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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
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 Lido Key

Lido Beach Villa | Steps to Beach & St. Armands

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 dedicated outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

FamilyLocationBiking

4.88 out of 5 average rating, 241 reviews
Superhost
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

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!

LocationFamilyBeach

4.83 out of 5 average rating, 154 reviews
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 Arlington Park

Bohemian Inspired Villa with Golf Cart and SUV

Welcome to Paradise Villa! Location is everything! Come vacation in this gorgeous new modern farmhouse, right in the heart of Sarasota. You’ll be just a short drive from the world famous Siesta Key Beach, Downtown Sarasota, and Lido Key Beach. Courtesy golf cart and 7 passenger 2026 Rivian R1S. Also featuring a new heated Pool, Hot Tub and Sunken Gas Fire Pit. For the “work from home” travelers we feature a work station and two sources of internet. FIOS & Starlink Satellite. CERT 25-VR-000010

LocationFamilyTV

4.88 out of 5 average rating, 67 reviews
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

SEP SALE! Cute Sarasota 2Br/2BTH Beach Villa! Pets

EXCLUSVE CASEY KEY beach just .5 mi. away!! Sarasota 10 mins away! Pets total weight under 50 pounds welcome! Miles of uncrowded beach! Two KING beds.The Villa is a short 1 minute drive from Casey Key Beach! Two 55" 4K T.V's. New appliances and furnishings throughout! Kayaking, biking, boating minutes away. Lush tropical backyard and fire pit. 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!

LocationValueOutdoor spaces

4.89 out of 5 average rating, 179 reviews
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

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.

FamilyLocationAmenities

5.0 out of 5 average rating, 34 reviews
Top Guest favourite
Villa in Siesta Key

Siesta Key*GULF SIDE oasis*PRIVATE BEACH*Pool

New to rental market! GORGEOUS free standing villa, master w/king bed,2nd w/queen&twin XL beds plus pull out sofa,modern coastal decor, 45 second walk to the complex's private beach w/loungers & restroom (no huge crowds,no walking across Midnight Pass),fully stocked kitchen,3 lg smart tv's,quality linens&towels,screened lanai,outdoor shower,HUGE heated pool,community laundry areas,walkability to Stickney Point restaurants/bars/marina. Trolly stops outside complex. Experienced host in complex

FamilyLocationWalkability

5.0 out of 5 average rating, 7 reviews
Top Guest favourite
Villa in Sarasota

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…

ValueFamilyNearby

4.98 out of 5 average rating, 63 reviews
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 Arlington Park

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

FamilyLocationCheckout

4.99 out of 5 average rating, 142 reviews
Guest favourite
An enclosed lanai features multiple large windows with views of Lemon Bay, allowing natural light to fill the space. A palm tree is visible outside, framed by the window panes. A decorative area rug is positioned on the wooden floor, enhancing the coastal ambiance.
Villa in Englewood

Stunning Bay Waterfront! Jaw dropping Water Views!

Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchenette & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)

FamilyLocationWi-Fi

4.99 out of 5 average rating, 141 reviews
Guest favourite
A light-filled bedroom contains two twin beds covered in soft blue bedding adorned with coral patterns. A dresser is positioned between the beds, and large windows with blinds provide natural light. Light curtains complement the neutral wall color, contributing to a serene setting.
Villa in Sarasota

Cozy, pet-friendly Home 3 miles to Siesta Key #1

Relax with your family & friends in this pet-friendly single story home in a quiet neighborhood, located within minutes from Siesta Key! This 3-bedroom home comfortably sleeps up to 7 people with 6 beds available. Other amenities include: - Central location: Siesta Key 3 miles away, Lido Key 4 miles - No stairs - Fenced in backyard, water and pet food bowls - Soft luxury bath towels - Beach chairs, umbrella, cooler, toys - Instant Pot, French press, dishwasher

LocationFamilyCheck-in

4.86 out of 5 average rating, 139 reviews
Superhost
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

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.

FamilyValueKitchen

4.8 out of 5 average rating, 100 reviews
Top Guest favourite
A single-story villa is framed by landscaped greenery, featuring shrubs and palms. The exterior showcases a tile roof and light-colored walls, with windows allowing for natural light. A paved driveway is visible, leading to the entrance.
Villa in Sarasota

7891 Timberwood, Sarasota, Florida, USA

Close to the Siesta Key Beaches, shopping, restaurants and Golf courses. 2 bdrm, 2 bath villa with 1 car garage and screened in lanai with patio furniture. Comfortably furnished, high ceiling, open floor plan. Complex offers first-class amenities: large heated swimming pool, jacuzzi, picnic area with grills., two lighted tennis courts, shuffleboard and pool table in club house.

