Villa rentals near Crescent Beach

Lush greenery frames the entrance of the villa, featuring vibrant yellow flowers and neatly trimmed hedges. Soft light filters through the palm leaves, creating a serene pathway leading to the inviting entryway, surrounded by a tropical landscape.

5 out of 5 average rating, 44 reviews

Siesta Villa

NEW to Airbnb - 1,478 SF Villa, in 25 acre, tropical, park-like setting, less than 5 miles from Siesta Key Beach. 7-night min. *AC in the lanai, enclosed with hurricane sliding doors and daybed provides a comfortable place to relax or take a nap. LED string lights provide a romantic ambiance. * HIGH SPEED INTERNET (200 mbps) *Enjoy the beautiful pool and spa *Modern Kitch w Quartz tops *Master BR suite & 2nd BR separated by two baths *Bikes, beach chairs, towels, coolers, racket sport equip.

4.93 out of 5 average rating, 73 reviews

Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool

Beautifully updated in 2025 conveniently located BEACH SIDE on Siesta Key/Crescent Beach. Short 2 minute walk to our PRIVATE beach w/loungers. No walking across Midnight Pass. NO HUGE CROWDS. 1 large bedroom, PLUS a queen pull out sofa. FABULOUS fully equipped kitchen w/quartz counters,2 new smart TV's,GORGEOUS bathroom w/8ft shower,screened lanai,outdoor shower&electric grill. Steps to heated community pool,laundry facilities & free trolly. Walk to Stickney Point Restaurants/Bars/Rentals/Marina

4.92 out of 5 average rating, 162 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

DEC SALE! 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...:)

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.

4.87 out of 5 average rating, 127 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 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.

4.9 out of 5 average rating, 221 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!

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.

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

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.

5 out of 5 average rating, 119 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

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!

The newly remodeled 2 bed / 2 bath Villa sleeps up to 6 people. The Master bedroom features a king-size bed with an attached bathroom and HD TV and entertainment system. The Guest Bedroom features one twin size bed, a bunk bed with a full-size bottom bed, and a HD TV. The comfortable living room is furnished with plenty of seating, a HD flat screen with 5.1 Dolby surround sound system and bar area. The gourmet kitchen is loaded with anything you'll need for cooking and entertaining!

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.

4.86 out of 5 average rating, 138 reviews

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 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.

5 out of 5 average rating, 18 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.

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, Grill, 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

5 out of 5 average rating, 4 reviews

ZoriLux Villa | Pool • Billiards • Firepit • Oasis

ZoriLux Villa is a handcrafted Sarasota retreat designed to elevate your vacation. This modern gem features a private pool, pool table, firepit, BBQ with fuel & tools, and luxe sun loungers—every amenity chosen to deliver a perfect, luxurious escape. Whether you're here to unwind or entertain, ZoriLux offers a curated blend of comfort, style, and resort-level vibes.

Popular amenities for villa rentals near Crescent Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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.

4.86 out of 5 average rating, 83 reviews

Paradise Villa- Sarasota

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, 38 reviews

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

4.67 out of 5 average rating, 9 reviews

Villa Siesta II -Dwntn Secret & pool near beaches!

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.

4.92 out of 5 average rating, 24 reviews

Robinhood Beach Villa near Siesta Key Beach!

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.

4.93 out of 5 average rating, 15 reviews

Remodeled Mid-century POOL house

5 out of 5 average rating, 4 reviews

The Citrus Hideout – SK Collection

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, 38 reviews

Starfish House - 2bed/2bad

An enclosed lanai features a heated pool with a curved shape, surrounded by a concrete deck. Colorful lounge chairs in green and red provide seating options. Lush greenery is visible outside the screened area, contributing to a serene outdoor environment.

5 out of 5 average rating, 42 reviews

River Pointe 3/2 Lakefront Home with Heated Pool

Luxury villa rentals

An outdoor area features a spacious patio with a large dining table and several chairs, set among lush tropical greenery. A pool is visible nearby, surrounded by lounge chairs. A spiral staircase leads to an upper level, adding architectural interest to the space.

