Search accommodations in Siesta Key, FL

This holiday apartment is situated in Point O'Rocks, mere steps from Crescent Beach, and 17.7 kilometres from the John and Mable Ringling Museum of Art.
This 46 square metre property accommodates up to 7 guests, offering direct beach access, a heated swimming pool, Jacuzzi, fitness centre, tennis court, a patio, balcony with pool views, and a well-equipped kitchen, with complimentary WiFi and private parking provided.

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 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.

This two-bedroom house is situated on Avenida De Cortez, just 1.3 kilometres from Crescent Beach and an eight-minute walk from Siesta Key Beach.
The 162 square metre property features a private pool, a children's playground, a fully equipped kitchen and a terrace, making it ideal for families.

This Siesta Key apartment is located just a short walk from Siesta Beach, one of the most renowned beaches in the world, and less than 1.6 kilometres from Siesta Village, offering easy access to shops, restaurants and nightlife. It has consistently received excellent user ratings.
The two-bedroom apartment, spanning 165 square metres, comfortably accommodates up to six guests. It offers a range of amenities including a private pool, a barbecue and picnic area, tennis courts, a garage with beach equipment, and a spacious terrace with peaceful lake views.

This ground-floor condominium on Siesta Key is located on the IntraCoastal waterway, offering views and 5-minute walk to private beach access, centrally positioned between Siesta Key Village and the shops at South Bridge.
This 70 square meter apartment sleeps six, featuring two bedrooms, one bathroom, a fully equipped kitchen, air conditioning, a swimming pool, garden, and parking, with beach essentials provided for your convenience.

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 apartment is located just a short walk from Crescent Beach and less than 1.6km from Siesta Key Beach, offering easy access to the area's beautiful beaches and vibrant atmosphere. The property has received excellent ratings for location, cleanliness and overall user experience.
The two-bedroom apartment comfortably accommodates six guests and features a balcony, two bathrooms, and a fully equipped kitchen. Guests can enjoy amenities such as a swimming pool, tennis court, fitness centre, sauna and spa, as well as free parking and internet access.

This second-floor flat in Gulf and Bay - Bayside, Siesta Key, is situated approximately 1 kilometre from Siesta Key Beach and Crescent Beach, with St. Armands Circle and Mall at University Town Centre a short drive away.
This 119 square meter apartment accommodates up to 5 guests across 2 bedrooms and 2 bathrooms, featuring a glassed-in lanai, modern kitchen with granite countertops, and access to community swimming pools and tennis courts.

This Siesta Key property is located in Sarasota, just a stone's throw from the famous Siesta Key Beach and a short drive from Crescent Beach. The house has received excellent ratings for its location, cleanliness, and overall user experience.
The property is a spacious house with a private pool and jacuzzi. Guests can enjoy a range of amenities, including a fully equipped kitchen, a terrace with sea views, a garden, and free parking and Wi-Fi.

This Siesta Key condo is situated less than 1.6km from Crescent Beach and 1.8km from Turtle Beach, offering easy access to Sarasota's beautiful coastline.
The 86 square metre, two-bedroom apartment features a fully equipped kitchen, patio, swimming pool, spa, and free Wi-Fi, sleeping up to four guests and providing convenient access to the Ringling Museum and Sarasota Opera.

This Siesta Key condo, part of the Crescent Royale complex, is located just 0.1 kilometres from Siesta Key Beach, offering easy access to the sand and proximity to St. Armands Circle and University Town Center Mall.
The 77-square-metre apartment features one bedroom, one bathroom, and a sofa bed, accommodating up to four guests, and includes a private pool, outdoor grill, shuffleboard, and stunning sunset views from a screened lanai.

This Sarasota coastal-style house is situated a short distance from Siesta Key's beaches, approximately 9.6km from Sarasota city centre and its attractions including Marina Jack, Sarasota Opera House, and the Sarasota County Visitor Information Centre.
This two-bedroom, two-bathroom property offers 97 square metres of living space, sleeps six guests, and includes free Wi-Fi, air conditioning, parking, and a children's playground; Sarasota Bradenton International Airport is 15km away.

This Siesta Key vacation home is located just 1.6 kilometres from Siesta Key Beach, a popular spot known for its white sand, and within 3.2 kilometres of Siesta Key Marina. The property has received excellent ratings for location, cleanliness, and overall user experience.
The two-bedroom house comfortably sleeps eight guests and features a fully equipped kitchen, a private pool, and a terrace. Enjoy a barbecue on the patio, relax in the spa, or explore the surrounding area with the provided parking.

This detached house is located in Siesta Key, a 6-minute walk from Crescent Beach, and 18 kilometres from Sarasota Bradenton International Airport and The John and Mable Ringling Museum of Art.
This family-friendly villa offers accommodation for six guests across three bedrooms and two bathrooms, featuring air conditioning, complimentary WiFi, a private beach area, an outdoor swimming pool, and on-site water sports.

This Gertrude Rentals property is a detached house located on a quiet street in Siesta Key Village, offering 250 metres' walk to the village amenities and an 8-minute stroll to the beach.
This residence comprises two distinct 2-bedroom, 1-bathroom units, accommodating up to 12 guests with a heated swimming pool, on-site parking, and modern decor following a May 2025 renovation, ideal for families and beach lovers seeking proximity to dining and entertainment.