Villa holiday rentals in Sarasota County

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Popular amenities for villa rentals in Sarasota County

Private villa rentals

Guest favourite
Villa in Sarasota
4.79 out of 5 average rating, 34 reviews

Clean & Modern, Close to Beach, Shopping, Food!

TomRating, 5 stars2 months ago
Clean, comfortable house located near Siesta Key and just 10-12 minutes from downtown Sarasota.
Guest favourite
Villa in Englewood
4.93 out of 5 average rating, 100 reviews

Great after Milton-Gorgeous Waterfront!rm

DonnaRating, 5 stars1 week ago
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 in Venice
5 out of 5 average rating, 7 reviews

VIlla Venice

MeganRating, 5 stars2 months ago
This home is absolutely stunning if you’re looking for a getaway with your family or evening another couple. The home is very spacious, the pool is absolutely stunning and perfect and the beach is just a short drive away! Very local to many things! Bonnie was so sweet and quick to respond to whatever we needed! Would recommend this place to anyone !
Villa in North Port
5 out of 5 average rating, 4 reviews

Family pool home near beaches & golf. May-June

TressaRating, 5 stars2 months ago
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!
Villa in Port Charlotte
4.69 out of 5 average rating, 16 reviews

Serine and peaceful waterfront pool villa

BrendonRating, 5 stars16 months ago
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.
Villa in Sarasota
4.91 out of 5 average rating, 11 reviews

Remodeled Mid-century POOL house

SerenaRating, 5 stars5 days ago
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.
Guest favourite
Villa in Port Charlotte
4.79 out of 5 average rating, 39 reviews

Waterfront Villa with heated Pool

CoryRating, 5 stars1 month ago
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!
Superhost
Villa in Sarasota
5 out of 5 average rating, 19 reviews

Villa Siesta, Secret Downtown Treasure-heated Pool

HopperRating, 5 stars87 months ago
great location. great community with friendly & helpful residents. made lots of friends. May consider buying here.

Luxury villa rentals

Villa in Sarasota
4.81 out of 5 average rating, 43 reviews

Relaxation awaits in this bohemian inspired villa

MendyRating, 5 stars3 weeks ago
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.
Guest favourite
Villa in Siesta Key
4.91 out of 5 average rating, 170 reviews

Mermaid Villa Ocean Front!

CandaceRating, 5 stars6 days ago
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.
Superhost
Villa in Osprey
5 out of 5 average rating, 11 reviews

Paradise with a pool, pier and private beach area

LauraRating, 5 stars19 months ago
Beautiful house! Lots of room for everyone, sparkling clean! Fantastic location. Perfect for our family gathering.
Top guest favourite
Villa in Siesta Key
4.94 out of 5 average rating, 16 reviews

Siesta Key at Sunset-Lower Floor

StephanieRating, 5 stars3 weeks ago
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.
Superhost
Villa in Port Charlotte

Waterfront Resort Villa heated salt pool dock

EmilyRating, 5 stars14 months ago
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 ❤️
Guest favourite
Villa in Port Charlotte
4.86 out of 5 average rating, 14 reviews

Glamorous 3 Bedroom Villa w/Pool in Sarasota Area

JayRating, 5 stars11 months ago
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 in Siesta Key
4.64 out of 5 average rating, 11 reviews

Villa Oasis in the heart of Siesta Key with pool

MichaelRating, 5 stars5 months ago
We had a wonderful stay with nice walks, an easy stroll to the beach, grilling by the pool, board games at night.
Superhost
Villa in Sarasota
4.74 out of 5 average rating, 220 reviews

Perfect Location w/ pool -close to beach or DT!

RachaelRating, 5 stars2 weeks ago
Exceeded all Airbnb expectations! Left so at home! Would stay again and again.

Villa rentals with a pool

Villa in North Port
4.83 out of 5 average rating, 24 reviews

Cheerful 3-bed villa with heated pool+beach staff

AmyRating, 5 stars4 months ago
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!
Villa in Siesta Key
5 out of 5 average rating, 3 reviews

Siesta Key Beach Villa

DanielRating, 5 stars24 months ago
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!
Guest favourite
Villa in Siesta Key
5 out of 5 average rating, 16 reviews

Siesta Key Villa with beach to bay access.

AlainaRating, 5 stars11 months ago
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.
Villa in Port Charlotte
4.8 out of 5 average rating, 66 reviews

Secret Oasis canal front and heated pool

CandiceRating, 5 stars1 month ago
Had a great time! Kitchen was well equipped and everything that you would need was provided! Could just bring your clothes and enjoy!
Villa in Port Charlotte
4.79 out of 5 average rating, 42 reviews

ENDLESS SUMMER Villa with heated salt water pool

AurimasRating, 5 stars2 weeks ago
Close to grocery stores, quiet neighborhood, clean house. That was exactly what we needed for a short week-long vacation
Guest favourite
Villa in Siesta Key
4.93 out of 5 average rating, 15 reviews

2025 Remodeled private villa, 6 min walk to beach

BruceRating, 5 stars3 months ago
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.
Villa in North Port
4.85 out of 5 average rating, 13 reviews

South Florida Heaven! 3BD 2BA w/Pool! North Port!

LizbethRating, 5 stars5 months ago
The house was absolutely beautiful and spacious! we brought our 3 dogs and the fenced yard was such a plus! the ppol is beautiful and we loved the solar heating, we were swimming on new years eve!!! I also love that they dont throw away everything in between stays, like flour, papaer plates, things like that! so we left some things as well maybe the next person just might need in the kitchen! Me and my family had an amazing holiday and we will definitely be returning! (Hopefully)
Villa in Sarasota
4.88 out of 5 average rating, 8 reviews

The best vacationland

JaroslawRating, 5 stars78 months ago
Great place and nice sport facilities, including fitness club and pool with hot tub.

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