Villas and Holiday homes in Siesta Key, FL

This holiday home in Sarasota is a four-minute walk from Crescent Beach, 12.5 kilometres from Marina Jack, and 17.7 kilometres from the Ringling Museum and Sarasota Bradenton International Airport.
This two-bedroom, two-bathroom rental accommodates up to eleven guests and features a microwave oven, air conditioning, a swimming pool, a fitness centre, a tennis court, and on-site parking, with complimentary Wi-Fi available throughout.

Casa Mar - 68 Standard, situated in Sarasota, offers a one-bedroom property a short 0.5km walk from Crescent Beach and under 1.5km from Siesta Key Beach.
This self-catering apartment sleeps three, boasting a swimming pool, tennis court, free Wi-Fi, and parking, plus a kitchen equipped with a fridge, microwave, and dishwasher, all within easy reach of Sarasota's attractions.

This Siesta Key townhouse enjoys a prime location, just a short walk from Crescent Beach and within 11-18km of Sarasota attractions such as the Ringling Museum and Sarasota Opera House.
The 132 square metre property offers a fully equipped kitchen, private parking, swimming pool, tennis court, and sleeps up to [Number of guests needs to be added - information not provided], perfect for adults seeking a relaxing Siesta Key getaway.

This cottage in Siesta Key is located just 150 metres from Siesta Beach and a short walk from Siesta Key Village.
This 51 square metre holiday home sleeps four guests and features two bedrooms, one bathroom, a private kitchen and living room, with access to a shared swimming pool and hot tub, plus complimentary bicycle rentals and beach equipment.

This charming cottage is located in South Sarasota, just a short drive from the Sarasota Opera and Marina Jack Restaurant and Marina, offering a peaceful retreat on a quiet street. It consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
This two-bedroom property comfortably accommodates up to four guests and features a fully equipped kitchen, a private garden, and a tennis court, providing ample space for relaxation and entertainment. Enjoy the convenience of air conditioning, complimentary Wi-Fi, private parking, and easy access to the beautiful beaches of Siesta Key, shops, and restaurants.

Beach Club at Siesta Key Poolside D, situated in Point O'Rocks, offers direct Crescent Beach access and is 2.1km from Turtle Beach, providing easy access to Siesta Key's attractions and Sarasota's amenities within 18km.
This 71 square metre property features one bedroom, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, private parking, a swimming pool, and free Wi-Fi.

Our House At The Beach C-106 2 Bedrooms 2 Bathrooms Condo is located in the Siesta Key district, just a short 4 kilometre drive from the town centre. This 3-star property has received excellent user ratings, making it a popular choice for travellers.
The apartment has two bedrooms and two bathrooms, spanning 126 square metres. It includes amenities such as a swimming pool, terrace, garden, parking, air conditioning, internet and a shower, ensuring a comfortable and enjoyable stay.

Casa Mar, situated in Sarasota, offers a self-catering apartment conveniently located an 8-minute walk from Crescent Beach and 1.8 km from Siesta Key Beach.
This 7-guest property boasts a fully equipped kitchen, including a fridge, microwave, and dishwasher, plus free Wi-Fi, on-site parking, and air conditioning; nearby attractions include the John and Mable Ringling Museum of Art (18 km) and Sarasota–Bradenton International Airport (18 km).

This Siesta Key property is a short walk from two of the area's most popular beaches, Crescent Beach and Siesta Key Beach, offering easy access to the sand and surf. The accommodation has received excellent ratings for location, cleanliness, and overall experience.
The house itself is a comfortable 100 square metres in size. It comes equipped with a range of amenities including a fully equipped kitchen, air conditioning, free Wi-Fi, and a private parking space.

Villa 29, a one-bedroom Siesta Key property, is situated a short walk from Crescent Beach and 1.8km from Siesta Key Beach, with Sarasota attractions such as the Ringling Museum (17.7km) and Sarasota Opera House (12km) within easy reach.
This self-catering apartment sleeps seven, offering a fully equipped kitchen with dishwasher and microwave, air conditioning, Wi-Fi, in-unit laundry, and a private swimming pool and parking; nearby amenities include Marina Jack and St. Armands Circle (within 12-18km).

This Siesta Key condo, a 9-minute walk from Crescent Beach and within 19-20km of Sarasota attractions including the Ringling Museum and Sarasota Opera House, offers private beach access.
The 111 square metre property features two bedrooms sleeping four, a balcony, fireplace, sauna, free Wi-Fi, and access to a fitness centre and tennis court.

This luxury waterfront villa is located in the tranquil Siesta Cove neighbourhood, a mere 500 metres or a short golf cart ride from Siesta Key Beach, America's number one beach, and close to Siesta Key Village.
This six-bedroom, four-bathroom detached house accommodates fourteen guests and boasts a heated swimming pool, hot tub, private dock with canal access for dolphin spotting, a gourmet kitchen with Wolf & Sub-Zero appliances, and included beach gear and paddleboards for enjoying the tropical surroundings.

This Sarasota villa is located in Gulf Gate Estates, a short 3km cycle from Siesta Key Beach and minutes from a world-class resort.
This 156 square metre property, sleeping six guests, boasts two bedrooms, two bathrooms, a private lanai, swimming pool, jacuzzi, tennis court, and free high-speed Wi-Fi; enjoy wildlife viewing and proximity to St. Armands Circle and the Mall at University Town Centre.

This Siesta Key holiday home, 6415 Midnight Pass #608, is a 7-minute walk from Crescent Beach, 2.6km from Turtle Beach, and 2.9km from Siesta Key Beach.
The 120 square metre property boasts two bedrooms, two bathrooms, sleeps eleven guests, and includes a private pool, Jacuzzi, sauna, fitness centre, and tennis court, alongside a fully equipped kitchen and free Wi-Fi.

This detached house offers a private setting in a Siesta Key residential area, just 160 metres from Siesta Key Beach and 700 metres from Siesta Key Village.
With 130 square metres of floor area, this family-friendly property accommodates up to six guests and features air conditioning, a heated swimming pool, a Jacuzzi, a garden, a fitness centre, and parking.

Sunburst Courtyard, a canal-front property on Siesta Key, is a 10-minute walk from Siesta Key Village and a 15-minute walk (approximately 1.2km) from Siesta Key Beach.
This 350 square metre property boasts a spacious layout encompassing a main house, private casita, and mother-in-law suite, sleeping up to 12 guests and featuring a private heated pool, spa, fully equipped gourmet kitchen, pool table, and screened-in balcony with water views; beach equipment is provided.