House vacation rentals in Fruitville

The spacious living area features a comfortable couch adorned with patterned pillows, a wooden coffee table, and colorful rugs. Natural light floods in through large windows, and an open layout connects to the dining area and kitchen, which is visible in the background.

4.97 out of 5 average rating, 120 reviews

Sunshine House, close to Downtown

Great location! This is a family friendly home, close to downtown and beaches, with a pool, fenced yard, and a large, screened porch for lounging and having meals outside. Close to all the great things Sarasota has to offer- museums, gardens, theaters, shopping, Sarasota Bay, and beaches. The house is 1.5 miles from downtown, 10 min to St. Armands, 15 min to Lido Beach, and about 20 min Siesta Key Beach. One dog considered with a fee. Children must be supervised at all times in the pool area.

Home in Indian Beach-Sapphire Shores

A private heated pool is enclosed by a screened lanai, surrounded by lush tropical plants. Soft purple lights create a relaxed ambiance. Comfortable seating and dining areas are positioned nearby, inviting leisurely moments by the water.

4.97 out of 5 average rating, 156 reviews

ROYS PLACE private, tropical, romantic paradise.

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.

The open-concept living space features a comfortable sectional sofa, a wooden coffee table, and an accent chair, complemented by a large American flag artwork. The kitchen area showcases modern cabinetry, a large island with seating, and ample lighting for a welcoming environment.

4.98 out of 5 average rating, 158 reviews

Secluded Cottage | Hot Tub | Walk to Benderson/UTC

Welcome to The Crew House! A brand new, stylish, cozy cottage that is walking distance to all that the Nathan Benderson Park and University Town Center areas have to offer! The property is on over a 2 acre parcel so there's plenty of room to spread out. At our cottage you will find a comfortable bed, stylish furniture, high-end finishes, a large island, screened-in outdoor dining table, and a great outdoor space with a private hot tub. We also have a concept2 rower available in the garage.

A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.

4.94 out of 5 average rating, 125 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

A person is seated at the edge of a sparkling pool, facing the clear blue water. The poolside is tiled, and the sunlight reflects off the surface, creating a serene ambiance. The individual wears a swimsuit featuring a tiger stripe pattern.

4.94 out of 5 average rating, 106 reviews

Luxury Heated Pool/ Family Home/Siesta Key/3BR/2BA

Welcome to your home away from home! This renovated, spacious and bright pool home will immerse you into a luxurious experience the minute you arrive. Located on a lush quiet street, yet close to all of Sarasota's best attractions! Close to Siesta Key Beach (#1 beach in USA), 10 minutes to downtown including fantastic restaurants and shopping and walking distance to the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake park and The new UTC mall!

4.9 out of 5 average rating, 114 reviews

Lakeview Oasis - 4bd/2ba overlooking the lake!

Charming home for rent with a cozy feel and scenic lake view. Conveniently located within a 2-mile radius, you can indulge in delicious coffee at Postal 98 and savor homemade Amish foods. Spend the day under the sun at local beaches, only 8.7 miles from Siesta Key beach and 7.1 miles to Lido Key Beach. Downtown Sarasota is just 4.5 miles away! This home offers the perfect balance of relaxation and urban living, making it an ideal retreat. The back deck overlooks a serene lake.

A modern living area features a gray sectional sofa with white throw pillows, positioned next to a light area rug. A sleek coffee table holds a yellow tray, and a round mirror is mounted on the wall above. Green plants add a touch of nature, enhancing the space.

4.91 out of 5 average rating, 264 reviews

Cozy Getaway Home in Sarasota Near Beaches & More!

Escape to our peaceful home in Sarasota. Conveniently situated near our famous beaches, UTC, Benderson Park, downtown, and only within a mile of grocery stores and other shops. Enjoy outdoor moments on the patio and spacious yard. Modern amenities include high-speed internet, smart TVs, and a well-equipped updated kitchen and workspace. Washer/dryer on-site as well. Your gateway to relaxation and Sarasota's charm awaits! Please reach out if you have any further questions.

The screened-in pool area features a clear blue pool with steps leading in. Surrounding the pool, lounge chairs are positioned, and tropical plants add a splash of color. A serene view of a golf course and a creek is visible beyond the enclosure, under a bright blue sky.

4.86 out of 5 average rating, 100 reviews

The Aqua House-3/2 w/ heated pool by Golf Course

Unwind in this chic, well-appointed home, perfect for a memorable family escape. With 3 bedrooms boasting plush comfort and 2 modern bathrooms, it offers ample space. The generously stocked kitchen invites culinary delights. Start your day in the screened pool area overlooking the golf course, sipping coffee, or bask in serenity with an evening cocktail while floating in the pool. Siesta Beach is 14 miles away and Lido Beach is 11 miles away. Your relaxing retreat awaits!

The front exterior of the home features a light grey facade with stone accents. Two comfortable chairs are positioned on the covered porch, inviting relaxation. A brick driveway with ample space leads up to the entrance, surrounded by landscaped areas and a peaceful neighborhood view.

4.93 out of 5 average rating, 196 reviews

Sea-esta Cottage- Cheerful 2bd/1ba w/ free parking

Experience ultimate relaxation in this serene and stylish rental. A brand-new home in the heart of Amish Village, Pinecraft. Two cozy bedrooms with plush bedding and soothing coastal decor. Sip your coffee on the front porch, immersed in the tranquility of this idyllic neighborhood. Take a short walk to Yoder's Restaurant, Coastal 98 Cafe, and the Pinecraft Ice Cream Shop. Just 6 miles to Siesta Key and 7 miles to Lido Beach for endless coastal adventures.

Home in Indian Beach-Sapphire Shores

A rustic wooden sign with the word 'Welcome' painted in white is displayed prominently. Dried floral arrangements are arranged above the sign, adding a natural touch. A small turquoise glass jar sits nearby, contributing to a warm and inviting entryway.

4.9 out of 5 average rating, 685 reviews

Charming Apt. in old Florida home

Cozy, charming suite in a historic 1920's home. Lots of character and charm. Amazing location. One block from the bay with beautiful sunsets. And just a few miles to the beach and downtown. Clean, comfy and a welcoming host. Great for 1 or up to 3 guests. ****Please read the full detailed description for more information before booking. This is very old home, not fully restored, old Florida house. Owner occupied Non- Smoking guests 🙏 Hope to see you soon

An aerial view captures a serene landscape featuring lush greenery and a calm blue waterway. Homes are visible along the shoreline, with distant city buildings punctuating the horizon. The inviting neighborhood is framed by clear skies and gentle waves, exemplifying a tranquil coastal environment.

4.83 out of 5 average rating, 172 reviews

Siesta Beach, 5 minutes from downtown.

My place is close to art and culture, restaurants and dining, great views, the Siesta Beach, Turtle Beach, and family-friendly activities. You’ll love my place because of the neighborhood, the comfy bed, the kitchen, and the coziness. My place is good for couples, solo adventurers, business travelers, and families (with kids). Its located right next to the north bridge to Siesta Beach North Bridge Outlook Park, you can walk to the water.

A private backyard is illuminated with string lights in the evening. A fire pit table with a glass barrier features dancing flames, while a hammock is visible to the side. The space includes lounge seating with turquoise cushions, creating a relaxed outdoor atmosphere.