Vacation Rentals in Wildwood, FL

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Wildwood, FL holiday rentals
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1851 Holiday rentals and Airbnb in Wildwood, FL

Best family friendly Wildwood, FL holiday rentals

Among the 1851 accommodations in Wildwood, FL, here are the 4 best family friendly rentals

Relaxing, Golf, Pools, Hiking, Events - Wildwood, FL
9.7 17 reviews
Wildwood, FL
20/09 – 23/09
A$258/nighttotal: A$774 (3 )

Relaxing, Golf, Pools, Hiking, Events

3 2
house , Wildwood
This spacious Wildwood, Florida holiday home is situated approximately 34 kilometres from the Lake County Historical Museum and 40 kilometres from the Eustis Square Shopping Centre.
The 1425 square metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a private pool, spa, fitness centre, tennis court, and free Wi-Fi.
Charming 3/2 Virginia Trace Villa, Next To Lake Sumter Landing, With Golf Cart - Wildwood, FL
10 92 reviews
Wildwood, FL
26/07 – 01/08
A$242/nighttotal: A$1452 (6 )

Charming 3/2 Virginia Trace Villa, Next To Lake Sumter Landing, With Golf Cart

3 4
house , The Villages
This three-bedroom villa is located in Virginia Trace, a neighbourhood within The Villages, approximately 100 kilometres from Orlando and close to attractions such as the Grand Oaks Resort and Carriage Museum.
The 130 square metre property features a spacious open-plan layout, a private enclosed backyard, a modern master bathroom, a Yamaha two-person golf cart, and a fully enclosed lanai, perfect for relaxing and enjoying the Florida sunshine.
Leaf It All Behind - 3/2 In The Village Of Moultrie Creek, Near Brand New Eastport - Wildwood, FL
10 8 reviews
Wildwood, FL
08/08 – 11/08
A$377/nighttotal: A$1131 (3 )

Leaf It All Behind - 3/2 In The Village Of Moultrie Creek, Near Brand New Eastport

3 4
apartment , Wildwood
This 3-bedroom, 2-bathroom bungalow is situated in The Village of Moultrie Creek, just 10 minutes by car from Sawgrass Grove Square and less than 1 kilometre from the Saluki Recreation Centre.
This 133 square metre residence accommodates up to 5 guests and features a fully equipped kitchen, air conditioning, a swimming pool, a garden, parking, and a screened-in lanai, with nearby golf courses and easy access to the Florida Turnpike for travel to Disney World and Orlando International Airport.
Cozy Gem Near Eastport With Golf Cart - Wildwood, FL
9.3 6 reviews
Wildwood, FL
26/07 – 01/08
A$220/nighttotal: A$1320 (6 )

Cozy Gem Near Eastport With Golf Cart

3 4
house , Wildwood
This Sumterville holiday home, approximately 37-42km from attractions including the Lake County Historical Museum, Palisades Golf Club, and Presidents Hall of Fame, offers easy access to Wildwood.
The 56 square metre property sleeps 11 guests in three bedrooms and two bathrooms, boasting a private pool, tennis court, fitness centre, and free Wi-Fi, alongside a fully equipped kitchen and allergy-free environment.

Best Wildwood, FL holiday rentals with parking

Cozy Cottage,  Private Back Yard, And Free Coffee! - Wildwood, FL
9.8 201 reviews
Wildwood, FL
25/06 – 28/06
A$220/nighttotal: A$660 (3 )

Cozy Cottage, Private Back Yard, And Free Coffee!

1 5
apartment , Wildwood
This three-bedroom apartment is situated in a peaceful neighbourhood just outside The Villages, a short two-minute walk from Brownwood Square. It has consistently received excellent ratings for location, cleanliness, and user experience.
The 158 square metre apartment comfortably accommodates up to six guests and features a well-equipped kitchen, a private garden, a jacuzzi, a terrace, parking, and a spa. Guests can enjoy the convenience of a washer and dryer, a designated workspace and coffee bar, and a fire pit for outdoor gatherings.
Fully Furnished Brand New Villa In Village Of St. Catherine's With Cart - Wildwood, FL
10 108 reviews
Wildwood, FL
20/09 – 23/09
A$252/nighttotal: A$756 (3 )

