
Vacation rentals with a pool in Sumter County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sumter County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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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 reviewsSawgrass-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 reviewsThe 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 reviews3 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 reviews4 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 reviewsPerfect 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 reviewsThe 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 reviewsYou'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 reviewsVacation 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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- Universal Studios Florida
- Orange County Convention Center
- Weeki Wachee Springs
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- Lake Eola Park
- SeaWorld Orlando
- Disney Springs
- Busch Gardens Tampa Bay
- ESPN Wide World of Sports
- Universal Orlando Resort
- Reunion West
- Amway Center
- Rainbow Springs State Park
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Magic Kingdom Park
- Blue Spring State Park