Vacation rentals with a fireplace in Southgate

An inviting living space showcases a comfortable seating arrangement, including two black lounge chairs and a stylish dining area. Natural light floods through large windows, illuminating a decorative shelf filled with coastal decor. A circular rug adds a touch of warmth to the wood flooring.

4.96 out of 5 average rating, 128 reviews

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok

Bright & Comfy Downtown Home | Walk to Main St, Near Trolley to Lido Beach! Centrally located in a quiet downtown neighborhood along the Legacy Bike Trail & Payne Park, this updated 3BR/2BA home is clean, cozy, and filled with coastal charm. Enjoy a screened-in lanai, a large fenced backyard, WiFi, Smart TV , BBQ, beach gear, washer/dryer and carport. Pets welcome! Prime Location: 1 mi to Main St dining. 2 mi to waterfront dining and boat tours. 5 mi to Lido Beach. Take the nearby free Trolley

A screened lanai features a bubbling hot tub and comfortable seating area adorned with neutral-colored cushions. Soft lighting is offered by overhead string lights. Surrounding greenery enhances the peaceful ambiance, while large windows allow natural light to flow into the space.

5 out of 5 average rating, 136 reviews

The Turtle Nest-Lanai w/Hot Tub+5mi to beach

🐢Come and relax at this peaceful, tropical, and romantic oasis. "The Turtle Nest" is a single family home located in the heart of Sarasota; only 5 miles to the Siesta Key Beach! It offers 3 bedrooms, 2 baths and can sleep up to 6. Picture a screened lanai, your own juicy star fruit, complete with a bubbling hot tub and a sizzling grill. The outdoor setting is private-the yard is surrounded by palms and fruit trees. Your stay here is destined to be a blend of comfort, delight, and rejuvenation.

The exterior of a Spanish style home is visible, featuring a smooth white façade and a terracotta tile roof. A spacious driveway leads to a garage, framed by manicured landscaping and large trees providing shade. A welcoming entrance with glass-paneled doors invites visitors.

4.94 out of 5 average rating, 16 reviews

Pineapple House 15min to Siesta & Lido Key Beaches

Relax in this spacious, Spanish style home with midcentury modern design. Tucked away on a quiet cul de sac in the Arlington Park neighborhood of Sarasota, 7 minutes from Downtown and 15 minutes from beaches, this home offers two bedrooms, two baths, and a dedicated kids room. Perfect for families with young kids or for adult groups of up to four. Enjoy the open kitchen with a vast island. Fast fiber optic Internet for those working from home. Beach equipment on site - chairs, towels & wagon.

An outdoor patio area is illuminated by soft string lights, providing a gentle glow against the dark night sky. A table with six chairs is positioned centrally, under a large umbrella, while the surrounding privacy fence enhances the cozy atmosphere.

4.9 out of 5 average rating, 140 reviews

Your Slice of Paradise

20 minutes from Siesta Key, 15 minutes from Lido Beach, Within a mile from Der Dutchman and Yoders Amish Restaurant, this cozy little home is tucked back under a giant oak tree, newly remodeled with new furniture all new mattresses, new kitchen appliances February 2020, 55” Samsung Smart 4K tv screen available for streaming all your favorite shows etc. Charcoal grill for you to use, washer and dryer free for guests, located on a quiet street 1/2 mile from Pinecraft, a very unique community.

A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.

5 out of 5 average rating, 19 reviews

Coastal Retreat near Siesta Key Beach and Downtown

Welcome to your Coastal Retreat—your gateway to the best beach experience in all of Florida. Located in Sarasota’s most desirable neighborhood, this light-filled home blends fresh coastal design with a relaxed vacation vibe. Just minutes from award-winning beaches and vibrant downtown, you’ll have easy access to everything that makes this region a hidden gem. Walk to the charming bars and restaurants. Everything has been recently updated. Book your stay today—this is a truly special find!

Superhost

The living area features light-colored sofas arranged around a central coffee table, with a decorative rug adding warmth to the space. Soft lighting from floor lamps complements natural light entering through a large frosted window. A mirror and wall art enhance the room's decor.

4.89 out of 5 average rating, 134 reviews

Downtown Sarasota

This peaceful getaway offers the perfect place to relax after spending the day at the nearby local favorite Lido Key Beach and world famous Siesta Key Beach! Shopping and dining through Sarasota's historic downtown or St Armands Circle which is just minutes away. The home is located in a quiet neighborhood perfect for mid-day siesta and just minutes from all of the fantastic attractions Sarasota has to offer. Let this fully remodeled retreat be your home base during your stay in Sarasota!

An outdoor deck is shown with several lounge chairs and a small table, illuminated by hanging string lights. A scenic view of lush greenery and a serene landscape is visible in the background, while the sky transitions to shades of purple and pink at sunset.

4.9 out of 5 average rating, 108 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 dining table is set for six with elegant dinnerware placed on wooden chargers. A small arrangement of pink flowers adds a touch of color, accompanied by wine glasses ready for use. The background features a spacious living area with soft natural lighting.

4.94 out of 5 average rating, 103 reviews

Close to Beaches/DT-Private Family Home-3BR/2BA

Escape to this serene and spacious 3BR/2BA house on a peaceful, traffic-free street. With its high-beamed ceilings and charming details, this property exudes luxury and comfort. Discover the nearby attractions, with Siesta Key Beach just 7 miles away, Lido Beach only 6 miles away, and Downtown a mere 2.5 miles away. Start your day on the lanai with the cup of coffee before heading out to explore the shops and restaurants located just a 7-minute drive from the property.

A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.

4.96 out of 5 average rating, 127 reviews

Mid-Century Oasis with Pool in Arlington Park 1

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool.

Superhost

A well-maintained front yard features lush green grass surrounded by vibrant landscaping. A palm tree stands prominently in the center, with colorful plants lining the walkway leading to the entrance of the single-story villa.

4.93 out of 5 average rating, 149 reviews

White Sands Villa - Heated Pool/Spa - Near Beaches

Retreat to a stunning 4-bedroom villa with a modern interior. The expansive backyard boasts a screened-in lanai, pool, hot tub, and children's swing set, ideal for family getaways. Enjoy comfort and convenience with thoughtful amenities, plush mattresses, and smart TVs in every bedroom. Just minutes away from Siesta Key (7.3 mi), Lido Beach (6.5 mi), downtown Sarasota (2.5 mi), and the charming Amish Village of Pinecraft. Your perfect vacation home awaits.

4.99 out of 5 average rating, 141 reviews

A light blue bedroom features a spacious bed with a floral-patterned blanket and a ceiling fan overhead. Double glass doors provide a view of the pool area outside. Storage options include a white dresser and closet, while a small table and chair are positioned nearby.

Guesthouse in Sarasota

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!