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Villa holiday 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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Superhost
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
4.78 out of 5 average rating, 18 reviews

Remodeled Mid-century POOL house

Enjoy the pool and the Beach ! NOW NO PET FEE! Close to Sarasota Center, only a 15-minute drive from Siesta Key Beach, the number one beach in the U.S. Enjoy nearby restaurants and the bike trail. Featuring a unique in-ground pool that is the showcase of the L-shaped courtyard. Featuring new beds and comfortable mattresses. 3 beds, 2 baths, the living space is open to the kitchen. The open family living room is filled with light. If you haven’t found your happy place yet, this could be the one!

Guest favourite
Villa in Sarasota
4.92 out of 5 average rating, 38 reviews

3685 White Pine Court, Sarasota, Florida

Village Des Pins is park like setting with lakes,pine trees, oversized heated pool,Jacuzzi,2 lighted tennis courts, Basketball court, shuffleboard,putting green and picnic area with grills. Located just minutes from white sand Siesta Key Beach - voted the best beach in USA, Westfield shopping mall with 140 stores, restaurants, movie complex and food court. This 2 bedroom/ 2 bath, very spacious villa with attached 1 car garage is very clean, comfortable, turn-key furnished with screened in lanai.

Guest favourite
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
4.91 out of 5 average rating, 167 reviews

APRIL OPEN 1 min to beach, New, PETS OK!, 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...:)

Guest favourite
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, 138 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!

Superhost
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, 129 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

Guest favourite
A comfortable living and dining area is showcased, featuring a glass dining table with white wooden chairs. A cozy sectional sofa is arranged around a coffee table, with a rug underfoot. Natural light filters through two windows, complemented by decorative artwork on the walls.
Villa in Sarasota
4.93 out of 5 average rating, 27 reviews

Robinhood Beach Villa near Siesta Key Beach!

Now Booking winter and spring getaways! Reserve your getaway dates for December through April now! 30% off stays of 28 night or more!! Updated bath & kitchen Enjoy 4k TV and a work station inside, or our BBQ propane grill & fire pit outside in the large backyard w/ privacy fence. Walkable to great restaurants like Walt's Fish Market & Trader Joe's (across the street) & other shopping stores. We are only a few miles from the #1 Beach in the USA, Siesta Key Beach! Dogs up to 50lbs welcome.

Guest favourite
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
4.9 out of 5 average rating, 225 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 favourite
A charming villa exterior is depicted, featuring a bright façade with a red-tiled roof. Lush green landscaping surrounds the property, with palm trees and various shrubs casting soft shadows on the well-maintained grass.
Villa in Sarasota
5 out of 5 average rating, 24 reviews

Sunshine Get Away! Pool, Beach & Fun!

Completely Remodeled! Sunlight floods through every window of this end unit. All tile floors, granite counters, new appliances and all new furnishings. Fully equipped with everything you need to enjoy a carefree stay. King size bed in the master bedroom. Full size and twin bed in the guest bedroom. Peek a boo view of golf course and privacy green space view from lanai. Minutes from Westfiled Sarasota Square Mall, golf, restaurants and Siesta Beach which was recently named #1 beach in the USA.

Top Guest favourite
A single-story home is surrounded by greenery and palm trees, showcasing a light green exterior. A narrow pathway leads to the entrance, flanked by decorative planters. The white fence adds charm and defines the front yard, with large windows allowing natural light into the interiors.
Villa in Sarasota
4.88 out of 5 average rating, 295 reviews

Duplex - just mins to Siesta Beach - Pet Friendly

This is a 2/1 in Sarasota's Historic Laurel Park that offers a great downtown and beach experience! Walk/bike to historic downtown with shops, restaurants, bars, boutiques, parks, and music/theater. Minutes from the best beaches in the U.S. Enjoy the lanai & fenced backyard for privacy . Grill & enjoy your favorite beverage while watching your favorite show on the lanai ! Enjoy taking your pet for a walk & check out the historic homes in the area! Short term rental number VR24-00222

Top Guest favourite
A relaxing outdoor space features a lounge chair adorned with a striped towel and a wide-brimmed hat. A tray holds a refreshing drink beside the crystal-clear pool, surrounded by lush tropical foliage and a colorful float visible in the water.
Villa in Sarasota
5 out of 5 average rating, 122 reviews

Luxury Villa with Pool, Game Room, Near Beach

Welcome to your tropical luxury escape! Spacious living flows to the heated pool, game room and sunny patio—perfect for family fun. • Bedrooms: 4 private suites, plush linens to ensure restful nights. • Location: Quiet neighborhood just minutes from the sandy beach, dining and shopping hotspots. • Heated pool & sun loungers • Arcade-style game room • Fast Wi-Fi & 5-star cleanliness • Pet friendly with fenced yard Have questions? We reply in under an hour—book your stay today! VR24-00060

Guest favourite
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
4.95 out of 5 average rating, 58 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!

