Holiday houses in Wildwood

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Top-rated holiday rentals in Wildwood

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Guest favourite

Villa in The Villages

4.87 out of 5 average rating, 71 reviews

Patio Villa Near BrownWood

Enjoy your beautiful Colony Patio Villa in PINELLAS. Near Brownwood Town Square, Eisenhower regional rec center, & Bonifay and Evan’s Prairie CCs. WALKING DISTANCE to Big Cypress, 3 executive courses, and PINELLAS PLAZA (with Winn Dixie, restaurants & more) January to March bookings must be for a full calendar month (beginning and ending on the 1st and last, respectively) The Villages is an Active 55+ Community. Young visitors are allowed for limited periods with plenty of family activities.

24 Nov – 1 Dec

$1,542 AUD total

Guest favourite

Home in Wildwood

5.0 out of 5 average rating, 19 reviews

3 bed, 3 Bath Designer home in Monarch Grove

This is a lovely laid out home located in the newer southern village of Monarch Grove, perfect for 3 couples…Each bedroom has its own bath! Large open floorplan, with huge gourmet kitchen, in a 55+ yr old semi-gated Golf community. There are many activities to enjoy: play golf on any of the 50+ golf courses, visit any of the neighborhood pools, golf cart, bike or walk the mile’s of paths, live entertainment 365 days a year at all 3 of the town squares plus dine in any of numerous restaurants!

18 – 25 June

$1,999 AUD total

Guest favourite

Home in Lady Lake

4.97 out of 5 average rating, 270 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.

21 – 28 Feb

$1,181 AUD total

Guest favourite

Villa in The Villages

4.96 out of 5 average rating, 23 reviews

PATIO VILLA W/GOLF CART 1M TO SQ-NO XTRA GUEST FEE

Adorable Patio Villa in a prime location. Located in the heart of The Villages, one mile from Brownwood Town Square - very close to Eisenhower Regional Rec Center, Manatee family pool and Hillsboro adult pool; offering many options for golf, food, and entertainment. Complete with linens, washer/dryer, kitchen equipment, wifi, gas grill, patio furniture screened in lanai, and use of a brand new 4 person golf cart. 2 bedroom, 2 bathrooms with KIng bed in master and twin beds in second bedroom.

23 – 30 Aug

$1,416 AUD total

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 33 reviews

Pool and fun right out back

Bring the family to this beautiful place with lots of room for fun. With the Waterlily Rec Center right out back you can walk to the family pool in just a few steps. Pickle ball, exercise equipment, corn hole, bocce ball, shuffleboard and a walking/biking path is all right out the back door. A golf cart is included for golfing and access to the rest of The Villages. 1 minute to the Waterlily golf cart bridge and 8 minutes to Brownwood Square. Or Edna’s on the Green is just a few minutes away

13 – 20 Sept

$1,784 AUD total

Guest favourite

Home in Wildwood

4.83 out of 5 average rating, 41 reviews

Walking distance to the Brand New Sawgrass Grove!!

Brand new 3 BR/2B home in the Villages. This home is located in the newest area of the villages, the Village of St. Catherine. Come this fall of 2021 a 5 minute walk will get you to the newest attractions including Sawgrass Grove, Ezell recreational center, multiple swimming pools, pickleball courts, championship golf courses, and nightly entertainment. Community pool is currently open. The house is newly furnished and equipped with everything you need to make your stay an enjoyable one!

21 – 28 June

$1,634 AUD total

Superhost

Cottage in Wildwood

4.84 out of 5 average rating, 196 reviews

Peaceful Cottage in the Heart of Wildwood

Peaceful home... -Full kitchen for cooking any meal. A waffle iron and waffle/pancake mix provided for breakfast. -Pet friendly with $25 pet cleaning fee per pet. Notify me if bringing pet. No cats please. -Keurig coffee maker for that morning cup of joe. -WiFi and smart tv. -Washer and dryer available for use. -Large lanai with a fenced in backyard for privacy. -Extra cleaning protocols, everything is disinfected between guest. -Close to all amenities. -One mile from The Villages.

8 – 15 Apr

$1,427 AUD total

Guest favourite

Home in Wildwood

4.95 out of 5 average rating, 20 reviews

Villa in The Villages Great Location

Kick back and relax in this calm, stylish villa in The Villages. It is in the village of McClure (Fenney area). It is a super clean villa with newer furnishings. The villa comes with a golf cart as a courtesy to enjoy. It is close to Everglades Recreation Center Magnolia Shopping Center, family pools, sports pools, executive golf courses and many other activities. The neighborhood pool is within walking distance to this home! The home is fully furnished and has a fully equipped kitchen.

21 – 28 Sept

$1,449 AUD total

Guest favourite

Villa in The Villages

4.97 out of 5 average rating, 32 reviews

3/2 Courtyard Villa w/Golf Cart Walk to Brownwood!

Fully furnished, 3/2 Courtyard Villa walking distance to Brownwood Square. 2 seater gas golf cart included ! Brownwood square is full of restaurants and entertainment. Villa has a fully equipped kitchen. Enjoy breakfast in the screened lanai overlooking private yard. Open dining room and living room with a tv as well as plenty of seating. The master bedroom has a king size bed with private attached bathroom. Two other bedrooms, one with a queen and the other with two twin beds.

18 – 25 Aug

$1,567 AUD total

Guest favourite

Home in The Villages

4.98 out of 5 average rating, 57 reviews

Home away from home in The Villages

My place is close to family-friendly activities such as community swimming pools and recreation centers and only 45 minutes from Universal Studios and Disney World, nightlife, and three town squares. You’ll love my place because of the location, the people, the neighborhood, the ambiance, and the outdoors space. My place is good for couples and solo adventurers. If you play golf, this is the place for you with many golf courses to choose from.

7 – 14 Oct

$1,238 AUD total

Guest favourite

Apartment in Coleman

4.96 out of 5 average rating, 24 reviews

Vintage Chic Studio Apartment Near The Villages

Enjoy our clean, peaceful, vintage chic studio apartment attached to our home on our 1.5 acre homestead. This is the perfect location as we are 5 minutes from I75 and Florida Turnpike. We are 10 minutes from LIVE Music, Restaurants and more in the Brownwood Town Square. Looking forward to hosting you! 1 h. from Orlando/Disney & Tampa/Busch Gardens 25 m. Leesburg Hospital (Great for Traveling Nurses or Traveling Physicians)

19 – 26 Aug

$1,065 AUD total

Guest favourite

Home in Wildwood

5.0 out of 5 average rating, 10 reviews

Coastal 3/2 Home in The Village Of Cason Hammock

Welcome to The Village of Cason Hammock! This coastal 3/2 home comes with a golf cart and 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!

22 – 29 July

$1,564 AUD total