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

About: This centrally located cottage in Sarasota is within walking distance of Sarasota Memorial Hospital, Sarasota Art Museum, and Marie Selby Botanical Gardens. It has very good user and cleanliness ratings, and an excellent location rating.

The cottage has 1 bedroom, 1 bathroom, and can accommodate 2 guests. It has a floor area of 700 square feet. It features a fully equipped kitchen, air conditioning, a garden, and free parking. Activities include a playground for children.

About: This seaside cottage is situated within 2 kilometers of St. Boniface Episcopal Church Labyrinth and 5 kilometers of Irma Beach and Crescent Beach. It has excellent user and location ratings and very good cleanliness ratings.

The cottage has two bedrooms and one thousand square feet of floor area. It has a fully equipped kitchen, multiple bathrooms, a washing machine, and a coffee/tea maker. Guests can enjoy internet access, a music library, and air conditioning. The cottage also has a spa, a restaurant, and parking. Pets are allowed.

About: This seaside cottage in Siesta Key is just a 15-minute walk from Crescent Beach and Siesta Key Beach, and 2.1 miles from Turtle Beach. With excellent user ratings, this 480-square-foot, 1-bedroom, 1-bathroom cottage accommodates up to 4 guests.

The cottage features a private pool, free WiFi, a fully equipped kitchen, a smart TV with a DVD player, a sofa bed, a refrigerator, barbecue grills, air conditioning, and a terrace/balcony.

About: This charming cottage is located in the prestigious Sapphire Shores neighborhood, just minutes from Downtown Sarasota, St. Armand's Circle, and the beaches of Lido Key and Siesta Key. With excellent user, location, and cleanliness ratings, this cottage is an ideal choice for travelers seeking a comfortable and convenient stay in Sarasota.

The cottage features two bedrooms, one bathroom, and a guest capacity of four. It offers a fully equipped kitchen, comfortable bedrooms, and a cozy and inviting atmosphere. Guests can enjoy modern amenities such as lightning-fast WiFi, making it an ideal work-from-home destination. The cottage is surrounded by a lush botanical garden with a giant Banyan tree, offering privacy and a tranquil ambiance. Guests also have access to nearby parks for outdoor activities such as canoeing and kayaking.

About: This centrally located cottage in Sarasota offers easy access to the city's vibrant performing arts scene and major tourist destinations like the Westcoast Black Theatre Troupe and Sarasota Opera House, all within a 1-mile radius. It has received excellent user, location, and cleanliness ratings.

The cottage features a spacious layout with a sofa bed and a dining area, accommodating up to 6 guests. It boasts a fully equipped kitchen, free parking, internet, air conditioning, laundry facilities, and a smoke-free environment, making it an ideal choice for families, pet owners, and travelers seeking a comfortable and convenient stay in Sarasota.

About: House rental listing with an excellent rating of 98% based on 219 reviews. You will be based in Siesta Key.

Facilities and services: a kitchen, a spa and a fridge.

About: This Siesta Key cottage is a 2-bedroom, 1-bathroom vacation rental with a guest capacity of 4. It is conveniently located within walking distance of two popular beaches, Crescent Beach and Siesta Key Beach.

The cottage has received excellent ratings for its location, cleanliness, and user experience. It offers a range of amenities, including a fully equipped kitchen, free WiFi, a patio, an outdoor pool, a garden, and barbecue grills. The cottage is also pet-friendly and family-friendly, making it an ideal choice for travelers seeking a comfortable and convenient vacation rental in Siesta Key.

About: This South Gate Ridge cottage is situated near the Bee Ridge Park, Coconuts Family Entertainment Center, Sarasota Memorial Health Care System, and The Landings, providing easy access to popular attractions and amenities.

With excellent user, location, and cleanliness ratings, this one-bedroom, one-bathroom cottage offers 780 square feet of space for up to four guests. The cottage features a fully equipped kitchen, a comfortable sofa bed, a private patio, free WiFi, and charcoal grills.

About: House rental for up to 8 guests with an excellent rating of 99% based on 63 reviews. You will be based in South Sarasota.

Facilities and services include a washing machine, a barbecue and a jacuzzi. Take advantage of the Spa in this house in South Sarasota.

