Villa rentals near Siesta Beach

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

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, Pizza

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!

Apr SALE! New modern 1 min to Beach, Yard, Pets OK

Our unique villas sit just 1/2 mile from one of Florida's most pristine beaches. Biking, boating, kayaking, museums, as well as great dining/shopping are easily accessible. The villas also have an attached yard/field perfect for pets to run and exercise. Max pet weight 40 lb total. The local beach has only one access point for over 7 miles of private beach, Casey Key is a secret gem! As superhosts we love creating great memories, please read our reviews! Two adults, two kids maximum capacity:)

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!

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

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

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!

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

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

Only 1 mile from the crystal white sands of Siesta Beach, have fun in this midcentury modern tropic-inspired private villa w/gorgeous heated pool (shared with a 1 bedroom apt) & outdoor lounge with two firepits. Comfortable queen size beds are dressed in bamboo linens, Living room is an island oasis with a flat-screen TV, great WiFi, and cozy seating. Kitchen is fully appointed w/everything you need, right down to the barware needed for an icy cold cocktail.

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.

Luxury 4-Bedroom Pool Retreat Near Siesta Key

Escape to this stylish Sarasota retreat just minutes from Siesta Key's world-renowned beaches! This spacious 4-bedroom home comfortably sleeps 10 guests, making it perfect for families. Enjoy a private backyard paradise with a sparkling pool, BBQ, and outdoor dining. The open-plan living space and gourmet kitchen provide the ultimate setting for relaxation and creating memories. A perfect choice for those with allergies, this home is strictly pet-free.