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Villa vacation rentals in Sarasota County

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Top-rated villa rentals in Sarasota County

Guests agree: these villas are highly rated for location, cleanliness, and more.

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The exterior of the villa features a light-colored facade with inviting landscaping. Tropical plants and palm trees are positioned around the entrance, which is framed by large windows and a welcoming pathway made of stone pavers leading to the front door.

Villa in Nokomis

4.92 out of 5 average rating, 160 reviews

JULY SALE! Beach Sarasota! New Reno Villa 2BR/2BTH

EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Miles of uncrowded beach! Two KING bedrooms, two bath villa! The Villa is a short 1 minute drive from Casey Key Beach! Two new 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating... all right here! Lush tropical backyard and fire pit. There are many wonderful restaurants and shops within a five minute drive. Restoring this Villa has been a labor of love for us, read our reviews!! Come stay...:)

Top guest favorite

An open living and dining area is featured, characterized by a vaulted ceiling and ample natural light. A dining table accommodates six, surrounded by stylish chairs. The space includes a comfortable seating arrangement with neutral-colored sofas and a decorative area rug, complemented by greenery from a potted plant.

Villa in Sarasota

4.98 out of 5 average rating, 47 reviews

Village Des Pins - 2 bedroom 2 bath villa

Village des Pins is a community of tranquil villas with lush greenery, ponds, wildlife, oversized heated pool, hot tub, tennis courts, clubhouse w/ pool table, & outdoor grilling area. This resort-like villa is located minutes away from Siesta Key beach, Lido beach, Venice beach, MOTE Marine Laboratory & Aquarium, Ringling museum, garden and theater, Big Cat Habitat, golf courses, fine dining & shopping. Nearby: Publix, Costco, Target, Sprouts, Detwiler farm market, Starbucks, Chick-fil-A, Pizza

A light-filled living area features soft, neutral-toned sofas arranged around a glass coffee table atop a textured area rug. Decorative elements, such as a floral arrangement and softly glowing lamps, complement the inviting atmosphere. A doorway leads to the kitchen, enhancing the open layout.

Villa in Sarasota

4.86 out of 5 average rating, 118 reviews

Updated Downtown Sarasota Villa, 2b/2b

Enjoy a stylish experience at this centrally-located 2 bedroom, 2 bathroom attached villa in historic Laurel Park, downtown Sarasota. New 75” smart TV! Sleeps 6. Bedroom 1: King bed w/ en suite bathroom. Bedroom 2: 2 queen beds. Granite kitchen. 2 bathrooms. Fenced outdoor paver patio w/washer & dryer. Updated 2022. Free parking outside villa. Walking distance to downtown Sarasota, Selby Gardens, Marina Jack, Main St & more. Pottery Barn furnishing, beachy vibe & free WiFi! Free parking too!

A bright and inviting bedroom features two twin beds adorned with a coastal-themed bedspread. Large windows allow natural light to fill the space, framed by turquoise curtains. A bedside table with lamps sits between the beds, complemented by cheerful nautical decorations on the walls.

Villa in Sarasota

4.76 out of 5 average rating, 127 reviews

Aloha Villa Pet Friendly 3 miles to Siesta Key #2

Your home away from home! Relax with your family & friends in this single story duplex in a quiet neighborhood, located a few miles from Siesta Key and Lido. Featuring original terrazzo floors and 3 br, this home offers a perfect cool and comfortable getaway for your family and pet. - Sleeps 7 people - Central location: Siesta Key 3 miles away Lido Key 4 miles - Fenced in backyard - Soft luxury bath towels - Beach chairs, umbrella, rolling cooler, toys - Fully stocked kitchen with Instant Pot

A spacious living area is highlighted by a large sectional sofa and a wooden coffee table. A TV sits atop a media console, while glass doors provide access to the outdoor patio, allowing natural light to fill the room.

Villa in Sarasota

4.89 out of 5 average rating, 208 reviews

Entire Standalone Villa,1.2k sf,1 block Lido Beach

Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a private outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

Top guest favorite

A large, inviting pool is surrounded by lush greenery and tall pine trees. Several lounge chairs are visible around the pool area, with bright sunlight reflecting off the clear water. The depth marker indicates a shallow end of 3 feet 6 inches.