ValueFamilyLong stay

4.97 out of 5 average rating, 59 reviews

Popular amenities for Sarasota County villa rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

Guest favourite
Villa in Gulf Gate Estates

Luxury 4-Bedroom Pool Retreat Near Siesta Key

FamilyLocationQuiet

4.97 out of 5 average rating, 72 reviews
Guest favourite
The living area features a green sofa adorned with decorative pillows, paired with a round coffee table on a jute rug. A warm brick fireplace complements the space, which opens up to the pool area through large windows framed by sheer curtains.
Villa in Sarasota

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

LocationValueHeating

4.77 out of 5 average rating, 299 reviews
Guest favourite
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

Fully renovated villa on Siesta Key

LocationFamilyPool

4.93 out of 5 average rating, 44 reviews
Guest favourite
A screened-in swimming pool area features a tranquil turquoise pool surrounded by a spacious deck. Comfortable blue chairs are positioned nearby, offering a spot to relax while enjoying views of the lush, green landscape outside.
Villa in Sarasota

Beautiful House w/ Pool, 10 Min to Siesta Beach

ValueFamilyBiking

4.93 out of 5 average rating, 75 reviews
Superhost
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

Coastal Villa w/ Amazing Courtyard - Splash Pad!

ValueLocationBeach

4.9 out of 5 average rating, 68 reviews
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 South Sarasota

Robinhood Beach Villa Near Siesta Key Beach

FamilyValueNearby

4.89 out of 5 average rating, 55 reviews
Superhost
Villa in Lido Key

One Block from the Beach Lido Beach Palms 5

ValueFamilyPool

5.0 out of 5 average rating, 3 reviews
Guest favourite
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 Gulf Gate Estates

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

LocationFamilyBathroom

5.0 out of 5 average rating, 45 reviews

Luxury villa rentals

Guest favourite
Villa in Sarasota

The Palm Court Villa

ValueFamilyHospitality

5.0 out of 5 average rating, 11 reviews
Guest favourite
A spacious outdoor living area features a grid of screens and glass, providing a view of the pool. A table surrounded by wicker chairs sits nearby, complemented by a barbecue grill. Light reflects off the water, while vibrant landscaping can be seen through the windows.
Villa in Sarasota

Courtyard Villa w/Pool, Spa & Sauna close to Beach

ValueLocationPool

4.98 out of 5 average rating, 45 reviews
Guest favourite
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

FamilyLocationHospitality

4.92 out of 5 average rating, 12 reviews
Guest favourite
Villa in Port Charlotte

Waterfront Unique Euro Villa heated salt pool dock

ValueFamilyLaundry

5.0 out of 5 average rating, 5 reviews
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

Palm Paradise: Near Beach, Heated Salt Water Pool

FamilyLocationWalkability

4.93 out of 5 average rating, 56 reviewsA 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 South Sarasota

Cheerful 4-bedroom Villa with heated pool.

ValueFamilyBackyard

4.6 out of 5 average rating, 141 reviewsA 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

Villa Oasis in the heart of Siesta Key with pool

LocationFamilyOutdoor spaces

4.69 out of 5 average rating, 13 reviews
Villa in Sarasota

2bedroom/2bath steps away from siesta key beach!

FamilyLocationNearby

4.8 out of 5 average rating, 5 reviews

Villa rentals with a pool

Guest favourite
An inviting swimming pool is seen within a screened-in patio, surrounded by a smooth concrete deck. Lush greenery frames the pool area, and panoramic views of landscaped grounds are visible beyond the screened enclosure. Natural light illuminates the scene, suggesting a tranquil outdoor space.
Villa in Venice

Gondola Dr house with private swimming pool

ValueFamilyAmenities

4.82 out of 5 average rating, 51 reviews
Top Guest favourite
Villa in South Venice

Top rated villa with private pool

FamilyValueAccuracy

5.0 out of 5 average rating, 17 reviews
Superhost
The serene view from the indoor space showcases a sparkling pool under a sunrise sky, with hues of orange and pink reflecting on the water. Nearby trees and a canal can be seen beyond the pool enclosure, providing a calming backdrop.
Villa in Port Charlotte

Canal Front 3-Bedroom Grand Villa with Pool

ValueLocationAmenities

4.81 out of 5 average rating, 53 reviews
Top Guest favourite
Villa in Siesta Key

Intracoastal Escape Walk to Beach & Dining

FamilyLocationKitchen

4.96 out of 5 average rating, 27 reviews
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

Tiki Bella Villa (Entire home with Pool)

ValueLocationOutdoor spaces

4.79 out of 5 average rating, 29 reviews
Guest favourite
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

ENDLESS SUMMER Villa with heated salt water pool

LocationFamilyNearby

4.82 out of 5 average rating, 65 reviews
Guest favourite
Villa in Siesta Key

The Citrus Hideout – SK Collection

FamilyLocationWalkability

5.0 out of 5 average rating, 6 reviews
Guest favourite
The villa's exterior is framed by lush greenery, showcasing a spacious garden area. A large tree provides shade near the screened-in porch, where outdoor living can be enjoyed. The well-maintained lawn is vibrant under bright blue skies, enhancing the relaxing outdoor environment.
Villa in Siesta Key

Paradise Villa on Siesta Key

ValueFamilySleep quality

4.82 out of 5 average rating, 84 reviews

Destinations to explore