Fully Furnished Brand New Villa In Village Of St. Catherine's With Cart

2 2
house , Wildwood
This two-bedroom property is situated in Wildwood, just 4km from Lake Deaton and Continental Country Club, offering easy access to outdoor activities and recreation. Guests have consistently rated this property as excellent, highlighting its comfortable and convenient features.
The villa comfortably accommodates up to six guests and features a well-equipped kitchen, a private patio, beach towels, free Wi-Fi, tennis court access, and a swimming pool. Enjoy the fresh air, relax by the pool, or take advantage of the nearby lake and country club for a day of outdoor fun.
Ocean Mist Tides - 3/2 In The Village Of Richmond - Wildwood, FL
9.0 2 reviews
Wildwood, FL
25/06 – 28/06
A$364/nighttotal: A$1092 (3 )

Ocean Mist Tides - 3/2 In The Village Of Richmond

3 5
apartment , Wildwood
This 3-bedroom, 2-bathroom holiday home in The Village of Richmond offers convenient access to Eastport, Middleton, Brownwood, and Sawgrass Grove, situated centrally within The Villages, a 55+ community.
This 139 square meter property accommodates up to six guests, featuring a fully equipped kitchen, air conditioning, a swimming pool, a garden, parking, and a large screened-in lanai with a television, with close proximity to neighbourhood pools, tennis, and pickleball courts.
Beautiful Sunsets With Pool & Dock On Lake Weir - Wildwood, FL
10 35 reviews
Wildwood, FL
06/08 – 10/08
A$615/nighttotal: A$2460 (4 )

Beautiful Sunsets With Pool & Dock On Lake Weir

3 10
apartment , The Villages
This Summerfield holiday home, situated in The Villages, Florida, offers waterfront access with a private pool, lying within 3.2km of Lake Weir and Little Lake Weir, and 9.6km of Carney Island Recreation and Conservation Area and Smith Lake.
The 167 square metre property boasts three bedrooms, two bathrooms, sleeps up to ten guests, and includes a fully equipped kitchen, Wi-Fi, and a terrace with barbecue facilities; enjoying a family-friendly environment with nearby outdoor activities.

Frequently asked questions about holiday rentals in Wildwood, FL

  • When is the best time to book a vacation rental in Wildwood, FL?

    The best time to book a vacation rental in Wildwood depends on your preferences. The peak season is during the summer months, when the weather is warm and sunny. However, if you're looking for a more affordable option, you can book a rental during the shoulder seasons, which are spring and autumn. It's best to book in advance, especially during peak season, as rentals can fill up quickly.
  • What are the best Airbnb and holiday rentals in Wildwood, FL?

  • What vacation rental options do I have in Wildwood?

    You can find a range of vacation rentals in Wildwood, from cozy beach houses, condos with pools, apartment rentals with stunning terraces to cottages and dog-friendly homes.
  • What are the best budget-friendly activities in Wildwood, FL?

    Wildwood has plenty of free or low-cost activities. You can enjoy the beach, go for a walk or cycle on the Wildwood Trail, or visit the Wildwood Public Library. There are also a number of parks and playgrounds where you can relax and enjoy the outdoors.
  • What are the most popular Airbnbs in Wildwood, FL?

  • What is there to do in Wildwood?

    There's plenty to do in Wildwood. If you're an active person, you can go on a bike tour, do some Atlantic parasailing, or a spot of golf. For something quirky, stop by an arcade or dine on the Ferris wheel! You can also visit some of the local distilleries or breweries, go on a boat trip or even do a deep-sea fishing tour.
  • What are the best restaurants with local dishes in Wildwood, FL?

    Wildwood has a variety of restaurants, but for local dishes, try The Wildwood Diner for classic American comfort food, or The Wildwood Grill for fresh seafood. For something a bit more upscale, try The Wildwood Bistro, which serves contemporary American cuisine.
  • What are the best holiday rentals with a pool in Wildwood, FL?

  • What should I see in Wildwood?

