
Villa holiday rentals in Sarasota County
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Top-rated villa rentals in Sarasota County
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Popular amenities for Sarasota County villa rentals
Private villa rentals

Great after Milton-Gorgeous Waterfront!rm
Had a great stay at Amy’s Mermaid Retreat in Englewood. It was the perfect size for my husband and I, plus was in the area we wanted. Unfortunately we had to leave a day early to get back home due to unforeseen circumstances but we had a great time. We would not hesitate to rent from her again.

VIlla Venice
Great for families. This clean, cozy and well appointed home is in a quiet neighborhood close the beach, down town and restaurants. There is plenty of room to relax and the pool was a nice option. Just was helpful. Would recommend.

Serine and peaceful waterfront pool villa
The Port Charlotte home has a charming view of a small lake from the enclosed screen area surrounding the pool. It was a nice place to sit and read, and see various birds, including pelicans and flocks of cormorants (I believe). Two things to mention: There is an additional charge of $25 per day to heat the pool, payable directly to the owners. We understand that other owners do this as well but seems a bit strange. The suggested payment mechanisms are not available to non-US residents. The cooktop is an induction model; those not familiar with this type of appliance may wish to look it up in advance since there are no instructions for the rather obscure icons. There were some inconsistencies between the long pre-stay messages on rules and those in the on-site book.

Remodeled Mid-century POOL house
Thank you Aurelia! We loved your place. A small issue we had was quickly resolved. Lovely pool, comfy beds. Great place to stay while attending Youth Nationals Rowing Champs at Nathan Benderson. Will definitely return in the future.

Waterfront Villa with heated Pool
Amazing stay! Very private, gorgeous property. Our local contact was very responsive. It’s worth the stay just being next to the water and watching the wildlife! Would 100% stay again!

Port Charlotte/punta gorda 2/2 style extra clean
Very convenient location. Plenty of space and very well cared for.

Villa Siesta, Secret Downtown Treasure-heated Pool
great location. great community with friendly & helpful residents. made lots of friends. May consider buying here.

Cheerful 4-bedroom Villa with heated pool.
A beautiful place set up with a nice pool area. As soon as we walked in everything smelled clean.
Luxury villa rentals

Relaxation awaits in this bohemian inspired villa
Christine's home was amazing and it was the perfect size & space for our family. My family enjoyed the pool and didn't ever want to get out. The property was close to Lido Beach & Siesta Beach, which we enjoyed both. We actually extended our time for a couple more days with no issues. Thank you Christine so much for having your home available for our family to enjoy and if we ever look into having another AirBnB, we definitely will book. I will also tell others if they are looking for an AirBnB in the Sarasota area.

Mermaid Villa Ocean Front!
This is the absolute perfect place. You cross the street and walked right onto the beach to catch the sunset. I will definitely go back.

Paradise with a pool, pier and private beach area
Beautiful house! Lots of room for everyone, sparkling clean! Fantastic location. Perfect for our family gathering.

Siesta Key at Sunset-Lower Floor
This place was even better than what we imagined. This beach is a yearly tradition for us and now a stay at this property will also. The beach is the best and the house is so comfortable and meticulously set up. Our kids had a blast. The property is simply amazing. We will definitely be coming back.

Waterfront Resort Villa heated salt pool dock
The pictures don’t describe the beauty and comfort of this home. The pool is a tropical oasis of palms and lush landscape. There are so many wonderful outdoor areas to go to and sit to soak it all in while the kids swim in the secluded and beautiful pool. Our host was so responsive and I was surprised to find a gorgeous vase of flowers, chocolates, fruit platter, and bottle of wine upon our arrival!! All of the little “extras” really just make vacationing so much easier…such as laundry and dish soap, beach towels, chairs, umbrellas, etc… shower items, and so much more!! This has been our family’s favorite place so far in the lower Gulf area. We rented a boat and the husband was happy to be able to dock it right next to the house so he could jump on and fish. We spent a lot of time as a family on the boat and exploring new areas. So much fun! Thank you for making our vacation to Port Charlotte so comfortable and memorable!! Highly recommend ❤️

Glamorous 3 Bedroom Villa w/Pool in Sarasota Area
Pavel is an amazing host! House was spotless, extremely clean. The pool is heated and the whole pool area is beautifully lit up at night. Highly recommend!

Villa Oasis in the heart of Siesta Key with pool
We had a wonderful stay with nice walks, an easy stroll to the beach, grilling by the pool, board games at night.

Courtyard Villa w/Pool, Spa & Sauna close to Beach
We really enjoyed the private pool and hot tub at this house. It was a great mini vacation for us centrally located right in town close to a lot of restaurants and attractions.
Villa rentals with a pool

Cheerful 3-bed villa with heated pool+beach staff
We really enjoyed our stay! The house was very clean, comfortable and had everything we needed. We really appreciated having the beach gear, including a wagon the transport everything. Very convenient! Beautiful beaches within 30 minutes. Wellen Park and Warm Mineral Springs worth checking out! Irina was very responsive. Pool temp was a little cooler than our comfort level and some of the outdoor things are a bit warn (basketball hoop broken, pool floats, etc.). Other than that the place was just perfect! Highly recommend!

Siesta Key Beach Villa
close to white sugar powder sand beaches, shops, grocery stores. the security was top of the line friendly and professional. awesome location. Cold A/C. hot showers. nice screened in pation. Zero complaints, we will be back again. thank you for letting my family borrow your residence for a week!

Siesta Key Villa with beach to bay access.
My boyfriend and I were extremely pleased with this location. It had everything we needed and more. We always took the Frog Hop to and from the village. The access to the pool and beach was an easy walk. The beach was not crowded and was the perfect distance away from the main crowd. If I ever travel back to Siesta Key, I will absolutely be staying in the same location.

Secret Oasis canal front and heated pool
Had a great time! Kitchen was well equipped and everything that you would need was provided! Could just bring your clothes and enjoy!

Family pool home near beaches & golf. May-June
Absolutely all around wonderful experience for our family of four and our dog. We all felt welcome as if we were staying at a family members vacation home. They have everything you need, and several added touches to enhance your stay! Cleanliness, location to golf courses, lit walking path, heated pool, large seating areas/tables, decor, supplies provided and kind hosts all helped make our stay perfect. Lisa and Jeff were accommodating, kind, responsive and caring- will definitely rent from them again, highly recommended!

ENDLESS SUMMER Villa with heated salt water pool
Close to grocery stores, quiet neighborhood, clean house. That was exactly what we needed for a short week-long vacation

2025 Remodeled private villa, 6 min walk to beach
Colleen’s accommodations included all the comforts of home. We truly enjoyed our 8 day stay. Colleen is a great host and we highly recommend doing business with her.

South Florida Heaven! 3BD 2BA w/Pool! North Port!
Great home had everything I needed and some extras, plenty of bath and pool towels, toys, lots of dishes utensils also for grilling. Beds were comfortable with lots of room in all bedrooms. The only negative was the gps wanted to turn on yucca rd but house is on chamberlain, also can hear the traffic, but honestly not terrible. Great house with heated pool would definitely stay again and felt safe in location. Grocery store was only 5 minutes away, that is a plus!! Thank you for allowing my family to stay at your place
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- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- North Beach At Fort DeSoto Park
- River Strand Golf and Country Club
- Myakka River State Park
- Alafia River State Park
- North Jetty Beach
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