Pet-friendly holiday rentals in Wildwood

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Wildwood pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in The Villages
4.96 out of 5 average rating, 55 reviews

Beautiful Villages 2/2 Home. Perfect Location

ScottRating, 5 stars2 weeks ago
Thanks we are frequent visitors and stay was amazing! Would recommend!
Top guest favourite
Home in The Villages
5 out of 5 average rating, 23 reviews

You’ve Arrived! Stunning Home in the Villages!

LindaRating, 5 stars1 month ago
We enjoyed our stay at Jason’s Villa. It was clean and very well maintained. Bed was comfortable, and the Villa had everything we needed. It was easy to get around the area and was a perfect location. We would definitely stay here again! Thank you Jason
Guest favourite
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 favourite
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.
Guest favourite
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 favourite
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 favourite
Home in Inverness
5 out of 5 average rating, 139 reviews

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

JoshuaRating, 5 stars1 day 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 favourite
Home in The Villages
4.94 out of 5 average rating, 86 reviews

Walk to Sumter w/cart - Beautiful Courtyard Villa

TinaRating, 5 stars2 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 favourite
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!
Guest favourite
Home in The Villages
4.82 out of 5 average rating, 38 reviews

Get it all - Pool, Jacuzzi, Golf View, & Golf Cart

BRating, 5 stars2 months ago
The house and location were great. The house felt homey. The kitchen was well stocked. We had a few glitches that Steve responded to quickly. Would stay there again.
Superhost
Apartment 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 favourite
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 favourite
Home in Ocala
4.96 out of 5 average rating, 107 reviews

Henrys Hideaway:Pool, Game Room & Pet-Friendly Fun

SimoneRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️ From start to finish, this Airbnb was absolutely perfect! The host went above and beyond to make sure all of our needs were met and was incredibly responsive throughout our stay. The space was clean, comfortable, and had everything we needed to feel right at home. It accommodated everyone in our group with ease, and we truly appreciated the thoughtful touches and attention to detail. I would absolutely stay here again and have already recommended it to friends and family. If you’re looking for a place that offers great hospitality, convenience, and comfort—this is it!
Top guest favourite
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 favourite
Home in The Villages
4.9 out of 5 average rating, 10 reviews

Charming Villages Retreat

Diane Rating, 5 stars1 month ago
Matt’s place is beautifully decorated and very comfortable. Any household and basic personal item normally used is there and easily accessible. Matt has thought of everything! There is a lovely screened in lanai, a back porch, side porch and fenced in yard, all with great lighting. Our dog loved the fenced in yard, easy in and out and fun area to play catch with him. The location is close to many stores and restaurants. It was the perfect place for us to relax between house closings!
Guest favourite
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!

Private, pet-friendly home rentals

Guest favourite
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 favourite
Villa in The Villages
4.89 out of 5 average rating, 75 reviews

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

DianaRating, 5 stars6 months ago
Loved having coffee on the lanai and reading a real newspaper! Rooms are spacious and have everyone privacy. We didn’t cook - great restaurants close by, but kitchen has all the necessities. Thank you!
Guest favourite
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
Top guest favourite
Home in The Villages
5 out of 5 average rating, 12 reviews

Courtyard Villa in The Villages

AimeeRating, 5 stars2 months ago
Kathleen’s Villa was fantastic! Great location close to 446A. We felt at home, house was clean, organized with plenty of supplies. Thank you!
Top guest favourite
Villa in The Villages
5 out of 5 average rating, 42 reviews

Palm Oasis Retreat - Dog Friendly w/golf cart

JaneRating, 5 stars1 month 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 favourite
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!
Guest favourite
Home in The Villages
4.91 out of 5 average rating, 22 reviews

Olivia's Oasis

AprilRating, 5 stars1 day ago
Great place with every comfort of home. One small issue was resolved quickly and to our satisfaction. The host was easy to get in touch with. Would recommend.
Superhost
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 holiday 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