Holiday rentals in Wildwood

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Top-rated holiday rentals in Wildwood

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

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Top guest favourite
An open living space features a cozy sleeping area and a small dining arrangement. Wooden beams highlight the ceiling above. Natural light enters through the door and windows, while a television and kitchenette with appliances are visible against the walls.
Flat in Lady Lake
5 out of 5 average rating, 21 reviews

Desperado 2 - Cozy Peaceful Apt. Lady Lake FL.

Escape to your unique and private 2nd story apartment nestled on 2 acres of serene land and just a short 7-minute drive to The Villages. Enjoy the tranquility of nature while still being close to vibrant entertainment, shopping and dining options. Your cozy and well appointed space offers the perfect blend of seclusion and convenience making it an ideal getaway for relaxation and rejuvenation. *perfect for vacation *perfect for traveling workers *perfect for visiting family in the The Villages

Top guest favourite
Home in Wildwood
5 out of 5 average rating, 7 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

Guest favourite
Home in The Villages
4.95 out of 5 average rating, 21 reviews

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

Top guest favourite
A single-story home showcases a light-colored exterior and a welcoming front porch, bordered by a white picket fence. Neatly trimmed shrubs and grass surround the home, adding to the cheerful curb appeal. A paved driveway leads to a garage on the right.
Home in The Villages
4.95 out of 5 average rating, 175 reviews

Home away from home entire house

Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

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, 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 favourite
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, 104 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!

Superhost
Home in Sumterville
5 out of 5 average rating, 3 reviews

Spacious Oasis near Eastport | Golf Cart | Kingbed

With a 4-seater electric golf cart, you will be less than a mile to Eastport Town Sq & 5 mins to Middleton! This home is also minutes to Sawgrass Grove & many recreational spots like Shady Brook, Saluki, Olympia & Waters Edge all with pools. The master bedroom has a king bed & an en-suite bathroom with a roman shower, while the guest bedrooms has queen beds with an equipped kitchen. There's a $50 charge to get the lifestyle ID. There's also a $20 golfcart insurance fee.

Top guest favourite
Cottage in Coleman
4.97 out of 5 average rating, 176 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
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 favourite
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 favourite
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, 44 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.

Top guest favourite
The exterior of the home is displayed, featuring a light-colored facade with a large garage door. A well-maintained driveway leads to the garage, accompanied by landscaped patches of shrubbery on either side. The sky is bright, with scattered clouds adding to the welcoming atmosphere.
Home in The Villages
5 out of 5 average rating, 43 reviews

Coastal 3/2 Home W/ Golf Cart in Cason Hammock

Welcome to The Village of Cason Hammock! This coastal 3/2 home comes with a 2 seater golf cart is only minutes away from Sawgrass Grove Market and Ezell Recreation Center. The home is spacious and comfortably fits up to 5 guests. King bed in the primary bedroom with en suite bathroom. Queen bed in the second bedroom and Day bed in the third. There's TVs in each bedroom and a lanai to enjoy the beautiful Florida weather!

Popular amenities for Wildwood holiday rentals

When is the best time to visit Wildwood?

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Avg. price€ 137€ 149€ 141€ 110€ 98€ 92€ 87€ 85€ 87€ 95€ 104€ 111
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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 house rentals in Wildwood have a bbq area?

    Absolutely! We offer over 170 house 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 cabin rentals in Wildwood have air conditioning?

    Absolutely! We offer over 40 cabin rentals with air conditioning in Wildwood. Enjoy a tailored experience with all the comforts you desire.

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

    Experience the best of Wildwood with our villa rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Wildwood have wifi?

    Absolutely! We offer over 870 house rentals with wifi in Wildwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Wildwood?

    Wildwood has more than 800 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Enhance your stay in our Villa Rentals with the most popular amenities: over 100 homes with wifi, over 10 homes with a gym, over 30 homes with a bbq area, over 100 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Wildwood

  • Total holiday rentals

    Explore 1,180 holiday rentals in Wildwood

  • Verified guest reviews

    Over 15,490 verified reviews to help you choose

  • Family-friendly holiday rentals

    910 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 550 rentals that welcome pets

  • Holiday rentals with a pool

    410 properties feature pools

  • Rentals with dedicated workspaces

    590 properties have a dedicated workspace

  • Wifi availability

    1,000 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!

Destinations to explore

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