Cottages in Siesta Key, FL

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 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 cottage on Siesta Key offers a perfect getaway for two. With excellent user and location ratings, you can expect a clean and comfortable stay.

The cottage has a fully-equipped kitchen, air conditioning, a swimming pool, a garden, and parking. It's the perfect place to relax and enjoy all that Siesta Key has to offer.

About: C-Side Cottage, a private cottage at the end of a cul-de-sac on a quarter-acre lot, is located less than a mile from Siesta Key Beach. Guests have given excellent ratings for the location, cleanliness, and overall experience. The cottage has two bedrooms and two full bathrooms, and can accommodate up to six guests.

Amenities include a fully equipped kitchen, climate-controlled game room with ping pong table and wet bar, outdoor shower, cozy brick paver porch with pergola, and parking.

About: This charming cottage is located in the heart of Siesta Key Village, just a minute's walk from Beach Access #4. It has excellent user, location, and cleanliness ratings.

The cottage has two separate units: the main house sleeps 7, while the "Love Shack" guest house accommodates 2. It has a professional decor, convenient amenities, a spacious lanai, and is pet-friendly.

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: This charming cottage is located in a quiet and residential street in the Bay Isle neighborhood of Siesta Key, just a short 5-minute drive from the renowned Siesta Key Beach and a 10-minute drive from downtown Sarasota. It has received excellent ratings for its location, cleanliness, and user experience.

The cottage features 990 square feet of living space, 2 cozy bedrooms, and 1 bathroom, making it ideal for a comfortable stay for up to 4 guests. It boasts a fully equipped kitchen with modern appliances, a spacious living area, and a private pool with a screened lanai for relaxation and entertainment. Other amenities include a laundry room, beach chairs, and an umbrella for guest use.

About: This charming cottage is located in Siesta Key, just a short walk from the white-sand beaches and the charming shops and restaurants of Siesta Village. It has received excellent ratings for its location, cleanliness, and user experience.

The cottage has two bedrooms and one bathroom and can accommodate up to four guests. It features a modern kitchen, a private deck, and a pet-friendly policy. Guests can also enjoy free access to beach essentials, golf carts, and the county trolley.

About: A rustic waterfront cottage on Siesta Key, steps away from the beach, offers a peaceful getaway with stunning Gulf views. With excellent user, location, and cleanliness ratings, this cottage is a top choice for travelers seeking a relaxing and memorable vacation.

The cottage features 3 bedrooms and 3.5 bathrooms, accommodating up to 6 guests. Enjoy the spacious layout, outdoor oasis with a grill, and direct access to the Gulf of Mexico. Fishing, snorkeling, and breathtaking sunsets are just a few of the activities and amenities that make this cottage a unique and appealing choice for your Siesta Key adventure.

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: Coconut Cottage is a quaint and cozy coastal bungalow with a tropical vibe, located in Vamo, Sarasota, just 4.5 miles from South Siesta Key beach access and 9 miles from North Jetty beach (Venice). It has excellent user ratings.

The cottage has a floor area of 700 square feet, 2 bedrooms, 1 bathroom, and a guest capacity of 4. It features a private, partially fenced backyard with a hammock, sunbathing area, and fire pit, as well as a small outdoor screened-in porch for morning coffee. The cottage also has an open kitchen area, smart TV with basic TV, free Wi-Fi, air conditioning, a fridge, and a microwave oven.

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 Southgate cottage is located in a quiet, tree-lined neighborhood, within a 10-minute drive to Siesta Key Beach and downtown Sarasota. It has received excellent ratings for its location, cleanliness, and overall experience.

The cottage features two bedrooms, two bathrooms, and can accommodate up to six guests. It boasts a brand-new heated pool and spa with a lanai, a fenced-in backyard for privacy, and a kitchen equipped with a fridge, microwave oven, and dishwasher. Guests can also enjoy air conditioning, internet access, a garden, and parking.

About: This waterfront cottage in Lake Sarasota is the perfect place to relax and enjoy the beautiful surroundings. It is located on a 16-acre wooded property with a private pond, and it is just minutes from downtown Sarasota, Venice, Nokomis, and the pristine beaches. The cottage has an excellent user rating and can accommodate up to 4 guests in 2 bedrooms and 2 bathrooms.

