Vacation Rentals in Siesta Key, FL

This Siesta Key apartment, a short 0.4km stroll from Siesta Key Beach and moments from Siesta Key Village's shops and restaurants, offers easy access to the island's best attractions.
The two-bedroom, one-bathroom flat sleeps four, features a full kitchen with appliances including a dishwasher and a Keurig coffee maker, in-unit laundry, and provides beach gear including chairs, umbrella, and wagon; small dogs are welcome.

This villa in Siesta Key offers direct access to a private beach and is an 80-second walk from the nation's top-rated beach, with St. Armands Circle and the Mall at University Town Centre a short drive away.
This holiday home provides accommodation for four guests with one bedroom, one bathroom, a fully equipped kitchen with an outdoor grill, a heated communal pool, and beach equipment, all within 1.6 kilometres of Mote Marine Laboratory & Aquarium.

This Siesta Key holiday flat offers a prime location, just a 2-minute walk from Siesta Key Beach and a 7-minute drive from Siesta Key Village's shops and eateries.
This 98 square metre apartment, accommodating up to six guests, features two bedrooms and two bathrooms, complete with a fully equipped kitchen, in-unit laundry, high-speed WiFi, and access to resort-style amenities including swimming pools and tennis courts.

This apartment is situated on Siesta Key, just 1.6 kilometres from Siesta Key Village and its shops and restaurants. It has excellent user, location and cleanliness ratings.
The accommodation has two bedrooms and two bathrooms, comfortably sleeping six guests. It offers a range of amenities, including a private beach access, two heated pools, a fitness room, a fishing pier, barbecue grills, picnic areas, lighted tennis courts, and a clubhouse for private parties.

This Siesta Key apartment is situated near Sarasota Bay and the Gulf of Mexico, a short distance from Siesta Beach and Siesta Village, offering easy access to the South Bridge and attractions such as the Ringling Museum of Art.
The two-bedroom, two-bathroom flat sleeps four guests and boasts an open-plan layout with a screened balcony overlooking the pool, a fully equipped kitchen with granite countertops and stainless steel appliances, and access to Bay Oaks community amenities including a resort-style swimming pool, tennis courts and a BBQ area.

This Siesta Key condominium is located a 3-minute walk from Siesta Key Beach, 11.8 kilometres from Marina Jack Restaurant and Marina, and 17.7 kilometres from the Ringling Museum.
This 158 square metre residence accommodates up to 19 guests with four bedrooms and three bathrooms, featuring a well-equipped kitchen, air conditioning, a fitness centre, tennis court, private parking, and sea views.

This holiday home is located in Siesta Key, just 1.6km from Crescent Beach and Siesta Key Beach, offering easy access to the beautiful white sands and turquoise waters. It has received excellent ratings for location, cleanliness and user experience.
This spacious property offers 8 bedrooms and a sofa bed, accommodating large families or groups of friends. It features a private pool, a barbecue grill, a fully equipped kitchen and a game room, providing all the amenities you need for a relaxing and enjoyable stay.

This beachfront property is located just a 15-minute walk from Siesta Key Beach and Crescent Beach, offering easy access to the island's most popular attractions. The surrounding area is quiet and relaxing, perfect for a peaceful getaway. This property has received excellent user ratings, indicating a high level of satisfaction among previous guests.
This two-bedroom apartment, with one bathroom, spans 73 square metres. Guests can enjoy a range of amenities including a swimming pool, tennis court, and a garden, as well as free parking and internet access.

This holiday home in Point O'Rocks, Siesta Key, is located a mere 10 metres from Crescent Beach and 17 kilometres from Sarasota Bradenton International Airport and the John and Mable Ringling Museum of Art.
This air-conditioned property offers 70 square metres of living space, accommodates up to 11 guests, and features a well-equipped kitchen, a swimming pool, a hot tub, and complimentary WiFi, with cycling opportunities nearby.

This luxury penthouse is situated in Siesta Key, Florida, a three-minute walk from Siesta Key Beach and 1.8 kilometres from Crescent Beach, offering easy access to Sarasota attractions such as the John and Mable Ringling Museum of Art (16 kilometres) and the Sarasota Opera (10 kilometres).
The 149 square metre property boasts a spacious three-bedroom layout sleeping up to 18 guests, complete with a fully equipped kitchen, two bathrooms, a rooftop sundeck, private patio with barbecue, free Wi-Fi, and private parking.

This charming house is located just 400 metres from the world-famous Siesta Key Beach, known for its white sand and calm waters, and is also close to Siesta Key Village, offering a range of shops, restaurants, and nightlife. The house has received excellent ratings for its location, cleanliness, and overall experience.
The property spans 100 square metres and offers a private pool and hot tub for relaxation, as well as a fully equipped kitchen, a balcony with pool views, and streaming services for entertainment.

This ground-level duplex in Siesta Key Village offers an unbeatable location, just 300 metres from Siesta Key Village's dining and shopping and 600 metres from Siesta Key Beach.
This two-bedroom, two-bathroom apartment accommodates up to eight guests and features a shared heated swimming pool, a shared grill and patio area, in-unit laundry, complimentary Xbox and Nintendo NES consoles, and beach essentials, with two dedicated parking spaces and dog-friendly accommodation available upon prior approval.

This Point O'Rocks flat offers proximity to Siesta Beach and Crescent Beach, with the Ringling Museum located 17.7 kilometres away.
This 56 square metre apartment accommodates two guests and features air conditioning, complimentary Wi-Fi, private parking, a kitchenette, and access to an outdoor swimming pool and sun terrace.

This Siesta Key beachfront apartment is directly opposite Siesta Key Beach and within 800 metres of restaurants including Mango Cafe and Anna's Famous Deli.
The two-bedroom, two-bathroom property sleeps five, offering a fully equipped kitchen with a Keurig coffee maker, a living room with Smart TV, and beach amenities including chairs, towels, and umbrellas; on-site laundry and 5-star management are also available.

This recently renovated Sarasota studio apartment is located a short walk from Lido Key Beach and St. Armands Circle, offering easy access to upscale shopping and dining.
The self-contained apartment sleeps two, features a king-size bed, full kitchen with fridge, freezer and microwave, plus a private patio and on-site parking, all within a freshly painted building (November 2023).

This Siesta Key property is located in Siesta Village, just a 600-metre walk from Siesta Key Beach, consistently ranked as one of the best beaches in the USA. Guests consistently rate the property as excellent for location, cleanliness, and overall experience.
The property comprises two separate units, each with its own kitchen, living room, and patio, providing a total of 121 square metres of space. Amenities include a private heated pool, a spacious garden, a terrace, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay for up to 16 guests.