Holiday rentals 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.

24–31 Oct

₹9,869 per night

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!

29 May – 5 Jun

₹13,497 per night

Guest favourite

Home in Lady Lake

4.97 out of 5 average rating, 269 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.

7–14 Sep

₹7,600 per night

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.

6–13 Jun

₹8,817 per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 31 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

25 Aug – 1 Sep

₹11,278 per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 18 reviews

Beautiful home in the heart of The Villages.

Located in the village of Buttonwood, this cozy, fully furnished home is about 5 mins away from Lake Sumter Landing,which is perfect for great food and happy hour. This home is spacious, sunny, and comes full equipped with a TV with cable, Wi-Fi, and a golf cart. The master bedroom has a private bathroom walk in closet, as well as a king -sized bed. Washer & dryer included! The house boasts tall ceilings, and a large furnished patio, perfect for lounging and grilling. Includes a BBQ grill!

6–13 May

₹8,486 per night

Guest favourite

Home in Wildwood

5.0 out of 5 average rating, 14 reviews

Lovely 2BR/2BA golf cart home The Villages St Cath

Welcome to St. Catherine’s in The Villages, FL! This is a fully furnished new & contemporary 2BR/2BA house w/ golf cart to call home while you explore everything The Villages has to offer from golf to pickle-ball & clubs for any activity you can think of. Watch the gorgeous sunsets w/ a cocktail in your hand while dancing to nightly entertainment on each of the 4 town squares; you are walking distance to Sawgrass Grove. The house is equipped with everything you will need to relax & enjoy!

25 May – 1 Jun

₹8,817 per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 18 reviews

Haven Escape at the Village of Richmond

Keep it simple at this brand new, peaceful and centrally-located villa in the new Village of Richmond. We are located less than 5 mintues from Brownwood Paddock Square, which offers nightly entertainment, restaurants and shopping. Our home is close to Clarendon Recreation, which offers a family pool, pickleball, tennis, shuffleboard, bocce, corn toss, outdoor exercise equiment and platform tennis. Lake Okahumpka and Richmond Pitch & Putt are minutes away. Come see what TV has to offer.

7–14 Jul

₹11,485 per night

Superhost

Cottage in Wildwood

4.84 out of 5 average rating, 193 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.

25 Aug – 1 Sep

₹7,675 per night

Guest favourite

Home in Wildwood

4.95 out of 5 average rating, 19 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.

15–22 Sep

₹9,268 per night

Guest favourite

Home in Wildwood

4.96 out of 5 average rating, 27 reviews

*May Rates Reduced 2/2 in Village of Citrus Grove

*Newly Redone* - Brand new furniture throughout - Freshly painted - Screened in Lanai 2 Bedroom, 2 Bath located in Citrus Grove in The Villages, FL Great Location! - Very close to Citrus Grove adult pool - Homestead recreation center with family pool 0.7mi - Ezell Recreation Center 1.1mi - Sawgrass Complex 1.3mi There are several amenities for you to enjoy in The Villages - restaurants, bars, nightly live entertainment, shopping, golf, pickleball, shuffleboard, and so much more!

3–10 Oct

₹8,098 per night

Guest favourite

Villa in The Villages

4.97 out of 5 average rating, 31 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.

17–24 Aug

₹9,252 per night