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

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.

Lulu's Crescent Cottage #1 is located in Siesta Key, just 6 kilometers from the city center, close to Crescent Beach, Siesta Key Beach, and Gulf Gate Mall, offering a peaceful escape from the hustle and bustle. This cozy rental is perfect for couples or solo travelers looking for a quiet getaway.
The cottage features a fully equipped kitchen with a fridge, microwave, and dishwasher, a comfortable living space, and a private garden. Enjoy the outdoor barbeque area, relax in the air-conditioned space, and take advantage of the free parking.

Lulu's Crescent Cottage #2 is located in Siesta Key, about 6 kilometers from the town center, close to Crescent Beach, Siesta Key Beach, and Gulf Gate Mall, offering a peaceful and private getaway. The cottage is perfect for couples or solo travelers, with a comfortable layout, one bathroom, and a fully equipped kitchen. You'll enjoy the amenities, including free parking, a barbecue area, and a private garden, making it easy to relax and enjoy the beautiful surroundings.

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 family-friendly vacation home is located in Gulf Gate Estates, just a mile from Sarasota Memorial Health Care System, Gulf Gate Mall, and Gulf Gate Golf Club, and a short drive to the beautiful Siesta Key Beach. This rental has received excellent ratings for location, cleanliness, and user experience.
The house has two bedrooms and one bathroom, with a total floor area of 1400 square feet, comfortably accommodating up to four guests. Enjoy a relaxing stay with amenities like a jacuzzi, a garden, a patio, and a fully equipped kitchen.

This newly renovated bungalow, offering immediate beach access, is situated on Lido Key, just a few miles from St. Armand's Circle and downtown Sarasota, and a 15-minute drive from Sarasota Airport.
This 2-bedroom, 2-bathroom cottage accommodates up to 6 guests and features a private pool, screened-in lanai, and complimentary kayaks, bikes, and a BBQ grill for outdoor enjoyment.

This modern Sarasota cottage is located in Central Sarasota, offering convenient access to St. Armands Circle, Lido Key beaches, and downtown.
This 480 square foot cottage features one bedroom and one bathroom, comfortably sleeping up to 4 guests with two full beds, and includes a fully equipped kitchen, an in-cottage washer and dryer, and a fenced outdoor area for relaxation.

This Gulf Gate Estates cottage is conveniently located less than a mile from Gulf Gate Mall and under 2 miles from Siesta Key Beach.
The two-bathroom vacation home features a fully equipped kitchen with microwave and dishwasher, a swimming pool, free parking, and free Wi-Fi in public areas, plus an on-site arcade.

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 North Sarasota vacation home is situated 2.7 miles from the University Park Country Club and within 6 miles of the Sarasota International Convention Center and Sarasota Kennel Club.
The fully equipped kitchen includes an oven, stovetop, microwave, and dishwasher; two bathrooms and an on-site arcade/game room are also provided.

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 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.