Holiday Rentals in Siesta Key, FL

This Siesta Key condo, a 102-square-metre (1100 sq ft) apartment, is situated less than 1.6km from Siesta Key Beach and Crescent Beach, and under 1.6km from Siesta Key Marina.
The two-bedroom, two-bathroom property sleeps eight, boasting a fully equipped kitchen, private terrace, swimming pool, parking, and internet access; nearby attractions include the St. Boniface Episcopal Church Labyrinth.

This holiday cottage, Aloha Kai #60, is located directly on Crescent Beach, rated number one in the United States, and within the gated Aloha Kai resort on Siesta Key, offering walking distance to local restaurants and entertainment.
This 62-square-metre holiday home accommodates up to four guests with one bedroom and one bathroom, featuring air conditioning, a kitchen with a fridge, microwave oven, and dishwasher, a swimming pool, spa, parking, and complimentary beach toys and floats.

This Siesta Key property is situated just 1.6km from Siesta Key Beach, renowned for its white sand and calm waters, and within 5km of St. Boniface Episcopal Church Labyrinth and Irma and Crescent Beaches. The property has received excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
This 3-bedroom, 2-bathroom house offers 139 square metres of space, comfortably accommodating up to 6 guests. Amenities include a private pool, a fenced yard, free Wi-Fi, a fully equipped kitchen, beach towels and sun loungers, parking, and air conditioning.

This two-bedroom apartment is located on Siesta Key, just a 5-minute walk from Crescent Beach and 2 kilometres from Siesta Key Beach. The apartment is highly rated by previous guests, with excellent scores for location, cleanliness, and overall experience.
The 130 square metre apartment comfortably accommodates up to 6 guests and features a fully equipped kitchen, a private pool, a terrace, and a garden. The apartment also has a range of amenities including air conditioning, Wi-Fi, a washing machine, and a dryer, as well as free parking.

This beachfront apartment is located on Siesta Key, just a short distance from Crescent Beach and Siesta Key Beach, and within easy reach of Siesta Key Marina and Point of Rocks, making it ideal for exploring the island. The property enjoys excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment features two bedrooms and spans 71 square metres, offering ample space for a relaxing holiday. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, garden and spa, as well as free parking and internet access.

This Siesta Key condo is situated less than 1.6km from Siesta Key Beach, close to Siesta Key Beach Playground, St Boniface Episcopal Church Labyrinth, and the Siesta Key Farmers Market.
The 76 square metre apartment features one bedroom, one bathroom, sleeps four, and includes a private pool, fitness centre access, on-site parking, and a fully equipped kitchen with appliances such as a fridge, microwave, and dishwasher.

This Siesta Key beachfront condo offers direct beach access and is less than 1.6km from Siesta Key Beach and Crescent Beach, and under 1.6km from Siesta Key Marina and Point of Rocks.
The 94 square metre apartment sleeps six guests, boasts two bedrooms and two bathrooms, a fully equipped kitchen, and includes amenities such as a swimming pool, fitness centre, and tennis court.

This luxury Siesta Key holiday home is situated in Siesta Key Village, a 2-minute walk from Siesta Key Beach and close to local dining and shopping establishments.
Boasting 7 bedrooms and 8 bathrooms, this expansive property accommodates up to 20 guests and features a resort-style backyard with a heated lagoon-style pool, spa, waterslide, a rooftop deck with Gulf views, elevator access to all three levels, and is equipped with beach essentials.

This Siesta Key Village holiday home is less than 1.6km from Siesta Key Beach and within 3.2km of the Siesta Key Farmers Market.
The two-bedroom, one-bathroom property sleeps four, boasting a fully equipped kitchen with fridge and microwave, a washing machine, balcony, and amenities including a TV and coffee maker.

This beachfront apartment on Siesta Key is located less than 1.6km from Siesta Key Beach and Siesta Key Beach Playground, also within 1.6km of St Boniface Episcopal Church Labyrinth and the Siesta Key Farmers' Market.
The 112 square metre property boasts two bedrooms, two bathrooms, and sleeps five, offering a fully equipped kitchen, swimming pool, fitness centre, tennis court, parking, and a terrace/balcony.

This flat is situated in the gated waterfront Harbor Towers community on Midnight Pass Road, Siesta Key, offering direct access to Siesta Key Beach and island attractions, just a short distance from The Village.
This 98 square metre condominium accommodates up to five guests with two bedrooms and two bathrooms, featuring a private screened lanai, a fully equipped kitchen, and resort-style amenities including two heated swimming pools and three Har-Tru tennis courts.

This Siesta Key apartment is located directly on the beach, within 1.6 kilometres of St. Boniface Episcopal Church Labyrinth and Crescent Beach, and within 3.2 kilometres of Siesta Key Marina and Point of Rocks. The property has been rated excellent for its location, cleanliness and overall experience by previous guests.
The apartment is a one-bedroom, one-bathroom property with a floor area of 53 square metres, comfortably accommodating up to four guests. It features amenities such as a fully-equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, and parking.

This Siesta Key Village holiday home is less than 1.6km from Siesta Key Beach and the Farmers Market, and within 3.2km of Siesta Key Beach Playground and St. Boniface Episcopal Church Labyrinth.
The one-bedroom, one-bathroom property sleeps four guests and includes a fully equipped kitchen with fridge and microwave, in-unit laundry, and amenities such as a TV, coffee maker, and hairdryer; nearby attractions include the beach and playground.

This apartment is located on Siesta Key, just a short walk from the famous Siesta Key Beach and 1.2km from Crescent Beach, offering a peaceful setting close to the action. The apartment has received very good user reviews, with excellent ratings for location and cleanliness.
The apartment has 3 bedrooms and a floor area of 120 square meters, providing comfortable accommodation for up to 6 guests. The apartment features a fully equipped kitchen, a private balcony, a swimming pool, and a tennis court, ensuring a relaxing and enjoyable stay.

This family-friendly apartment is located in Siesta Key, within 3km of Siesta Key Beach, Irma Beach, and St. Boniface Episcopal Church Labyrinth, offering easy access to popular destinations. It has excellent ratings for location, cleanliness, and user experience.
The apartment has one bedroom and one bathroom, accommodating up to two guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a garden, and free parking.

This holiday flat is situated in the Point O'Rocks district of Siesta Key, mere steps from Crescent Beach and approximately 17.7 kilometres from the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport.
This 46 square metre abode accommodates up to seven guests with one bathroom, featuring a fully equipped kitchen with a dishwasher, complimentary WiFi, private parking, air conditioning, a swimming pool, hot tub, and direct access to a private patio and a balcony from the bedroom.