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House vacation rentals in Wildwood

Find and book unique houses on Airbnb

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Popular amenities for Wildwood house rentals

House rentals with a pool

Guest favorite
Home in The Villages
4.95 out of 5 average rating, 122 reviews

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

TracyRating, 5 stars5 months ago
Great place. Very comfortable. Loved the pool and driving golf cart was fun. We had everything we needed for a great stay. This is not a complaint at all more of a helpful hint but one of the town squares was too far to take golf cart and you will need a car.
Top guest favorite
Home in The Villages
4.95 out of 5 average rating, 119 reviews

Villages-Private Heated Pool-Central Location

CarolRating, 5 stars5 days ago
This was the 2nd time we stayed. Gary was extremely helpful and responsive to us…figuring out the guest passes and golf reservations, questions about the house, etc. He is a perfect host!
Top guest favorite
Home in Orlando
5 out of 5 average rating, 126 reviews

Private pool home near Downtown

JessicaRating, 5 stars5 days ago
This is instantly become my favorite Airbnb. Such a wonderful and beautiful experience. It’s an absolutely fantastic location while also enjoying the aspect of privacy. This will definitely be my go to anytime that I have to come into Orlando!
Guest favorite
Home in Apopka
4.87 out of 5 average rating, 139 reviews

Country Pool home on 2 acres-30 minutes to Disney

LindaRating, 5 stars3 weeks ago
This was the perfect location for our family! The kids enjoyed the pool and swings. We enjoyed everything about the home. We would definitely book this home again.
Superhost
Home in Kissimmee
4.82 out of 5 average rating, 116 reviews

Pool House in Kissimmee

DouglasRating, 5 stars1 month ago
Everything was great. We came down to see our granddaughters on spring break. Usually don’t want to swim,this time they did. Wish I would have spent the money to heat the pool. They enjoyed playing pool and wanted to play air hockey but no puck but amazon took care of that. The master on one end and other bedrooms on the opposite end was a big plus for we got up earlier so we didn’t wake them. Would definitely recommend and would love to come back next year.
Superhost
Home in Davenport
4.81 out of 5 average rating, 180 reviews

4BR-2KingMasters-SpaHeat-Private Pool-Remodeled

LaylaRating, 5 stars2 weeks ago
Tetyana’s place was very clean, welcoming, and felt like home away from home. It was conveniently located near Disney and easy to access. The bed was very comfortable and I slept like a baby. The master bath was a great way to unwind and relax after walking over 10,000 steps at the Disney parks. We LOVED the jacuzzi/pool combo and how secluded it was. Very quiet neighborhood, responsive host, and easy check-in. We’ll be back. :)
Superhost
Home in Inverness
4.78 out of 5 average rating, 110 reviews

3br POOL, Fenced, near Downtown & Trails

DavonRating, 5 stars4 days ago
This was a lovely stay I had NO ISSUES what so ever and the host was very welcoming and friendly I’d definitely recommend this stay for anyone
Guest favorite
Home in Davenport
4.83 out of 5 average rating, 101 reviews

Family Home Gated 10 Beds Pool Disney 7 miles.

SamanthaRating, 5 stars1 week ago
Great stay! The place was clean, comfortable, and exactly as described. Roy was very responsive and made check-in super easy. Would definitely recommend and stay again!

Weekly house rentals

Guest favorite
Home in Inverness
4.94 out of 5 average rating, 32 reviews

Private fenced pool home/dog friendly

DavidRating, 5 stars8 months ago
Jennifers place was even better than the photos. She really thought of everything. My family enjoyed our stay tremendously and highly recommend staying there.
Guest favorite
Home in Spring Hill
4.94 out of 5 average rating, 32 reviews

