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Pet-friendly holiday rentals in Wildwood

Find and book unique pet-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 460 holiday rentals in Wildwood

  • Nightly prices starting at

    Wildwood holiday rentals start at €35 per night before taxes and fees

  • Verified guest reviews

    Over 8,280 verified reviews to help you choose

  • Family-friendly holiday rentals

    430 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wifi availability

    460 of Wildwood holiday 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!

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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Superhost
A modern living area features a spacious sectional sofa in gray, complemented by a wooden coffee table. The open floor plan connects to a kitchen with stainless steel appliances and seating for four at the bar. Decorative wall elements add interest to the neutral walls.
Home in Lake Panasoffkee

Heated Pool & Kayaking House in Lake Panasoffkee

Bring the whole family to this great place with lots of room for fun. Enjoy this stylish house very close to the lake. Create new memories while staying at this beautiful property and all its amenities such as an indoor pool with nature view. Designed play room with pool/hockey air table and so much fun. With lake access from the its yard and 5 minutes from all restaurants and entertainments at Lake Panasoffkee. This fully renovated house will make your trip a unique and unforgettable experience

4.85 out of 5 average rating, 117 reviews
Top guest favourite
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

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

4.95 out of 5 average rating, 165 reviews
Top guest favourite
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

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.

4.96 out of 5 average rating, 355 reviews
Guest favourite
A single-story home is showcased with a light exterior and an attached two-car garage. Neat landscaping featuring low-maintenance gravel and diverse shrubs surrounds the entrance. A clear blue sky and a few palm trees contribute to the inviting atmosphere of the property.
Home in The Villages

Walk to Sumter w/cart - Beautiful Courtyard Villa

We love this home because the location is FANTASTIC! It's under a mile to Sumter Landing (walking distance for us :)). Also, new floors, paint, etc! The living room furniture is extremely comfortable! The kitchen has everything you need. The beds are comfortable and there is a tv in every room. (The second bedroom but needs your own Roku or Firestick!) There is a cart included which is the best way to see The Villages. We know you will love it here! Let us know if you have any questions.

4.89 out of 5 average rating, 118 reviews
Top guest favourite
Home in Wildwood

Newest Hotspot in The Villages Eastport/Middleton”

Welcome to Eastport! The Villages’ most exciting new lifestyle destination — Eastport! Whether you're visiting for a weekend getaway or an extended stay, this beautifully furnished 2-bedroom, 2-bath Patio Villa w/golf cart puts you in the heart of everything The Villages has to offer — golf, pickleball, shopping, dining, entertainment, recreation, and serene nature. From the moment you arrive, you’ll see why Eastport is the new standard for luxury, leisure, and active adult living.

5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in The Villages

King Bed, Golf Cart, Small Dogs & Water Filter!

Your NEW home includes a very comfortable KING BED and GOLF CART!! With its SUPER CLEAN coastal decor, fully equipped kitchen for meal prep, and a whole house NOVA WATER filtration system, you’ll have everything you need for a relaxing and enjoyable stay in The Villages. Find out why The Villages is the fastest growing and largest 55+ community in the WORLD, where visitors of all ages are welcome to play. The fun and sun is only the beginning!! 2 SMALL DOGS OK.

4.96 out of 5 average rating, 105 reviews
Guest favourite
A screened porch offers a view of the water and surrounding landscape, with seating options including a red leather chair and a light-colored sofa. Natural light fills the space, enhancing the connection with the outdoors.
Cottage in Inverness

Serendipity Lake private dock, canoes & kayaks

Please note the 15.5% Host Service Fee is an Airbnb fee, they chose the name, host do not collect this fee. FL is in a drought, water levels are 8ft + lower than normal. You can still enjoy fishing and kayaking on our direct waterway. We do provide kayaks and canoes to enjoy the lakes. Plenty of room for outdoor games and activities. Pet friendly. Just a short drive to downtown Inverness and 30 minutes to Crystal River, Dunnellon or Homosassa. Simply perfect!

4.96 out of 5 average rating, 144 reviews
Top guest favourite
Home in The Villages

Private 3/2, 2 Golf Carts, Pizza Oven, Game Table!

3-bedroom (sleeps 6), 2-bath home in The Villages with 2 golf carts! Screened & covered patio includes grill, pizza oven, fire table, outdoor seating, table and privacy - rare in The Villages! Access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in family room, all bedrooms & patio, fully equipped kitchen, gaming table & more! 10 minutes to Spanish Springs & Sumter Landing Town Squares.

