Pet-friendly holiday rentals in Wildwood

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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 favourite

Home in The Villages

4.95 out of 5 average rating, 130 reviews

2/2 custom pool home with 4 person gas golf cart

Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

Top Guest favourite

Home in Lady Lake

4.96 out of 5 average rating, 318 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 favourite

Home in The Villages

5 out of 5 average rating, 15 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.

Top Guest favourite

Home in The Villages

4.98 out of 5 average rating, 118 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

Guest favourite

Home in The Villages

4.9 out of 5 average rating, 129 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.

Guest favourite

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 favourite

Home in The Villages

4.95 out of 5 average rating, 133 reviews

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

Super clean 2-bed/2-bath property in Buttonwood with free use of gas cart. Nicely furnished, with washer/dryer, smart tv and vaulted ceilings. This patio villa is in a highly desirable area within walking distance to the Fishhawk pool, rec center and many golf courses. Equal distance between Lake Sumter Landing & Brownwood squares. $89 pet fee. 4 person cart available at $50/day. 2 person cart is free. Return cart full please.

Top Guest favourite

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!

Top Guest favourite

Villa in The Villages

4.96 out of 5 average rating, 99 reviews

3/2 Luxury Villa, Golf cart included! Near Sumter!

Enjoy this luxury private Villa in the heart of The Villages, Florida! This delightful 3-bedroom, 2-bathroom is your ticket to experiencing the vibrant lifestyle of a Villager. This Villa is a 0.7 mile walk or short golf cart ride to Sumter Square with beautiful boardwalk views along Lake Sumter, live music every day, the Old Mill Playhouse movie theater, and a variety of boutiques and restaurants.

Guest favourite

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 favourite

Cottage in Coleman

4.96 out of 5 average rating, 158 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.

Superhost

Cottage in Wildwood

4.84 out of 5 average rating, 239 reviews

Peaceful Cottage in the Heart of Wildwood

Peaceful home... -Full kitchen for cooking any meal. -Pet friendly with $25 pet fee per dog. 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. -Close to all amenities. -One mile from The Villages!