Villa vacation rentals in Wildwood

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Top-rated villa rentals in Wildwood

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

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Guest favourite
The villa's exterior is showcased against a vibrant sunset, featuring well-maintained landscaping with lush green grass and floral accents. The structure includes large windows and a welcoming front entrance, illuminated by soft outdoor lighting.
Villa in The Villages
5 out of 5 average rating, 9 reviews

Sunny Sky's Paradise w/Golf Cart

Experience unparalleled relaxation at our stunning new patio villa. This beautifully designed home features an open floor plan, a spacious two-car garage, a screened-in porch, and an outdoor patio. Enjoy the vibrant lifestyle of The Villages with endless activities—all just a golf cart ride away. Our villa is equipped with everything you need: bikes, a golf cart, high-speed internet, smart TVs, and more. Conveniently located near top attractions like Orlando, Disney World, and numerous beaches.

Top guest favourite
A single-story villa is set against a clear sky, featuring a double garage and a neatly maintained lawn. Decorative stones line the front yard, bordered by a white picket fence. A palm tree provides a touch of greenery to the inviting exterior.
Villa in The Villages
4.88 out of 5 average rating, 81 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.

Guest favourite
A charming exterior of a single-story villa is depicted, featuring a well-manicured lawn with vibrant green grass and mulched beds. A neatly trimmed tree stands in front, alongside a colorful plant. A white picket fence encloses the yard, and a driveway leads to a single-car garage.
Villa in The Villages
4.95 out of 5 average rating, 38 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.

Top guest favourite
The exterior of the home showcases a welcoming facade with a screened porch and lighted entry. A driveway leads to the front, bordered by lush greenery and decorative stones. The sky is painted in warm hues during sunset, enhancing the inviting atmosphere.
Villa in The Villages
5 out of 5 average rating, 19 reviews

Seaside Charm in The Villages

Welcome to your beach-inspired retreat in The Villages! This newly renovated home features calming blue decor in a central location. Just 10 minutes to Lake Sumter Landing, 13 minutes to Brownwood, and 19 minutes to Spanish Springs, enjoy easy access to dining, shopping, and entertainment. Dive into nearby pools, explore over 50 golf courses, and soak up the Florida sun. This home is your ideal getaway for relaxation and fun! Book your stay today & experience all that The Villages has to offer!

Top guest favourite
Villa in The Villages
5 out of 5 average rating, 39 reviews

The Coconut Courtyard-Private pool & Tiki Hot tub

Private Heated saltwater pool. A tiki hot tub to die for, modern spacious home. We have bedrooms themed after the town squares! Walk to the Lopez course/restaurant. We have one of the largest corner lots in The Villages. Outdoor seating, pool is screened in. Our kitchen is fully stocked for cooking, the home is spotless clean with little luxuries that will surprise you. We are half way between Spanish Springs and Lake Sumpter. Easy cart ride to eat, dance, shop, golf, & more! #memories

Guest favourite
The private pool area is enclosed by a screened lanai, illuminated by string lights. A relaxing area features loungers beside the pool, with a raised spa and gentle water feature. Lush greenery surrounds the space, creating a serene atmosphere.
Villa in Lady Lake
5 out of 5 average rating, 24 reviews

Heated Pool Golf Cart Dog Friendly in The Villages

Nestled amidst lush greenery ,Vida Rosa’s private pool provides a serene outdoor oasis, complete with a dining area, loungers, and a gas BBQ. The luxurious accommodations are thoughtfully designed to evoke a sense of calm and elegance. Conveniently located, just a short golf cart ride away from the squares of Spanish Springs & Lake Sumter offering a variety of entertainment etc. Note: The pool has a jet tub attached to it. The water temperature is the same temperature as the pool, 86 .