Weeki Wachee gardens, on canal next to state park

PaulRating, 5 stars3 months ago
The area sustained 2 Hurricanes in the previous 3 months. The home was in surprisingly good shape. The home was well furnished throughout and pleasantly decorated. The exterior of the home needs some work, but did not affect our stay. The area is awash with no-see-ums. We all were constantly getting bit despite bug spray. There are 4 good double kayaks, paddles and life vests. There were not back rests for all 8 pisitions. The back rests that were present were not very good. There is room on the property for a sizeable camper with hookup (main reason we chose this spot). Weeki Watchee State park is near by. We spent probably close to 10 hours over 4 days (all combined during our 7 day stay) and only saw Manatees on one day. All in all, we had a really nice time. I honestly don't know if we'd stay in this immediate area again (mostly do to the no see ums). The hosts are very pleasant and responsive.
Guest favorite
Home in Spring Hill
4.95 out of 5 average rating, 19 reviews

Paradise on the Canal

LaraRating, 5 stars1 week ago
Nice quiet canal, very close to the hospital hole if that’s the area you are in search of. We like kayaking on the quieter private canals, and it’s also very close for that. Beautiful top deck, wrap around enclosed porch - another enclosed area right on top of the water to keep the bugs away while you enjoy company. We had an unexpected one hour lightning and thunder show, we enjoyed it comfortably from that space. Easy launch for kayaks. The host was so kind to leave snacks, water, full bottles of shampoo and conditioner, which seems simple, but we have not been lucky enough to find in other places we’ve rented.
Top guest favorite
Home in Ocala
4.96 out of 5 average rating, 106 reviews

3/2, 1800 sq ft, Pets, WEC 11 Miles, Private

JamesRating, 5 stars4 days ago
The property was great! It was perfect for our family traveling for the weekend and was very accommodating. The host was extremely responsive with any questions. I definitely recommend this.
Top guest favorite
Home in Spring Hill
4.94 out of 5 average rating, 107 reviews

3BR Roman Oasis: Caesar's Place + Heated Pool

RobertRating, 5 stars4 months ago
The place was amazing. My family really enjoyed the pool and just the house in general.
Top guest favorite
Home in Spring Hill
4.97 out of 5 average rating, 109 reviews

Weeki Wachee Springs heated pool home retreat

CorrinRating, 5 stars1 week ago
We had the perfect week away at this amazing house. Chris was nothing short of amazing and quickly responded to us with all questions or concerns.
Superhost
Home in Kissimmee
4.77 out of 5 average rating, 142 reviews

3/2 Family Home, climatized Pool and Sunset Views

MilagrosRating, 5 stars1 month ago
Our host Ana was very helpful and would always respond quickly to any questions I had. I had a great experience.
Top guest favorite
Home in Weeki Wachee
4.97 out of 5 average rating, 204 reviews

Mermaid Life, Sleeps 6 W/ Gulf Access and 6 kayaks

KaileyRating, 5 stars2 months ago
We loved our stay here! We took the kayaks out for a day, easily paddled the beautiful little route to Weeki Wachee, and spent the afternoon with a group of 15-20 friendly manatees. We'll remember it forever!

Private house rentals

Guest favorite
Home in Davenport
4.79 out of 5 average rating, 48 reviews

969T-Single Storey House 20 min from Disney 4 bed

AlciraRating, 5 stars3 days ago
Tatiana is an excellent professional, friendly, and attentive to all requirements. The house is spacious, bright and with all the details to spend a comfortable and pleasant stay Nothing negative to mention, quite the contrary
Guest favorite
Home in Davenport
4.89 out of 5 average rating, 155 reviews

Private Haven: Free Pool Heat & BBQ/5Bedroom/4.5Ba

MichelleRating, 5 stars4 days ago
Pam’s place was perfect for our family vacation to Disney. It was in a quiet neighborhood and it was perfect to have a space to come back to after long days at the park, and the pool was everything we were looking for. Thanks again Pam for making our trip so magical :)
Superhost
Home in Port Richey
4.97 out of 5 average rating, 29 reviews

