Townhome vacation rentals in Sarasota County

A charming exterior view showcases a single-story retreat surrounded by lush greenery and tropical plants. A gravel pathway leads to the welcoming entrance, framed by vibrant foliage. The natural light brightens the home, accentuating the mix of white and wooden siding.

4.88 out of 5 average rating, 8 reviews

Downtown Living, Steps to Parks, Newly Furnished

Experience Sarasota like a local at Sarasota Sunrise, a freshly furnished two-bedroom retreat designed for both relaxation and convenience. Start your mornings with coffee in the cozy living room or take a short stroll to Gillespie Park for tennis, basketball, or a peaceful walk under the trees. After a day exploring downtown’s cafés, shops, and cultural spots, return to your private space with a fully equipped kitchen, comfy queen bedrooms, and all the modern comforts you need. Whether you’re h

An open-concept living area features light-colored leather seating arranged around a glass coffee table. Large sliding doors provide access to a waterfront balcony, allowing natural light to fill the space. Decor includes a blue area rug and coastal-themed artwork, enhancing a serene ambiance.

5 out of 5 average rating, 3 reviews

Midnight Cove II 220D - Peaceful Bayside Vacation!

Midnight Cove II Unit 220D is ready for your upcoming getaway! This stunning three-bedroom condo offers the perfect blend of relaxation and adventure, located in the heart of Siesta Key, where the local community thrives with exceptional shopping, dining, art, and culture. Enjoy the convenience of the FREE Siesta Key Breeze Trolley, making your exploration effortless without the hassle of parking. Plus, with dedicated beach access just a short stroll away, you’ll be able to dig your toes in the

Top guest favorite

Townhouse in Port Charlotte

5 out of 5 average rating, 41 reviews

New and fun, pool, nearby golfing, fishing, dining

Escape to this stunning new side by side duplex featuring 3 bedrooms and 2 bathrooms, perfect for up to 6 guests! Your home is private, the only shared space is the patio & pool area **Unbeatable Location:** - Just 2 miles from the lively town center - 6 miles from beautiful Beachfront Park - Close proximity to top golf courses, rec center, Kidstar park Heated pool, Themed walls, Fully stocked kitchen, BBQ grill! Catch the excitement of spring training and unwind with breathtaking sunsets.

4.8 out of 5 average rating, 30 reviews

Townhouse in North Port

Hatka -5 min to Mineral Springs-2 bd/1ba +office

Relax with the whole family at this peaceful place to stay. After falling in love with Florida for a family vacation destination, we purchased this duplex as a place to enjoy and share with others. It is a duplex located in one of the original residential neighborhoods of North Port. The neighborhood is clean and quiet, within walking distance to San Pedro Catholic Church. Located within a mile from restaurants, shopping and near a highway, our Hatka makes for a perfect getaway on a budget.

The exterior of a modern two-story condo building is displayed, featuring light blue siding and white accents. Paved pathways lead to individual garages, bordered by neatly manicured landscaping. A clear sky with a few clouds is visible above, enhancing the bright and inviting appearance of the area.

5 out of 5 average rating, 3 reviews

Sunny Retreat at Sienna Park: Family Gateway

Discover your family getaway at this stylish 2-bedroom, 2-bath condo in the heart of Sarasota. Perfectly located just minutes from beautiful beaches, shopping, and dining, this modern home offers a serene atmosphere for relaxation. Enjoy a fully equipped kitchen, cozy living space, and all the essential amenities for a comfortable stay. Ideal for families seeking both tranquility and convenience, your oasis at Sienna Park awaits. Book now and create unforgettable memories in sunny Sarasota!

A serene view of the intercoastal waterway is captured, featuring calm waters reflecting the sky. Lush greenery lines the opposite shore, while a wooden dock extends into the water. Palm fronds frame the scene, emphasizing the tranquil coastal environment.

4.79 out of 5 average rating, 166 reviews

Peaceful Oasis: King Bed & Incredible Views

You have arrived, upon entering you will go upstairs to your spacious duplex. You will be greeted by an amazing view of the intercoastal waterway. You will love kayaking on the waterway & seeing all the amazing wildlife. You can sit on your downstairs patio with a cup of coffee or you can take a stroll to Turtle Beach & enjoy the sunset. Hop aboard the trolley & go to the Village & eat and drink at one of our famous restaurants or one of our favorite hot spots. See Guidebook.

Top guest favorite

A heated community pool is surrounded by sun loungers, offering ample space for relaxation. Palm trees dot the background, and a white fence provides privacy. Bright sky and scattered clouds create a cheerful atmosphere, enhancing the overall sunny appeal of the area.

4.88 out of 5 average rating, 17 reviews

Villa Marina (1 Block from beach with heated pool)

This centrally located Siesta Key condo rental is just steps from Siesta Key Village and beautiful Siesta Key Beach! Enjoy time with the family by the heated community pool or catch some sun at the beach just 1 block away. This 2 bedroom 2 bath condo is a great space for you with a king bed in the master room an en-suite bath and two twin beds in the second room with separate bath across the hallway. Stairs must be navigated to enter this condo. The bedrooms are on a split level.

A serene view of a pond reflects the bright sky, surrounded by well-maintained greenery and modern townhouses. Palms are positioned along the water's edge, enhancing the natural setting. The image captures a peaceful atmosphere, ideal for relaxation.

4.85 out of 5 average rating, 27 reviews

Bright & Modern - Sarasota Home

Centrally located in Sarasota, Florida—an inviting home that blends modern style with a quiet setting. This sunny retreat is filled with natural light, making it feel bright and welcoming. Unmatched amenities, including a well-equipped kitchen, roomy living spaces, along with a community pool. Beyond its comfy indoors, you can easily get to Sarasota's beautiful beaches, cultural spots, and great restaurants making this Sarasota spot a perfect mix of quiet and convenience.

An aerial view reveals the vibrant community surrounding this vacation rental, with colorful buildings and lush palm trees. The coastline stretches in the distance, showcasing the beach's sandy shoreline and turquoise waters, while the local neighborhood features a mix of residential and commercial structures.

4.97 out of 5 average rating, 35 reviews

100 Steps to beach access & 5-min Village walk

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.

A beach scene features a colorful umbrella providing shade over a beach chair and cooler. Soft, white sand stretches along the shoreline, meeting the calm, turquoise waters under a clear blue sky with minimal clouds.

4.78 out of 5 average rating, 193 reviews

Siesta Key Beach House with Private Beach Access

Great vacation location on beautiful Siesta Key (no busy street to cross) with private & gated direct beach access. This people friendly complex is the perfect place to bring the family for a true holiday get-away at the beach! You can enjoy swimming in the heated pool, take up a game of shuffleboard, stroll along gorgeous white sandy beaches, or swim in the crystal clear waters of the Gulf of Mexico. Come join us for the perfect vacation.

A two-story building is surrounded by lush greenery and white sand landscaping. Palm trees provide shade, while vibrant plants add color to the scene. The entrance features a bright door, with stairs leading up to the balcony area, enhancing the welcoming residential vibe.

4.82 out of 5 average rating, 57 reviews

Canal Upper-Gorgeous 3 bed 3 bath near SK Village

Canal Upper is just minutes away from Siesta Key Beach, voted the # 1 beach in the U.S! The kitchen features stainless steel appliances and a dining room table that fits up to 6. Beach carts, chairs & towels are provided for the 5-6 block walk to Beach Access #5. Step outside & you’ll find a quaint outdoor area featuring a tranquil pool, hot tub, and BBQ: perfect for family gatherings!