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Villa vacation rentals in Sarasota County

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Sarasota County villa rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Private villa rentals

Guest favorite
A modern living space is shown, featuring a comfortable black sofa and a cozy area rug. A large television is mounted on a stylish media unit, with light streaming in from nearby windows. A dining area with a small table and chairs is also visible.
Villa in Sarasota
5 out of 5 average rating, 38 reviews

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Guest favorite
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, 8 reviews

VIlla Venice

A contemporary living area features a comfortable gray sofa and a round marble coffee table. Natural light flows in through sliding glass doors that lead to the outdoor space. A dining area with white chairs is positioned next to the kitchen, enhancing the open concept design.
Villa in North Port
4.86 out of 5 average rating, 86 reviews

Luxurious Family Villa with pool 29 min the beach

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
4.76 out of 5 average rating, 71 reviews

Secret Oasis canal front and heated pool

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, 119 reviews

Great after Milton-Stunning Waterfront! bv

Guest favorite
A screened-in pool area features a private swimming pool bordered by a stone patio. Two red chaise lounges are positioned near the pool, while the serene lake is visible in the background, framed by lush greenery and a clear sky.
Villa in Port Charlotte
4.74 out of 5 average rating, 19 reviews

Snowbird jan feb open waterfront pool villa

An open-concept living area showcases a comfortable sofa and a modern coffee table, surrounded by large windows offering views of the patio. A dining area is visible, leading to a sleek kitchen equipped with stainless-steel appliances. Ceiling fans and recessed lighting provide ambient illumination.
Villa in Venice
5 out of 5 average rating, 3 reviews

Luxury house with huge patio

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
4.79 out of 5 average rating, 42 reviews

Waterfront Villa with heated Pool

Luxury villa rentals

Guest favorite
An outdoor dining area features a large rectangular table with seating for eight, complemented by a shaded lounge space. A heated pool is visible, along with a sunken hot tub and sun loungers. Lush greenery surrounds the area, providing a serene backdrop.
Villa in Sarasota
4.84 out of 5 average rating, 49 reviews

Relaxation awaits in this bohemian inspired villa

Guest favorite
A single-story home is set amidst lush landscaping and palm trees. The exterior features a light green color with a covered front porch. A stone-paved driveway leads to the entrance, surrounded by neatly arranged white gravel and vibrant greenery.
Villa in Sarasota
4.93 out of 5 average rating, 55 reviews

Palm Paradise: Near Beach, Heated Salt Water Pool

A bright and airy living room features a spacious gray sofa, accented by two side tables with lamps. A ceiling fan circulates air above. A large window with light filtering curtains allows natural light, with patio doors leading to the outdoor area. Decorative elements include a vibrant blue cabinet.
Villa in Sarasota
5 out of 5 average rating, 3 reviews

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

Guest favorite
An outdoor area features a lighted splashpad at the center, surrounded by pavers and tropical landscaping. Lounge chairs are positioned nearby, offering a relaxing spot to enjoy the serene atmosphere as soft lights illuminate the garden under a sunset sky.
Villa in Sarasota
4.96 out of 5 average rating, 45 reviews

Coastal Villa w/ Amazing Courtyard - Splash Pad!

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
4.67 out of 5 average rating, 105 reviews

Cheerful 4-bedroom Villa with heated pool.

Guest favorite
A modern two-story villa is featured with a sleek design, showcasing a stone façade and expansive balconies. Vehicles are parked in front, and lush tropical landscaping surrounds the property. Stairs and an elevator provide access to the upper floor.
Villa in Siesta Key
4.91 out of 5 average rating, 22 reviews

Siesta Key at Sunset-Lower Floor

Superhost
A modern villa is viewed from the patio, featuring a large, saltwater heated pool surrounded by tropical landscaping. Lush palm trees complement the outdoor space, while comfortable lounge chairs are positioned near the water's edge. A bright blue sky with scattered clouds is visible above.
Villa in Port Charlotte

Waterfront Resort Villa heated salt pool dock

Guest favorite
A serene outdoor space is captured at night, featuring a pool illuminated with soft blue lights. A covered area with seating is visible, offering a comfortable setting for relaxation. Large glass doors provide access to the indoor space, creating a seamless transition between areas.
Villa in Port Charlotte
4.86 out of 5 average rating, 14 reviews

Glamorous 3 Bedroom Villa w/Pool in Sarasota Area

Villa rentals with a pool

The living room features a spacious blue sofa and a wooden rocking chair, complemented by a white coffee table. A large television is mounted on the wall, while natural light floods in from the nearby windows. The open layout provides a view of the dining area.
Villa in Port Charlotte

Villa 3 bedrooms, lake view

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
4.85 out of 5 average rating, 26 reviews

Cheerful 3-bed villa with heated pool+beach staff

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

Villa in Siesta Key
5 out of 5 average rating, 16 reviews

The Beachwood Hideout | SK Collection

Villa in Sarasota

Hidden Gem Sarasota 6 miles to Siesta Key Beach

The living area is furnished with a spacious white sofa and a patterned armchair. A wooden coffee table sits centered on a circular rug, with a television mounted nearby. Natural light flows through large windows framed by sheer curtains, highlighting the vaulted wooden ceiling.
Villa in Sarasota

54 Standard - Beachside Bliss - Cozy One-Bedroom V

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, 4 reviews

Family pool home near beaches & golf. May-June

Guest favorite
Villa in Siesta Key
4.94 out of 5 average rating, 18 reviews

2025 Remodeled private villa, 6 min walk to beach

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