Vacation rentals in Wildwood
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Quick stats about vacation rentals in Wildwood
Total vacation rentals
Explore 1,110 vacation rentals in Wildwood
Nightly prices starting at
Wildwood vacation rentals start at G$6,271 GYD per night before taxes and fees
Verified guest reviews
Over 18,070 verified reviews to help you choose
Family-friendly vacation rentals
1,040 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 460 rentals that welcome pets
Vacation 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 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!
Top-rated vacation rentals in Wildwood
Guests agree: these stays are highly rated for location, cleanliness, and more.
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.
Pool House Near Eastport and Middleton
Relax at this peaceful new home in The Villages. Only minutes to Eastport, Sawgrass and Middleton. Enjoy the beautiful outdoor area and heated pool (heated for additional $20/day) with plenty of space and seating. There are TVs in the living bedrooms and the lanai to watch from the pool or comfortable outdoor seating. There’s a king bed in the master and queens in each of the guest bedrooms. Your stay includes a gas 4-seater Yamaha golf cart and probably a 2nd cart. That one’s not promised.
New Luxury Home-Pool-Waterfront View-3 King Suites
Enjoy this unique, tranquil getaway in a new 2023 home less than 3 miles from Sawgrass Grove (nightly entertainment, restaurants), and only a few blocks from Mickylee Pitch and Putt, Jubilee Putting Course, and the new Franklin Recreation Center. Ezell, Homestead, and Citrus Grove Rec Centers are all under 3 miles away. Back yard with lanai, pool with fountain, pond, and trees is a RARE find in The Villages! 3 king bedroom suites! Golf cart (4 seats) available for an additional fee.
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!
Pirates & Parrots - The Villages - Golf Cart &Pool
GREAT LOCATION!! A beautiful 2 bedroom 2 bath home with a saltwater pool and a hot tub. 77 inch TV with sound system, and 2 car garage/golf cart . Outdoor bar with big screen TV with seating area and a second seating area outside the bird cage. TV’s in both bedrooms. Great out door living! Minutes to everything via golf car: Brownwood 12 Sumter 16 Sawgrass 19. 4 champ golf and 7 exec golf courses 5-10. Publix, Walmart 5 minutes Golf Car 2022 Yamaha included! No smoking!!
King Bed, Golf Cart, Small Dogs & Water Filter!
Your NEW home includes a very comfortable KING BED and GOLF CART!! With its SUPER CLEAN coastal decor, fully equipped kitchen for meal prep, and a whole house NOVA WATER filtration system, you’ll have everything you need for a relaxing and enjoyable stay in The Villages. Find out why The Villages is the fastest growing and largest 55+ community in the WORLD, where visitors of all ages are welcome to play. The fun and sun is only the beginning!! 2 SMALL DOGS OK.
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.
New Home! Wildwood Area
Welcome to your perfect Florida getaway! This cozy and comfortable home in Wildwood offers the ideal place to relax while staying just minutes from The Villages, local restaurants, shopping, and beautiful outdoor attractions. 5 miles away from Brownwood Paddock Square. Whether you’re visiting family, exploring Central Florida, or enjoying the vibrant lifestyle of The Villages, this home provides a peaceful and convenient stay.
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.
The Villages | Heated Pool | Walk to Sawgrass!
Enjoy a heated pool, huge outdoor space with dining/lounge areas, and a covered lanai with TV. Just minutes to Sawgrass Grove—golf cart included! This open-concept home features 2 king bedrooms with TVs, one with an ensuite, the other with a massage chair and attached bath. Fully stocked kitchen. Close to golf, pickleball, pitch & putt, and more. Relax and enjoy the best of The Villages!
Fenney Waterview Retreat w/Pool in The Villages
If you are looking for a Tranquil escape, then this is the right home for you. Sit by the pool and overlook the sun dance upon the sparkling water as you sip on your drink or read a great book. This Ultra Clean 3 bed/3 bath home has all of the comforts you'll be looking for. There's plenty of space for you and friends or family as everyone has their own space in the home.
Three Palms Designer Home 3/2 + Golf Car
Welcome to the "Three Palms" home in The Villages! Nestled in the quiet neighborhood of Chitty Chatty, this home is perfect for any lifestyle visit, weekend vacation or long-term stay to experience everything The Villages has to offer! GUEST PASSES: Available upon request free of charge! Must request at least 3 days prior to check-in date - please ask at time of booking :)
Popular amenities for Wildwood vacation rentals
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
12 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 vacation rentals in Wildwood
Lovely 2BR/2BA golf cart home The Villages St Cath
2BR Mins to Pools & Eastport | Middleton | Patio
Gem in the Villages! Free golf cart with waiver
New, private pool getaway in The Villages, FL
Heated Pool + GOLF CART - Village of Santiago!
Spotless 3BR Home w/ Golf Cart, Near Brownwood Sq
Perfect Home in The Villages!
Newest Hotspot in The Villages Eastport/Middleton”
When is the best time to visit Wildwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,583 GYD | G$41,809 GYD | G$40,764 GYD | G$30,103 GYD | G$24,249 GYD | G$24,249 GYD | G$21,323 GYD | G$20,905 GYD | G$21,323 GYD | G$23,831 GYD | G$27,385 GYD | G$30,103 GYD |
| 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.
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