Villa vacation rentals in Sarasota County

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Popular amenities for Sarasota County villa rentals

Private villa rentals

A charming single-story villa is visible, featuring a red-tiled roof and large front windows. Lush greenery frames the entryway, while a spacious paved driveway accommodates several vehicles. Two bicycles are parked nearby, suggesting accessibility to outdoor activities and nearby attractions.
Villa in Siesta Key
5 out of 5 average rating, 3 reviews

Siesta Key Beach Villa

DanielRating, 5 stars22 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 favorite
A weathered sign marking the entrance to Provincial Garden is visible, featuring a stylized tree design. The sign is surrounded by a landscaped area with shrubs and palm trees, providing a welcoming indication of the community.
Villa in Siesta Key
5 out of 5 average rating, 15 reviews

Siesta Key Villa with beach to bay access.

AlainaRating, 5 stars9 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.
Superhost
The front entrance of a light blue house is framed by a manicured lawn and lush greenery. A clear pathway leads to the door, bordered by decorative stones and various potted plants. Tall trees provide shade and an inviting atmosphere.
Villa in Sarasota
4.74 out of 5 average rating, 19 reviews

Tiki Bella Villa (Entire home with Pool)

JanaeRating, 5 stars9 months ago
The home was as described. We really enjoyed the pool, and everything we needed was there. Our dog loved the fenced backyard too. The mattresses were very comfortable. While we were a little hesitant about plane noise after our arrival, the air traffic didn’t interrupt our sleep or fun at all. Highly recommend Gina’s listing, and we would definitely stay there again.
An inviting screened lanai features a heated swimming pool surrounded by a spacious deck. Comfortable lounge chairs are positioned beneath a large umbrella, and lush greenery is visible through the transparent enclosure, providing a serene atmosphere for relaxation.
Villa in Venice
5 out of 5 average rating, 6 reviews

VIlla Venice

MeganRating, 5 stars3 weeks 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 !
Top guest favorite
An open-concept kitchen features a large granite island with seating, surrounded by white cabinetry and modern appliances. Natural light floods the space, highlighting the stylish chandelier above. The dining area is visible in the background, along with inviting seating arrangements in the family room.
Villa in Englewood
4.98 out of 5 average rating, 110 reviews

Great after Milton-Stunning Waterfront! bv

BridgetRating, 5 stars7 months ago
Beautiful views of the water and a great location! The apartment is spacious, clean and nicely decorated. We appreciated the privacy and the quiet neighborhood. There were so many amenities and the guest book was full of suggestions for things to do. Our host was friendly and helpful and we highly recommended this apartment.
A heated pool appears under a soft nighttime glow, surrounded by a screened enclosure. The water displays gentle lighting, emphasizing its inviting ambiance. Comfortable red chairs are positioned nearby, with lush greenery and a serene lake view visible through the enclosure.
Villa in Port Charlotte
4.69 out of 5 average rating, 16 reviews

Perfect waterfront pool Villa

BrendonRating, 5 stars14 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.
Superhost
The outdoor pool area features a spacious swimming pool alongside a hot tub. Surrounded by tall trees, the space offers a relaxing atmosphere with lounge chairs and umbrellas positioned around the pool deck. Clear blue skies enhance the inviting setting.
Villa in Sarasota
4.7 out of 5 average rating, 10 reviews

Charming 2/2 Village des Pins close to Siesta Key

TomRating, 5 stars14 months ago
This villa was very quiet and private. The view of the surrounding area from the lanai was especially enjoyable. It is just a short walk to the pool and to the outdoor grills. The circle is a great place to get a walk in anytime, day or night. The neighborhood is quiet and has a very safe and friendly feel. Clara went out of her way to help when called upon.

Luxury villa rentals

A heated pool surrounded by a spacious patio is visible, featuring two lounge chairs positioned for relaxation. An umbrella offers shade near the pool, while lush greenery and palm trees line the backyard, providing a serene backdrop.
Villa in Sarasota
4.8 out of 5 average rating, 40 reviews

Relaxation awaits in this bohemian inspired villa

LexieRating, 5 stars4 days ago
We had a great week here! 3 families with lots of kids and it had everything we needed, space to spread out, plenty of room in the kitchen, and enough pool towels. Safe to say our kids spent more time in the pool than out! Thanks for sharing your home with us!
Villa in Sarasota
5 out of 5 average rating, 3 reviews

2bed/2bath steps away from Siesta Key beach!

JasonRating, 5 stars3 weeks ago
Everything was as described, outstanding experience.
Guest favorite
A spacious living area is highlighted by a stone fireplace and large glass doors that open to a serene outdoor space. Wicker furniture includes a comfortable sofa and armchairs, complementing the warm, neutral tones of the walls and flooring.
Villa in Siesta Key
4.91 out of 5 average rating, 161 reviews

Mermaid Villa Ocean Front!