Villa in Anna Maria

4.71 out of 5 average rating, 7 reviews

Bean Point Residence Unit B by SeaBreeze Vacation

A modern house exterior features a private pool bordered by light-colored tiles. Multiple large windows reflect the evening sky, allowing for natural light. Outdoor seating is positioned nearby, providing a relaxing spot to enjoy the surroundings.

New Luxury Home near IMG Academy & Anna Maria Isl

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

4.97 out of 5 average rating, 34 reviews

Beachfront Paradise! Ground level with Heated 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.

4.84 out of 5 average rating, 50 reviews

Relaxation awaits in this bohemian inspired villa

4.86 out of 5 average rating, 43 reviews

Heated Pool & Spa • Outdoor Kitchen/Theater/Games

4.9 out of 5 average rating, 181 reviews

Mermaid Villa Gulf of Mexico Views

New place to stay

Luxury Villa · Heated Pool & Spa · Steps to Beach

Villa rentals with a pool

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.

4.75 out of 5 average rating, 20 reviews

Tiki Bella Villa (Entire home with Pool)

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

4.79 out of 5 average rating, 43 reviews

Villa

Waterfront Villa with heated Pool

4.88 out of 5 average rating, 115 reviews

Florida Living

A bright and airy living room features a spacious gray sofa, accented by two side tables with lamps. A ceiling fan circulates air above. A large window with light filtering curtains allows natural light, with patio doors leading to the outdoor area. Decorative elements include a vibrant blue cabinet.

5 out of 5 average rating, 3 reviews

2bed/2bath steps away from Siesta Key beach!

New place to stay

No Car Needed! Walk to Beach, Pool, Nightlife

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.

4.73 out of 5 average rating, 11 reviews

Charming 2/2 Village des Pins close to Siesta Key

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.

4.94 out of 5 average rating, 18 reviews

2025 Remodeled private villa, 6 min walk to beach

Villa rentals with a hot tub

4.71 out of 5 average rating, 38 reviews

A private saltwater pool is surrounded by a stone patio and bordered by lush greenery. A large blue umbrella provides shade over a seating area. Potted plants add a pop of color to the serene outdoor setting, ideal for relaxation.

Villa in Venice

Peaceful bright home minutes from the beach

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.

4.98 out of 5 average rating, 56 reviews

Waterfront Condo w/ Kayaks, Resort Pool, Sarasota

4.98 out of 5 average rating, 43 reviews

A spacious single-story house is highlighted, featuring a well-maintained white exterior and a metal roof. Lush green grass surrounds the home, with several palm trees positioned symmetrically along the pathway leading to the entrance. A clear sky and gentle clouds provide a bright backdrop.

Villa in Nokomis

Oasis Getaway -Beautiful House-Infinity Pool-Beach

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, 22 reviews

Sunshine Get a Way! Pool, Beach & Fun!

5 out of 5 average rating, 53 reviews

An outdoor seating area offers comfortable blue cushions on a woven sectional sofa, with a stylish coffee table in front. The heated saltwater pool features a spa and is surrounded by tropical greenery, offering a peaceful retreat under a screened enclosure.

Villa in Venice

Sunrise Deluxe Villa-Heated Pool&Spa-7min to beach

The image showcases a large swimming pool surrounded by a paved patio, featuring multiple lounge chairs positioned along its perimeter. Umbrellas provide shade while trees and green foliage create a natural backdrop under a clear blue sky.

5 out of 5 average rating, 32 reviews

NEW-Cheerful 2-bedroom villa-13 min. to Siesta Key

4.92 out of 5 average rating, 37 reviews

3685 White Pine Court, Sarasota, Florida

The community pool area is surrounded by tall trees, with lounge chairs arranged around the perimeter. The clear water reflects the sunlight, and umbrellas provide shade over some of the seating, offering a serene spot for relaxation.