Search cheap cottages in Siesta Key, FL from 100+ sites!

This beachside cottage is located just steps away from Crescent Beach in Siesta Key, offering easy access to the area's shops, restaurants, and a grocery store. The property has earned excellent ratings for its location, cleanliness, and overall user experience.
The one-bedroom, one-bathroom cottage comfortably accommodates up to four guests. Amenities include a pool, shuffleboard, covered grills, beach chairs, towels, an umbrella, free transportation, and a white noise machine for a restful stay.

This Siesta Key beach house, located directly across from Siesta Key Beach and a few blocks from Siesta Key Village, offers easy access to both the beach and local amenities.
The 990-square-foot rental boasts two ensuite bedrooms with queen beds, an open-plan living area with a queen Murphy bed, a galley kitchen with stainless steel appliances, and a shared washer/dryer; it comfortably sleeps six guests and includes a 55" Smart TV and Pack 'n Play.

This Longboat Key cottage, near St. Armands Circle, provides easy access to Coquina Beach and Lido Key's attractions.
The 680-square-foot house features two bedrooms, one bathroom, sleeps four, includes a king bed, queen sofa bed, full kitchen, swimming pool, and access to resort amenities like tennis courts, a game room, and BBQ grills.

This Southgate cottage is conveniently located near Coconuts Family Entertainment Center, Sarasota Memorial Hospital, and Bee Ridge Park, making it a great option for families or groups visiting the area. The cottage has received excellent user ratings, indicating a comfortable and enjoyable stay.
The cottage has two bedrooms and two bathrooms, comfortably sleeping up to six guests. Guests can enjoy amenities like a private pool, spa tub, fully equipped kitchen, and a peaceful garden with barbecue grills.

This pet-friendly cottage is located in Sarasota's Bayou Oaks district, a 3-minute drive from the John and Mable Ringling Museum of Art and a 13-minute walk from McCurdy's Comedy Theatre.
This 1300 square foot home accommodates up to 4 guests with 2 bedrooms and 2 bathrooms, featuring a full kitchen, Wi-Fi, air conditioning, a fireplace, and a private terrace with outdoor furniture and a fire pit.

This Nokomis, Florida beach cottage offers direct beach access and is less than a mile from Nokomis Beach and North Jetty Beach, with Venice Beach and Turtle Beach within six miles.
This one-bedroom, one-bathroom house sleeps four guests and features a fully equipped kitchen, private patio, spa, free Wi-Fi, and an on-site playground.

This Vamo vacation home is located 4.5 miles from Siesta Key Beach and 9 miles from Venice's North Jetty Beach, near a public park with kayak/boat launch.
The 700-square-foot house features two bedrooms, one bathroom, sleeps four, and includes a kitchen with a fridge and microwave, air conditioning, a terrace, parking, Wi-Fi, and a fenced backyard with a hammock and firepit; one well-behaved dog is allowed.

This cottage is located in the Siesta Key Village district, a 6-minute walk to Siesta Key Farmers Market and a short walk to Siesta Key Public Beach.
This 2-bedroom, 2-bathroom cottage accommodates up to 6 guests and offers on-site parking, air conditioning, Wi-Fi, and an in-unit washer and dryer.

This Key West style bungalow is situated in Siesta Key Village, just 100 feet from Siesta Key Beach and close to Crescent Beach.
This 500 square foot cottage accommodates up to 4 guests in 2 bedrooms, featuring a kitchenette, air conditioning, a shared jacuzzi, and parking, with a 10:00 AM check-out time.

This Key West style cottage is located in Siesta Key Village, 100 feet from Siesta Key Beach, and a short drive from St. Armands Circle and The Mall at University Town Center.
This 550 square foot bungalow offers 2 bedrooms, 1 bathroom, and accommodates up to 2 guests with a screened-in porch and a kitchenette.

This cottage in Sarasota's Gulf Gate Estates is a 4-minute drive from Siesta Key Public Beach and 8 minutes from Crescent Beach.
This rental offers Wi-Fi, air conditioning, a dryer, and ironing board, with toiletries provided for a comfortable stay.

This charming cottage is located just a short walk from the famous Siesta Key Beach, offering easy access to the soft, white sand and crystal-clear waters. The cottage has consistently received excellent ratings from previous guests, making it a popular choice for travelers seeking a comfortable and convenient stay.
The cottage features one bedroom and one bathroom, providing comfortable accommodations for up to two guests. The well-equipped kitchen, private patio, and access to amenities like a playground and sun loungers ensure a relaxing and enjoyable stay for families and couples alike.

This charming cottage is just a short drive from both Nokomis Beach and North Jetty Beach, offering easy access to the beautiful Florida coastline. It has consistently received excellent ratings for cleanliness, location, and overall experience.
The cottage features a comfortable bedroom and bathroom, perfect for a relaxing getaway. Guests can enjoy amenities like a fully equipped kitchen, air conditioning, a private garden, and free WiFi.

This Sarasota cottage is located approximately 3 miles from downtown, offering convenient access to Siesta Key Beach, Mote Marine Laboratory, and Marie Selby Botanical Gardens, all within 7 miles.
This 1070 square foot rental accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring free WiFi, central air conditioning, a full kitchen, two living areas, and provided beach gear for exploring nearby coastal attractions.

This 2-bedroom, 2-bathroom cottage in Sarasota's Indian Beach Sapphire Shores neighborhood is located 5 minutes from Sarasota-Bradenton International Airport, minutes from Lido Beach and Siesta Key Beach, and offers easy access to downtown Sarasota, major hospitals, and colleges.
This 1190 sq ft rental accommodates up to 6 guests and features two separate living areas, a dedicated workspace, and a large, fully fenced private backyard, with pets allowed and internet and air conditioning provided.