The cottage has a spacious screened porch overlooking the pond, a state-of-the-art kitchen, a full-sized washer and dryer, and high-speed internet. It also has air conditioning, a swimming pool, a Jacuzzi, a garden, and parking.

About: This cottage is located directly across from Siesta Key Beach access 7 and just two blocks from the lively Siesta Key Village. It has excellent user ratings.

The cottage has one bedroom, one bathroom, and a floor area of 940 square feet. It can accommodate up to 4 guests. It has a fully equipped kitchen, a comfortable living room, a private outdoor patio, and a stackable washer/dryer. The cottage is also pet friendly and has island-style furnishings.

About: This 1-bedroom, 1-bathroom cottage in Siesta Key Village is within walking distance of Siesta Key Beach and Sunset Beach. It has an excellent user rating.

With 430 square feet of floor area, it can accommodate up to 4 guests. It has a fully equipped kitchen, Smart TVs with Hulu + Live TV, an outdoor dining area with a gas grill, a bike garage with bikes provided, and beach carts and chairs. Guests can also explore nearby Marie Selby Botanical Gardens or take a scenic walk through Phillippi Estate Park.

About: The Mango Cottage is a charming pet-friendly cottage located in the quiet Ridge Wood Heights neighborhood, just a short drive from Siesta Key's pristine beaches and Sarasota's cultural attractions. With two bedrooms and one bathroom, this cozy cottage can accommodate up to four guests, offering a comfortable and inviting space for families or small groups.

The cottage features a spacious open-plan living area with plenty of natural light, a fenced-in backyard with a patio, and a generous front yard, providing ample space for relaxation, outdoor gatherings, or pet playtime. Enjoy amenities such as air conditioning, internet, and a fully equipped kitchen, ensuring a comfortable and convenient stay.

About: The Artist Cottage is a lovingly restored 1920s Florida cottage located in the historic Ridge Wood Heights neighborhood, just a 10-minute drive from Siesta Key Beach. It has received excellent user ratings and can accommodate up to 4 guests in 2 bedrooms and 1 bathroom.

The cottage boasts unique historic charm, artistic ambiance, modern amenities, and a serene backyard. It also features original artwork, one-of-a-kind furniture, a new kitchen and bathroom, laundry facilities, and is pet-friendly with internet access.

About: Located in Southgate, Coastal Cottage is a tranquil oasis just minutes from Siesta Key Beach and the Amish community of Pinecraft. With an excellent user rating, this 3-bedroom, 3-bathroom cottage offers a spacious 1910 square feet of living space for up to 9 guests.

The cottage boasts a private backyard with a fire pit, string lights, and outdoor seating, as well as a fully-equipped kitchen, comfortable living areas, luxurious bedrooms, and outdoor amenities such as a covered back porch, BBQ grill, outdoor shower, and beach chairs.

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: This family-friendly cottage rental in Siesta Key Village is a perfect choice for a beach getaway. It's just steps from Sunset Beach and a short walk from Siesta Key Beach, restaurants, and shops. The cottage has one bedroom, one bathroom, and can accommodate up to four guests. It features a fully equipped kitchen, a cozy living room with a sleeper sofa, and two Smart TVs.

Guests can enjoy free amenities like complimentary taxi/shuttle services, beach carts and chairs, and bike rentals. There's also a shared patio with an outdoor dining area, gas grill, and bike garage. The cottage is pet-friendly, so you can bring your furry friend along.

About: This 3-bedroom, 2-bathroom cottage is located in the Gulf Gate Estates neighborhood of Sarasota, just minutes from Siesta Key Beach and downtown Sarasota. It has an excellent user rating.

The cottage has a floor area of 1100 square feet and can accommodate up to 8 guests. It features a large open kitchen with essential amenities, a private pickleball court, a large backyard with a fire pit and swing, comfortable beds, air conditioning, a terrace/balcony, a garden, parking, and security cameras.

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: 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.