4.99 out of 5 average rating, 176 reviews
Guest favourite
A single-story house with light-colored siding is shown under a clear blue sky. A paved driveway leads to a garage, while a golf cart is parked nearby. Neatly trimmed bushes line the front of the home, contributing to a well-maintained exterior.
Home in The Villages

Close to Lake Sumter with Golf Cart!

Located in St Charles walking distance to SeaBreeze Rec center on a dead end street. I also have a 2 br villa close by if you need to split nights because of availability. My favorite spot in the house is the bar! It's great for working. Pet friendly because they are family! Coffee pods, sweeteners and creamers are provided. I don't like to pay pet or cleaning fees because I'm a very considerate guest. I'm sure you are too...so I don't charge them!

4.93 out of 5 average rating, 110 reviews
Top guest favourite
Guest house in Lady Lake

Cute & Cozy Tiny Guesthouse

Take it easy at this cozy and peaceful getaway located in a safe and quiet neighborhood near The Villages. It's conveniently located all within 1.5 miles to Walmart, Aldi, Waffle House, McDonald's, Pizza Hut, Cracker Barrel, BJ's Wholesale and many other shops and restaurants. Plus, The Villages Hospital. We are also located two miles from The Villages Spanish Springs town square which has free entertainment from 5pm to 9pm every night of the week.

5.0 out of 5 average rating, 266 reviews
Guest favourite
An enclosed patio features a heated saltwater pool, accentuated by stone tile and decorative mosaic. Nearby seating options are visible, including a lounge chair under a shaded canopy. Lush greenery surrounds the area, providing a sense of privacy and tranquility.
Home in The Villages

Villages-Private Heated Pool-Central Location

Enjoy a stylish experience at this centrally located 3-bedroom home. 5-7 minutes golf cart ride from Sumter Landing, 15 minutes from Spanish Springs Square, 20 minutes from Brownsville Square. 200 Community pools some for adults only and some for families. 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 3 Old Fashion Town Squares with nightly Live entertainment. 44 Golf Courses

4.94 out of 5 average rating, 162 reviews
Top guest favourite
Home in The Villages

Updated Villages Getaway Sumter Landing&Golf Cart

🌴 Updated 2BR/2BA Villa Near Sumter Landing! Enjoy a freshly painted villa in the Village of Largo with a newly remodeled master bath, king & queen beds, new stainless-steel appliances, and a fully equipped gourmet kitchen. Relax on the lanai, fire up the grill, or enjoy TVs throughout the villa. Community pools are just 1½ blocks away, and your golf cart is included for exploring The Villages! .

4.97 out of 5 average rating, 106 reviews

Popular amenities for Wildwood pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Top guest favourite
A scenic view of a tranquil canal is presented, bordered by lush greenery. A wooden dock extends into the water, accommodating a boat. Nearby, comfortable outdoor seating is available, surrounded by natural landscaping, offering a peaceful outdoor space.
Home in Summerfield

Getaway on the Waterway- Dock+Kayaks+SUP board

4.99 out of 5 average rating, 147 reviews
Guest favourite
Home in The Villages

Htd Pool & Attached Hot Tub. Rare corner propty

5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in The Villages

Seashell Villa~Pet Friendly~Golf Cart

5.0 out of 5 average rating, 15 reviews
Guest favourite
A wooden boardwalk winds gracefully along the edge of a tranquil waterway, surrounded by lush greenery and mature trees. Nearby, a pavilion stands, offering shaded views of the serene landscape, enhancing the outdoor experience.
Home in Wildwood

StJohns is a great area for golf, hiking, Kayaking

4.96 out of 5 average rating, 23 reviews
Top guest favourite
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

Bay Breeze Villa Free Golf Cart Close to Eastport

5.0 out of 5 average rating, 43 reviews
Top guest favourite
A heated saltwater pool is highlighted under a screened enclosure, with ambient lighting creating a calming atmosphere. Patio seating is arranged around the pool, and views of the adjacent living area are visible through expansive windows, enhancing the inviting indoor-outdoor connection.
Home in The Villages

Pirates & Parrots - The Villages - Golf Cart &Pool

5.0 out of 5 average rating, 61 reviews
Top guest favourite
A screened-in patio features a refreshing private pool surrounded by lush landscaping. Two chaise lounges are positioned beside the water, while a float rests in the pool. A fountain adds a tranquil element to the relaxing outdoor space.
Home in The Villages

