Holiday rentals in Wildwood
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Top-rated holiday rentals in Wildwood
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Entire Home with an Office in Fenney
Furnished for the ultimate in guest comfort, entertainment & working online. Accommodates maximum of 2 guests who plan to sleep in the same bed. Only 1 bed provided. Bright office with large desk, TV, printer 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
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 golf cart is included for golfing and access to the rest of The Villages. 1 minute to the Waterlily golf cart bridge and 8 minutes to Brownwood Square. Or Edna’s on the Green is just a few minutes away.
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!
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!
Robin's Song in Brownwood
WELCOME to the beautiful ROBIN's SONG conveniently located in The Village of Atwood where you are just minutes from all the fun and activities in The Villages. Just a 2 minute ride on the Yamaha GOLF CART (extra charge) into the famous BROWNWOOD PADDOCK SQUARE where you will enjoying shopping, dinning and live music each evening from 5 to 9 p.m. Just a minute ride to THE GRAND TRAVERSE PLAZA housing Publix, or the relaxing Brownwood Hotel and Day spa featuring the Wolfgang Puck Restaurant.
Stunning Villa 2B/2B With Golf Cart
Make this stunning home your retirement Villager get away! Located in the Village of Newell home is minutes away from Sawgrass, swimming pools, pickleball, golf, and so much more. This home comes with a 2 seater golf cart and an outdoor grill perfect for any season. Live music is a nightly occurrence and only a 5 minute golf cart ride away. Enjoy the sunshine with biking and walking paths only seconds away from the front door! We would love to host your next Villages, FL vacation!
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.
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!
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
Serenity - In The Villages
Welcome to your dream retreat! This stunning Moonstone Home blends comfort, luxury, and convenience. Minutes from Eastport Square, Publix, and Fenney Rec Center, enjoy nature trails, pools, Fenney Grill, and executive golf—all accessible by golf car. Relax in the private lanai, cook in the chef’s kitchen, or watch SpaceX launches from your patio. With mossy oaks, stylish design, and top amenities, your perfect Villages getaway awaits. Book now and experience the magic!
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.
Cute & Cozy Tiny Guesthouse
Take it easy at this cozy and peaceful getaway located in a safe and quiet neighborhood near The Villages. It's conveniently located all within 1.5 miles to Walmart, Aldi, Waffle House, McDonald's, Pizza Hut, Cracker Barrel, BJ's Wholesale and many other shops and restaurants. Plus, The Villages Hospital. We are also located two miles from The Villages Spanish Springs town square which has free entertainment from 5pm to 9pm every night of the week.
Popular amenities for Wildwood holiday rentals
Other great holiday rentals in Wildwood
Villa la Bella
Designer Home in The Villages, FL.
Like-New 1BR Oasis Near Sawgrass Grove
Snooky Park Apartment next to The Villages
Spotless Villa Near Brownwood Sq- Lanai & King Ste
Patio Villa, Great Location, FREE Gas Golf Cart!
Beautiful Designer Home -Golf Cart- Walk to Sumter
My Haven Is Heaven
When is the best time to visit Wildwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £119 | £130 | £123 | £96 | £85 | £80 | £76 | £74 | £76 | £85 | £97 | £107 |
| 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 holiday rentals in Wildwood
Total holiday rentals
Explore 1,100 holiday rentals in Wildwood
Nightly prices starting at
Wildwood holiday rentals start at £22 per night before taxes and fees
Verified guest reviews
Over 16,770 verified reviews to help you choose
Family-friendly holiday rentals
990 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 460 rentals that welcome pets
Holiday rentals with a pool
430 properties feature pools
Rentals with dedicated workspaces
630 properties have a dedicated workspace
Wifi availability
1,090 of Wildwood holiday 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!
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