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Vacation rentals with a pool in The Villages

Find and book unique homes with a pool on Airbnb

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Popular amenities for The Villages rentals with a pool

House rentals with a pool

Guest favorite

Home in Eustis

4.93 out of 5 average rating, 130 reviews

Galloway Getaway Ranch

AmyRating, 5 stars3 weeks ago
I cant say enough about the Galloway Getaway Ranch. This place is so pefect we definitely will be back. Our kids had a blast in the pool and loved the cows!! See you all again soon.
Superhost

Home in Florida Center

4.86 out of 5 average rating, 43 reviews

Paradise pool home /5 Min Universal /13 min Disney

AndreaRating, 5 stars1 week ago
Genesis was an excellent host! Property as described, exactly what we were looking for. Genesis was quick to respond! Would stay here again!
Guest favorite

Home in Mount Dora

4.99 out of 5 average rating, 112 reviews

Mount Dora, FL Private Corner Home w/pool

pattyRating, 5 stars1 week ago
My two friends and I really enjoyed our stay in your lovely home. You clearly thought of EVERYTHING! My compliments to the person who did the decorating! We marveled at the lamps, tables, furniture, and wall decor. We felt right at home! We thoroughly enjoyed all the cozy sitting areas throughout the house and in the front and back yard. Thank you for providing such a relaxing home to relax in. We hope to return someday!
Guest favorite

Home in Spring Hill

4.87 out of 5 average rating, 61 reviews

Heated Pool Luxury 4BR/2BA Home Close to Beaches

MelissaRating, 5 stars2 months ago
Came to the area to celebrate my father’s 80th birthday. I was very impressed with how clean the house was! We were greeted with a welcome sign and snacks which was a great touch! We loved playing in the pool and just relaxing all weekend. The host was super friendly and responsive! Would absolutely stay here again!!!
Superhost

Home in Apopka

4.83 out of 5 average rating, 101 reviews

2-bedroom home with pool near Kings Landings!

CesarRating, 5 stars1 month ago
We loved this place. From the begging Yohana made sure to accommodate us and make us feel right a home. The space is really clean and well designed, you can see that they put a lot of time and effort into the place. The back porch is a great area to hangout during the day, and you have the nice pool if you want to get wet.
Guest favorite

Home in Orlando

4.98 out of 5 average rating, 41 reviews

The Perfect Home - Heated Pool - Next to Universal

BeccaRating, 5 stars2 weeks ago
Beautiful house, wonderful pool and central location. Jesus was very responsive and did his best to make our stay wonderful.
Guest favorite

Home in Ocklawaha

4.93 out of 5 average rating, 43 reviews

Poolside Family Retreat

JenniferRating, 5 stars3 weeks ago
We stayed here due to hurricane Milton hitting our house and we had to evacuate. Mary and her family were extremely friendly, accommodating and very flexible with our check in and check out. I would highly recommend the place. It was very clean and had all the amenities listed. We felt right at home here. I would definitely book this place again for an actual restful vacation.
Guest favorite

Home in Florida Center

4.96 out of 5 average rating, 57 reviews

5BR/3BA Modern POOL Home Close to Universal/Parks

KarenRating, 5 stars3 months ago
Ivy and Jane’s house was perfect for our 8 person family vacation. The listing accurately described the house. The house was spacious and roomy with great spaces for us all. The pool was wonderful and we really enjoyed the outdoor space. They also stocked the house nicely with necessities which was very much appreciated. The location was great - very close to everything even during heavy traffic. All responses to messages were quick and accurate. We had a great stay, and would stay here again!!

Condo rentals with a pool

Superhost

Condo in Florida Center

4.82 out of 5 average rating, 415 reviews

Amaranta/Studio beautiful balcony LAKE VIEW 🫶❤️

DanielleRating, 5 stars1 month ago
A beautiful studio with a great view. Liana was really nice and quick to respond always. The place was clean and cozy, the AC was great (which is really needed in FL) and the options around the studio for food and small needs were met easily. (There is a supermarket with everything just across the street) If you're coming to visit the parks (Disney, universal etc) it is a perfect spot as it is 10-15 min to each direction Highly recommended!!
Guest favorite

Condo in Florida Center

4.89 out of 5 average rating, 114 reviews

Modern Studio on I-Drive

Wanders GuidoRating, 5 stars3 weeks ago
We are pleased. Couple. Good value. Near Universal. Outlet. Bars and restaurants. Apt well equipped, with some items available as coffee and coffee strainer. And other items. Comfortable and practical to get in and out, including near the parking lot, without having to walk long distances between the exit and the car. I highly recommend it. We will vote.
Superhost

