Vacation rentals in Wildwood

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Top-rated vacation 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.

Nov. 25 – Dec. 2

$204 CAD 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!

Jul. 3 – 10

$261 CAD per night

Guest favourite

Home in Lady Lake

4.96 out of 5 average rating, 271 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.

Feb. 21 – 28

$154 CAD per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 34 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

Sep. 3 – 10

$234 CAD per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 19 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!

Sep. 20 – 27

$151 CAD per night

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!

Jun. 16 – 23

$214 CAD per night

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.

Oct. 26 – Nov. 2

$155 CAD per night

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.

Sep. 22 – 29

$190 CAD per night

Guest favourite

Home in Wildwood

4.93 out of 5 average rating, 29 reviews

June 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!

Sep. 28 – Oct. 5

$176 CAD per night

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.

Aug. 19 – 26

$205 CAD per night

Guest favourite

Home in Wildwood

4.98 out of 5 average rating, 49 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.

Jul. 13 – 20

$158 CAD per night

Guest favourite

Home in The Villages

5.0 out of 5 average rating, 8 reviews

Courtyard Villa

Beautiful Courtyard Villa. Best of all is the location, which puts you conveniently located to Spanish Springs and Lake Sumter Landing. Restaurants and shopping on Rt441. See why over a 130,000 people call it "Disneyland for Adults". Enjoy golf, pickle ball, shopping, relaxing, and dancing every night to free live music by different bands in the 3 town squares.

Aug. 4 – 11

$148 CAD per night