Villa in Sarasota

5 out of 5 average rating, 29 reviews

Vacation Villa/Resort Pool 4 miles to Siesta Key

Modern Vacation Villa with Resort like amenities including a large heated pool, jacuzzi, barbecue area next to picturesque pond with picnic tables. Putting green, 2 tennis courts, pickle ball, basketball courts and shuffleboard. 4 miles to Siesta Key and minutes to the best restaurants, stores and attractions. Bike to The Legacy Trail where you can bike, walk or run. One car garage for your toys & car. Peaceful Lanai. Fully stocked kitchen. Come see why people return to this vacation spot.

A single-story villa is nestled among tall trees, featuring a red-tiled roof and a two-car garage. The well-manicured lawn is bordered by tropical landscaping, and vibrant flower beds add color to the peaceful surroundings. Clear skies and green foliage create a serene atmosphere.

Villa in Sarasota

4.6 out of 5 average rating, 20 reviews

Near Siesta Key, Private, Steps to pool!

This private location is a short walk to the resort style community pool & hot tub. A nature lovers dream with many native birds. Perfect for morning walks. Siesta Key Beach is nearby. With several beaches to choose from. As our guest you have access to all the on-site amenities. Two tennis courts/Pickle ball, putting green, shuffle board, basketball and sun deck. The clubhouse has billiards and a library. Situated in South Sarasota where you can discover Osprey, Nokomis & Venice.

A modern living area is visible, featuring a spacious sofa paired with a low coffee table. Large glass doors open to the waterfront view, allowing natural light to fill the space. A dining area with a marble table and elegant chairs is positioned nearby, accentuated by a stylish chandelier.

Villa in Sarasota

4.98 out of 5 average rating, 46 reviews

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

Indulge in serenity and style with this tranquil waterfront haven. Enjoy incredible views, a central location, and top-notch amenities! This luxurious condo boasts spacious interiors, contemporary finishes, and a balcony offering mesmerizing waterfront vistas. Proximity to restaurants, beaches, shopping, and more. Direct access to the Gulf, allows you to savor stunning Sarasota sunsets or bask in the beauty of the bayfront. Unwind and make the most of this exceptional retreat!

The exterior of a single-story home is showcased, featuring a covered entryway with double doors. Lush greenery, including potted palm trees and trimmed shrubs, frames the entrance. A concrete path leads through a pebble-strewn area, offering a welcoming appearance on a sunny day.

Villa in Sarasota

4.84 out of 5 average rating, 74 reviews

Paradise Villa- Sarasota

Relax with the whole family at this peaceful place to stay. Lovely furnished 3/2 home, freshly remodeled. Heated swimming pool. Great location to the word famous top-rated beaches -Siesta and Lido Key. UTC mall, restaurants, great shopping, golfing, Jungle Garden, aquarium, The John and Marble Museum of art and much more. The pool can be heated on request 72 hours notice is required and a pool heating fee of $35 per day plus tax must be paid prior to check in.

A wooden walkway leads from lush greenery to the beach, flanked by palm fronds. The clear blue sky meets the horizon, and the sandy beach stretches out with colorful umbrellas and sunbathers visible in the distance.

Villa in Siesta Key

5 out of 5 average rating, 15 reviews

Modern, Walkable, Updated, Private.

WALK/BIKE/TROLLEY to Siesta Beach and Village. Relax and unwind in our spacious, sun-filled villa that is situated in an idyllic private neighborhood. Enjoy quiet surroundings, perfectly situated within steps to all that Siesta Key has to offer. The community pool is heated and located in the center of the neighborhood just steps away from the villa. The entrance to the private pier is on our lane ready to show off the amazing Siesta Key skies at sunset.

The screened outdoor lanai offers a heated pool surrounded by comfortable seating and a glass coffee table. Large windows provide views of the lush greenery outside, while the open design allows natural light to fill the space.

Villa in North Port

4.94 out of 5 average rating, 36 reviews

Endless Summer Villa 3BR/2BA Heated Pool & Canal

Bask in the Florida sunshine as it gracefully streams through the windows of The Endless Summer Villa, creating a bright and airy ambiance. This residence stands as a testament to exquisite design, with each room showcasing the stunning style and artistry of a designer's masterpiece. Boasting nearly 2300 sq. ft, this home has been newly remodeled, adorned with beautiful furnishings and stylish touches around every corner.

