Villa vacation 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, 104 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, 140 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...:)

4.86 out of 5 average rating, 138 reviews

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 Laurel Park

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.

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

4.9 out of 5 average rating, 225 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!

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.

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.

4.88 out of 5 average rating, 295 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

Villa in Indian Beach-Sapphire Shores

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.

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!

4.85 out of 5 average rating, 85 reviews

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 Lake 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.

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.

4.76 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 villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.81 out of 5 average rating, 43 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

4.76 out of 5 average rating, 17 reviews

Anna Maria Island Beach Getaway – Sleeps 6

5 out of 5 average rating, 75 reviews

A serene view of the sunset is captured through the screen enclosure, showcasing a heated pool reflecting the warm colors of the sky. Lush greenery and palm trees frame the tranquil scene, creating a peaceful atmosphere over the golf course.

Villa in Rotonda West

Gulf Coast Floridian Villa with Pool

4.77 out of 5 average rating, 22 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)

4.67 out of 5 average rating, 9 reviews

Villa Siesta II -Dwntn Secret & pool near beaches!

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, 35 reviews

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

4.8 out of 5 average rating, 45 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 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.

4.97 out of 5 average rating, 39 reviews

Starfish House - 2bed/2bad

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.

4.92 out of 5 average rating, 24 reviews

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

4.85 out of 5 average rating, 54 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

5 out of 5 average rating, 25 reviews

NEW!~ Beach Front/Heated Pool! Coconuts 107

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, 64 reviews

Ocean View Villa Manasota Key

5 out of 5 average rating, 12 reviews

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

Paradise with a pool, pier and private beach area

5 out of 5 average rating, 3 reviews

Villa in Port Charlotte

Waterfront Unique Euro Villa heated salt pool dock

Villa rentals with a pool

5 out of 5 average rating, 7 reviews

Villa in Bradenton

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

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 Long Meadow

Dolphin Oasis - Villa Close to SW Florida Beaches

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.

4.97 out of 5 average rating, 38 reviews

Vacation Villa/Resort Pool 4 miles to Siesta Key

5 out of 5 average rating, 10 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.

4.75 out of 5 average rating, 12 reviews

Charming 2/2 Village des Pins close to Siesta Key

5 out of 5 average rating, 4 reviews

Villa in Siesta Key

The Citrus Hideout – SK Collection

4.94 out of 5 average rating, 18 reviews

A modern kitchen layout is presented, featuring sleek white cabinetry and a spacious island with seating for two. Stainless steel appliances are visible, and ample counter space enhances functionality. Bright lighting illuminates the room, promoting a welcoming environment for meal preparation.

Villa in Siesta Key

2025 Remodeled private villa, 6 min walk to beach