About: This cottage in Gulf Gate Estates is situated in an excellent location, a short drive from Siesta Key and the best beaches in Sarasota. It has received excellent user and location ratings, as well as cleanliness.

The cottage has 2 bedrooms with queen beds and a twin bed, a queen sofa bed in the living room, and a screened-in porch overlooking the backyard and waterway. It accommodates up to 7 guests. The kitchen is fully equipped with fridge, stovetop, microwave, coffee maker, and cookware, and there's a washer/dryer in the garage. It also offers cable TV, DVD player, free Wi-Fi, and beach towels and a mat.

About: Cottage rental at 193 dollars for up to 2 people with an excellent rating of 92% based on 150 reviews. This accommodation is located in Siesta Key.

Services and facilities include a barbecue, a garden and a terrace. Take advantage of the Free Parking with this accommodation.

About: Casaita Verde is a charming cottage located in the Bahia Vista neighborhood of Sarasota. It offers a private pool for relaxation and a deck for outdoor enjoyment. The cottage is within easy reach of downtown Sarasota, Lido Key, and Siesta Key.

The cottage has a user rating of excellent, a location rating of excellent, and a cleanliness rating of excellent. It has 2 bedrooms, 1 bathroom, and a floor area of 720 square feet. It can accommodate up to 4 guests. The cottage has a kitchen with a fridge, microwave oven, and dishwasher. It also has air conditioning, a 55-inch flat-screen TV with HD cable, and Wi-Fi internet.

About: This seafront cottage in Siesta Key is within 2km of St. Boniface Episcopal Church Labyrinth and 3km of Irma Beach and Shell Beach. It is highly rated by travelers for its excellent amenities and location.

The 600-square-foot cottage has one bedroom and one bathroom and can accommodate up to two guests. It features a fully equipped kitchen, a private patio, and access to a playground for children. Guests can enjoy free WiFi, air conditioning, and parking, as well as a variety of amenities such as sun loungers, beach towels, books, and games.

About: This charming cottage is located in Bayshore Gardens, just 5 miles from SRQ Airport and 10 miles from the pristine Gulf beaches. It has received excellent user ratings, making it a popular choice for travelers seeking a comfortable and convenient stay.

The cottage offers a compact and cozy layout with a floor area of 380 square feet, accommodating up to 4 guests. It features a fully equipped kitchen, a comfortable living area, a spacious bedroom, and a private patio. Guests will also enjoy amenities such as air conditioning, a terrace, a garden, a spa, and parking.

About: C-Side Cottage is a private retreat situated in a tranquil cul-de-sac in Siesta Key, just a short walk from the renowned Siesta Key Beach. This highly-rated cottage offers a spacious 1,000 square feet of living space, comfortably accommodating up to six guests in two en-suite bedrooms.

The cottage boasts a cozy outdoor space with a brick paver porch and pergola, as well as a climate-controlled game room with a ping pong table and wet bar. Guests can also enjoy access to a Jacuzzi, tennis court, and spa, ensuring a relaxing and memorable stay in Siesta Key.

About: This waterfront cottage is located in the heart of Siesta Key, just steps away from the renowned Siesta Key Beach and a short walk from Siesta Key Village, a hub with restaurants, shops, bars, and entertainment options. Rated excellent by previous guests, this 1190 square feet cottage has 2 bedrooms, 2 bathrooms, and a guest capacity of 4. It features a spacious master bedroom, an open floor plan, and a well-appointed kitchen. Guests can enjoy resort-style amenities such as a heated pool, bocci court, picnic areas with grills, and laundry facilities.

About: Conveniently located within walking distance of Marie Selby Botanical Gardens and Sarasota Memorial Hospital, this cottage in Sarasota offers a private and comfortable stay for up to 4 guests. With excellent user, location, and cleanliness ratings, this cottage provides a perfect home base for exploring the city.

The cottage features a fully equipped kitchen, laundry facilities, a patio for relaxation and al fresco dining, a comfortable living area, and a smoke-free environment. The outdoor amenities include barbecue grills for outdoor grilling. The cottage has a floor area of 870 square feet, 2 bedrooms, and 1 bathroom.

