Holiday Rentals in Siesta Key, FL

This Siesta Key condo, near Crescent Beach (0.6km) and 17km from the John and Mable Ringling Museum of Art, offers direct beach access.
The 139 square metre property boasts three bedrooms, two bathrooms, sleeping six, and features a terrace, sauna, fitness centre, tennis court, parking, and free Wi-Fi.

Aloha Kai #49, a two-bedroom property on Crescent Beach in Siesta Key, Florida, offers direct beach access to this consistently top-ranked US beach and is within walking distance of local restaurants and bars.
This self-catering holiday home sleeps six guests comfortably, boasting a private patio, access to a large shared pool, and resort amenities including shuffleboard, ping pong, and complimentary beach toys, all within the secure Aloha Kai gated community.

This Siesta Key apartment, situated directly across from the Gulf of Mexico beach, offers unparalleled access to the sands and boasts a private dock on Sarasota Bay.
The two-bedroom suite sleeps six, features a fully equipped kitchen with stainless steel appliances, a heated pool, and complimentary amenities including Segway Ninebot scooters, an Xbox, and GAIA premium toiletries.

This canal-side flat in Siesta Key offers a peaceful retreat, located just 400 metres from Siesta Key Beach and one block from Siesta Village, with its shops and restaurants.
This family-friendly apartment accommodates up to six guests across two bedrooms, featuring a fully equipped kitchen, air conditioning, garden access, and shared amenities including bicycles, beach chairs and umbrellas.

Siesta Villa Coralline is a single-storey property located in the Polynesian Gardens community on Siesta Key, a short walk to the beach and less than a mile from Siesta Beach. The villa has received excellent ratings for its location, cleanliness, and overall experience.
The property has two bedrooms and one bathroom, accommodating up to five guests. Amenities include a private backyard, access to a large heated community pool, and a private dock. Beach chairs, umbrellas, coolers, and toys are provided for a worry-free day at the beach.

This Siesta Key bayfront apartment, a 15-minute walk from Crescent Beach and a short 5-minute (approx. 3.2km) drive from Siesta Key Beach and the Village, offers stunning bay views and easy access to local attractions.
The two-bedroom, one-bathroom property sleeps four, includes a kitchen with dishwasher, air conditioning, a swimming pool, and parking, providing all the amenities for a comfortable family holiday.

This two-bedroom, two-bathroom Sarasota Surf & Racquet Club condo is situated on Siesta Key, a short walk from Siesta Key Beach and conveniently close to Siesta Key Village.
The second-floor apartment, sleeping up to five guests, boasts a fully equipped kitchen with stainless steel appliances, an open-plan living area, and access to resort amenities including two heated pools and a fitness centre; maid service is included.

The Anchorage Resort 9th Floor 2-bedroom Condo With Balcony- Gulf Views! Pool, Beach is situated on the waterfront in Siesta Key, just a 15-minute walk from Crescent Beach and Siesta Key Beach, and within a mile of Gulf Gate Mall and Point of Rocks. This property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The apartment spans 116 square metres and comfortably accommodates up to four guests. This two-bedroom, two-bathroom condo features a fully equipped kitchen, a private balcony with stunning Gulf views, and access to a range of on-site amenities, including a swimming pool, fitness centre, sauna, and a tennis court.

This Siesta Key apartment, located in La Siesta Condominiums, is steps from Siesta Key Beach and a short distance from Siesta Village's amenities.
The 100 square metre, third-floor property boasts two bedrooms, two bathrooms, sleeps five guests comfortably, and includes a private balcony, swimming pool, fitness centre, and tennis court access.

This Siesta Key apartment is situated near Crescent Beach, a 10-minute walk from Siesta Key Marina and less than 1.6km from Siesta Key Beach.
The 116 square metre property boasts two bedrooms, two bathrooms, accommodates six guests, and offers amenities including a swimming pool, tennis court, and free Wi-Fi.

This two-bedroom, two-bathroom flat offers a prime downtown Siesta Key location, situated just 500 metres from Siesta Key Public Beach and a 1.3 kilometre walk to Crescent Beach.
This 110 square metre apartment, accommodating up to six guests, features a well-equipped kitchen, air conditioning, a shared swimming pool, private balcony, on-site parking, and an in-unit washer and dryer.

This Siesta Key apartment is conveniently located just 600 metres from the famous Siesta Key Beach, offering easy access to the soft white sands and calm waters. The property has received very good user ratings, with an excellent location rating and a very good cleanliness rating.
The two-bedroom apartment offers 112 square metres of space. Guests can enjoy a private pool, air conditioning, a shared outdoor pool, free private parking, and a range of other amenities, including a tennis court and a garden.

This Siesta Key ground-floor apartment in Midnight Cove II is located steps from Crescent Beach and a short walk from Siesta Village's shops and restaurants, offering easy access to the Gulf of Mexico.
The three-bedroom, two-bathroom property sleeps eight guests and features a fully equipped kitchen, a swimming pool, and proximity to tennis/pickleball courts, a basketball court, and a clubhouse, making it ideal for families or groups.

This Ridge Wood Heights studio apartment, perfect for couples, offers self-catering facilities including a fridge and microwave, air conditioning, parking, and excellent guest ratings for cleanliness and location.
The apartment sleeps two guests and features exterior access, though its precise location within Ridge Wood Heights and proximity to specific attractions requires further clarification.

This Siesta Key apartment is located just 500 metres from Crescent Beach, a short drive from Siesta Key Beach and Turtle Beach, and within a 32-kilometre drive of the John and Mable Ringling Museum of Art. The apartment has been rated excellent for location, cleanliness and by previous guests.
This two-bedroom apartment spans 84 square metres and comfortably accommodates up to six guests. The apartment offers a range of amenities including a swimming pool, spa, fitness centre, tennis court, and a private balcony with outdoor dining area.

This ground-floor studio apartment in the Palm Bay Club tower on Siesta Key boasts direct beach access and stunning Gulf views.
The self-catering unit sleeps three, features a new Tempur-Pedic queen bed and pull-out twin sofa bed, and includes access to Palm Bay Club amenities such as two swimming pools, a hot tub, gym, and free bike rentals.