Holiday Rentals in Siesta Key, FL

This Siesta Key apartment, less than 1.6km from Siesta Key Beach and under 1.6km from the Siesta Key Farmers Market, offers easy access to the island's attractions.
This self-catering flat boasts a 51 square metre floor area, sleeping up to four guests, and features a private patio, free Wi-Fi, and a fully equipped kitchen; barbecue facilities are also available.

This Siesta Key apartment, located eight steps from Siesta Key Beach's Access #13 and 60 yards (approximately 0.06 km) from Point of Rocks Reef, offers unparalleled beach access and proximity to top-rated seafood restaurants.
The one-bedroom, one-bathroom flat sleeps four guests and features a fully equipped kitchen, complimentary snorkel gear, and access to alfresco grilling and lounging areas; enjoy kayaking and paddleboarding with secure storage provided.

This Siesta Key beachfront condominium offers direct access to the sand and Gulf views, located a few steps from Crescent Beach and 17.7 kilometres from Sarasota attractions and the airport.
This spacious 170-square-metre flat accommodates up to 11 guests in 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, private terrace, swimming pool, jacuzzi, sauna, and on-site fitness centre, with free WiFi and private parking provided.

This renovated one-bedroom condominium is situated on the Gulf side of Siesta Key, offering private beach access within a 300-metre walk and located less than 3.2 kilometres from Siesta Key Village.
This family-friendly apartment accommodates up to six guests, featuring air conditioning, a fully equipped kitchen with a dishwasher, a private patio, in-unit laundry, and access to three heated swimming pools, with daily Xplorie activities and complimentary airport transfers for up to three guests included.

This Siesta Key apartment boasts a prime location between the beach and the bay, a 2.4km trolley ride from Siesta Key Village.
The one-bedroom, one-bathroom flat sleeps four, offering a heated pool, tiki bar, fishing pier, and private deeded beach access within an 800-metre walk; a 24-foot boat slip is also available.

This Siesta Key duplex, a four-minute walk from Crescent Beach and 1.9 kilometres from Siesta Key Beach, offers easy access to Sarasota attractions such as the John and Mable Ringling Museum of Art (17.7 kilometres away) and the Sarasota Opera (12.4 kilometres away).
The 130 square metre property boasts a spacious two-bedroom, three-bathroom layout, a private heated pool, free parking, and on-site tennis facilities, perfect for a relaxing Siesta Key getaway.

This four-bedroom apartment is located just 1.6 kilometres from Siesta Key's public beach, offering easy access to the renowned white sands and calm waters. It is also within a short shuttle ride of the village, which provides a range of shops and restaurants. The apartment consistently receives excellent ratings for its cleanliness, location and overall experience.
The three-storey property comfortably accommodates up to eight guests, offering privacy and space for larger groups or multi-generational families. The apartment features a private pool, a fully equipped kitchen, beach chairs and towels, a pack 'n play and highchair, smart TVs, a laundry room, and multiple bathrooms.

This Siesta Key cottage is situated in Sarasota, a two-minute walk from Crescent Beach and 2.1 kilometres from Turtle Beach, offering easy access to Sarasota attractions such as the Sarasota Opera House (12 kilometres) and the Ringling Museum of Art (18 kilometres).
The self-catering property features a fully equipped kitchen, private parking, Wi-Fi, and a washing machine; guests must be 25 or older to book this holiday home with its swimming pool and Jacuzzi.

This two-bedroom, two-bathroom apartment in Siesta Key offers direct access across the street to Siesta Key Beach and is a short drive from St. Armands Circle and the Mall at University Town Centre.
This accommodation for six guests includes a microwave oven, 1000mbps Wi-Fi, a shared BBQ area, and provided beach chairs, with sunset views from the balcony and family-friendly games available.

This Osprey Villa flat offers a prime location in Siesta Key, just a 6-minute walk from Siesta Key Beach, with Marina Jack Restaurant and Sarasota Opera situated 9.9 kilometres away.
This 38 square metre flat accommodates up to 7 guests, featuring a separate bedroom, a kitchen equipped with a fridge, microwave, and oven, air conditioning, a private terrace, a balcony, and access to a shared swimming pool and garden.

This Siesta Key apartment, less than 1.6km from Crescent Beach and Siesta Key Beach and within a 15-minute drive of Point of Rocks and Siesta Key Marina, offers a convenient location for exploring this popular Florida destination.
The two-bedroom, one-bathroom flat sleeps four, boasting a well-equipped kitchen, private balcony, in-unit laundry, free Wi-Fi, and access to an on-site swimming pool and fitness centre; nearby attractions include a water park.

This Siesta Key apartment, situated less than 1.6km from Siesta Key Beach and Crescent Beach, offers direct waterfront access with stunning views.
The 93 square metre property boasts three bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, swimming pool, fitness centre, and tennis court.

This beachfront villa in Siesta Key offers direct access to the sand and sea, situated just a 3-minute walk from Crescent Beach and 12.2 kilometres from Marina Jack and the Sarasota Opera.
This spacious two-bedroom flat, accommodating up to 11 guests, features two bathrooms, a fully equipped kitchen, complimentary Wi-Fi, a private patio and terrace with sea views, and access to an outdoor swimming pool.

This apartment is situated in Siesta Key, just a short walk from Crescent Beach and Turtle Beach, offering a prime location for exploring the island's beautiful beaches. It has received very good user ratings, with an excellent location rating and a very good cleanliness rating. The apartment features a comfortable living space with a seating area and a satellite flat-screen TV, perfect for relaxation. Guests can enjoy a range of amenities, including a swimming pool, a spa, a garden, a terrace, and free access to bikes and parking.

This Point of Rocks villa is situated a short walk from Siesta Key Beach and Crescent Village, offering easy access to shops, restaurants, and Siesta Key's famous sands.
This three-bedroom, two-bathroom property boasts 84 square metres of living space, sleeping up to six guests comfortably with amenities including a private pool, complimentary bicycles, and beach essentials; a charcoal BBQ and outdoor seating are also available.

Jamaica Royale Beach Happiness is situated in Siesta Key, Florida, steps from Crescent Beach and a short walk from Siesta Key Beach, approximately 16-18km from Sarasota's attractions including the Ringling Museum and St. Armands Circle.
This one-bedroom, two-bathroom property sleeps eleven guests and boasts a fully equipped kitchen, private parking, a swimming pool, tennis court, Wi-Fi, and a washing machine; enjoy nearby beach access and explore the area's cultural hubs.