Pet-friendly vacation rentals in Wildwood

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Popular amenities for Wildwood pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
A cozy living area is presented with a light-colored sofa and two patterned chairs, complemented by a wooden coffee table. A textured red rug adds warmth to the space, while natural light filters through a window, framed by burgundy curtains.
Home in Summerfield
4.88 out of 5 average rating, 97 reviews

Cozy 2 bedroom home near The Villages

HayleeRating, 5 stars2 weeks ago
June was a wonderful host. The home was perfect for two adults and an infant. The area was very quiet and we encountered no troubles during our two day stay. The home was equipped with everything we needed for the weekend. I would definitely recommend staying at this home.
Guest favorite
A screened-in outdoor area features a sparkling pool surrounded by inviting lounge chairs and a dining table. Lush greenery and colorful decor contribute to a serene atmosphere, while the clear sky and soft clouds create a bright ambiance.
Home in The Villages
5 out of 5 average rating, 16 reviews

Heated Pool, Dog Friendly, Golf Cart Included

MichelRating, 5 stars2 months ago
Cosy setting, the bar feature is a nice add on. Pool and hot tub setting really nice especially at night with the hung lighting. Hosts very responsive and helpful.
Guest favorite
The exterior of the patio villa is displayed, featuring a light-colored facade with a central entrance and a two-car garage. Lush greenery surrounds the property, and neatly trimmed shrubs create an inviting entrance. A well-maintained driveway leads to the home, situated in a serene neighborhood.
Home in The Villages
4.94 out of 5 average rating, 18 reviews

The Sandpiper Villa

AprilRating, 5 stars2 weeks ago
Sandpiper is a beautiful home away from home. We visited the Villages to attend my father’s 85th Birthday celebration and party. The Sandpiper is beautifully decorated and the coffee station was so convenient and needed for all the family activities leading up to the party. This two bedroom property was spacious for the 6 of us and very convenient to get to the squares like Saltgrass and Brownwood and grocery stores like Publix. And once Eastport opens you’ll be right there in minutes. The manager owners were extremely helpful and responsive to any questions we had. Would highly recommend Sandpiper to anyone visiting the Villages.
Top guest favorite
The front exterior of the home is displayed, featuring a well-maintained lawn and a paved driveway. The structure has a gabled roof with maroon and light gray siding. Two porch lights are mounted on either side of the entrance, and flowering shrubs enhance the landscaping.
Home in The Villages
5 out of 5 average rating, 15 reviews

Vacation home in The Villages

RyanRating, 5 stars1 month ago
Marty was very responsive and accommodating! My entire family enjoyed our stay and the house was perfect for everyone's needs! Would definitely recommend for anyone looking to visit The Villages!
Top guest favorite
A modern, single-story home is set on a spacious green lawn. The exterior features neutral-colored walls and a grey roof. Large windows provide natural light to the interior. A garage is located at the front, with a driveway leading to it.
Home in Inverness
5 out of 5 average rating, 139 reviews

The Clark House- new 3 br, 2 bath in Inverness, FL

JoshuaRating, 5 stars2 days ago
Penny was nothing short of fantastic. She was very thoughtful from the moment we booked with her at the Clarke house. She made our encounter personal and wanted to make sure my family was well taken care of. She was equally as accommodating with our pets which was a huge sigh or relief. Her home is beautiful and as advertised. Her home provides all you need for any duration of stay. If we are ever in the area again we will absolutely check the availability of her home again.
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, 152 reviews

Beautiful House On the River, Kayaks, Large Dock!

