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.

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Guest favorite
Home in Wildwood
5 out of 5 average rating, 6 reviews

Helena Villa- 4 seater golf cart included!

Welcome to Helena Villa, a charming 2-bedroom, 2-bath home perfect for families and couples seeking a relaxing getaway. This home comes with a 4 seater golf cart which is perfect for getting around! This centrally located property offers easy access to a variety of amenities, including schools, sports facilities, shopping, and dining, all within a 5-minute golf cart ride. Enjoy comfortable bedrooms, a well equipped kitchen. Explore nearby attractions such as the Tracy Performing Arts Center, Br

Top guest favorite
A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.
Home in Lady Lake
4.96 out of 5 average rating, 330 reviews

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Top guest favorite
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.
Ranch in Wildwood
5 out of 5 average rating, 16 reviews

Owl Cove Ranch Sunset Barn Apartment

Welcome to the Owl Cove Ranch barn apartment. This 15 acre farm is located on the wall of The Villages (Hammock of Finney) right off HWY 301 near city of Coleman. Newly renovated 4 Bedroom/2 Bathroom apartment with fully stocked kitchen. We currently have 12 goats, 3 Cows, 2 Donkey's and 8 chickens for the kids to experience the good old fashion farm. Watch beautiful Florida sunsets. Guest passes to the Villages are available with this rental to explore the amazing lifestyle of the Villages!

Top guest favorite
An extended lanai features a dining table surrounded by cushioned chairs, with views of a heated saltwater pool and lush greenery beyond. Comfortable seating arrangements are designed for relaxation, while ceiling fans provide a gentle breeze throughout the open space.
Home in The Villages
4.99 out of 5 average rating, 88 reviews

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.

Guest favorite
The exterior of the home showcases a light gray façade with a welcoming front porch. Lush green grass is framed by neatly arranged flower beds, while a flagpole displays the American flag. A paved driveway leads to the entrance.
Home in Wildwood
4.96 out of 5 average rating, 67 reviews

2/2 Villa in Citrus Grove - Rates Reduced!

*Redone in 2023* - Brand new furniture throughout - Freshly painted - Screened in Lanai 2 Bedroom, 2 Bath located in Citrus Grove in The Villages, FL Great Location! - Very close to Citrus Grove adult pool - Homestead recreation center with family pool 0.7mi - Ezell Recreation Center 1.1mi - Sawgrass Complex 1.3mi There are several amenities for you to enjoy in The Villages - restaurants, bars, nightly live entertainment, shopping, golf, pickleball, shuffleboard, and so much more!

Top guest favorite
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, 67 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 favorite
An inviting outdoor space features a spacious in-ground pool with a sunken hot tub nearby. The pool area is enclosed by a screened lanai, allowing for privacy. Light reflections dance on the water's surface, creating a peaceful ambiance.
Place to stay in The Villages
5 out of 5 average rating, 103 reviews

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!

Top guest favorite
Cottage in Coleman
4.97 out of 5 average rating, 174 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.

Superhost
The A-frame cabin features a striking black exterior with large windows that reflect the surrounding greenery. A spacious wooden deck is highlighted, equipped with a picnic table. Lush trees frame the cabin, creating a serene and inviting outdoor setting.
Cabin in Ocala
4.96 out of 5 average rating, 223 reviews

Cozy A-Frame Retreat w/ hot tub!

Escape to our cozy A-frame cabin, nestled amidst the serene beauty of nature. Just 10 mins from Santos Trailhead and 35 from Rainbow Springs! After a day of exploration, unwind in the private hot tub, gather around the bonfire pit for s'mores, or snuggle by the fireplace and stream your favorite movie. Whether you seek a romantic retreat or an extended family getaway, our A-frame cabin promises the perfect blend of nature's tranquility and modern comfort!