Top guest favourite
The living area features a spacious blue sectional sofa complemented by neutral accent pillows. A natural woven coffee table sits in the center. A wall-mounted TV is displayed on a light wood console, with a potted plant and decorative items adding a touch of warmth. Natural light enters through the large windows with blinds.
Villa in Clermont
4.97 out of 5 average rating, 30 reviews

2/2 Villa for 5 - Mins to Parks, Golf, Pickleball

Welcome to our newly remodeled in Clermont, Fl. Lake Louisa State Park is just 5 minutes South on US 27, or visit the Disney, Universal, or SeaWorld parks just 25-35 mins away! We're next to Legends Golf & Country Club, and a few blocks from the upcoming Olympus Sports Complex. There is plenty to see and do in and around Clermont. In our community alone, you have: -Private access to Lake Louisa -An Olympic size heated pool -Tennis, pickleball, and basketball courts and playground.

Guest favourite
An exterior view of the patio villa showcasing a well-maintained façade. A garage door is located to the left, with a Yamaha gas golf cart parked on the driveway. A white picket fence and colorful flowers enhance the entrance.
Villa in The Villages
4.85 out of 5 average rating, 113 reviews

Location Can’t be Beat! With cart!

Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

Top guest favourite
Two golf carts are parked on the driveway of a villa, one black and one red. Lush greenery, including palm trees, enhances the front yard, which is well-maintained and features a blend of grass and decorative plants. A clear blue sky and sunshine create a bright atmosphere.
Villa in The Villages
4.96 out of 5 average rating, 114 reviews

Villa 2 Master Suites/2 Golf Carts Great Location

DUE TO CANCELLATION FEB & 1/2 MAR AVAILABLE! Beautifully Remodeled Private Courtyard Villa with two King Master Suites. Both bedrooms come with King Posturepedic Pillow Top Mattresses and Premium bedding, each with their own private bathroom & 32" HDTV's. LOCATED PERFECTLY in the De La Vista North neighborhood between Spanish Springs & Sumter Landing both offering dinning and shopping. The property comes with 2 Golf Carts making getting around SUPER easy & FUN!

Top guest favourite
A golf cart in a vibrant green color is parked outside a garage with a door adorned by multiple windows. The home features beige siding, and a lush green lawn is visible, complemented by a white picket fence in the background.
Villa in The Villages
4.96 out of 5 average rating, 82 reviews

Melody Lane's Crafting Getaway - Cricut Included

Relax & watch TV on a 55” LG OLED. Complete with linens, kitchen equipment, high speed wifi, plenty of relaxing patio furniture outside and closed in lanai. Craft with the supplies and machines in the Dreambox. This Crafting Getaway is located in the gated Village of Alhambra just a short golf cart ride away from the popular Spanish Springs Town Square & Lake Sumter Landing which hosts shopping, restaurants, movie theaters, and free live entertainment nightly!

Guest favourite
A comfortable living area is presented with a neutral-toned sofa and decorative pillows. Natural light streams through large windows. A fan hangs from the ceiling, and a small dining table with chairs is positioned by the sliding doors leading to the outdoor space with views of the golf course.
Villa in The Villages
4.86 out of 5 average rating, 59 reviews

Villa with a view (golf & water) *newly remodeled

Enjoy golf course (2 holes) and water view in this newly renovated 2 bedroom/2 bathroom courtyard villa located in the Village of Calument. The lush landscape with adorning palm trees offer nice privacy while relaxing in the enclosed lanai. The villa is set up higher above the 4th hole of the Oakleigh course providing a spectacular view of the water and two holes without obstruction of any cart path.

Top guest favourite
A modern living area features a tan leather sectional sofa complemented by navy throw pillows. A wooden coffee table sits in front, alongside a sleek floor lamp and a textured area rug. Natural light filters through the window with vertical blinds.
Villa in The Villages
4.97 out of 5 average rating, 75 reviews

When Quality & Location Matter

Enjoy a stylish experience at this centrally located place. Located centrally between Lake Sumter Landing and Spanish Springs in The Villa De La Vista North, you will love the proximity to the theater, dining, shopping, retail, and much more. The property comes with a Complementary Golf Carts making getting around, though it is old and little slow, and you use it at your discretion.

Popular amenities for Wildwood villa rentals

When is the best time to visit Wildwood?

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Quick stats about villa rentals in Wildwood

  • Total vacation rentals

    Explore 100 vacation rentals in Wildwood

  • Nightly prices starting at

    Wildwood vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,160 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    100 of Wildwood vacation 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!

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