ValerieRating, 5 stars1 week ago
This is a great cabin!!! It was perfect for my husband, 3 kids & our pups! It's in a peaceful and private neighborhood. My son loved having the basketball hoop! The dock is amazing! Having easy access to put our kayaks in the water (instead of always driving to somewhere) was awesome! We saw gators, fish, turtles and beautiful birds! Its also an easy drive to several Springs The house has all the comforts of home. We just had to supply the groceries! Overall, this was a fun, relaxing, and beautiful cabin. Peter is easy to communicate with and quick to respond. Would love to stay here again!
Guest favorite
A modern living area showcases a light beige sectional couch with accent pillows. A ceiling fan is mounted above, and natural light floods the space from adjacent openings. The open kitchen features sleek cabinetry, a bar area with stools, and stainless-steel appliances.
Home in The Villages
4.87 out of 5 average rating, 85 reviews

Inspire Retire - The Newest Side of the VillageS

MichaelRating, 5 stars2 months ago
Had a wonderful stay
Guest favorite
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
4.94 out of 5 average rating, 86 reviews

Walk to Sumter w/cart - Beautiful Courtyard Villa

TinaRating, 5 stars3 weeks ago
Perfect, quiet and just like being at home! Loved getting a paper in the am, Nice touch! Great convenient area!

Pet-friendly home rentals with a pool

Top guest favorite
A single-family home is framed by a white picket fence and green landscaping. A paved driveway leads to the garage, while a golf cart is parked nearby. A tree and flower beds enhance the front yard’s appeal, set against a clear blue sky.
Home in The Villages
4.96 out of 5 average rating, 55 reviews

Beautiful Villages 2/2 Home. Perfect Location

ScottRating, 5 stars3 weeks ago
Thanks we are frequent visitors and stay was amazing! Would recommend!
Top guest favorite
A small group of goats is gathered in a grassy area surrounded by fallen leaves and trees. The goats, varying in color from light brown to black, are seen grazing on the grass, creating a serene scene of farm life.
Farm stay in Crystal River
4.98 out of 5 average rating, 122 reviews

Barn Style Tiny Home in Crystal River, FL

ChristopherRating, 5 stars4 days ago
Awesome place. Just what I needed to escape the real world. Far enough away from town to bw secluded but just a short drive to any attractions It is exactly how its described in the listing
Superhost
A clear swimming pool is surrounded by a wooden deck adorned with lounge chairs. Towering palm trees and lush greenery create a natural backdrop, reflecting a serene atmosphere. Two neighboring buildings with large windows are visible, complementing the inviting outdoor space.
Condo in Crystal River
4.84 out of 5 average rating, 161 reviews

Crystal River Bungalow with boat slip

WilliamRating, 5 stars2 weeks ago
The property was well maintained. While it was some distance from town, it was helpful to have GPS for directions. The house was comfortably appointed and nicely decorated. It was well equipped with all necessities. The stacking washer and dryer was particularly useful and easy to use. The spiral staircase to the upstairs bedroom, however, could be a challenge for some folks. All in all, a good property, attentive host, and a good stay.
Top guest favorite
A private heated pool is set within a screened patio, featuring a smooth gray deck. A ladder provides access to the water, which is surrounded by lounge chairs and a dining table with chairs. Large windows offer views into the home.
Home in Spring Hill
4.97 out of 5 average rating, 121 reviews

Weeki Wachee Springs heated pool home retreat

KateRating, 5 stars1 week ago
Great stay. The place was exactly as described. We spent most of our time in the outdoor space relaxing in the pool and letting the dogs romp in the nice, private fenced yard.
Top guest favorite
A sparkling pool is surrounded by a screened enclosure, featuring a yellow floating toy. A soothing spa area with bubbling jets is visible, with lush greenery framing the scene. A shaded area with an umbrella is included, providing a relaxing retreat.
Home in Minneola
4.98 out of 5 average rating, 130 reviews

