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
5 out of 5 average rating, 17 reviews

Heated Pool, Dog Friendly, Golf Cart Included

YolondaRating, 5 stars4 weeks ago
Everything was perfect, beyond expectations! Very nice and responsive hosts, definitely would to love visit again!
Guest favorite
Home in Wildwood
4.92 out of 5 average rating, 77 reviews

New, private pool getaway in The Villages, FL

TrinaRating, 5 stars1 month ago
The pictures didn’t do the house justice. The house was more beautiful than the pictures. The home was absolutely stunning. It’s well stocked with supplies. My biggest fear is going into a home that’s not clean. This house was spotless. Thank you for a wonderful weekend away from home. I loved the pool very clean, I usually don’t get in the pool at Airbnbs because it’s not clean enough for me. Thank you again for everything Trina
Top guest favorite
Home in Sumterville
5 out of 5 average rating, 13 reviews

The Golfer's Edge

RuthRating, 5 stars1 week ago
We came to visit family again and were thrilled to see that the same Airbnb (Rachel’s) we stayed at before was available. The description is very accurate—truly a five-star home!
Top guest favorite
Home in Ocala Historic District
4.97 out of 5 average rating, 111 reviews

Private historic district apt w/pool-suite A

HopeRating, 5 stars3 days ago
This was my second stay here, and it’s always the first place I look when visiting my stepdad. It’s the perfect spot for one or two people—cozy, clean, and convenient. The full kitchen is great if you want to cook in, and you're only five minutes from all the downtown restaurants if you’d rather dine out. Can’t recommend it enough!
Superhost
Home in Wildwood
5 out of 5 average rating, 4 reviews

Pool and Spa Luxury Retreat

LisaRating, 5 stars1 month ago
First, the homeowner is quick to respond & extremely kind. I feel that’s most important. The home was wonderful. Bright, cheery, loads of sun. It’s extremely quiet inside, couldn’t hear the pickle ball if we didn’t want to. The neighbors were kind & friendly, everyone waves. I’m from Illinois, so it’s quite different. The pool & spa were used daily / nightly and it’s set up beautifully! The grill was wonderful too. We truly enjoyed our stay & will definitely refer & be back!
Top guest favorite
Home in The Villages
5 out of 5 average rating, 15 reviews

A patio villa in Deluna, The Villages w/ Golf Cart

MichaelRating, 5 stars1 week ago
Place was extremely clean Robert got back with a response within a few minutes I asked Robert about the area and he described it perfectly, just where I wanted to stay. Close to Brownwood, Deluna Pool and Edna's on the Green Also Close to rt.301 and 75. Robert is a 10 Star Superhost!!
Superhost
Home in The Villages
4.77 out of 5 average rating, 109 reviews

The Brownwood Brassie 3BR 2 Bath w/ Golf Cart

SamRating, 5 stars1 month ago
The home was beautiful ! The golf cart to travel was a great bonus. John was very helpful throughout the booking process even offering dining recommendations once my wife and I arrived. We cannot wait to come back and visit again !
Top guest favorite
Home in The Villages
5 out of 5 average rating, 21 reviews

Pirates & Parrots - The Villages - w/Golf Car !

AdamRating, 5 stars2 weeks ago
I almost hate to wrote this because this is a hidden gem in The Villages. When people find out about this house it will always be booked. Pictures don’t do it justice. So cozy. Fantastic pool. Great TV’s. Everything so easy to use. Matt the host was incredibly attentive and truly cared that we had a good stay.

Weekly house rentals

Top guest favorite
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
Top guest favorite
Home in The Villages
5 out of 5 average rating, 10 reviews

Hideaway in the Villages

AmandaRating, 5 stars1 month ago
Great atmosphere! We rented a golf cart. It’s like 35 a day or something very nice. Make sure you download the villages app so you can get around golf carts have their own road on tunnels that get you across the highway to Publix to restaurants to gas stations like it’s really unique. All with in 3 miles of your stay and all golf cart assessable. Scott was amazing with communication!
Top guest favorite
Home in The Villages
5 out of 5 average rating, 32 reviews

