Holiday houses 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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Guest favourite
Home in Wildwood
4.8 out of 5 average rating, 5 reviews

Cozy 2BR With Golfcart | 5 Mins to Eastport Sq.

With an electric four-seater golfcart, this home is just 3 mins to Water Edges Recreation, 5 mins to Eastport Town Sq. You will also be 15 mins close to Brownwood Paddock. The best shopping malls & restaurants are also close by. This home is designed in style & has everything to make your stay very comfortable. From the living area to the bedrooms, every corner of this gem is charming Please be advised that there's a $50 charge to get the lifestyle ID. There's also a $20 golfcart insurance fee

Guest favourite
A modern living area features a yellow leather sectional sofa and a round coffee table. A dining area with a dark wood table and chairs is visible, along with a large flat-screen TV. Natural light filters through the window coverings, creating a warm ambiance.
Home in The Villages
4.95 out of 5 average rating, 20 reviews

Entire Home with an Office in Fenney

My home is furnished for the ultimate in guest comfort & for 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 features a light-colored exterior with a well-manicured front lawn. Flower beds with colorful plants line the walkway, and a decorative tree is centered in a circular stone bed. A paved driveway leads to the garage door.
Home in The Villages
4.97 out of 5 average rating, 29 reviews

Perfect Home in The Villages!

This delightful two-bedroom, two-bathroom home is the perfect place to enjoy all the beauty and amenities that this vibrant 55+ community has to offer. Nestled in the esteemed Village of DeLuna, you'll enjoy the perfect balance of tranquility and convenience. The open-concept design connects the living, dining, and kitchen areas, providing an ideal setting for entertaining or simply enjoying the spaciousness of your home. Minutes from Brownwood Square and activities at Everglades Rec Center.

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, 64 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
A single-story vacation home is presented with a light exterior and a neatly maintained front yard. A white picket fence encloses colorful landscaping, while a spacious driveway leads to a two-car garage. Clear skies enhance the inviting curb appeal of the property.
Home in Wildwood
5 out of 5 average rating, 34 reviews

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 future 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! We are also within 12 minute drive to the Villages High school/ Middleton and 18 minutes to Leesburg

Top Guest favourite
The exterior of the villa is seen, featuring well-maintained landscaping with palm trees and neatly trimmed shrubs. A spacious driveway leads to the entrance, while a two-car garage is visible on the left. The sunlit facade showcases a welcoming atmosphere.
Home in The Villages
4.97 out of 5 average rating, 99 reviews

Fabulous Courtyard Villa close to Sumter Landing

This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

Top Guest favourite
Home in The Villages
5 out of 5 average rating, 28 reviews

A patio villa in Deluna, The Villages w/ Golf Cart

Enjoy this beautiful 2/2 home in De Luna. With quick access to the turnpike and I-75 to enjoy everything in and around the Villages. This Ruby model villa is close to Brownwood and Ednas’ on the Green & soon to be East Port. It comfortably fit 4 people in two queen beds. The living room can fit two on the pull out sectional. The front screen porch is a wonderful place to wave to your neighbors while you have your morning coffee or just the place to relax before going to bed.

Top Guest favourite
Cottage in Coleman
4.96 out of 5 average rating, 170 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 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, 216 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!

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, 80 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.

Superhost
Home in Wildwood
New place to stay

Spotless 3BR Home w/ Golf Cart, Near Brownwood Sq

Relax at Pleasantville, a newly furnished home in The Village of McClure! Golf cart included for easy trips to Sawgrass Grove, Brownwood Square, Magnolia Plaza, and top golf courses. Enjoy pools, pickleball, walking trails, and more at nearby rec centers. Just 5 mins from Eastport’s golf academy & Sunset Island. Quiet, scenic, and perfect for fun, relaxation, and adventure—only 1 hour from MCO and Disney parks!

Top Guest favourite
The exterior of a single-story home is displayed, featuring a light grey facade and a two-car garage. The driveway is clear of obstructions, and neatly manicured shrubs are positioned on either side of the entrance. A soft evening light casts a warm glow over the scene.
Home in The Villages
5 out of 5 average rating, 13 reviews

Chic 3/2 Home in The Village of Citrus Grove

Welcome to your perfect getaway in The Villages, Florida! This beautifully designed 3-bedroom, 2-bathroom home offers a blend of modern elegance and cozy charm, creating the ideal space for relaxation and entertainment. Just 1 mile from Sawgrass Grove Market and 7 miles from Brownwood Square, you’ll be close to live entertainment, dining, pools, pickleball, and golf—endless fun awaits!

Popular amenities for Wildwood holiday rentals

When is the best time to visit Wildwood?

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Avg. price$286 NZD$311 NZD$295 NZD$231 NZD$204 NZD$192 NZD$181 NZD$178 NZD$181 NZD$199 NZD$219 NZD$233 NZD
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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 160 house rentals with a bbq area in Wildwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wildwood have a gym?

    Absolutely! We offer over 140 house 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 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 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 930 homes with air conditioning, over 160 homes with a bbq area, over 140 homes with a gym, over 870 homes with wifi, 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    1,000 of Wildwood holiday 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