House vacation rentals in Wildwood

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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, 120 reviews

Villages-Private Heated Pool-Central Location

CarolRating, 5 stars1 week 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, 127 reviews

Private pool home near Downtown

MonikaRating, 5 stars1 week ago
He was a great host and attended to all my questions and help. My family and I enjoyed it so much! Perfect location! Beautiful home! And the pool is the perfect touch!
Superhost
Home in Lake Mary
4.89 out of 5 average rating, 254 reviews

Gated community XL pool Home 2500sq/f

CassieRating, 5 stars1 day ago
Thank you for another great stay in Lake Mary!
Guest favorite
Home in Apopka
4.87 out of 5 average rating, 142 reviews

Country Pool home on 2 acres-30 minutes to Disney

LoganRating, 5 stars4 days ago
This Airbnb was the perfect spot for my family, Not only was Natalie incredibly accommodating but we were amazed at her instant communication. Every single thing you need for your vacation she already has waiting for you there. Don’t miss out on this place. 10/10 recommend
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 Inverness
4.78 out of 5 average rating, 110 reviews

3br POOL, Fenced, near Downtown & Trails

DavonRating, 5 stars1 week 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 Orlando
4.88 out of 5 average rating, 101 reviews

POOL home w/ Mini Golf! 3 BR/1BA

VictorRating, 5 stars1 week ago
It’s a great place to stay a lot of stores near by great neighborhood I recommend this place and affordable the host are very communicative love it

Weekly house rentals

Guest favorite
Home in Inverness
4.94 out of 5 average rating, 33 reviews

Private fenced pool home/dog friendly

SharonRating, 5 stars1 day ago
It was our first trip to Florida for a month. The place was everything it said and more. From the beautiful home, beautiful backyard with pool, hot tub and soaker tub I felt like I was at a spa. The backyard was so private. We had bikes to use and we did take advantage. We rode our bikes to the main square several times. Jennifer was very pleasant and friendly. She responded to my questions/ comments in a very efficient manner. I would recommend the place. Give a 5 star+++
Top guest favorite
Home in Ocala
4.96 out of 5 average rating, 107 reviews

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

JessieRating, 5 stars5 days ago
House was beautiful, was in a peaceful neighborhood, Ron was very informative and helpful responded quickly, had more than enough amenities and even had extra things you wouldn’t even think of needing. Was a wonderful time and host.
Top guest favorite
Home in Spring Hill
4.94 out of 5 average rating, 108 reviews

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

KristaRating, 5 stars3 days ago
My family and I had a wonderful experience, and will surely stay again when we visit Florida.
Top guest favorite
Home in Spring Hill
4.97 out of 5 average rating, 112 reviews

Weeki Wachee Springs heated pool home retreat

RobinRating, 5 stars4 days ago
We had to come to town for family business and Christopher was very accomodating.He knew we were traveling with a pet and let us know we could check-in as soon as cleaners were done. He even let us know if we needed more days to finish what we had to do it was available. The yard was amazingly spacious and our dogs ran and played every afternoon till they dropped. The pool was crystal clear and felt amazing after our long days of stress. The arcade games were a hit with the husband and my brother as they battled for highest score on a couple of them. Overall a 10....thank you so much for your ...understanding for what we were dealing with and offer if we needed anything. Although we will not be back in this area I highly recommend this quiet and relaxing home.
Superhost
Home in Hernando County
4.75 out of 5 average rating, 4 reviews

NEW! Weeki Wachi House | Pvt Pool, Great Location

KelleyRating, 5 stars2 weeks ago
Our stay was wonderful. The heated pool was a great added bonus and we loved that their was not an upcharge for the heated pool for our stay. That was surely a deciding factor when choosing our home away from home for the week. The location and neighborhood was ideal and close to many great attractions and places to visit. The home was clean and up to date with comfortable beds and bedding. The kitchen was lacking a few things that we were hoping to have for our use such as baking dishes. For example, 9x13 pan, muffin pan, and baking sheet. I would recommend adding those to the home. The amenities were great and the host was very easy to work with and communicate with. We would book this home again.
Superhost
Home in Kissimmee
4.9 out of 5 average rating, 123 reviews