Pool + Heated spa Family friendly King suite Oasis

VivianRating, 5 stars1 week ago
What an amazing 2 weeks with family!! Don’t hesitate to book this GEM of a home! It’s beautiful, peaceful (on a culdesac) SUPER QUIET at night, great spots to eat at the waterfront and all around Minneola in general. We had an issue with warming the spa and both were very responsive, ordered the part and within 2 days its was perfect. This house had EVERY amenity you would need and then some…games indoor and outdoor, kids books, fire pit, swing, blankets to cozy up on couch, dog bowls, leashes, toys etc. They truly make you feel like it’s home. We can’t rave about it enough!! We were only a short half hour drive away from Disney also. Our 2 small dogs absolutely LOVED chasing lizards and frogs around the pool area! We would LOVE to come back if they would have us! Thank you again for being such great hosts! All you do to make your guests feel comfortable at home does NOT go unnoticed! Until next time beautiful Clermont/Minneola!!! 💕
Top guest favorite
The exterior of the property features a fenced yard with shaded trees and a front lawn leading to a single-story house. A pool area with protective mesh surrounds the heated pool, illuminated with vibrant LED lights in evening settings. Indoor spaces exhibit an open layout with natural light and comfortable seating.
Home in Minneola
4.98 out of 5 average rating, 162 reviews

Spacious Getaway ~ Heated LED Pool & Ping Pong

LaTishaRating, 5 stars2 weeks ago
We had a great stay. The residence was beautiful and came with everything we needed. Our 4 and 1 year old enjoyed the toys provided. The pool was private and relaxing. Neighborhood very quiet with kind neighbors. Thank you for everything ❤️
Guest favorite
A screened patio surrounds a refreshing pool, featuring a slide and a small swimming area. Several blue chairs surround a table, offering a space for outdoor dining. Lush trees provide a natural backdrop, enhancing the tranquil outdoor setting.
Home in Apopka
4.87 out of 5 average rating, 151 reviews

Country Pool home on 2 acres-30 minutes to Disney

KellyRating, 5 stars1 week ago
Natalie’s home was the perfect vacation spot for our family. It’s tucked away in a super quiet, secluded area, which made it feel like our own private retreat. The house itself was spacious, spotless, and really comfortable. The highlight for us was definitely the pool. It was clean, relaxing, and perfect for cooling off after a day of exploring. Our toddler especially loved swimming and had a blast on the swings and slide in the yard. Another plus was the location, we were just a short drive from both Kelly Rock Springs and Wekiwa Springs, which made planning our days really easy. We’d absolutely stay here again. Thank you, Natalie, for such a great stay!
Top guest favorite
A screened patio area displays a clear blue pool, surrounded by lounge chairs and a dining table with white wicker furniture. Lush plants are positioned throughout, enhancing the serene atmosphere. Natural light floods the space, creating a welcoming environment for relaxation.
Home in Inverness
4.88 out of 5 average rating, 147 reviews

Zen Spot Sanctuary Heated Salt Water Pool Koi Pond

AshlynnRating, 5 stars3 days ago
I absolutely loved Nancy’s place!!! It was so peaceful and the pool was a plus of course, she was so kind and courteous, the koi fish were breathtaking and I really enjoyed feeding them and watching them! The fenced in area was perfect for my dogs they were so happy I think they were sad to leave! Definitely a place I will be coming back to!!

Private, pet-friendly home rentals

Guest favorite
The home’s exterior is highlighted by a wide driveway leading to three garage doors. The single-story structure features a light-colored facade complemented by lush landscaping, including neatly trimmed hedges and palm trees under a clear blue sky.
Home in Wildwood
5 out of 5 average rating, 6 reviews

Fenney Corner Lot - Space Galore

CindyRating, 5 stars2 months ago
Steve was a wonderful host and we had a great time during our stay. The house was beautiful and we especially loved the large lanai. Great place to read during the hot afternoons. We walked to The Fenney Grill for breakfast several times and it was excellent! Having the golf cart to explore all of the new areas that The Villages are building was so fun!!
Guest favorite
Home in The Villages
5 out of 5 average rating, 9 reviews

Designer Home in The Villages, FL.