Condo in Orlando

4.8 out of 5 average rating, 351 reviews

ORLANDO SUITE@ UNIVERSAL/DISNEY/CONVENTION CENTER

RaulRating, 5 stars5 days ago
couldn’t have asked for a better place to stay. the host was very well attentive and easy to talk to!
Guest favorite

Condo in Florida Center

4.87 out of 5 average rating, 139 reviews

Westgate Palace Resort 2 bedroom

TannisRating, 5 stars5 months ago
Eddie's apartment was the perfect place to stay for our visit to Universal Studios - ten minutes away! Check in at the complex is fast and easy and the staff are lovely. The place was very clean and we loved having a washer and dryer. The heated pool outside is awesome and the kids loved watching the pelicans diving for fish in the pond from the living room window. Thanks!
Guest favorite

Condo in Florida Center

4.9 out of 5 average rating, 119 reviews

The Point Hotel & Suites - 705H Luxury - Pool View

DavidRating, 5 stars1 month ago
second stay, just as good as the first.
Guest favorite

Condo in Florida Center

4.83 out of 5 average rating, 433 reviews

Modern Studio with Private Terrace near Universal

LilyRating, 5 stars1 week ago
My husband and I enjoyed Nicoleta’s studio apartment. It was the perfect location for our stay, only minutes from Universal Studios and surrounding city areas. The private patio was such a nice addition, SO spacious and had a great water view with 360 views of theme parks, etc. The studio space was spotless and very clean, comfortable big bed, and plenty of amenities. We will definitely come back.
Superhost

Condo in Florida Center

4.74 out of 5 average rating, 185 reviews

Beautiful Apartment/2 Bedroom/International Drive

RomiRating, 5 stars1 month ago
We had a wonderful time at Virginia’s place . Excellent location and the check in was very easy to do at the apartment reception. The apartment was very clean, kitchen complete with the necessary accessories to cook a real meal. The guest laundry was an additional advantage which helped me to return home with less clothes to clean. Virginia was very responsive, there was a storm alert during our stay and she was constantly informing us about the updates and taking care of us. Looking forward to stay at Virginia’s place again!
Guest favorite

Condo in Florida Center

4.85 out of 5 average rating, 126 reviews

INTERNATIONAL dr/UNIVERSAL 2 BEDROOMS KING SUITE

JackRating, 5 stars3 weeks ago
Perfect location! Walking distance to international drive with 100 hundreds of restaurants! A little hack if you walk or us an Uber scooter you can go to endless summer resorts by universal and catch the bus in to universal studios for FREE this will save you£32 on parking or a round trip of £20 on Ubers! Kitchen simple and all that you need Bathrooms clean bed is massive and super comfortable Enjoy!

Home rentals with a private pool

Villa in Inverness

North Timucuan Trail Villa 1208

AhmedRating, 5 stars44 months ago
Fantastic stay, great space , great value . Good communication, everything exactly as advertised in the listing . Would def stay here again .

Home in Inverness

Gorgeous Vacation Home Ciska

RachelRating, 5 stars52 months ago
This was a cute, clean and spacious house located about 25 min from Crystal River. We spent most of our time relaxing by the pool or playing board games in the living room. The kitchen was missing a few items we needed to make dinner (a spatula, measuring cups and spoons) but other than that we had everything we needed. I didn’t love the idea of going to a secondary location to pick up the key for the house but it was less than a minute from the home so it was reasonable.

Home in Inverness

Spacious Pool Home, Family & Golf Trips-4727

Katrina Rating, 5 stars41 months ago
Everything was great - check in was easy, customer service was perfect, prompt response to everything! The house was amazing! More comfortable couches would have been nice - but just a personal preference as I had leather but nice and easy to clean so I can understand that for a rental.

Home in Inverness

Family Villa Bettina - Recently Remodeled

ChuckRating, 5 stars52 months ago
Very clean, well appointed space. The pool is great.

Home in Inverness

Beautiful & Sunny Pool Home with Golf View

LukeRating, 5 stars28 months ago
Nice place. Plenty of space. Nice pool.

Villa in Inverness

North Foxrun Terrace Villa 1512

Condo in Florida Center

Lake View Paradise

Quick stats about vacation rentals with a pool in The Villages

  • Total rentals

    450 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    7.1K reviews

  • Family-friendly rentals

    410 properties are a good fit for families

  • Pet-friendly rentals

    150 properties allow pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

Destinations to explore