Villa holiday rentals in Sarasota

A spacious bathroom showcases a freestanding bathtub beside a large mirror with stylish lighting. Natural light filters through two windows adorned with sheer curtains. A modern sink area with sleek cabinetry complements the light grey walls, providing an airy and relaxing atmosphere.

4.98 out of 5 average rating, 105 reviews

Coastal Retreat Villa with pool • near beaches

🌴 Escape to your getaway in sunny Englewood, Florida! Whether you're a couple seeking romance, a solo adventurer, a business traveler, or a family with kids, our home is designed for comfort & relaxation. Nestled in a prime location, it's the ideal home base to anyone looking to unwind and explore. Indulge yourself in this executive cozy, built from the ground in 2018 & featuring 3 bedrooms, 2,5-bath house with a Large (seasonally) heated swimming Pool (heating $ included during colder months)

4.92 out of 5 average rating, 141 reviews

Escape to Casa Blu- private pool, minutes to beach

Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.

4.91 out of 5 average rating, 167 reviews

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

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...:)

4.97 out of 5 average rating, 158 reviews

The exterior of the property features a modern single-story home with a black roof and white stucco walls. A curved, paved driveway leads to the entrance, flanked by neatly maintained green lawns and flower beds, all under a bright sky with scattered clouds.

Villa in Cape Coral

Corallo House | Heated Pool | No Service Fee

NO SERVICE FEE WE COVER IT FOR YOU Welcome to our stunning luxury AIRBNB! We're thrilled to offer you a one-of-a-kind experience that combines elegance, comfort, and convenience. We have created this space with the utmost attention to detail, so we hope you'll appreciate the high end finishes. We've also provided a range of amenities to make your stay even more enjoyable, high-speed wifi, smart Tv's, premium bedding and toiletries. Relax with the whole family at this peaceful place to stay.

4.9 out of 5 average rating, 226 reviews

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

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!

4.88 out of 5 average rating, 297 reviews

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 Laurel Park

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

5 out of 5 average rating, 122 reviews

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

4.86 out of 5 average rating, 138 reviews

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 Southgate

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

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.

4.75 out of 5 average rating, 119 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

4.85 out of 5 average rating, 101 reviews

The living room is designed with a neutral color palette, featuring a large screen TV mounted on the wall. A blue sofa and yellow armchair provide comfortable seating, while a stylish coffee table sits at the center. Natural light enhances the welcoming atmosphere.

Villa in Laurel Park

Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644

Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown Sarasota. 2 bedrooms and 2 bathrooms. All the modern conveniences including a new 75" smartTV, kitchen, private yard & free parking. Ground floor villa offering 2 bedrooms & 2 bathrooms. Bedroom 1 has a king sized bed, Bedroom 2 has 2 twin beds & the living room has a pull out sleeper sofa. BBQ available out back for grilling. Updated 2023.

4.77 out of 5 average rating, 187 reviews

A spacious saltwater pool stretches across the backyard, bordered by a paved area featuring lounge chairs. Lush greenery, including palm trees and a nearby canal, enhances the serene outdoor setting under a clear blue sky.

Villa in St. Petersburg

Dolphin Cove Waterfront St. Pete Beach w/ Pool

THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!

Villa in Gulf Gate Estates

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.

5 out of 5 average rating, 43 reviews

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

Relax and enjoy in this peaceful and centrally-located all Newley renovated and fully furnished beautiful villa, only 3 miles away from Siesta Key beach, walking distance from many restaurants, shopping, theater and many more. Two bedroom and two full bathrooms, three TVs, laundry room, and a great kitchen with cookware. We love it here cause it’s a very unique and comfortable place, and we know you’ll love your stay as well. :)

Popular amenities for villa rentals in Sarasota

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.82 out of 5 average rating, 45 reviews

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 Gulf Cove

Canal Front 3-Bedroom Grand Villa with Pool

5 out of 5 average rating, 22 reviews

An outdoor pool is featured, surrounded by a spacious deck with lounge chairs. A hot tub is adjacent to the pool, and a waterfront view includes a wooden pier extending into the water, framed by lush greenery and a clear blue sky.