Top guest favorite

A welcoming entrance is framed by lush greenery, featuring a gravel driveway leading to a modern one-story house. Large wooden doors provide access, while well-maintained landscaping adds to the inviting atmosphere.

Villa in Sarasota

4.94 out of 5 average rating, 51 reviews

Beautiful House w/ Pool, 10 Min to Siesta Beach

Take it easy at this unique and tranquil getaway. This completely remodeled 2 bedroom pool house is a stylish modern haven that's sure to delight. The striking façade and enviable location will instantly leave you in awe. Set on a long tree-lined drive with impeccable water views. Take a dip in your shimmering swimming pool or gather around the fire pit.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Bungalows

Intimate homes. inviting architecture

Popular amenities for Sarasota County villa rentals

Free parking on premises

Air conditioning

Private villa rentals

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 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

Serine and peaceful 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

An open living area features a gray sectional sofa paired with colorful throw pillows, a white circular coffee table, and a brown armchair. Large sliding doors provide views of the pool area, while natural light brightens the space through sheer white curtains.

Villa in Sarasota

4.92 out of 5 average rating, 12 reviews

Remodeled Mid-century POOL house

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, 39 reviews

Waterfront Villa with heated Pool

The living area is furnished with plush gray sofas and armchairs, arranged around a central coffee table. A flat-screen TV is mounted on the wall, complemented by decorative shelves and natural light streaming through large sliding glass doors.

Villa in Port Charlotte

4.79 out of 5 average rating, 42 reviews

ENDLESS SUMMER Villa with heated salt water pool

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

4.73 out of 5 average rating, 89 reviews

Cheerful 4-bedroom Villa with heated pool.

A comfortable living area features a gray, U-shaped sectional sofa accompanied by a center coffee table. Natural light brightens the space, highlighting the light-colored tile flooring. The open layout connects the living area to a kitchen visible in the background.

Villa in Sarasota

4.91 out of 5 average rating, 34 reviews

Fully renovated villa on Siesta Key

Luxury villa rentals

A serene outdoor area features a newly renovated salt swimming pool accompanied by a jacuzzi. Lush greenery and tropical plants surround the space, offering privacy. A comfortable seating arrangement is positioned beside the pool, enhancing the outdoor experience.

Villa in Sarasota

Lautus Villa

An inviting outdoor space features a sparkling pool surrounded by patio furniture, ideal for relaxation. The property includes well-maintained gardens and a charming exterior of the villa, showcasing its spacious layout and resort-like atmosphere. Multiple living areas add to the comfort of the home.

Villa in Sarasota

4.97 out of 5 average rating, 36 reviews

Luxurious 4-Bedroom Retreat with Pool

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

4.81 out of 5 average rating, 43 reviews

Relaxation awaits in this bohemian inspired villa

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, 170 reviews

Mermaid Villa Ocean Front!

A spacious waterfront home is surrounded by green landscaping, palm trees, and open blue skies. A large heated pool is visible in the backyard, adjacent to a well-maintained deck. Comfortable seating is positioned on the sandy area by the water, providing a relaxing atmosphere.

Villa in Osprey

5 out of 5 average rating, 11 reviews

Paradise with a pool, pier and private beach area

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

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

Top guest favorite

A modern, three-story building features a combination of light stone and dark accents. Two vehicles are parked in front, while multiple balconies with railings overlook the landscaped surroundings. Stairs lead to the upper levels, and palm trees enhance the coastal atmosphere.

Villa in Siesta Key

5 out of 5 average rating, 10 reviews

Siesta Key at Sunset-Top Floor

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

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

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, 16 reviews

Siesta Key Villa with beach to bay access.

Two kayaks are positioned on calm water. One kayak is yellow, occupied by an adult, while the other is red and holds a child wearing a life jacket. Both individuals are seated, with paddles resting on the sides. Surrounding foliage offers a natural setting.

Villa in Englewood

4.93 out of 5 average rating, 100 reviews

Great after Milton-Gorgeous Waterfront!rm

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

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, 66 reviews

Secret Oasis canal front and heated pool

Villa in North Port

4.86 out of 5 average rating, 14 reviews

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

Villa in Siesta Key

4.94 out of 5 average rating, 16 reviews

2025 Remodeled private villa, 6 min walk to beach

Destinations to explore