Holiday Rentals in Siesta Key, FL

This beachfront apartment offers direct access to Siesta Key Beach, a mere 100 metres from the sand, and is conveniently located within 1 kilometre of Siesta Key Village's shops and restaurants.
This spacious two-bedroom, two-bathroom condo accommodates up to six guests and features a large balcony overlooking the beach, a fully equipped kitchen, in-unit laundry, and resort-style amenities including a heated pool and BBQ area.

This family-friendly apartment building is located close to Siesta Key Beach, Irma Beach, and St. Boniface Episcopal Church Labyrinth, making it ideal for exploring the best of Siesta Key. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment comes with three bathrooms, a washing machine, and a fully equipped kitchen, allowing you to cook your own meals. It also offers a range of amenities and activities, including a swimming pool, a terrace, a garden, and on-site barbecue grills.

This one-bedroom flat, situated in Provincial Gardens on Siesta Key, offers direct bay views from its screened lanai and is a mere 400-metre walk to the world-famous Siesta Key Beach, with a trolley stop for Siesta Village just 1 minute away.
Guests can enjoy a heated swimming pool, bayfront kayaking, a full kitchen, in-unit laundry, and complimentary beach essentials, accommodating up to two people for a comfortable stay.

This Siesta Key condo, a short 1.1km walk from Crescent Beach, is conveniently located within 18km of the Ringling Museum of Art and Sarasota Bradenton International Airport.
This 119 square metre, two-bedroom, two-bathroom property sleeps seven guests and boasts a private pool, sauna, fitness centre, and tennis court, alongside free Wi-Fi and parking.

This two-bedroom, two-bathroom condominium in Siesta Key offers direct access to a private deeded beach, just 50 metres across the road, with expansive west-facing balconies providing panoramic views of the gulf, canal, and bay.
This fully furnished holiday apartment accommodates up to six guests and boasts in-unit laundry facilities, a communal swimming pool, and multiple pickleball courts, all within easy walking distance of Siesta Key's shops and restaurants.

This renovated flat offers a direct bayfront setting on the Intracoastal Waterway with marina views, situated less than 1.6 kilometres from Siesta Key Beach and Crescent Beach, and a short 3-minute drive from Siesta Key Village, accessible via a trolley stop outside the building.
This spacious two-bedroom, two-bathroom condo accommodates up to six guests and features a modern kitchen with stainless steel appliances, a screened veranda, resort-style amenities including two heated swimming pools and tennis courts, and Xplorie's Free Admission programme providing daily activity choices.

This three-bedroom, two-and-a-half-bathroom Gulf Gate Estates townhouse is a 15-minute walk (approximately 1.2km) from Siesta Key Beach.
The property sleeps eight guests and offers a fully equipped kitchen, swimming pool, parking, and is excellently rated for cleanliness, location and user experience.

This Siesta Key apartment is less than 1.6km from Siesta Key Beach, Crescent Beach, and Siesta Key Marina, offering convenient access to Siesta Key's attractions and St. Boniface Episcopal Church Labyrinth.
The 65 square metre self-catering flat sleeps four guests and includes a fully equipped kitchen, a washing machine, a Smart TV, and access to a swimming pool, jacuzzi, and parking.

This Siesta Key beachfront condo is situated less than 1.6km from Crescent Beach and Siesta Key Beach, and a 10-minute drive from Point of Rocks and Siesta Key Marina.
This 91 square metre apartment sleeps four guests in three bedrooms and two bathrooms, boasting a private balcony, fully equipped kitchen, swimming pool, spa, tennis court, and free Wi-Fi.

This ground-floor apartment in Sarasota's Siesta Shores is situated a 1.6km stroll from Crescent Beach on Siesta Key, offering easy access to the beach and local amenities.
Sleeping ten guests in ten bedrooms and one bathroom, this fully-remodelled (2022) property boasts a full kitchen, 75" Smart TV, free Wi-Fi, a shared heated pool, free kayaks and paddleboards, and coded keypad entry; beach towels, a cooler and games are provided.

This canal-front property is situated in a quiet Siesta Key residential neighbourhood, offering waterfront living with direct boating access, approximately 800 to 1600 metres from Siesta Key Beach and Siesta Key Village.
This 86 square metre flat boasts three bedrooms and three bathrooms, accommodating up to ten guests with a fully equipped kitchen, in-unit laundry, a private fenced backyard with a gas grill, a heated swimming pool, a hot tub, and included beach amenities.

This Siesta Key apartment is ideally situated less than 1.6km from Crescent Beach and Siesta Key Beach, and approximately 3.2km from Turtle Beach, offering easy access to Siesta Key's renowned sands.
The one-bedroom, one-bathroom flat sleeps four guests, boasting a fully equipped kitchen, in-unit laundry, free Wi-Fi, a terrace, and access to a swimming pool, spa, and fitness centre; plus an on-site water park.

This Siesta Key holiday home is a seven-minute walk from Siesta Key Beach and within 10-16km of attractions including the Ringling Museum, Sarasota Opera House, and St. Armands Circle.
The 71 square metre property offers two bedrooms, one bathroom, a private heated pool, fully equipped kitchen, and free Wi-Fi; sleeping up to four guests comfortably.

This Siesta Key beachfront apartment, less than 1.6km from Siesta Key Beach and Crescent Beach, offers convenient access to Siesta Key Marina and St. Boniface Episcopal Church Labyrinth.
The 107 square metre property comprises two bedrooms, two bathrooms, and sleeps six, boasting a fully equipped kitchen, private balcony, swimming pool, jacuzzi, fitness centre, tennis court, and parking, plus family-friendly amenities including a games room and barbecue grills.

This two-bedroom apartment is situated directly across the street from Siesta Key Beach, offering easy access to the world-famous sands and a short walk to the Siesta Key Drum Circle. The apartment has received excellent user ratings and is a popular choice for families and groups looking for a comfortable and convenient stay.
The 130 square metre apartment sleeps up to four guests and features a fully equipped kitchen, two bathrooms, a balcony, and a private garage. Guests can enjoy the on-site swimming pool, tennis courts, and a gazebo with a grill, as well as the convenience of direct beach access, air conditioning, and free Wi-Fi.

This detached villa in Siesta Key offers direct access to a private beach, a mere 45-second walk away, and is within walking distance of Stickney Point's restaurants, bars, and marina.
This family-friendly holiday home accommodates up to five guests with two bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, a large heated swimming pool, and three smart TVs.