Villa in Palmetto

The Sea House

4.97 out of 5 average rating, 97 reviews

Book for Tarpon Season, Pool, Near Boca Grande

4.8 out of 5 average rating, 46 reviews

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

Waterfront Villa with heated Pool

A cozy living space is featured with a navy blue sofa adorned with striped cushions. Two decorative lamps are positioned on white side tables, complementing a light wooden coffee table, which holds a woven basket. A wall sign reading 'BEACH HOUSE' adds a nautical touch.

4.97 out of 5 average rating, 38 reviews

Piping Plover 3min to beach, kayaks bikes, more!

4.62 out of 5 average rating, 13 reviews

the Seaside 21

5 out of 5 average rating, 13 reviews

Englewood Beach Villa - 3 min Walk to the Beach!

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.

4.71 out of 5 average rating, 14 reviews

Charming 2/2 Village des Pins close to Siesta Key

Luxury villa rentals

A sunlit wooden deck is lined with blue lounge chairs, facing the expansive sandy beach and the Gulf of Mexico. Gentle waves can be seen lapping at the shore, under a sky filled with fluffy clouds. The inviting atmosphere offers direct access to the beach.

A Wave From it All managed by Beach Retreats

An aerial view captures the waterfront neighborhood featuring a mix of modern homes and docks. The tranquil waters of Lemon Bay extend into the distance, bordered by lush green vegetation. The image highlights a protected canal, enhancing the sense of a serene coastal community.

4.78 out of 5 average rating, 27 reviews

Luxe 5 BR/4 bath. Dock/Lift. View. Pool. Hot Tub.

4.98 out of 5 average rating, 55 reviews

Beachfront Paradise! Ground level with Heated pool

Villa in Longboat Key

New place to stay

Beach Castle LBK, Bayfront, Walk to Beach

4.86 out of 5 average rating, 58 reviews

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

Relaxation awaits in this bohemian inspired villa

A spacious outdoor area features a heated pool with a sun shelf, surrounded by lounge chairs and a dining table. Lush greenery and palm trees provide shade, while a pink umbrella adds a pop of color. A sandy pathway leads toward the house, creating a welcoming environment.

Villa in Anna Maria

Bean Point Residence Unit A by SeaBreeze Vacation

A sandy path lined with vibrant greenery and blooming plants leads towards the beach. Tall palm trees sway gently in the breeze under a clear blue sky, creating a serene atmosphere that invites a leisurely stroll.

5 out of 5 average rating, 68 reviews

Ocean View Villa Manasota Key

Luxury Villa · Heated Pool & Spa · Steps to Beach

Villa rentals with a pool

4.89 out of 5 average rating, 65 reviews

A single-story home is set within a lush green landscape, featuring a well-maintained lawn. The façade showcases a garage and large windows, framed by decorative arches. Palm trees add a tropical touch to the exterior, suggesting a serene and inviting atmosphere.

Villa in Rotonda West

Dolphin Oasis - Villa Close to SW Florida Beaches

4.8 out of 5 average rating, 25 reviews

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 Bayou Oaks

Tiki Bella Villa (Entire home with Pool)

5 out of 5 average rating, 3 reviews

Pool/Jacuzzi Pet Friendly 0.8miles to Manasota Key

A villa with a light-colored exterior features a spacious driveway made of pavers. Lush tropical landscaping adds color, while a large parking garage is visible on the right side. In the background, a multi-story building is partly shown under a partly cloudy sky.

5 out of 5 average rating, 9 reviews

Newly Remodeled Luxury Beach Villa on Siesta Key!

Villa in Charlotte Harbor

5 out of 5 average rating, 33 reviews

Luxurious Mangoe 4 bed 2 bath, heated pool & spa

A cozy bedroom features a spacious bed with light bedding, accented by decorative pillows. Natural light streams through sheer curtains by the window, illuminating the room's soft blue walls. A wooden dresser and a ceiling fan add functional elements to the friendly space.

4.95 out of 5 average rating, 43 reviews

Starfish House - 2bed/2bad

4.92 out of 5 average rating, 77 reviews

A spacious lanai features comfortable seating arrangements overlooking a heated pool. Colorful pool floats and an umbrella provide a pop of color against the water. The area is enclosed by a screen, allowing for a bright and airy atmosphere.

Villa in Cape Coral

Villa Isla de Lilly-Waterfront Heated Pool ManCave

A spacious living and dining area is featured with a large wooden table surrounded by chairs. Comfortable seating is provided by a red couch and floral armchairs. Natural light filters through large windows, highlighting a neutral color scheme and soft décor elements.