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Pet-friendly vacation rentals in Wildwood

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Wildwood

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.

Home in Lady Lake

4.96 out of 5 average rating, 319 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.

Top guest favorite

The exterior of a single-story villa is depicted, featuring a light-colored stucco facade and a two-car garage. Paved driveway curves towards the entrance, with decorative landscaping including a potted plant and stone accents. Windows are adorned with decorative arches, enhancing curb appeal.

Home in The Villages

4.95 out of 5 average rating, 146 reviews

Remodeled 2/2 Baja style villa w/4 person cart

4 person, yamaha gas golfcart offered at this baja style 1000 sqft 2BR, 2BA courtyard villa! It comes fully furnished with pots, pans, linens, and does have a blow dryer and keurig! located in the De La Vista South area just off Morse, this villa is just a short cart ride to Spanish Springs or Sumter Landing. The villa has new stainless appliances, beautiful plank flooring, and fresh paint. King bed in the master, queen bed in the guest bedroom. All bedrooms have smart TV's, cable in LR only

Top guest favorite

A spacious living area is presented, featuring a light-colored sofa paired with white accent tables. A ceiling fan above enhances airflow, and modern kitchen appliances are visible in the background. Natural light floods the space, highlighting the hardwood flooring and simple decorative touches.

Home in The Villages

5 out of 5 average rating, 16 reviews

Bay Breeze Villa

Welcome to Bay Breeze Villa, where modern comfort meets coastal charm. This brand-new 2-bedroom, 2-bath patio villa seamlessly blends style and functionality with sleek finishes and an inviting atmosphere perfect for relaxing or entertaining. Located in a vibrant community, close to top-rated restaurants, beautiful golf courses, and nightly entertainment. Embrace the relaxed yet active lifestyle you’ve been dreaming of – Bay Breeze Villa is the perfect place to call your home away from home.

A single-story home showcases a light-colored exterior and a welcoming front porch, bordered by a white picket fence. Neatly trimmed shrubs and grass surround the home, adding to the cheerful curb appeal. A paved driveway leads to a garage on the right.

Home in The Villages

4.95 out of 5 average rating, 167 reviews

Home away from home entire house

Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

Top guest favorite

A well-maintained home is visible, with a neatly landscaped driveway leading to a garage. An orange golf cart is parked prominently in front, surrounded by lush green grass and a manicured shrub nearby. A white picket fence adds charm to the yard.

Home in The Villages

4.98 out of 5 average rating, 120 reviews

Private 2/2 Villa w/ New 4 Seat Gas Golf Cart

Relaxing home in quiet neighborhood w/ private yard, screened porch - rare in The Villages! Roanoke Retreat is a beautifully remodeled 2 bed/2 bath home - only 15 minute golf cart ride to Spanish Springs, 20 minutes to Sumter Landing . Rental includes 4 seat gas golf cart w/ access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in every room, fully equipped kitchen, new BBQ grill. 55+ community but no age restriction to visit

A single-story villa is positioned on a neatly landscaped lot, featuring a paved driveway leading to a covered entrance. A two-seat gas golf cart is parked prominently in front, with lush greenery and colorful landscaping enhancing the inviting curb appeal.

Home in The Villages

4.9 out of 5 average rating, 130 reviews

Patio Villa, Great Location, FREE Gas Golf Cart!

Located in the heart of The Villages, in the village of Fernandina, come stay at our cozy vacation home. Between the lively town squares of Brownwood Paddock Square & Lake Sumter Landing, there are tons of options for golf, recreation, & entertainment just a short golf cart ride away. FREE GAS GOLF CART! 24/7 roadside cart service included. This isn’t your average ‘bare bones’ investment rental. It's where our family stays when they come visit.

A light-colored sofa with decorative pillows is positioned across from two blue armchairs. A round wooden coffee table sits atop a vibrant area rug with geometric patterns. The open kitchen area is visible in the background, featuring modern appliances and seating.

Home in Wildwood

4.96 out of 5 average rating, 76 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.

Top guest favorite

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, 109 reviews

Villa 2 Master Suites/2 Golf Carts Great Location

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!

The exterior of the villa presents a modern, single-story design with a welcoming front porch. A 4-passenger golf cart is parked on the driveway, surrounded by well-maintained landscaping and a neat lawn. Cloudy blue skies create a bright, inviting atmosphere.

Home in The Villages

4.93 out of 5 average rating, 14 reviews

Best of The Villages! 2BR/2BA Home with Cart & Am

Discover a delightful villa in The Villages, Florida, perfect for families seeking comfort and convenience. This charming single-level home features air conditioning, a fully-equipped kitchen, and a relaxing patio. Enjoy easy access to community pools, golf, and recreation in the desirable Village of Dabney. Explore nearby Sawgrass Grove for dining and entertainment, all while enjoying the included golf cart!

Top guest favorite

The exterior of a single-story home is displayed, featuring a light grey facade and a two-car garage. The driveway is clear of obstructions, and neatly manicured shrubs are positioned on either side of the entrance. A soft evening light casts a warm glow over the scene.

