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

Superhost

Home in Ocala

4.84 out of 5 average rating, 99 reviews

Hidden Treasure NE. Pool,Dogs,WEC,SilverSpring SP.

Char'Donai'Rating, 5 stars3 weeks ago
My family came into town for my baby shower and wedding. It was perfect. Walking distance from my home, very clean and spacious! My family enjoyed their stay. Would only recommend bringing your own toiletries and loofahs/washcloths.
Superhost

Home in The Villages

4.89 out of 5 average rating, 44 reviews

3/2 POOL home in The Villages at Polo Ridge.

KimRating, 5 stars1 month ago
This is a beautiful home! We had everything we needed for our week stay!! The pool was amazing! The golf cart was an added bonus to ride to one of the squares for dinner and entertainment. So much shopping super close. Jim was very responsive to any questions we had! We will be staying here again for sure!!
Guest favorite

Home in Inverness

4.94 out of 5 average rating, 32 reviews

Private fenced pool home/dog friendly

DavidRating, 5 stars2 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 Clermont

4.92 out of 5 average rating, 91 reviews

Spacious Bungalow with Private Pool and Courtyard

VennesaRating, 5 stars3 weeks ago
We absolutely loved our stay at this home. We've rented so many airbnbs and this space was one of the best. There are many zones in which you can spend time, each unique. We LOVED the outdoor gardens, the gorgeous trees and the fun pool. We can't wait to come back! Katelyn was one of the best hosts! So helpful and caring. This place is excellent value for money
Guest favorite

Home in Ocala

4.96 out of 5 average rating, 50 reviews

Ocala Oasis 4BR w/Pool/Cabana/GameRoom/MiniGolf

LanaRating, 5 stars2 months ago
Rolando is a super nice host and so accommodating, friendly and responsive. I needed to check in early before the family arrived amd he had no problem.. He even called me to say I csn check im earlier than my request. House was clean and the poolwas an absolute hit since it was so hot. Thank you Rolando
Guest favorite

Home in Ocala

4.94 out of 5 average rating, 78 reviews

Ocala Oasis-3 Bedrooms and Heated Pool!

MichelleRating, 5 stars2 weeks ago
We evacuated to this home from Tampa Bay which was getting hit by Hurricane Milton. Ryan was so supportive knowing that it was possible Ocala could experience some effects from the storm and left us a case of water and some flash lights incase of a power outage. He checked on us and even asked how our homes in Tampa were. Now to the actual home; it was even more spacious than the pictures show, very clean, and comfortable. We even got to enjoy the pool and patio before it started raining. Will definitely evacuate here again!
Guest favorite

Home in Ocala

4.97 out of 5 average rating, 71 reviews

Spacious 6BR Pool Home in Ocala

StevenRating, 5 stars3 days ago
House had nice heated pool enjoyed by young children as well as adult. lots of toys and towels for the pool. griddle worked well and the fire pits were great. spacious common areas which made it easy for my family to enjoy each others company. well provisioned kitchen with lots of coffee and spices. washer and dryer worked well. perfect house for a family reunion of 4 generations.
Guest favorite

Home in Ocala

4.94 out of 5 average rating, 53 reviews

Screened-in-Pool+Fence+Garage+Arcade+Renovated

NigelRating, 5 stars5 days ago
was a great host with a great house very helpful with quick communication house was great to stay at with games to play would definitely recommend staying at his house with family and friends for a good vacation

Condo rentals with a pool

Guest favorite

Condo in Windermere

4.89 out of 5 average rating, 27 reviews

Cozy’Luxury2BR Apt/Resort Pool/Balcony/Close2Parks

JanetRating, 5 stars1 week ago
Petal was friendly and responsive from booking thru checkout. Replied within minutes of contact. The home was very easy to find and easy to access with an electronic lock. The home was just like the pictures and was clean and comfortable. Everything we needed was available and the AC was nice and cool! We cooked and did Lu dry during our stay. Detergent for laundry and dishwasher was provided. Plenty of extra linens were available. There was plenty of parking outside the building. The home was 25-30 minutes from all the Disney World parks and Universal Studios. (We went to all of them). We stayed 6 nights / 5 days and had zero complaints! We will definitely stay here again. The price was extremely reasonable for the ease and convenience! Thank you, Petal, for being a great host and sharing your home with us!!!!
Guest favorite

Condo in Inverness

5 out of 5 average rating, 30 reviews

Gray Heron Victorian Townhouse

RobertRating, 5 stars1 month ago
Geri was quick to respond, and very friendly. She had an excellent grasp on the community and the events going on as well as the surrounding areas. We took her advice and we’re not disappointed. We went to Rainbow Springs and it was amazing. We drove into Mount Dora and spent a day down town. The townhouse was centrally located to a lot of different things we did. The townhouse was very clean and very well kept. We would stay again.

Condo in Clermont

4.69 out of 5 average rating, 16 reviews

Sunny Clermont Retreat ~ 20 Mi to Disney World!

SharonRating, 5 stars3 months ago
It was clean, light and airy. Very cheerful!
Guest favorite

Condo in Windermere

4.93 out of 5 average rating, 30 reviews

LuXury Apt with Lake View, Cable & fast WiFi

MartineRating, 5 stars2 weeks ago
Located near parks and attractions. Average of 25 min to everything we wanted to see. Very responsive host. Clean place. We experienced Milton hurricane there and it felt safe even to first timers… ;) Liked the pool area with lots of beds and shades of wanted.
Guest favorite

Condo in Orlando

4.89 out of 5 average rating, 28 reviews

Orlando Palms Deluxe at Vista Cay

JoseRating, 5 stars11 months ago
Excellent property and location.
Guest favorite

Condo in Inverness

4.87 out of 5 average rating, 47 reviews

Cypress Cove Waterfront Townhome

DonRating, 5 stars2 weeks ago
The place was very comfortable. Kitchen was up to date with nice appliances. Nice relaxing view from the back porch. Our host Edith was very pleasant and responsive with any communication.

Condo in Apopka

4.71 out of 5 average rating, 7 reviews

Tranquil 2B/2B Stay in Apopka

JessicaRating, 5 stars3 months ago
We absolutely loved our week here. The condo was perfect and just as described. We had room to work and the teenager had his space as well. Location was excellent and close to everything we needed. Complex was clean and welcoming. Neighbors were friendly. Host went above and beyond to make sure we had a great stay.

Condo in Kissimmee

Beautiful 1 Bedroom Standard Villa Close To Disney

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

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