JacquelynRating, 5 stars2 weeks ago
Great location , couldn’t be better for that. House was as described, comfortable beds and clean
Top guest favorite
A crystal-clear pool is surrounded by tropical greenery and lounge chairs, offering a serene outdoor space for relaxation. Sunlight filters through the lush vegetation, creating a vibrant atmosphere. The pool area is visible from the home, seamlessly connecting indoor and outdoor living.
Villa in Sarasota
5 out of 5 average rating, 97 reviews

Tropical Retreat Close to Beaches |Pool |Game room

David AllanRating, 5 stars2 weeks ago
Wonderful place for a stay in Sarasota - close to St Armands Circle, downtown, bayfront, beaches. This was a great place for the 6 of us. Property has great heated, salt water pool, nice game room, well appointed kitchen with great coffee station. This house is perfect for a long weekend or long-term stay. Our family reunion was a great success because the home was welcoming and had ample space with everything we needed and more - our final night we made s'moors over the gas fire pit - simply perfect. Thank you Paula and Roberto!
Guest favorite
A well-maintained outdoor space features a rectangular pool surrounded by lounge chairs on green grass. The two-story building provides shaded seating areas and modern architectural lines, with palm trees adding a natural element to the atmosphere.
Villa in Siesta Key
5 out of 5 average rating, 5 reviews

Siesta Key at Sunset-Top Floor

JodiRating, 5 stars2 weeks ago
The place was so well kept with plenty of supplies in the kitchen including some of the extras that make life easier so you can enjoy vacation like coffee, salt & pepper, paper towel & laundry soap. All the beach supplies you could want too. And, the pool and putting green were such a hit with our boys!!! Thanks for everything! Was a fabulous stay!
A bright living area showcases a spacious sectional sofa with accent pillows, complemented by a patterned area rug. Large glass doors provide a view of the outdoor pool area, while artwork adorns the walls, enhancing the room's coastal ambiance. A foosball table is also visible.
Villa in Siesta Key
4.8 out of 5 average rating, 10 reviews

Villa Oasis in the heart of Siesta Key with pool

MichaelRating, 5 stars3 months ago
We had a wonderful stay with nice walks, an easy stroll to the beach, grilling by the pool, board games at night.

Villa rentals with a pool

A screened lanai houses a private heated pool, surrounded by a spacious deck. Two chaise lounge chairs are positioned near the water, while a cozy seating area nearby invites relaxation. A green backdrop of lush vegetation enhances the tranquil outdoor setting.
Villa in North Port
4.83 out of 5 average rating, 24 reviews

Cheerful 3-bed villa with heated pool+beach staff

AmyRating, 5 stars2 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!
The exterior of the home features a well-manicured lawn and colorful landscaping. A bright red front door serves as a focal point against the neutral-colored facade. Palm trees and shrubs frame the entrance, complemented by a two-car garage on the right.
Villa in North Port
5 out of 5 average rating, 3 reviews

Family pool home near beaches & golf. Apr-May-June

WilliamRating, 5 stars4 months ago
Thanks once again for allowing us to host my parents (who live locally) at Villa Del Sol. The setup was perfect for quality time with the family. We look forward to coming back again next year.
An outdoor pool area is enclosed by a screened-in patio, featuring a clear swimming pool and a spacious deck. Two red chairs are positioned near the pool, with additional loungers on the sides. The house is visible in the background, framed by the greenery outside.
Villa in Port Charlotte
4.8 out of 5 average rating, 61 reviews

Secret Oasis canal front and heated pool

SharonRating, 5 stars1 week ago
We had a really great stay at Lucrecias’s place!! The pool and porch areas the highlight! My kids were in the pool as much as possible. The fact that it was heated too was a huge bonus!! The house was great, spacious and the beds very comfortable. Everything was described as it was. The neighborhood was perfect for my daily morning walks, even got to see alligators! It was a great trip and Lucrecia always responsive. She even let us check in early. I would recommend staying here and I would visit again in the future
Guest favorite
Villa in Sarasota
5 out of 5 average rating, 6 reviews

Remodeled Mid-century POOL house

KendrickRating, 5 stars1 month ago
Very nice , well stocked place ! Would definitely stay again !
Guest favorite
A single-story villa is presented with a pink exterior, sitting on a manicured lawn. The driveway leads to a two-car garage on the left, while large windows are visible on the right, allowing for ample natural light. Lush palm trees frame the property.
Villa in Port Charlotte
4.78 out of 5 average rating, 37 reviews

Waterfront Villa with heated Pool

DebraRating, 5 stars3 weeks ago
The home was very nice and as described. Very peaceful especially sitting by the pool and watching the canal. It is about 10 minutes from activities but it was perfect for us
Villa in Port Charlotte
4.79 out of 5 average rating, 38 reviews

ENDLESS SUMMER Villa with heated salt water pool

HeatherRating, 5 stars2 weeks ago
A quiet, clean and safe location allowed my family a week of pure relaxation. The host suggested various beaches and restaurants around town for a lively night out that did not disappoint. Irena is a fantastic communicator and stands by her every word of making any issues that arise right. Although the pool and yard are smaller than the photos show, we enjoyed them both to the fullest. My kids even asked if we could move the house to our home state! - it was that perfect. If we ever find ourselves traveling to the Port Charlotte area again, this is surely where we would choose to stay.
Villa in Sarasota
4.88 out of 5 average rating, 8 reviews

The best vacationland

JaroslawRating, 5 stars76 months ago
Great place and nice sport facilities, including fitness club and pool with hot tub.
A backyard view highlights a heated pool surrounded by vibrant green grass. Lounge chairs are positioned by the poolside, and a shaded dining area is set with a table and chairs. Tropical trees and landscaping frame the open space, creating a private oasis.
Villa in Sarasota
4.72 out of 5 average rating, 75 reviews

Cheerful 4-bedroom Villa with heated pool.

GaryRating, 5 stars5 days ago
The crew enjoyed their stay for the week!

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