    You must pay a visit to the Wildwood Boardwalk, where you'll find 38 blocks with shops, places to eat, amusement piers and more. Have some fun at Moreys Piers & Beachfront Waterparks or the Ocean Oasis Waterpark & Beachclub. Go to the Doo Wop Experience Museum or the Wildwood Historical Society George F. Boyer Museum for something more cultural.
  • What are the best walking or cycling routes in Wildwood, FL?

    The Wildwood Trail is a popular walking and cycling route that runs along the edge of the town. It offers scenic views of the lake and the surrounding countryside. You can also find a number of shorter walking trails in the town's parks.
  • What are the best rentals for families and kids in Wildwood, FL?

  • How can I get around Wildwood?

    Wildwood has its famous tram car service, which has been operating since 1949. It covers two miles of the famous Boardwalk, running between 16th street in North Wildwood and Cresse Avenue at the Wildwood and Wildwood Crest border. It starts running from 11 am until the piers close and takes about 30 mins one way. The tram costs $4 per person, but you can get on or off anywhere along the route.
  • Are there pet-friendly attractions in Wildwood, FL?

    Wildwood is a pet-friendly town, and many of the attractions are welcoming to furry friends. The Wildwood Beach is a popular spot for dog walking, and there are a number of pet-friendly restaurants and shops in the town.
  • What are the best rentals or Airbnbs with a jacuzzi in Wildwood, FL?

  • When should I go to Wildwood?

    October is the best time to come to Wildwood, as the temperatures are still pleasant, but you'll miss the crowds from the summer. However, if you want your long days and hot weather, then maybe you'd prefer to come in July.
  • What are the benefits of choosing a vacation rental in Wildwood, FL?

    Vacation rentals offer more space and privacy than hotels, and they can be a more affordable option, especially for families or groups. They also often come with amenities that aren't available in hotels, such as kitchens and laundry facilities.
  • What are the top sports attractions and facilities in Wildwood, FL?

    Wildwood doesn't have any major sports teams or arenas, but there are several sports facilities in the area. The Wildwood Recreation Center offers a variety of activities, including basketball, tennis, and volleyball. There are also a number of golf courses in the area.

Destinations nearby

Best Wildwood, FL holiday rentals with a balcony

Patio Villa W Golf Cart 1m To Sq No Xtra Guest Fee - Wildwood, FL
Wildwood, FL
20/09 – 23/09
A$244/nighttotal: A$732 (3 )

Patio Villa W Golf Cart 1m To Sq No Xtra Guest Fee

1 2
house , The Villages
This patio villa in The Villages is located 34 kilometres from the Lake County Historical Museum and 39 kilometres from Eustis Square Shopping Centre.
This one-bedroom, two-bathroom villa accommodates up to seven guests and features a private swimming pool, complimentary WiFi, air conditioning, a fully equipped kitchen, and direct terrace access, with golf cart accessible amenities nearby.
Walk To Sawgrass! Near Eastport | Golfcart | Patio - Wildwood, FL
Wildwood, FL
20/09 – 23/09
A$339/nighttotal: A$1017 (3 )

Walk To Sawgrass! Near Eastport | Golfcart | Patio

3 2
apartment , Wildwood
This 3-bedroom, 2-bathroom holiday home in Wildwood offers convenient access to local attractions, being a short golf cart ride from Sawgrass Grove and within 7-11 minutes of Eastport Town Square, Brownwood Paddock Square, and Middleton.
Accommodating up to six guests, this apartment boasts a spacious open-plan living area, a fully equipped kitchen, a patio with a barbecue, a king-size primary suite, and includes a 2-seater golf cart, folding chairs, and bikes for exploring the area.
Quiet Escape In The Villages! House W/ Lanai - Wildwood, FL
10 2 reviews
Wildwood, FL
26/07 – 01/08
A$248/nighttotal: A$1488 (6 )

Quiet Escape In The Villages! House W/ Lanai

2 4
apartment , Wildwood
This Wildwood villa is located within The Villages, offering convenient access to community amenities and situated 9.7 kilometres from Brownwood Paddock Square.
This single-storey villa boasts 128 square metres of floor area, with 3 bedrooms and 2 bathrooms accommodating up to 6 guests, featuring a private screened lanai, a fully fenced garden, driveway and garage parking for 2 vehicles, and is ideal for remote work with a desk and 2 monitors.
The Villages-richmond, New 4-bedroom With Golf Cart - Wildwood, FL
10 6 reviews
Wildwood, FL
25/06 – 28/06
A$480/nighttotal: A$1440 (3 )

