Holiday Rentals in Siesta Key, FL

This Siesta Key condo, situated less than 1.6km from Siesta Key Beach and Crescent Beach, offers easy access to the island's renowned soft, white sand.
The 107 square metre apartment sleeps four, features two bedrooms and two bathrooms, a fully equipped kitchen, private balcony, and access to a swimming pool, jacuzzi, fitness centre, and tennis court.

Tropical Beach Resorts - Sarasota is situated on Siesta Key, just a short five-minute walk from the famous beach and a six-and-a-half-mile drive from downtown Sarasota and St. Armand's Circle. The resort has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This resort offers a range of amenities and activities, including a heated outdoor pool, complimentary beach chairs and towels, barbecue facilities, and a fitness centre. Guests can also enjoy shuffleboard, volleyball, scheduled yoga classes, and in-room conveniences like kitchenettes, free Wi-Fi, flat-screen TVs with DVD players, and iPod docking stations.

This one-bedroom flat is located just 800 metres from the famous white sand beach of Siesta Key, within easy walking distance of restaurants, bars, and water sports rentals. The property has consistently received excellent ratings for location, cleanliness, and user experience.
The apartment is perfect for a couple seeking a comfortable and stylish retreat, offering a chic living area with a king-size bed. It comes equipped with beach chairs, umbrellas, coolers, and floaties for enjoying the beach, along with free Wi-Fi, private parking, and smart TVs for a convenient and connected stay.

This Siesta Key studio is located in Siesta Key Village, just 60 metres from Siesta Beach and 90 metres from the Siesta Key Village entertainment district.
This airy, third-floor apartment, suitable for two guests, offers a private deck with Gulf views, a well-equipped kitchen, high-speed internet, and complimentary beach essentials, with shared laundry facilities and parking available on-site.

This Siesta Key house is located just 1.6km from Siesta Key Beach, 1.6km from Crescent Beach and 3.2km from Siesta Key Marina, offering easy access to the area's most popular attractions. The property has received excellent ratings for location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The property is a 4-bedroom home that comfortably accommodates up to 10 guests. The house features a private pool, spa, garden, terrace, and barbecue grills, providing plenty of space for relaxation and entertainment.

This Siesta Key condo, a short 0.002 km stroll from the beach and 0.001 km from a swimming pool, offers superb Gulf-front access.
The 90 square metre apartment features one bedroom with two queen beds, two bathrooms, a fully equipped kitchen, and a screened patio; sleeping up to four guests and including amenities such as a Jacuzzi and free internet.

This pet-friendly Siesta Key apartment rental is conveniently located a short drive (approx. 8km and 14km respectively) from Siesta Key Public Beach and Crescent Beach.
The one-bedroom, one-bathroom flat sleeps two guests and boasts a full kitchen, in-unit laundry, a private terrace, free Wi-Fi, a swimming pool, jacuzzi and garden access, perfect for a relaxing beach getaway.

This Siesta Key villa, situated in the Polynesian Gardens community, is a half-mile (0.8 km) walk from Siesta Key Beach Access #12, local shops, restaurants, and a marina.
The 84 square metre (900 sq ft) self-catering property sleeps four, boasting a private patio with BBQ, a fully equipped kitchen, heated community pool, and Tiki Toss game; nearby attractions include Tampa and Fort Myers airports (approximately one hour's drive).

This Siesta Key flat, situated in Point O'Rocks, offers direct access to Crescent Beach and is 17.7 kilometres from The John and Mable Ringling Museum of Art.
This 46 square metre apartment accommodates up to three guests, featuring a private pool, complimentary parking, a fully equipped kitchen with a microwave and fridge, and free WiFi.

This smoke-free apartment is located on Siesta Key, just 0.6 kilometres from Siesta Key Beach, a 10-minute walk from Siesta Key Marina and Crescent Beach. It has received excellent ratings for location, cleanliness, and user experience.
The apartment is a 2-bedroom, 2-bathroom property with a floor area of 116 square metres, accommodating up to 6 guests. It features a fully equipped kitchen, a terrace, a swimming pool, a jacuzzi, and a fitness centre, along with other amenities and activities.

This Siesta Key waterfront apartment, located less than 1.6km from Siesta Key Beach and Crescent Beach, also lies within 1.6km of St Boniface Episcopal Church Labyrinth and Siesta Key Marina.
The 65 square metre property boasts three bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, swimming pool, terrace, garden, parking, and free Wi-Fi.

This Siesta Key Village townhouse, an 8-minute walk from Siesta Key Beach and 2.1km from Crescent Beach, offers easy access to shops, restaurants, and the John and Mable Ringling Museum of Art (16km away).
The 177 square metre, three-bedroom property sleeps up to 18 guests and boasts a private heated pool, terrace, and fully equipped kitchen, alongside free Wi-Fi and parking.

This four-bedroom cottage is located just 160 metres from Siesta Key Beach and 320 metres from Siesta Key Village, providing easy access to the area's top attractions.
The cottage offers a private porch and patio, an outdoor shower, a laundry room, and a Keurig coffee maker, perfect for families or groups of up to eight people.

This ground floor flat is located on Siesta Key, just a short walk across Midnight Pass to the beach and one kilometre from Siesta Village, offering a peaceful retreat with easy access to the island's attractions. It has received excellent user ratings for its comfortable and convenient accommodation.
The flat is 48 square metres in size and can comfortably sleep four guests. It offers a range of amenities including a swimming pool, spa, parking, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.

This Siesta Key house is located just 500 metres from Point of Rocks and Crescent Beach, and 2 kilometres from Siesta Key Beach, offering easy access to the area's beautiful beaches and a peaceful setting near the sea. The property has received excellent ratings for location, cleanliness and user experience.
This one-bedroom property comfortably sleeps two guests. The house comes equipped with a range of amenities, including a swimming pool, tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.

Jamaica Royale - 87 is a beachfront property in Siesta Key, just 18 kilometres from The John and Mable Ringling Museum of Art and 11 kilometres from Sarasota Opera, offering easy access to the area's attractions and the renowned Siesta Key Beach. This rental property has received excellent ratings for location, cleanliness and overall user experience.
This house provides comfortable living space with a seating area for relaxation. It features a fully equipped kitchen with a fridge, microwave oven and dishwasher, along with air conditioning, a swimming pool, a terrace, a garden, concierge service, parking and internet access.