Vacation rentals with a pool in Sumter County

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Popular amenities for Sumter County rentals with a pool

House rentals with a pool

Top guest favorite
Home in The Villages
5 out of 5 average rating, 23 reviews

Sawgrass-Ezell in Backyard (Central to so Much)

RobertRating, 5 stars2 weeks ago
perfect in every aspect! well appointed. everything you'd need, beautiful and exceptionally clean, awesome location. will return again!!
Guest favorite
Home in Floral City
4.89 out of 5 average rating, 18 reviews

The Oasis

DarrellRating, 5 stars1 month ago
Spent a month at Anita’s. House and pool area beautiful. Kitchen very well stocked. Anita would reply very quickly to any questions we had.This house is in an excellent area for touring on motorcycles. Anita is a perfect host. You will not be disappointed .
Guest favorite
Home in The Villages
4.94 out of 5 average rating, 79 reviews

3 BR 2 BA Coastal-vibe,Golf Cart,Pools, Pickleball

MichelleRating, 5 stars4 weeks ago
Urbal Sól is a very clean, comfortable, welcoming home in a great location with both Spanish Springs and Lake Sumter Landing close by. The furniture and beds are comfortable and the kitchen is well stocked with any pans, utensils or small appliances you might want! We really enjoyed having the golf cart available and had fun using it for golfing and exploring. We hope to return in the future!
Guest favorite
Home in Dade City
4.89 out of 5 average rating, 152 reviews

4 Bedroom Dade City Home

CamiRating, 5 stars3 weeks ago
Dade City was a very convenient place for us to stay. The expressway was close and our destinations were all within 2 hours of each other. The house was stocked with everything we needed.
Top guest favorite
Home in The Villages
5 out of 5 average rating, 15 reviews

Perfect home-families/friends in The Villages, FL!

JohnRating, 5 stars5 months ago
Jeff and Aggie were excellent hosts and this is an outstanding house. My wife and I and our three adult children really enjoyed this house. The bedrooms and bathrooms are excellent, the kitchen and living area is large and outstanding and the pool/outdoor kitchen was impressive. This was a great experience, there were no issues or concerns at all. In addition, the communication was outstanding. Everything went very well.
Superhost
Home in The Villages
5 out of 5 average rating, 18 reviews

The Villages Spanish Springs Square

ChristineRating, 5 stars15 months ago
This spacious home is located in a quiet, peaceful neighborhood within an easy, pleasant, 10-minute bike ride or golf cart drive to "The Square" in Spanish Springs, either along the multi-modal paths through a scenic golf course or along the safe, local streets.
Guest favorite
Home in The Villages
5 out of 5 average rating, 16 reviews

You'll Love Living The Villages Lifestyle!

SusanRating, 5 stars4 months ago
We stayed here to visit with family . It was really nice to have a house instead of a hotel room . Having a washer and dryer and kitchen was a big plus ! The screened in porch was cute and comfortable! Lori was super helpful! This place is not far from Aldi and other stores to stock up ! The king bed was so comfortable!
Guest favorite
Home in The Villages
4.9 out of 5 average rating, 20 reviews

Vacation in luxury at Margarita House!

PhylRating, 5 stars2 months ago
Margarita House was a great place for our month long stay in The Villages. Kathleen was very responsive to my question, always responding in a timely manner. The house felt so spacious and airy with high ceilings and a nice layout of comfortable furniture. The next door and backyard neighbors were so friendly, the best that we’ve encountered in our 4th visit! The house comes with a larger than usual backyard and great afternoon shade on the patio. We enjoyed this area of The Villages! Thanks Kathleen for hosting us!

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