The Villages-richmond, New 4-bedroom With Golf Cart

4 5
apartment , Wildwood
This 4-bedroom residence, situated in The Villages' Richmond subdivision, offers a 153 square meter dwelling with proximity to Brownwood Center, approximately 1.2 kilometers away.
This apartment provides accommodation for up to 8 guests, featuring air conditioning, internet, a swimming pool, terrace/balcony, parking, and includes a 4-seater gas golf cart and bikes, with guest passes available for enhanced access to numerous recreational activities.

Best pet friendly Wildwood, FL holiday rentals

Among the 1851 accommodations in Wildwood, FL, here are the 4 best pet friendly rentals

Seashell Villa~pet Friendly~golf Cart - Wildwood, FL
10 11 reviews
Wildwood, FL
20/09 – 23/09
A$272/nighttotal: A$816 (3 )

Seashell Villa~pet Friendly~golf Cart

1 2
apartment , Wildwood
This two-bedroom flat in the Citrus Grove district of The Villages is located 1.6 kilometres from Sawgrass Grove, 644 metres from Citrus Grove Recreation Centre, and 1.1 kilometres from Southern Oaks Championship Golf Course.
This pet-friendly accommodation for four guests offers a screened lanai, a fenced garden, air conditioning, a fully equipped kitchen including a dishwasher, and a 4-person gas golf cart for exploring the area.
Golf Cart, Rear Porch, Great Location; Allow Dogs - Wildwood, FL
9.7 93 reviews
Wildwood, FL
26/07 – 01/08
A$146/nighttotal: A$876 (6 )

Golf Cart, Rear Porch, Great Location; Allow Dogs

1 4
apartment , The Villages
This two-bedroom, two-bathroom apartment in Lynnhaven, The Villages, is conveniently located within a short drive of Lake Sumter Landing, Spanish Springs, Brownwood Paddock Square, and The Villages Golf Academy & Driving Range. It has received excellent ratings for location, cleanliness, and user experience.
The apartment has a spacious layout, including a large private backyard with a lanai. It is equipped with modern amenities such as a washer/dryer, a two-car garage, a grill platform, a 65" Samsung Smart TV, and access to Xfinity cable and various streaming services.
Villages-waterfrnt, 3 King Bds/2.5ba+golf Crt - Wildwood, FL
9.9 70 reviews
Wildwood, FL
25/06 – 28/06
A$415/nighttotal: A$1245 (3 )

Villages-waterfrnt, 3 King Bds/2.5ba+golf Crt

1 5
apartment , Wildwood
This three-bedroom apartment is situated in Citrus Grove Village within The Villages, a popular retirement community in Wildwood, Florida, just a short distance from the town square, golf courses, and numerous recreation centres. The apartment enjoys excellent user, location, and cleanliness ratings.
The spacious apartment comfortably accommodates up to eight guests and features a modern kitchen with a large island, a comfortable living area with lakefront views, and a private garden. Amenities include a swimming pool, a golf cart, and a guest pass granting access to all The Villages' activities and amenities, including the town square bands, over 40 golf courses, and all the pools and recreation centres.
122 M² House ∙ 2 Bedrooms ∙ 4 Guests - Wildwood, FL
Wildwood, FL
26/07 – 01/08
A$178/nighttotal: A$1068 (6 )

122 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 4
house , Wildwood
This 122 square metre, 2-bedroom, 2-bathroom patio villa in The Villages, Florida, offers convenient golf cart access to nightly entertainment and is located directly across from Eastport Town Square, a short distance from recreation centres, golf courses, and pickleball facilities, with Sawgrass approximately 1.6 kilometres and Brownwood 2.4 kilometres away.
This pet-friendly accommodation includes a golf cart for local exploration, a fully equipped kitchen with modern appliances, and accommodates up to four guests.
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