About: This charming beach cottage is conveniently situated in the heart of Lido Key, just steps from the pristine shores of Lido Beach and within easy walking distance of St. Armands Circle. With an excellent user rating, this 1-bedroom, 1-bathroom cottage is perfect for couples or small families seeking a tranquil and inviting retreat.

The cottage features a modern kitchen with a full suite of appliances, a comfortable living area with a flat-screen TV, and a private outdoor deck perfect for relaxation and entertainment. Guests can also enjoy access to a swimming pool, garden, and spa, as well as free parking.

About: This beachfront cottage in Sarasota offers a unique and appealing experience for guests. It is conveniently located steps away from the pristine sands of Lido Beach and within walking distance of popular attractions like St. Armands Circle, Coolidge Park, and South Lido Park. The cottage has received excellent user ratings.

The spacious 4-bedroom cottage has a floor area of 2000 square feet and can accommodate up to 10 guests. It features a fully equipped kitchen, a private fenced yard, free WiFi, and a private outdoor pool. Guests can also enjoy amenities such as a spa, a tennis court, and parking.

About: This beachside cottage in Sarasota is a short walk from Lido Beach, St. Armands Circle, and within 2 miles of Coolidge Park and South Lido Park. It has excellent user ratings and can accommodate up to 6 guests in its 1000 square feet of space with 2 bedrooms and 2 bathrooms.

The cottage offers a private garden, barbecue grills, and a patio for relaxing and entertaining outdoors. It also features a fireplace for added ambiance, a fully equipped kitchen, free WiFi, and access to a swimming pool, spa, tennis court, and parking.

About: This South Sarasota cottage is located in a peaceful neighborhood, within walking distance of The Landings and Coconuts Family Entertainment Center. It boasts excellent user, location, and cleanliness ratings.

The cottage has a floor area of 1300 square feet, 2 bedrooms, and a guest capacity of 6. It features a cozy fireplace, a fully equipped kitchen, two bathrooms, a spacious dining area, a private patio, a TV, and a washing machine. The cottage also offers air conditioning, internet, a spa, parking, a garden, and a terrace/balcony.

About: This 1-bedroom cottage in Sarasota is perfect for a family vacation. It has a fully equipped kitchen, air conditioning, a private swimming pool, and a garden.

The cottage has received excellent ratings for its location, cleanliness, and amenities. It can accommodate up to 4 guests and is conveniently located near attractions, restaurants, and shops.

About: Vacation house for 6 guests with an excellent rating of 99% based on 54 reviews. You will be located in Sarasota Springs.

Facilities and services: a swimming pool, a dish washer and a garden. This is a family-friendly house!

About: Canopy Cottage is a charming 1945 cottage with modern amenities, located in the tranquil Bee Ridge district, just 4 miles from Siesta Key/Crescent Beach and 6 miles from historic downtown Sarasota. It has received excellent ratings for its location, cleanliness, and overall experience.

The cottage has 2 bedrooms, 1 bathroom, and can accommodate up to 4 guests. It features a spacious fenced backyard, screened front and back porches, an outdoor shower, and a fully equipped kitchen. Guests can enjoy beach gear, corn hole, bikes, and children's toys, as well as the convenience of pet-friendly accommodations.

About: This SouthGate cottage is a great choice for families and friends seeking a relaxing getaway. It features a private pool, a spa tub, and a serene garden, providing a tranquil oasis just 2 miles from Sarasota Memorial Hospital and 3 miles from Sarasota Art Museum.

The cottage has 2 bedrooms, 2 bathrooms, and can accommodate up to 6 guests. It boasts a fully equipped kitchen with a refrigerator and oven, a comfortable sofa bed in the living area, and complimentary wireless internet access. Guests can enjoy outdoor barbecues and relax in the garden, making this cottage an ideal choice for a memorable vacation.

About: This charming Florida cottage is conveniently located in the Alta Vista neighborhood, just east of downtown Sarasota, within walking distance of Payne Park and the Legacy Trail. It is highly rated by previous guests.

The cottage has three bedrooms, two large bathrooms, and a comfortable living room. It can accommodate up to six guests. The kitchen is family-friendly and has a fridge, microwave oven, and dishwasher. The cottage also has air conditioning, a Jacuzzi, a garden, and parking. Pets are allowed.