Casa Santin Luxury in The Villages w/Private Pool

4.97 out of 5 average rating, 97 reviews
Top guest favourite
A spacious living room features a large sectional sofa facing a mounted television. Natural light filters through sheer curtains, highlighting a decorative area rug. A round coffee table sits in the center, with a wooden console against the wall, adding functional charm to the space.
Home in The Villages

Olivia's Oasis

4.88 out of 5 average rating, 60 reviews

Pet-friendly home rentals with a pool

Top guest favourite
Cottage in Clermont

Private Country House | 16 Guests | Gatherings

4.93 out of 5 average rating, 149 reviews
Top guest favourite
An open-concept living area features natural light streaming through large windows with scenic views of the lake. Cozy seating arrangements include a comfortable sectional and accent chairs, complemented by a dining space and a well-equipped kitchen with modern appliances.
Home in Tavares

Lake Dora Dream-Waterfront/Pool

4.98 out of 5 average rating, 163 reviews
Guest favourite
A large outdoor pool is surrounded by lush greenery and tall trees, providing a serene environment for relaxation. Clear blue water reflects the sky, and steps lead into the shallow end. A poolside chair is positioned nearby for convenient seating.
Home in Ocala

Ocala Oasis 4BR w/Pool/Cabana/Game Room/Mini Golf

4.92 out of 5 average rating, 119 reviews
Guest favourite
A screened lanai features comfortable seating and is positioned adjacent to a well-maintained backyard. A tree is situated in the grassy area, providing shade, while a concrete pathway leads to the entrance. A white fence encloses the yard, enhancing privacy.
Home in The Villages

Briar Meadow Villa - Dogs are welcome!

4.92 out of 5 average rating, 157 reviews
Guest favourite
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

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

4.93 out of 5 average rating, 140 reviews
Guest favourite
The exterior of a spacious two-story house is depicted, featuring a large driveway leading up to a double garage. Symmetrical windows are framed by neatly manicured landscaping, and a decorative entrance is highlighted by a welcoming wreath. Surrounding foliage adds a touch of greenery.
Home in Ocala

Spacious 6BR Pool Home in Ocala

4.96 out of 5 average rating, 145 reviews
Guest favourite
Home in Ocala

Modern 5 Bedroom Family Home w/Pool and Game Room!

4.81 out of 5 average rating, 132 reviews
Guest favourite
A golf cart is parked on a driveway leading to a home. Tropical plants and palm trees create a lush exterior atmosphere. The garage door is visible on the right, with a sunny sky and scattered clouds overhead.
Home in The Villages

Holiday home in the villages.

4.82 out of 5 average rating, 66 reviews

Private, pet-friendly home rentals

Top guest favourite
Two goats are seen in a lush green field, one featuring a predominantly black coat with white markings, while the other is white with black patches. The surrounding grass is tall, contributing to the farm setting.
Ranch in Wildwood

Owl Cove Ranch Sunset Barn Apartment

5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Wildwood

Sawgrass & Eastport Town Square Golf Community

5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in The Villages

Luxury Villages Stay • Golf Cart • Near Brownwood

5.0 out of 5 average rating, 13 reviews
Guest favourite
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

Golf cart included near Sumter and Brownwood

4.95 out of 5 average rating, 60 reviews
Guest favourite
Home in Wildwood

Into The Mystic - 3/2 Dog Friendly w/ Golf Cart

5.0 out of 5 average rating, 7 reviews
Superhost
Home in Wildwood

Cheerful 3 bedroom house with office, free parking

4.7 out of 5 average rating, 50 reviews
Guest favourite
A private outdoor area features a heated pool and spa, surrounded by screen enclosure. Comfortable seating is arranged beside the pool, complemented by an outdoor dining setup. The space is designed for relaxation with a stylish stone paver patio and clear blue skies above.
Home in Wildwood

Pool and Spa Luxury Retreat

4.94 out of 5 average rating, 17 reviews
Top guest favourite
Home in The Villages

Vibrant Villa-Sumter Landing! NEW Golf Cart, KING

5.0 out of 5 average rating, 22 reviews

When is the best time to visit Wildwood?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€156€185€176€127€101€98€88€87€87€97€117€127
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Destinations to explore