recreation Center with activities such as shuffleboard courts, bocce courts, card rooms and so much more. This villa is beautifully decorated in a warm and inviting style. The kitchen is fully equipped with everything you’ll need to prepare meals and entertain friends. The living room offers plenty of comfortable seating with a flat screen TV. The master bedroom has a king size bed, flat screen TV, large walk-in closet and a private master bath with a walk-in shower, complete with towels and linens. The guest bedroom and guest bath comes completed with lines and towels for your guest’s comfort. There is a screened lanai with comfortable seating and a privacy wall . This villa comes complete with WiFi. With the purchase of resident ID cards you can use any of the 29 executive golf courses with no greens fees. You pay resident rates in greens fees at the 11 championship courses. You are also entitled to use any of the family- friendly and adult (30 and older) swimming pools, and organized activity swimming pools, There are over 1,000 organized activities each week through the recreation centers. Rates are based on double occupancy. Rates shown do not include taxes and additional fees

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.

Poolside Paradise-w/ Pool & Golf Cart The Villages
Welcome to Poolside Paradise! Your dream getaway in a fantastic location within The Villages, FL. Nestled in The Village of Chitty Chatty, this stunning 4-bed, 3-bath retreat is your ticket to ultimate relaxation and fun. Explore the vibrant surroundings with ease, thanks to the complimentary 4-seater golf cart provided for your convenience. There are four (4) bikes available for guest use as well. You will have easy access to multiple recreation centers, town squares, & entertainment venues.

Hot Tub & Golf Cart - Courtyard Villa
Our newest 5 Star ⭐ listing with a heated swim spa (additional fee) & golf cart in the heart of Spanish Springs minutes from everything you’ll need. Enjoy the town squares, live music, bars, golf and much more🎶 The home has a dipping pool/spa that has swim jets that allows you to swim against for exercise. Enjoy the outside courtyard with a BBQ and patio furniture Home in the heart of The Villages, a 7 min golf cart ride from Spanish Springs, 15 min from Sumter Landing, Brownsville-30min

The Villages, Citrus Grove home away from home
Create great memories at this centrally-located home, with an open floor plan with vaulted ceilings. The kitchen is well equipped and the living room has a queen size sleeper sofa and a smart TV (internet/WIFI). The master bedroom has a king size bed, walk in closet, smart TV, master bathroom and a work area with a desk and printer. The guest bedroom has a queen size bed, large closet and smart TV. Both bedrooms have black out curtains and hair dryers, and linens. Grill/2 bikes incl.

Villa in The Villages Great Location
Kick back and relax in this calm, stylish villa in The Villages. It is in the village of McClure (Fenney area). It is a super clean villa with newer furnishings. The villa comes with a golf cart as a courtesy to enjoy. It is close to Everglades Recreation Center Magnolia Shopping Center, family pools, sports pools, executive golf courses and many other activities. The neighborhood pool is within walking distance to this home! The home is fully furnished and has a fully equipped kitchen.

Tranquil guest home with beautiful salt water pool
Our tranquil getaway! Whether on vacation or traveling for work, this is the place to stay! With a beautiful pool and gigantic screened in area with comfortable patio furniture and a place to have your meals outside, you can't beat our guest house for enjoying Florida's weather. Inside, we have just added a stunningly comfortable new Queen sized bed with a "Purple" mattress on an adjustable frame. We have hi speed wi-fi and a large screen TV with Amazon Prime, Netflix, and more.

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

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.

Stunning Waterfront Retreat!
Prime Waterfront Location Between The Villages & Inverness! This 2-bed, 2-bath gem offers over 100 ft of waterfront, vaulted ceilings, granite countertops, and an open layout. The master suite features stunning water views. Enjoy coffee or cocktails on the screened patio or fish from your private dock. A one-car garage and unbeatable location make this the perfect Florida retreat—combining comfort, style, and serene living. Don’t miss this slice of paradise!

Private Villa + Golf Car by Lake Sumter Square
Welcome to our cozy 3-bedroom, 2-bath courtyard villa in the Village of Virginia Trace, just 4 minutes from Lake Sumter Square. Enjoy the convenience of nearby shopping, dining, and entertainment. The private, fenced yard with a fire pit and grill is perfect for outdoor living. The rental includes an electric atomic golf cart for easy exploring. Inside, the villa is bright and comfortable, with a king bed in the primary room and queen beds in the other two.

Lake Tsala Gardens Waterfront Home
Welcome to our Tsala Gardens Home centrally located in Inverness. There is plenty of outdoor space and decks with room to relax and enjoy. This property has direct access to multiple lakes prime for bass fishing. Bring your boat and launch from the private community boat ramp or public ramp and dock up at our dock house. We are located one mile from downtown Inverness and its shops, restaurants, parks, and bike trails.
Popular amenities for Wildwood vacation rentals
Other great vacation rentals in Wildwood

Stylish Villages Getaway + 6-Passenger Cart Access

Lake and Trail retreat

Patio Villa, Great Location, FREE Gas Golf Cart!

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

Designer Lakeview 3-BR Home w Heated Pool & Cart

Free Golf Cart and Bikes ! With Rental !

Enjoy The Villages and relax in our cozy home!

The Sunseekers Eco-Villa
When is the best time to visit Wildwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ591 | ﺩ.ﺇ643 | ﺩ.ﺇ610 | ﺩ.ﺇ477 | ﺩ.ﺇ422 | ﺩ.ﺇ397 | ﺩ.ﺇ375 | ﺩ.ﺇ367 | ﺩ.ﺇ375 | ﺩ.ﺇ419 | ﺩ.ﺇ481 | ﺩ.ﺇ529 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°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 ﺩ.ﺇ110 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 & 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

Wi-Fi availability
1,090 of Wildwood vacation rentals include wi-fi 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!
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