NEW ! 🌴Beautiful getaway , private heated pool

JordanRating, 5 stars2 weeks ago
Our family had a wonderful stay at this property! We frequently stay in this area and this house has taken the top spot. We felt right at home from the moment we stepped in the door. Every little detail was thought of!
Superhost
Home in Kissimmee
5 out of 5 average rating, 4 reviews

Sleeps 10 * House + Apt *Pool*Near Disney*GolfView

FrancisRating, 5 stars40 months ago
Walk in the door of the main house and first thing is “wow.” Spaciousness and high ceilings and the view all the way through to the back windows of the golf course was impressive. Neighborhood very walkable and safe Little traffic within the complex for kids. Nice to have easy driveway parking right out front for unloading. Plenty of space to fit my people. Nicely decorated and not full of a bunch of bling on end tables and shelves that the kids would run into and break. I was not just clean but had a sense of clean, design-wise, with the modern but comfy furniture, giant kitchen island, table surfaces… all that and, again, the spaciousness gives you the ability to breathe! But it still had a homey feel – way better than a hotel setting where we would have all been on top of each other. The cute coffee station was a really nice touch with everything you needed right there in one spot off the kitchen. Because the house is set back on the property it was like a real get-away, and with the guest house, my parents were able to have their privacy and we could have ours – when we needed it. The guest house is exactly what they needed. Separated from main house it is perfect for the grandparents to spend alone time with the kids for a while. But it’s also like a real house by itself! Very open and comfortable – and a great view of the action in the pool and courtyard. Pool is just big enough to enjoy and with the protective fence, you don’t really have to worry about the kids running around in the yard – that was also a nice touch. And even though there’s a Wa Wa right outside the complex gate, for quick lunches and coffee – and gas – we discovered an area ChampionsGate, a suburban community with all the restaurants and shops and places to do errands. About a 5-10 minute drive. Lastly, I really liked the big walk-in shower, and my partner absolutely loved the big tub – all that in the en suite bathroom off the master bedroom. It was out of the way and private –  like our own a retreat spot.
Guest favorite
Home in Clermont
5 out of 5 average rating, 9 reviews

Sunset Cove at Champions! Book this very private

TamiRating, 5 stars1 month ago
This lovely home was exactly as described. Located near the end of a gated street, but within 20 minutes of many restaurants. It also had the best selection of kitchen supplies and the nicest washer & dryer I’ve ever seen in a rental. Sue was a pleasure to work with!! We hope to return next year.
Guest favorite
Home in Apopka
4.94 out of 5 average rating, 198 reviews

Quiet Home Near the Springs

DanielRating, 5 stars6 days ago
Beautiful home & surrounding area. Host are kind and welcoming, even went the extra mile to return my girlfriend’s lost ring!
Top guest favorite
Home in Davenport
5 out of 5 average rating, 5 reviews

318 BD - Disney Dream House

JoaquimRating, 5 stars3 months ago
Edney was an amazing host! His communication was quick and helpful, ensuring we had everything we needed for a comfortable stay. The house was breathtaking – extremely clean, spacious, and thoughtfully designed with every detail in mind. It far exceeded our expectations! We highly recommend staying here and would gladly return in the future. Thank you, Edney, for making our stay unforgettable!
Top guest favorite
Home in Deltona Lakes
4.95 out of 5 average rating, 110 reviews

The Great Escape! Explore,Romance, Rest,Relaxation

TobiRating, 5 stars1 month ago
I had a wonderful stay at this Airbnb! The place was spotless upon arrival, and it had everything I needed for a comfortable stay. The host was very responsive and welcoming, making sure I had all the information I needed. The location was perfect, close to local attractions and restaurants. I really appreciated how well-maintained and cozy the space was. Highly recommend to anyone looking for a clean and pleasant place to stay!

Quick stats about house rentals in Wildwood

  • Total rentals

    800 properties

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    730 properties are a good fit for families

  • Pet-friendly rentals

    320 properties allow pets

  • Rentals with a pool

    310 properties have a pool

  • Rentals with dedicated workspaces

    460 properties have a dedicated workspace

Destinations to explore

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  4. Sumter County
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