Villa rentals near Lido Key Beach

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.

4.84 out of 5 average rating, 152 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, 234 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 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, 29 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.

4.9 out of 5 average rating, 175 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

AUG SALE! 1 min to beach, New, PETS OK!, 2Br/2BTH

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!

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.

4.9 out of 5 average rating, 49 reviews

Pet-Friendly Robinhood Villa Near Siesta Key Beach

Book your Summer 2026 getaway - 30% off stays of 28+ nights. Pet-friendly Robinhood Beach Villa near the #1 rated - Siesta Key Beach, downtown, Trader Joe’s, restaurants & SRQ. Enjoy a remodeled bath, stocked kitchen, T-Mobile 5G Wi-Fi, smart-lock self check-in, beach gear, assigned parking for 2 cars, private front-yard dining table & umbrella w/ seating for 5, & a charcoal grill. The shared fenced backyard w/ fire pit & propane grill. Best for 2 to 4; sleeps up to 6 with bonus 3rd bedroom.

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.

4.98 out of 5 average rating, 43 reviews

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

Gorgeous courtyard pool home feathers high end quality construction throughout with high end upgrades, open split floor plan, high 10' volume cielings, porcelain and luxury plank floors, elegant designer chic touches make this home ideal for entertaining. Modern, open kitchen w/stainless steel appliances, Calcutta quartz countertops, large center island. Courtyard features outdoor kitchen, Jacuzzi, Sauna & outdoor shower. Walking distance to downtown restaurants and very close to beaches.

4.98 out of 5 average rating, 60 reviews

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…

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.

4.87 out of 5 average rating, 298 reviews

Duplex-near beaches-historical area- Pets welcome

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.

4.99 out of 5 average rating, 134 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

5 out of 5 average rating, 50 reviews

NEW!~ Beach Front/Heated Pool! Coconuts 107

Gulf-front getaway with unbeatable beach access—step out your back door and right onto the sand! Enjoy a king bed, queen sleeper, fully stocked kitchen, in-unit washer/dryer, and professional linen service. Beach towels, two chairs, and an umbrella are included. Relax or grill by the shared heated pool and soak in the stunning Gulf views. Everything you need for the perfect beach escape—just bring your sunscreen and unwind!Relax with the whole family at this peaceful place to stay.

4.94 out of 5 average rating, 78 reviews

Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool

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

A modern living area is showcased, featuring a comfortable gray sofa facing a flat-screen television. Large glass doors allow natural light and offer views of the surrounding landscape. A dining table with chairs is positioned nearby, accentuated by a decorative centerpiece of fresh greenery.

4.92 out of 5 average rating, 59 reviews

Stunning Water View, Kayaks, Resort Pool Sarasota

Welcome To The Strand, Where Luxury Living Meets The Gorgeous Waterfront Of Downtown Sarasota. A gated waterfront community, just steps from downtown Sarasota, with direct Gulf access. The Strand is Sarasota’s newest community of luxury condominium waterfront living. Close to restaurants, beaches, shopping districts, and much more. The Strand residence have direct access to the Gulf and you can enjoy beautiful Sarasota sunsets or the bay front.

Popular amenities for villa rentals near Lido Key Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

5 out of 5 average rating, 34 reviews

Lilo & Stitch Ohana Villa|Heated Pool Near AMI

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.

4.83 out of 5 average rating, 96 reviews

Paradise Villa- Sarasota

4.92 out of 5 average rating, 12 reviews

Two light blue adirondack chairs and a small table are positioned by a dock along the intercoastal waterway. The clear sky and calm water reflect greenery and colorful coastal homes in the background, creating a relaxing outdoor setting.

Villa in Longboat Key

Waterfront Condo, Close to Beach, with Boat Dock!

A private patio area is displayed with a round table surrounded by six chairs and a large umbrella. Two lounge chairs are positioned nearby. The exterior features large windows reflecting a vibrant sunset, enhancing the tranquil atmosphere.

5 out of 5 average rating, 27 reviews

Seaside Inn a waterfront in Paradise

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.

4.89 out of 5 average rating, 65 reviews

Coastal Villa w/ Amazing Courtyard - Splash Pad!

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.

4.93 out of 5 average rating, 43 reviews

Fully renovated villa on Siesta Key

Aerial view showcases the property surrounded by lush greenery, with water views of the Manatee River. The image captures the nearby fishing pier, outdoor spaces, and proximity to the river, emphasizing the serene landscape and natural beauty of the area.

4.99 out of 5 average rating, 73 reviews

Tranquil Tide Villa - Waterview! 15 min to beach

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.

4.76 out of 5 average rating, 284 reviews

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

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.

4.89 out of 5 average rating, 9 reviews

Lautus Villa

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

4.64 out of 5 average rating, 67 reviews

Heated Pool & Spa • Outdoor Kitchen/Theater/Games

4.75 out of 5 average rating, 20 reviews

the Seaside 21

4.75 out of 5 average rating, 4 reviews

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

The exterior of a modern beachfront home is depicted, featuring a light blue facade with white trim. Lush palm trees and neatly maintained landscaping surround the entrance, and a driveway with pavers leads to the garage areas below. A staircase on the right leads to the home's elevated entrance.

4.67 out of 5 average rating, 12 reviews

Modern 3BR 2nd-Floor | Balcony | Pool

A 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.

4.69 out of 5 average rating, 13 reviews

Villa Oasis in the heart of Siesta Key with pool

A spacious balcony is featured, showcasing outdoor seating arrangements with a table and four black chairs, complemented by a lounge chair. The ceiling is adorned with wooden beams, and palm trees and the ocean are visible in the background, inviting a relaxed atmosphere.

4.89 out of 5 average rating, 107 reviews

Penthouse Oceanview Mermaid Villa

Villa rentals with a pool

One Block from the Beach Lido Beach Palms 5

5 out of 5 average rating, 18 reviews

The Beachwood Hideout | SK Collection

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.

4.78 out of 5 average rating, 27 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.

4.98 out of 5 average rating, 43 reviews

Vacation Villa/Resort Pool 4 miles to Siesta Key

5 out of 5 average rating, 4 reviews

Sarasota Villa with Pool Access Tennis Near Beach

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!

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.

4.7 out of 5 average rating, 27 reviews

Remodeled Mid-century POOL house

4.67 out of 5 average rating, 3 reviews

Villa Summerwind 3bed/2bath pool villa

Villa rentals with a hot tub

4.78 out of 5 average rating, 9 reviews

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

Bean Point Residence Unit B by SeaBreeze Vacation

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

Villa in Longboat Key

Beach Castle LBK, Bayfront, Walk to Beach

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.

4.87 out of 5 average rating, 62 reviews

Bohemian Inspired Villa with Golf Cart and SUV

5 out of 5 average rating, 54 reviews

Siesta Villa

4.98 out of 5 average rating, 48 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 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.

4.96 out of 5 average rating, 56 reviews

7891 Timberwood, Sarasota, Florida, USA