Home in The Villages

5 out of 5 average rating, 11 reviews

Chic 3/2 Home in The Village of Citrus Grove

Welcome to your perfect getaway in The Villages, Florida! This beautifully designed 3-bedroom, 2-bathroom home offers a blend of modern elegance and cozy charm, creating the ideal space for relaxation and entertainment. Just 1 mile from Sawgrass Grove Market and 7 miles from Brownwood Square, you’ll be close to live entertainment, dining, pools, pickleball, and golf—endless fun awaits!

A screened-in lanai features a heated pool with clear blue water, surrounded by a comfortable outdoor seating area. Two loungers and a table with chairs are visible, along with potted greenery enhancing the space. A view of the fenced yard and neighboring homes can be seen.

Home in Wildwood

5 out of 5 average rating, 13 reviews

Family Tides 3 Richmond

This NEW 3 BR/2 BA professionally decorated home in the Verandas of Richmond East is located less than five minutes by car or golf cart from Brownwood Paddock Square. The home has a large Lanai, heated pool, fenced yard & beautiful lake view with two new electric golf carts. The home offers 3 queen beds and one king bed and a queen sleep sofa in living area.

Top guest favorite

A friendly sheep stands next to a large planter pot within a landscaped area. Surrounding greenery provides a natural backdrop. The sheep's white coat contrasts softly with the earthy tones of the ground and pot, highlighting the homestead atmosphere.

Cottage in Coleman

4.96 out of 5 average rating, 160 reviews

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to a clean, peaceful, chic tiny farmhouse cottage on 1.5 acres. Visit our friendly sheep, bunny, and chickens, or pick fresh garden produce (seasonal). Easy access: I75/Turnpike (5 min), Brownwood Town Sq (10 min for live music/dining). Free 2-car parking. Well-behaved dogs welcome (notify host). 1 hr to Orlando/Tampa attractions. 25 min Leesburg Hosp.

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Popular amenities for Wildwood pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

An open kitchen and dining area is presented, featuring a spacious island with a sink and modern appliances. A dining table with white chairs is positioned beside a living area, illuminated by natural light streaming through windows. Light-colored cabinetry complements the warm wood flooring.

Home in The Villages

5 out of 5 average rating, 12 reviews

Hideaway in the Villages

Home in The Villages

5 out of 5 average rating, 12 reviews

Designer Home in The Villages, FL.

A decorative sign is mounted on the wall, featuring a blue background with white text that reads 'welcome to our happy place.' The sign is framed in a simple wooden border, adding a homey touch to the interior.

Home in The Villages

4.8 out of 5 average rating, 100 reviews

Carlton Courtyard Villa - Walk to Sumter Landing

Top guest favorite

A well-maintained exterior features a single-story villa with light grey siding and a simple gable roof. A gas cart is parked on the driveway, surrounded by neatly trimmed shrubs and gravel landscaping, adding to the property’s welcoming ambiance.

Home in The Villages

4.96 out of 5 average rating, 134 reviews

Lake Sumter 2/2 Villa FREE gas cart/Pet friendly

The exterior of the house features a well-maintained driveway leading to a double garage. Lush landscaping with palm plants is visible, providing a welcoming entrance. The façade is painted in neutral tones, complemented by dark shutters and a simple porch lamp.

Home in The Villages

4.77 out of 5 average rating, 13 reviews

the villages Florida

Top guest favorite

A single-story stucco home is showcased with a well-maintained front lawn, featuring a mix of shrubs and palm trees. A covered porch with rocking chairs is visible, enhancing the welcoming ambiance. The driveway leads to a garage with a glass door, contributing to the overall curb appeal.

Home in The Villages

5 out of 5 average rating, 14 reviews

Ensō House Relax in the heart of The Villages

Top guest favorite

A spacious wooden dock extends over the calm waters, surrounded by lush greenery. Several people are seated, enjoying a meal together. Lawn chairs are arranged comfortably, with trees reflecting off the clear surface of the water nearby, creating a serene atmosphere.

Home in Weirsdale

4.97 out of 5 average rating, 164 reviews

Beautiful House On the River, Kayaks, Large Dock!

A modern kitchen is shown, featuring a large island with seating for four. Sleek stainless-steel appliances are complemented by light grey cabinetry. A decorative backsplash adds visual interest, while a spacious dining table is visible in the background, alongside framed coastal artwork on the walls.

Home in Wildwood

5 out of 5 average rating, 4 reviews

Centrally Located Gem w/ Cart

Pet-friendly home rentals with a pool

Top guest favorite

A spacious room is presented featuring a comfortable bed with neutral linens and a decorative headboard. A blue sofa offers additional seating. A wooden coffee table is placed in the center, and natural light filters through a window with light curtains, enhancing the cozy ambiance.

Farm stay in Summerfield

5 out of 5 average rating, 24 reviews

Farm by Santos trails & the Villages

An enclosed pool area features a clear swimming pool, surrounded by a mesh screen for added protection. Lounge chairs are positioned nearby on a concrete deck, with colorful floaties resting in the water. The landscape shows a grassy area beyond the pool enclosure.