Superhost
A private pool area is surrounded by tropical greenery, featuring a wooden deck with smooth steps leading down to the water. Bright lounge chairs sit nearby, and pool floats are casually draped over the railing, inviting relaxation and enjoyment.
Villa in Sarasota
4.76 out of 5 average rating, 117 reviews

5 min to Siesta Key, Heated Pool, BBQ, Fast WiFi

Welcome to 'Villa Tropicana' 'Villa Tropicana' is a 3BD/2BA home featuring a pool with a deck. Enjoy a beverage in the tropical front garden or sunbathe by the pool out back for a dream vacation. The best part is the location - less than 5 minutes away from the gorgeous beaches of the world famous Siesta Key. In case you need any additional information, please try prefix 941, followed by 376, and finally 8679. Thank you, Ven & The Hacienda Team

Popular amenities for Sarasota County villa rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Private villa rentals

Villa in Sarasota
5 out of 5 average rating, 4 reviews

Beach Villa in Sarasota

A bright and open living area features comfortable seating including a gray sofa and black armchairs. A large window allows natural light, while a ceiling fan enhances airflow. The kitchen area is visible in the background, with stainless steel appliances and a dining table for four.
Villa in Sarasota
4.76 out of 5 average rating, 38 reviews

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

Guest favourite
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, 109 reviews

Great after Milton-Gorgeous Waterfront!rm

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
4.77 out of 5 average rating, 22 reviews

Tiki Bella Villa (Entire home with Pool)

Top Guest favourite
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
4.97 out of 5 average rating, 38 reviews

Vacation Villa/Resort Pool 4 miles to Siesta Key

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
4.75 out of 5 average rating, 20 reviews

Luxury waterfront heated pool villa

Villa in Englewood
5 out of 5 average rating, 3 reviews

MANASOTA BEACH COTTAGES, Unit 1

Superhost
Villa in Siesta Key
5 out of 5 average rating, 4 reviews

The Citrus Hideout – SK Collection

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
5 out of 5 average rating, 3 reviews

Lautus Villa

Guest favourite
The villa is presented against a vibrant twilight sky, with its exterior highlighted by large windows and manicured lawns. Palms frame the entrance, leading to a spacious driveway. The overall layout emphasizes a welcoming and elegant architectural design.
Villa in Port Charlotte
5 out of 5 average rating, 13 reviews

Exquisite 4bedroom Villa Heated Pool Sarasota Area

Guest favourite
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
4.85 out of 5 average rating, 54 reviews

Relaxation awaits in this bohemian inspired villa

Superhost
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, 12 reviews

Paradise with a pool, pier and private beach area

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
4.68 out of 5 average rating, 113 reviews

Cheerful 4-bedroom Villa with heated pool.

Superhost
Villa in Port Charlotte
5 out of 5 average rating, 3 reviews

Waterfront Unique Euro Villa heated salt pool dock

Villa in Siesta Key
New place to stay

Beautiful Villa at Crystal Sands Property

Villa in Sarasota

Villa by the Sea on Siesta Key!

Villa rentals with a pool

The outdoor lanai features a screened enclosure with a private swimming pool. Two lounge chairs are positioned near the pool's edge, accompanied by a colorful pool float. Lush greenery surrounds the area, providing a serene backdrop under a partly cloudy sky.
Villa in North Port
4.81 out of 5 average rating, 27 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

Guest favourite
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

Guest favourite
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, 5 reviews

Family pool home near beaches & golf. May-June

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

Guest favourite
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

Villa in Venice
4.74 out of 5 average rating, 19 reviews

Heron Watch

Superhost
Villa in Sarasota

No Car Needed! Walk to Beach, Pool, Nightlife

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