Guest favorite
The exterior of the home showcases a well-manicured lawn with vibrant landscaping. Palm trees and shrubs frame the entrance, while a driveway leads to the two-car garage. The home features a charming façade, complemented by a clear blue sky above.
Home in The Villages
4.88 out of 5 average rating, 56 reviews

Beautiful Designer Home -Golf Cart- Walk to Sumter

This stunning designer home comes with a golf cart and is within walking distance to Lake Sumter Market Square. It sleeps 4 adults in 2 bedrooms. 5G Wi-Fi. Kitchen is loaded with amenities & spices, lots of comfy lounging spaces, an inside laundry room, 2-car garage, landscaped yard and easy access to Hwy 466. 3-day min. May-Sep, 7-night min. Oct, Monthly stays only Nov-Apr. You will love staying in this stylish home away from home.

Top guest favorite
A single-story house features a white exterior with a gabled roof and a two-car garage. A white picket fence and manicured shrubs border the front yard, while a concrete driveway provides ample parking space. Clear blue skies are visible in the background.
Home in Wildwood
4.96 out of 5 average rating, 82 reviews

New home in the new part of the villages.

Beautiful new home in the villages. All new appliances with all brand new furniture, beds and decor. You have quick access to Sawgrass grove Entertainment facility, Ezell recreation center and McGradys pub. This open floor plan with the kitchen opening to living room keeps everyone together. The huge island is a great hanging out spot. You will have access to many close by, pools, shuffle board, parks and golf courses during your stay.

Top guest favorite
A modern living area is showcased with light gray sofas and a wood coffee table. Decorative cushions in various shades add pops of color. Natural light enters through two windows, complemented by sheer curtains. A patterned area rug lies beneath, enhancing the space's cozy feel.
Home in The Villages
4.98 out of 5 average rating, 43 reviews

Cozy Patio Villa (Newell)

Kick back and relax in this calm, stylish space. Indulge in this elegantly appointed 2 bedroom 2 bathroom lanai home. Fully furnished and ready for your family to enjoy everything the Villages has to offer. Our Brand New Patio Villa is located in the Village of Newell , only 2 miles away from Sawgrass/Ezell Recreation Center; 0.5 mile away from Franklin Recreation Center; 54 miles from MCO Orlando Airport, 48 miles from Disney.

Popular amenities for Wildwood vacation rentals

When is the best time to visit Wildwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,670 GYDG$36,598 GYDG$34,716 GYDG$27,187 GYDG$24,050 GYDG$22,586 GYDG$21,332 GYDG$20,913 GYDG$21,332 GYDG$23,423 GYDG$25,723 GYDG$27,396 GYD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Wildwood?

    Yes! Work meets play with ease at over 590 vacation rentals in Wildwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Wildwood?

    Four-legged friends are welcome in Wildwood. Choose from more than 550 vacation rentals for guests traveling with pets.

  • Are there Wildwood vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 410 vacation homes with pools in Wildwood, available on Airbnb. Make a splash and soak up the sun in style!

  • Do villa rentals in Wildwood have a bbq area?

    Absolutely! We offer over 30 villa rentals with a bbq area in Wildwood. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Wildwood have a gym?

    Absolutely! We offer over 10 villa rentals with a gym in Wildwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wildwood have air conditioning?

    Absolutely! We offer over 930 house rentals with air conditioning in Wildwood. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in cabin rentals in Wildwood?

    Experience the best of Wildwood with our cabin rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do villa rentals in Wildwood have wifi?

    Absolutely! We offer over 100 villa rentals with wifi in Wildwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly villa rentals in Wildwood?

    Wildwood has more than 90 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Wildwood?

    Enhance your stay in our House Rentals with the most popular amenities: over 160 homes with a bbq area, over 870 homes with wifi, over 140 homes with a gym, over 930 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Wildwood

  • Total vacation rentals

    Explore 1,180 vacation rentals in Wildwood

  • Verified guest reviews

    Over 15,490 verified reviews to help you choose

  • Family-friendly vacation rentals

    910 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 550 rentals that welcome pets

  • Vacation rentals with a pool

    410 properties feature pools

  • Rentals with dedicated workspaces

    590 properties have a dedicated workspace

  • Wi-Fi availability

    1,000 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!

Destinations to explore

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