4.92 out of 5 average rating, 144 reviews

Relax in Ocala Fl

Home in Brooksville

4.97 out of 5 average rating, 119 reviews

Fuel Your Passion, Epic Moto Ranch Factory Ride

Top guest favorite

An updated home stands amidst neatly landscaped greenery, featuring a spacious driveway leading to a two-car garage. Large windows illuminate the exterior, while a picturesque sunset fills the sky with soft colors, creating a serene ambiance in a quiet neighborhood.

Home in The Villages

4.96 out of 5 average rating, 24 reviews

Villages - Private Htd. Pool 3BR/2BA, Conv. Loc.

A welcoming entrance features a garden area with vibrant plants, bordered by natural stone and mulch. A black horse statue stands gracefully near a wooden fence, framing a scenic view of open land and distant structures under a large oak tree.

Tiny home in Bushnell

4.89 out of 5 average rating, 35 reviews

Country getaway

Top guest favorite

The exterior of the villa is seen, featuring well-maintained landscaping with palm trees and neatly trimmed shrubs. A spacious driveway leads to the entrance, while a two-car garage is visible on the left. The sunlit facade showcases a welcoming atmosphere.

Home in The Villages

4.97 out of 5 average rating, 94 reviews

Fabulous Courtyard Villa close to Sumter Landing

A decorative entrance sign for Villa De La Vista South is set against lush greenery and vibrant flowering plants. The sign stands prominently atop a circular flower bed, with a clear blue sky and soft clouds in the background.

Home in The Villages

4.92 out of 5 average rating, 12 reviews

Charming Villages Retreat

Top guest favorite

A charming golf cart is parked on a concrete driveway, featuring a sleek design with a black canopy. The surrounding area is landscaped with greenery and flowers, complementing the residential home and two-car garage visible in the background.

Home in The Villages

5 out of 5 average rating, 8 reviews

Willie’s Place w/ Golf Cart, Hot Tub & Lanai | Dog

Private, pet-friendly home rentals

Top guest favorite

A spacious living area features a comfortable sofa and floral decorative pillows. Light curtains frame the entrance to an enclosed lanai, allowing natural light to fill the room. A wooden coffee table with a decorative tray rests in the center, enhancing the open feel of the space.

Home in The Villages

5 out of 5 average rating, 16 reviews

The Hide-A-Way, 3B/2B, Brownwood, Pets, Golf Car

Top guest favorite

The entrance area of the villa is adorned with colorful flowering plants and palm trees. Two light blue Adirondack chairs sit invitingly on a paved surface, under a bright blue sky scattered with fluffy white clouds. The home's entrance features a covered porch with a wreath on the door.

Home in The Villages

4.93 out of 5 average rating, 43 reviews

Shangri-La Villa - Beautiful, Private & Central

Top guest favorite

A charming home is set against a clear blue sky, featuring a brick-paved driveway leading to a two-car garage. Lush greenery surrounds the property, with neatly trimmed shrubs and trees framing the front entrance, offering welcoming curb appeal.

Home in The Villages

4.95 out of 5 average rating, 20 reviews

Lovely Largo Lantana

The home's exterior is framed by well-maintained landscaping, featuring palm trees and a manicured lawn. A flagpole displays the American flag, adding a patriotic touch. A spacious driveway leads to the entrance, while a glassed-in porch is visible on the front.

Home in The Villages

4.96 out of 5 average rating, 48 reviews

Great location w/ golf cart! Lake Sumter-Brownwood

Home in Wildwood

5 out of 5 average rating, 4 reviews

Courtyard Bliss

Top guest favorite

A spacious hallway leads to a living area featuring a large window with natural light filtering through. A neutral color scheme is complemented by a decorative lamp and fresh flowers on a sideboard. Comfortable seating arrangements are seen in the inviting living space.

Villa in The Villages

4.9 out of 5 average rating, 80 reviews

1198 Merryweather; 3BR at Lake Sumter just 2nt min

The open concept living area features high ceilings and contemporary furnishings. A comfortable sofa with two recliners faces a glass coffee table, while two leather chairs flank it. A round dining table for four is nearby, accompanied by a stylish chandelier above.

Home in Wildwood

5 out of 5 average rating, 27 reviews

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

Top guest favorite

An open concept living and dining area is shown, featuring a modern dining table with seating for six. A comfortable sectional sofa faces a large flat-screen TV, while natural light enters through sliding glass doors leading to the enclosed patio. Decorative plants enhance the space.

Home in The Villages

5 out of 5 average rating, 9 reviews

Lynnhaven | 2 miles Sumter Square | walk to pool

Quick stats about vacation rentals that are pet-friendly in Wildwood

Total rentals
390 properties
Total number of reviews
6.9K reviews
Family-friendly rentals
360 properties are a good fit for families
Rentals with a pool
150 properties have a pool
Rentals with dedicated workspaces
240 properties have a dedicated workspace
Wifi availability
390 properties include access to wifi

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