House holiday rentals in Wildwood

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Top-rated house rentals in Wildwood

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

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Guest favourite
Home in The Villages
5 out of 5 average rating, 6 reviews

Luxe 2BR in The Villages | Mins to Eastport Square

Enjoy the best of The Villages in this cozy, prime spot. You’ll be just minutes away from the best shopping, dining, & local buzz. ■7 mins to Eastport Town Sq. ■5 mins to Sawgrass Grove ■10 mins to Middleton ■8 mins to Saluki Rec Center This home is furnished with premium furniture throughout. The kitchen is fully equipped with all you need for a nice stay, & each bedroom is well appointed with its own TV & ensuite bathroom. Please note that a $50 charge is applicable to get the lifestyle ID

Top guest favourite
A modern Patio Villa is depicted in a well-maintained neighborhood, featuring a gray and white exterior with a slanted roof. A blue golf cart is parked on the driveway, surrounded by neatly trimmed grass and small shrubs.
Home in The Villages
4.98 out of 5 average rating, 45 reviews

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!

Superhost
A single-story home is depicted, featuring a well-maintained front yard with lush greenery and decorative plants. The exterior is painted in light colors, while dark roof shingles provide a modern touch. A multi-car driveway leads to a garage with a contemporary door.
Home in Wildwood
4.75 out of 5 average rating, 16 reviews

The Villages Retreat- Free Coffee, Brand New!

Welcome to The Villages Retreat, a charming house nestled in the heart of Moultrie Creek Village! This delightful property boasts three bedrooms, providing ample space for a comfortable stay, perfect for families or groups visiting to watch their grandkids sports games, or to celebrate their graduation! This Home is Centrally Located and is within 5 minutes from locations such as: The Villages Charter Highschool and it's stadiums, The Tracy Performing Arts Center, and East Port Town Square.

Guest favourite
The exterior of a modern single-story home is showcased at twilight, featuring a neatly landscaped front yard with tropical plants. A cozy seating area is visible by the entrance, and a two-car garage complements the home’s facade under a colorful sunset sky.
Home in The Villages
4.75 out of 5 average rating, 8 reviews

King-Sized Comfort

Take a break and unwind at this peaceful oasis.Welcome to your serene getaway in The Villages! This spacious “Hideaway” in peaceful DeLuna offers 2 king beds, 2 baths, and easy access to pools, pickleball, tennis, and more. Explore over 130 miles of golf cart paths in this vibrant 55+ community featuring 700+ golf holes, 100+ pools, and endless clubs and activities. Just an hour from Orlando’s theme parks and near cruise ports, it’s the perfect mix of fun, comfort, and Florida sunshine!

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, 73 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.

Guest favourite
A single-story villa is depicted with soft exterior lighting illuminating the front landscaping. The driveway leads to a two-car garage, while neatly trimmed bushes add a touch of greenery. A gentle sunset casts warm hues across the sky, enhancing the peaceful setting.
Home in The Villages
4.91 out of 5 average rating, 11 reviews

Marvelous Moonstone

Right in the middle of everything awesome and new in The Villages. Two bedroom, two bathroom patio villa. Come escape the cold and snow and enjoy over 3,000 clubs and activities in the sunny, warm Florida winter! Clubs, pools, activities, golf, dining, sports and entertainment are just steps away. The home is equipped with everything you need to enjoy your time here! * We do not guarantee the golf cart availability. It is there for convenience only and is not part of the rental.

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, 103 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
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, 41 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 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

Top guest favourite
A modern kitchen is featured, combining gray cabinetry with white countertops. Under-cabinet lighting highlights the stone backsplash. A dining table is visible, accompanied by chairs and decorative place settings. Pendant lights above the counter create a warm ambiance, enhancing the spacious and airy feel.
Home in The Villages
4.98 out of 5 average rating, 137 reviews

Marsh Bend Waterview Oasis in The Villages

Picture yourself staying at our Sanctuary overlooking the peaceful water view in the Village of Marsh Bend. Take a short stroll across the street to Edna's Beer & Wine Garden or enjoy the nearby pool or Pitch N Putt. This beautiful, ultra clean, new home can be your next oasis and you enjoy preparing a meal in the beautiful kitchen with all of the necessities. 3 Bedrooms and 2 Bathrooms give you plenty of room to enjoy the house for yourselves or have a few guests.

Top guest favourite
A spacious living area is highlighted by a large, L-shaped sectional sofa with patterned pillows, surrounded by two blue armchairs. A round wooden coffee table sits centrally on a decorative rug, while natural light flows through windows that offer a view of the outdoors.
Home in The Villages
4.99 out of 5 average rating, 120 reviews

VIEW-T-FUL! w/Golf cart

Stunning entry with one of a kind picturesque setting and unbeatable location all in one. This lanai was redesigned with no support columns to have this spectacular highly desirable panoramic golf front & water view. Sweeping view of Southern charm, cluster of mature oak trees with Spanish moss. The back of the home facing the morning sunshine lighting up the lanai and screen area for a fine morning of relaxation. Don't hesitate, this home has it all, golf cart too!

Top guest favourite
Home in The Villages
4.99 out of 5 average rating, 160 reviews

Private 3/2, 2 Golf Carts, Pizza Oven, Game Table!

3-bedroom (sleeps 6), 2-bath home in The Villages with 2 golf carts! Screened & covered patio includes grill, pizza oven, fire table, outdoor seating, table and privacy - rare in The Villages! Access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in family room, all bedrooms & patio, fully equipped kitchen, gaming table & more! 10 minutes to Spanish Springs & Sumter Landing Town Squares.

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

Welcome to The Sanctuary~Pet Friendly w/Golf Cart

Enjoy a stylish experience at this brand new, centrally located upscale home we call The Sanctuary! Enjoy a brand-new spacious home with stylish furniture, comfortable beds, and an excellent location. Equipped with bikes, a golf cart and portable chairs for those nights at the square enjoying live entertainment, what more could you want? PLEASE NOTE: We require a signed rental agreement and a copy of your ID to finalize your reservation.

Popular amenities for house rentals in Wildwood

When is the best time to visit Wildwood?

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Avg. price£123£133£131£101£90£84£78£78£79£88£100£111
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Quick stats about house rentals in Wildwood

  • Total holiday rentals

    Explore 960 holiday rentals in Wildwood

  • Nightly prices starting at

    Wildwood holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 13,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    880 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 390 rentals that welcome pets

  • Holiday rentals with a pool

    380 properties feature pools

  • Rentals with dedicated workspaces

    550 properties have a dedicated workspace

  • Wifi availability

    950 of Wildwood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wildwood rentals

  • 4.9 Average rating

    Wildwood stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

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  3. Florida
  4. Sumter County
  5. Wildwood
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