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

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 charming beach house is located a short walk from Lido Beach and St. Armands Circle, offering easy access to Sarasota's vibrant attractions and dining scene. The property consistently receives excellent ratings from previous guests, highlighting its comfortable accommodations and convenient location.
The two-bedroom cottage provides 1000 square feet of space, comfortably accommodating up to six guests. Enjoy the beautiful weather with a private patio, relax in the garden, or take a dip in the pool. A fully equipped kitchen, a fireplace, and free WiFi ensure a comfortable and enjoyable stay.

This 1950s cottage is located in Sarasota's West Of The Trail district, offering a 10 to 15-minute drive to Siesta Key Beach and proximity to downtown Sarasota.
This family-friendly rental accommodates up to 5 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen, air conditioning, a garden with a fire pit, and Wi-Fi, and is convenient to St. Armands Circle and the Ringling Museum.

The Cocoanut Art cottage is located just three minutes from downtown Sarasota, offering easy access to the city's cultural attractions, dining, and shopping, and a short drive from the area's white sandy beaches. Guests have consistently rated the cottage as excellent for cleanliness and location.
The charming two-bedroom cottage comfortably accommodates up to four guests. Enjoy the fully equipped kitchen stocked with Indian spices, relax in the art-filled atmosphere, and take advantage of beach amenities, modern conveniences, and a unique Kenyan touch.

This pet-friendly Siesta Key cottage is conveniently located near Siesta Key Marina (a 13-minute walk) and Gulf Gate Mall (a 12-minute walk) in Sarasota.
This two-bedroom, one-bathroom vacation home sleeps four and features a full kitchen, in-unit laundry, air conditioning, a terrace, a garden, and on-site parking, plus grilling facilities.

This Sarasota cottage offers a prime location, a short walk to South Lido Park and Lido Beach, and is just 6 minutes away from Lido Beach, with St. Armands Circle and Longboat Key beaches also nearby.
This 1-bedroom, 1-bathroom bungalow accommodates up to 2 guests and features air conditioning, Wi-Fi, a kitchenette with a fridge and microwave, and access to a communal swimming pool and garden.

This Sarasota Bay cottage rental, situated in the tranquil Indian Beach Sapphire Shores neighborhood, offers convenient access to downtown Sarasota's attractions, beaches, and shopping, including St. Armands Circle and Lido Beach, all within minutes.
The 600-square-foot suite features a king-size bed, a private porch, a remodeled wet bar, a 200-square-foot laundry room doubling as a mini-gym, and accommodates two guests with amenities including Wi-Fi, air conditioning, and a fitness center.

This Bradenton cottage is located just a short drive from Arcadeland and IMG Academy, making it a convenient base for exploring the area. The cottage has been rated "very good" by previous guests.
The cottage offers a comfortable and spacious layout with a fireplace, a fully equipped kitchen, and three bathrooms. Guests can enjoy modern amenities like a microwave, dishwasher, patio, and TV, along with free parking, a barbecue grill, and access to a nearby marina.

This Fruitville park model home, located in Fordville, Sarasota, is a short drive from University Town Center mall, St. Armands Circle, Lido Beach, and Crescent Beach.
This 410-square-foot cottage offers one bedroom with a queen bed, a lanai with a twin-over-full bunk bed, a comfortable living room with a queen sofa sleeper, accommodating up to six guests and featuring a full kitchen, swimming pool, jacuzzi, spa, and free WiFi.

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 Sarasota vacation home is ideally located a 15-minute walk from Lido Beach and St. Armands Circle, with South Lido Park and Coolidge Park also nearby.
The two-bedroom, two-bathroom house sleeps four guests and boasts a private pool, fenced yard, rooftop terrace, hot tub, and access to an on-site water park, plus a fully equipped kitchen and free WiFi in common areas.

This 550 sq ft cottage in Siesta Key is a short 500-foot walk from Siesta Beach and close to Siesta Key Village.
This vacation rental accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a full kitchen, air conditioning, a shared pool, hot tub, and complimentary bicycle rentals.

This Southgate cottage offers convenient access to Sarasota Memorial Hospital, Tuttle Avenue Park, and Sarasota Art Museum, all within 2 miles, and is within 3 miles of Payne Park and Coconuts Family Entertainment Center.
This rental property features a microwave oven, air conditioning, a swimming pool, a garden, and parking, with barbecue grills and a private patio available for guest use.

This cottage in Bradenton is located within 2 miles of the Florida Maritime Museum at Cortez, Palma Sola Bay, and the Anna Maria Sound Canal, and less than 3 miles from the Bradenton Beach Marina and Fish Hole Adventure Golf.
This pet-friendly rental offers a private outdoor swimming pool, a video game room, and a well-equipped kitchen with a microwave and dishwasher, with complimentary Wi-Fi available in common areas and free parking on-site.

This West Samoset cottage is conveniently located within 6 miles of River Run Golf Links and IMG Academy.
The pet-friendly vacation home features two bathrooms, a fully equipped kitchen with microwave and dishwasher, a private garden with barbecue grills, a swimming pool, free Wi-Fi, and free parking.

Lil John Coastal Cottage, a South Sarasota vacation home, is located in a quiet cul-de-sac off Robinhood Street, four miles from Siesta Key Beach and within walking distance of local restaurants and shops.
This two-bedroom, one-bathroom rental sleeps four, features a fully equipped kitchen, screened porch, fire pit, and includes beach chairs, an umbrella, and a cooler; pets under 30 pounds are welcome.