Compare cheap villa rentals in Siesta Key, FL from 100+ sites!

This villa is located in the Aloha Kai community on Siesta Key, offering deeded access to Siesta Key Beach and proximity to the Olympic-sized heated pool and a private dock.
This two-bedroom, two-bathroom villa accommodates up to four guests with a full kitchen, in-unit laundry, sunroom, family room, shaded patio, and courtyard, plus access to a private day-use dock with a kayak lift.

Our House At The Beach C-106 2 Bedrooms 2 Bathrooms Condo is situated just a short walk from Siesta Key Public Beach, Siesta Key Beach, and Crescent Beach, providing easy access to the area's beautiful coastline. This 3-star condo has received excellent user ratings, making it a popular choice for travelers.
The two-bedroom, two-bathroom condo offers 1360 square feet of space. Guests can enjoy amenities such as a swimming pool, a terrace or balcony, a garden, and parking, making it an ideal choice for families or groups seeking a comfortable and convenient stay.

This Siesta Key condo rental is located less than a mile from Crescent Beach and 1.2 miles from Turtle Beach, offering easy access to Siesta Key's pristine sands and within a short drive of Sarasota attractions like St. Armands Circle and the Ringling Museum.
This 970-square-foot unit features two bedrooms, a fully equipped kitchen with a dishwasher, free Wi-Fi, a private entrance, and access to an on-site heated pool and spa, comfortably accommodating families or small groups.

This house is located in Sarasota, a 2-minute walk from Crescent Beach and 7.7 miles from Marina Jack Restaurant and Marina.
This 2-bedroom, 2-bathroom vacation rental accommodates up to 11 guests and features an outdoor swimming pool, fitness center, tennis court, on-site parking, and complimentary Wi-Fi.

Vinca - 5251D is a short 5-minute walk from Siesta Key Beach, known for its powdery white sand and calm waters, and within a 1.2-mile radius of Crescent Beach. This vacation rental has received very good user ratings, and good ratings for location and cleanliness.
This 1-bedroom, 1-bathroom home offers 740 square feet of space and can accommodate up to 4 guests. Enjoy modern amenities like air conditioning, a swimming pool, free parking, and Wi-Fi, along with a fully equipped kitchen and a TV with satellite channels.

This condominium offers a prime Siesta Key location, just a 4-minute walk to Siesta Key Beach and 11 miles from the John and Mable Ringling Museum of Art.
This 1210 sq ft vacation home accommodates up to 9 guests with 2 bedrooms and 2 bathrooms, featuring a well-equipped kitchen, rooftop pool, fitness center, tennis court, and on-site parking.

This beachfront vacation home in Point O'Rocks, Siesta Key, offers direct access to Crescent Beach and is 11 miles from the John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport.
This 700 sq ft rental accommodates 11 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, a heated swimming pool, a hot tub, a fitness center, and on-site parking.

This 670 sq ft, 1-bedroom, 1-bathroom villa offers direct access to Crescent Beach, ranked the #1 beach in the U.S., and is located within the family-friendly Aloha Kai resort on Siesta Key.
This accommodation sleeps 4 guests and features a full kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, spa, private sunroom, and complimentary beach toys and floats, with easy access to nearby restaurants and island exploration via the Siesta Key trolley.

This Siesta Key vacation home, Vista Hermosa, is located in Sarasota, a short walk from Crescent Beach and a short drive from Turtle Beach, offering easy access to Sarasota's beautiful beaches and attractions like the John and Mable Ringling Museum of Art (11 miles away).
The 900-square-foot property features a fully equipped kitchen, private parking, a swimming pool, a tennis court, and free Wi-Fi; enjoy convenient elevator access and proximity to Marina Jack.

This newly remodeled stand-alone villa is located in the tranquil Vista Hermosa complex on the south end of Siesta Key, a short 0.2 miles walk from Siesta Key Beach and close to dining and shopping.
This 1160 sq ft private villa accommodates up to 4 guests with 2 bedrooms and 2 bathrooms, featuring an open floor plan, a newly updated kitchen, a private patio, and access to a heated community pool with shuffleboard courts, all within walking distance to the beach and shops.

Casita Mar, a renovated duplex on Siesta Key, is a two-minute walk from Crescent Village, offering easy access to dining, shopping, and private beach access, and a short drive from Siesta Key Beach and Siesta Key Village.
This 800-square-foot vacation rental sleeps four guests in two bedrooms and one bathroom and features a fully equipped kitchen, free Wi-Fi, a private pool, beach chairs and umbrella access, and a dog-friendly policy (up to 25 lbs, fee applies).

This Siesta Key vacation home is centrally located, 1.2 miles from Turtle Beach, 7.6 miles from the Sarasota Opera, and 11 miles from both the Ringling Museum of Art and Sarasota Bradenton International Airport.
This recently renovated 900-square-foot house features two bedrooms, a fully equipped kitchen with dishwasher, in-unit laundry, a private pool, free Wi-Fi, and on-site parking—a rare amenity in Siesta Key.

This Siesta Key residence, a 5-minute walk from Crescent Beach, offers proximity to Sarasota International Convention Center (12 miles), Marina Jack Restaurant and Marina (7.1 miles), John and Mable Ringling Museum of Art (11 miles), and Sarasota Opera (7.2 miles).
This vacation home accommodates up to 7 guests with 2 bathrooms, featuring a full kitchen, air conditioning, a hot tub, a spa, a fitness center, and Wi-Fi, with an elevator providing access to the unit.

This eight-bedroom Siesta Key vacation home, Maritime Manor, is located 11 miles from the Ringling Museum of Art and Sarasota Bradenton International Airport.
Boasting 4600 square feet, this luxury rental offers eight bathrooms, a private pool and hot tub, and accommodates up to 26 guests, complete with a fully equipped kitchen, elevator, and free Wi-Fi.

High Tide, a Siesta Key vacation home, is located a 4-minute walk from Siesta Key Beach, 1.4 miles from Crescent Beach, 10 miles from the Ringling Museum of Art, and 6.2 miles from the Sarasota Opera House.
This 3,630-square-foot rental boasts six bedrooms, six bathrooms, and accommodates up to 35 guests, featuring a private pool, free Wi-Fi, and parking; a fully equipped kitchen and laundry facilities are also available.

This Siesta Key vacation home, 6415 Midnight Pass #PH8, is a 7-minute walk from Crescent Beach, 1.6 miles from Turtle Beach, and 1.8 miles from Siesta Key Beach, offering convenient access to area attractions like the John and Mable Ringling Museum of Art (11 miles away).
This 1,250-square-foot property features two bedrooms, two bathrooms, and accommodates up to 11 guests, boasting a private pool, Jacuzzi, sauna, fitness center, tennis court, and free Wi-Fi; on-site parking is also available.