SpringHouse - 3 Bdrm Patio Villa in The Villages

LauraRating, 5 stars4 days ago
Beautiful, spacious, FULL of amenities and lots of room for our own stuff. Walt just made everything so easy and comfortable. We’d love to come back and take advantage of all that The Villages has to offer.
Guest favorite
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
Home in The Villages
5 out of 5 average rating, 10 reviews

Little Paradise in the Villages - with Golf Cart

TimothyRating, 5 stars2 months ago
We enjoyed our two week stay very much. The home had all the necessary basics, was very clean, and comfortable. The hosts were very responsive. We had a minor issue and they had someone there within ten minutes to resolve it! Having the golf cart included is a plus. We navigatigated our travels through The Villages quite comfortably the majority of the two weeks using the cart rather than the car. There is a pool quite close to the home and the home is also located pretty close to Brownwood Square. We would highly recommend this property.
Guest favorite
Home in The Villages
4.91 out of 5 average rating, 43 reviews

Beautiful Designer Home -Golf Cart- Walk to Sumter

JenniferRating, 5 stars2 weeks ago
Lori’s place is lovely. Spacious, very clean, great location. Lots of basics (!toilet paper , paper towels, spices, aluminum and plastic wrap, garbage bags) so you don’t have to worry about getting it yourself. In the middle of everything. Very quiet and peaceful neighborhood. No problems at check in. Very easy. I would recommend and would definitely stay here again.
Top guest favorite
Home in Lady Lake
5 out of 5 average rating, 14 reviews

Welcome to the Villages

DonRating, 5 stars1 month ago
Very comfortable house with everything you can use to make it a home.
Guest favorite
Home in The Villages
4.91 out of 5 average rating, 22 reviews

Olivia's Oasis

AprilRating, 5 stars3 days 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.

Private house rentals

Top guest favorite
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!
Superhost
Home in Lady Lake
4.86 out of 5 average rating, 14 reviews

Lakeside Retreat

EricaRating, 5 stars3 weeks ago
Cute place with a great view! Very peaceful with lots of restaurants nearby
Top guest favorite
Home in The Villages
5 out of 5 average rating, 13 reviews

Warm & Cozy 2 BR/2 BA Paradise Villa Awaits You!

DennisRating, 5 stars2 months ago
Bev and Bob were wonderful to deal with! Despite a family crisis of their own, they were pro-active and responsive to us, making our stay comfortable, peaceful, and filled with vacation opportunities! My wife and I are thoroughly grateful to them for their kindness and anticipation of our needs. Their home is well kept and immaculately clean! Their instructions were clear and simple to comply with. I would highly recommend their property as the ideal place to stay if ever you visit the villages! God bless Bev and Bob!
Top guest favorite
Home in The Villages
4.97 out of 5 average rating, 32 reviews

Haven Escape at the Village of Richmond

LaurenRating, 5 stars1 week ago
Our stay was absolutely amazing. The house is very comfy and close to many shops and restaurants. The location was perfect for where we wanted to be in reference to family. Besides the host being the nicest person ever; the communication regarding any questions I had was super quick and easy. I would recommend this place 1000x over and I will be staying here again next time I am in town!!
Top guest favorite
Home in The Villages
5 out of 5 average rating, 42 reviews

Entire 3-BR W/Cart - Between Brownwood & Sumter

BarbaraRating, 5 stars4 months ago
House was well equipped and in a nice neighborhood. Close to good golf courses and recreation centers and within walking distance of shopping center with grocery store. Centrally located in the Villages.
Top guest favorite
Home in Wildwood
4.93 out of 5 average rating, 15 reviews

The Villages - Sunshine and pickleball

RachelRating, 5 stars2 weeks ago
We had a great stay at this house! There is so much to do in the area from bowling to movies and tons of great restaurants. It was a perfect location to Lake Harris as well. The house was spotless and had everything we needed for a wonderful stay!
Guest favorite
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!
Guest favorite
Home in The Villages
5 out of 5 average rating, 5 reviews

Gorgeous Lakefront home

TammyRating, 5 stars1 month ago
Beautiful property and view. Very peaceful. Love the decor. Gotta get me a jellyfish lamp like this one! So cool! Very clean and little extras made me smile. Bows made out of paper towels and tissues and stamps to seal the toilet paper. Fancy! Shampoo, bandaids, tape and toothpaste and pool towels all available, helped too. GRE place. I’d rent again!

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