About: This downtown Sarasota cottage is a short drive from top attractions like Publix and Whole Foods. It has excellent user ratings.

The 1000-square-foot cottage has 3 bedrooms, 2 bathrooms, a garden, and a spa. It can accommodate up to 6 guests. The cottage has amenities like a dedicated workstation, Apple TV+, Amazon Prime, a Montessori-style toy box, a pack-n-play crib, and complimentary beach towels.

About: This spacious 3-bedroom cottage is situated in Sarasota's Indian Beach Sapphire Shores neighborhood, just a short distance from Lido Beach and Siesta Key Beach. It has an excellent user rating.

The cottage boasts a spacious layout with 3 bedrooms, 2 bathrooms, and multiple living areas, providing ample space for up to 5 guests. It includes a refreshing pool, a carport, and a full-sized washer and dryer for added convenience. The private outdoor spaces, including two private patios and a screened-in porch, offer relaxation and privacy.

About: This waterfront cottage on Siesta Key is within walking distance of St. Boniface Episcopal Church Labyrinth and a short drive from Siesta Key Beach. It has earned excellent user ratings.

The cottage has two bedrooms, a patio, and a kitchen with a refrigerator and oven. It also has air conditioning, a swimming pool, a Jacuzzi, a terrace, a garden, parking, and free WiFi.

About: This pet-friendly Gulf Gate Estates cottage is only a 4-mile drive from Siesta Key Beach, making it an ideal destination for beachgoers. The cottage offers guests a spacious fenced yard, a remodeled interior with old Florida charm and modern amenities, and complimentary beach essentials.

With an excellent user rating, this 3-bedroom, 1-bathroom cottage can accommodate up to 4 guests. It features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a Jacuzzi, a garden, and parking. Guests can also enjoy kayaking, motor boating, hiking, and biking nearby.

About: This upscale cottage in Ridge Wood Heights is situated on a gated 1/4 acre lot, offering both privacy and convenience. With its proximity to Siesta Key Beach and other attractions in Sarasota, this cottage is an ideal choice for travelers seeking a comfortable and memorable stay.

The cottage features one bedroom and one bathroom, accommodating up to two guests. Its 290 square feet floor area is well-equipped with a modern kitchen, smart TV, and luxurious linens. Guests can also enjoy the outdoor amenities such as a wood deck, hammock, and Weber grill, making it perfect for relaxation and entertainment.

About: This 3-bedroom, 3-bathroom cottage is just steps from Siesta Key Beach, voted America's best beach. It has an excellent user rating and is family-friendly. The cottage has a private dock, a spacious master suite with a private balcony, and a well-equipped kitchen.

Guests can enjoy fishing or launching kayaks/paddle boards directly from the property. The cottage also has outdoor living spaces, including a large deck, shaded lanai, and lighted patio with a grill. It comes with two complimentary bicycles for exploring the area. The cottage is within walking distance to Siesta Village, where guests can find restaurants, shops, and entertainment.

About: Bungalow #2, "Boho," is a charming cottage nestled within the serene Bayou Oaks neighborhood in Sarasota. Just steps from the community pool and private parking, this bohemian-inspired retreat offers a peaceful oasis while being conveniently close to top destinations like Lido Beach, Siesta Key Beach, and Sarasota Jungle Gardens.

With an excellent user rating, this three-bedroom, two-bathroom cottage comfortably accommodates up to six guests. It features a fully equipped kitchen, air conditioning, a private swimming pool, and a Jacuzzi. The cottage's cozy and stylish ambiance, surrounded by mature trees, provides a relaxing escape into nature.

About: Bee Ridge Cottage offers a tranquil stay in the picturesque Bee Ridge district, just a 10-minute drive from Siesta Key Public Beach. With 2 bedrooms and 2 bathrooms, this cottage comfortably accommodates 6 guests.

Enjoy a barbecue in the outdoor area, relax in the Jacuzzi, or stay connected with Wi-Fi and a smart TV. The cottage is also equipped with essential amenities like toiletries, linens, and a washer and dryer, making your stay comfortable and convenient.