Compare best cottages in Sarasota, FL from 100+ sites!

This Siesta Key cottage, near Siesta Key Public Beach (a 4-minute drive) and Crescent Beach (a 3-minute drive), offers convenient access to pristine beaches and local attractions like St. Armands Circle.
This two-bedroom, one-bathroom home comfortably sleeps five guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, air conditioning, and on-site parking.

The Ashton Retreat, a beautifully restored 1925 cottage in Gulf Gate Estates, is a five-minute drive from Siesta Key Beach and offers easy access to Sarasota attractions like St. Armands Circle and the Mall at University Town Center.
This 880-square-foot house features two bedrooms, one bathroom, and can accommodate five guests, boasting amenities such as air conditioning, a full kitchen (including a fridge and microwave), a terrace, a garden, parking, and internet access.

The Urban Cottage, a newly restored historic home in Sarasota's Central Cocoanut Avenue National Historic District, is located blocks from the intercoastal waterway and within walking distance of Whole Foods, Publix, and the Sarasota Farmers Market.
This 950-square-foot one-bedroom, one-bathroom rental sleeps two guests and features a gourmet eat-in kitchen, a lush tropical backyard with a fire pit, and proximity to Siesta Key Beach and the Ringling Museum.

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 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 newly renovated cottage in Lido Key, Sarasota, offers direct access to Lido Beach and Lido Pool & Pavilion, and is a short trolley ride to St. Armands Circle.
This 680 sq ft rental features 2 bedrooms, 1 bathroom, sleeps up to 6 guests, and includes a full kitchen, air conditioning, a swimming pool, a garden, and beach equipment.

This Sarasota cottage is located in Central Sarasota, a 15-minute walk from Payne Park and Colonial Village Shopping Center, and within 2 miles of Tuttle Avenue Park and Regal Hollywood - Sarasota.
This pet-friendly rental offers air conditioning, complimentary Wi-Fi in common areas, and a full kitchen with a microwave and dishwasher, with on-site parking available.

This Sarasota cottage is located in the upscale Indian Beach Sapphire Shores neighborhood, just a five-minute walk from the bay and a short distance from the Ringling Museum and Asolo Theatre. Guests have consistently rated this charming rental as excellent, making it a popular choice for travelers.
The cottage spans 750 square feet and comfortably accommodates two guests in its one bedroom and one bathroom. Enjoy the fully equipped kitchen, relaxing lanai, and access to a private spa, garden, and parking, all while being close to the beach, restaurants, and shopping.

This cottage in Bayshore Gardens is conveniently located 1 mile from State College of Florida and 2.9 miles from IMG Academy.
This rental offers complimentary Wi-Fi, air conditioning, a full kitchen with a microwave and dishwasher, a garden, and parking, with barbecues available for guest use.

This Sarasota cottage is located within walking distance to South Lido Park and a 6-minute walk to Lido Beach, offering easy access to St. Armands Circle and Ed Smith Stadium.
This 1-bedroom, 1-bathroom cottage accommodates 2 guests and features air conditioning, Wi-Fi, a kitchen with a fridge and microwave, and a private terrace with outdoor furniture, plus access to a communal swimming pool.

This North Sarasota cottage is located within 3 miles of the Robert L. Taylor Community Complex, Ed Smith Stadium, and Tuttle Avenue Park.
This rental features a kitchen with a microwave and dishwasher, air conditioning, a swimming pool, a garden, and parking, with free WiFi available in public areas.

This South Sarasota cottage is conveniently located within a 3km radius of Coconuts Family Entertainment Center, The Landings, and Bee Ridge Park, offering easy access to attractions and amenities. The cottage has received excellent user ratings, making it a popular choice for travelers seeking a comfortable and convenient stay. The cottage features 3 bathrooms, providing ample space and privacy for guests. The well-equipped kitchen includes a microwave, dishwasher, and other modern appliances, allowing you to prepare meals during your stay, while free Wi-Fi and self-parking add to the convenience.