5BD Windsor Westside Private Pool (WW 9025)

LydiaRating, 5 stars2 months ago
Jose is very friendly and respond most of the time within 15 minutes. Easy to talk to. We loved the place. We were already familiar with the subdivision and the area. We were with 6 and had plenty of rooms and bathrooms
Superhost
Home in Kissimmee
4.77 out of 5 average rating, 143 reviews

3/2 Family Home, climatized Pool and Sunset Views

KamalRating, 5 stars1 week ago
Great place! Peaceful, clean, and just what we needed for a relaxing stay. Ann was incredibly responsive and accommodating both before our trip and throughout our stay. She made check-in easy and was quick to answer any questions we had. The home was well-maintained, comfortable, and exactly as described. Would definitely recommend this Airbnb to anyone looking for a quiet, hassle-free getaway.
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 DeBary
4.92 out of 5 average rating, 26 reviews

Central Florida Pool Home.

RobinRating, 5 stars1 month ago
We truly enjoyed our stay at Jim's. It is a very nice house and well worth the money! Yoburt the cat is awesome company and a great host! Will go back again if we need a place to stay.
Superhost
Home in Kissimmee
4.89 out of 5 average rating, 28 reviews

Pelican House

WilliamRating, 5 stars2 weeks ago
We stayed at the Pelican House for three whole months. This home worked well for our extended stay because of its proximity to restaurants, groceries and Disney World! The neighborhood was quiet pretty much every night and having the open green space in the back was really nice, especially when the Sandhill Cranes came by in the mornings. They were awesome to watch. Donna was very responsive to any questions or concerns we had during the stay. She would reply within 10 minutes usually. The biggest benefit for us was proximity to Disney World. We could leave the house and be at the parks within 15-20 minutes most days. Traffic coming back from Disney was typically a challenge, though I feel the whole area in Kissimmee would be the same. All in all, we would absolutely stay at the Pelican house again for any future long-term stay in that area. It worked great for our needs this trip! Thanks Donna!!
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, 201 reviews

Quiet Home Near the Springs

JasonRating, 5 stars1 day ago
Very wonderful home, had every amenity you could think of needing. 😊 enjoyed the night with my homies
Guest favorite
Home in Casselberry
4.93 out of 5 average rating, 104 reviews

Villa with Guest House & Pool-Patio

MikeRating, 5 stars1 month ago
We were in town for my son’s wedding this past week. We had a variety of family - both old and young - that we were trying to please. This place checked all the boxes we were looking for - spacious, clean, easy to get in and out, great pool and outside area (perfect for relaxing during the day). Lots of little touches as well - soap, shampoo, plenty of towels and extra linens, we even found some sunscreen one afternoon for the pool. We had a great stay and Jose was extremely helpful along the way. Definitely will stay here again in the future as we come back to FL to visit my son and new daughter-in-law! Thank you!
Top guest favorite
Home in Davenport
5 out of 5 average rating, 5 reviews

318 BD - Disney Dream House

JoaquimRating, 5 stars4 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!
Guest favorite
Home in Dade City
4.93 out of 5 average rating, 41 reviews

Tranquility Treasures

KaitlinRating, 5 stars3 weeks ago
This place was perfect for what we needed. It was conveniently located centrally to everywhere we were going. It was clean, well maintained and the house was well stocked. Look forward to staying again if in the area.
Superhost
Home in Four Corners
4.82 out of 5 average rating, 148 reviews

Lux 7 Bdr~Private Pool ~Golf at Champions Gate

JasmineRating, 5 stars2 weeks ago
I enjoyed our stay here, the host was very responsive one recommendation I have is instead of the coordinates to the Airbnb gate i would suggest the address to the gate in the front to help easy arrival. Overall i was pleased and will be back for sure !!!!

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

  1. Airbnb
  2. United States
  3. Florida
  4. Sumter County
  5. Wildwood
  6. House rentals