JeannineRating, 5 stars2 months ago
Beautiful, beautiful place. Felt right at home....even better than my home as convenient first floor living. Quite neighborhood, many amenities in the house. Safe and clean environment conveniently located in The Villages.
Top guest favorite
A wooden deck surrounds the home, featuring seating areas with two vibrant chairs and a table centered around a fire pit. An umbrella provides shade for outdoor lounging. The exterior of the house displays a light beige siding with a door and window that allow natural light in.
Home in Weirsdale
4.96 out of 5 average rating, 70 reviews

Cheerful, two bedroom Animal loving home,

MargaretRating, 5 stars1 month ago
Super cute place and great location near the horse park. Adrian was an excellent host and thought of everything. Our folks really enjoyed their stay.
Guest favorite
The front of the home is illuminated at dusk, featuring a combination of light and dark exterior materials. A garage door is visible to the left, and a walkway leads to the main entrance, framed by bushes and a well-maintained lawn.
Home in Inverness
5 out of 5 average rating, 34 reviews

Traditional-Modern Home

DavidRating, 5 stars1 month ago
We have stayed there twice and look forward to staying there again.
Top guest favorite
The exterior of a villa is showcased at dusk, featuring a well-maintained landscape with palm trees and shrubs. A two-car driveway leads to a garage, with soft lighting illuminating the entrance. The sky reflects pink and purple hues overhead.
Villa in The Villages
5 out of 5 average rating, 42 reviews

Palm Oasis Retreat - Dog Friendly w/golf cart

JaneRating, 5 stars2 months ago
We thoroughly enjoyed our stay. The house was clean and all the amenities needed for a home away from home. The villa is located close to many pools, golf courses, rec centers and town squares. The screened in porch was a hit for our family. It was the gathering spot for coffee and lounging. The hosts were very responsive and helpful before, during and after our stay. We would definitely be a repeat renter
Top guest favorite
An open-concept living area features a mix of seating options, including a dark leather sofa and stylish accent chairs. A large television is mounted on the wall, and a dining table with seating is visible in the background. The room is illuminated by natural light and recessed lighting.
Home in The Villages
4.98 out of 5 average rating, 42 reviews

Cheerful home , tastefully updated, extra den

KatieRating, 5 stars1 month ago
We had a wonderful 5-night stay! Trina’s home was beautifully furnished + well equipped: solid, quality furniture; soft blankets for cozy comfort; plentiful towels for shower, kitchen and pool; fabulous closet/storage space; bountiful plates, bowls, cups, glasses, cutlery; clean, easily accessible washer and dryer; and a generous stock of toiletries (dishwasher and laundry detergent pods, hand soap, shampoo, conditioner, body wash). Location was fantastic — just steps from a family pool + a short golf cart ride to Lake Sumter for morning coffee, dinner, or ice cream + a stroll on the dock. Extra kudos for connecting us with David’s Villages Golf Cart Rental upon reservation. Our rented golf cart was waiting for us in the garage when we arrived + was picked up the morning of our departure — white glove service that allowed us to focus on our vacation. Trina was very friendly and quick to respond with any questions we had. We highly recommend + would love to return!
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, 7 reviews

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

SiobhonRating, 5 stars2 weeks ago
Tami’s Airbnb is perfection. Centrally located between Sumter and Brownwood Squares. The home is spacious, clean, comfortable (including beds). Well stocked kitchen, linens, shampoo/conditioner, face/body wash. The hot tub was clean and ready to go. The street rod “aka golf car” was super fun and had lots of pep. Lastly and most importantly, Tami is the best communicator. She is a five-star host. We had a wonderful stay and would book this airbnb without hesitation. Thank you Tami!!!
Superhost
The exterior view of the home is showcased, featuring a welcoming front porch and landscaped yard with flowering plants. A red golf cart is parked in the driveway next to the contemporary home with a tiled roof. Palm trees add a tropical touch to the scene.
Home in The Villages
5 out of 5 average rating, 4 reviews

Pelican's Perch

TerryRating, 5 stars3 months ago
Great roomy home near Brownwood and shopping. Easy to get anywhere you needed to when going north to lake Sumter or south to sawgrass Only concern is excessive cleaning fee which seemed like a puffy add on profit fee. Otherwise it was great

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

  • Total rentals

    380 properties

  • Total number of reviews

    6K reviews

  • Family-friendly rentals

    350 properties are a good fit for families

  • Rentals with a pool

    150 properties have a pool

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    380 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sumter County
  5. Wildwood
  6. Pet-friendly rentals