House vacation rentals in Downtown, Sarasota

Sunshine Suite, Minutes to Beach,Tropical Paradise

The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown

The Carriage House-walk downtown, old Florida glam

Every detail in this 1925 carriage house has been preserved and enhanced. You'll love being nestled in the treetops of Julia Place’s magical, lush surroundings. Laurel Park is the coolest neighborhood in Sarasota. Julia Place is walkable to the bay front and all of the best bars and restaurants in the city. Stroll around Laurel Park, with numerous historic buildings that radiate funky, artistic charm. The area is historic yet hip and most importantly, welcoming. We can’t wait to welcome you!

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

Charming Updated Home, Central

Experience the best of Sarasota in this stunning 3-bedroom, 2-bathroom retreat. Elegantly renovated with quality and luxury in mind, this charming and quaint home invites relaxation. The backyard oasis boasts an outdoor dining area under a majestic heirloom Canopy Oak tree, and twinkling lights for unforgettable evenings. Just a short walk from Legacy Trail, Payne Park, shopping, dining, and close to downtown, beaches, museums, and gardens—this home is your gateway to Sarasota’s finest.

❤ Villa & Garden in Downtown ~ 5 Min to Beaches

Our bright and contemporary Heart Villa offers the quintessential Sarasota downtown and beach experience. It is nestled among tropical trees in a charming cul-de-sac in historic Laurel Park – right in the heart of downtown with loads of restaurants, boutiques, and sights on offer. Several fantastic beaches are just 5-mins ride away! And the villa's private garden is the perfect place to enjoy alfresco dining! We’ve poured our hearts & souls into this villa, it's our family business.

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the beach chairs and umbrella to enjoy Lido Key or Siesta Key Beaches both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses near-by or catch Orioles spring training at Ed Smith stadium within walking distance.

Sarasota Coastal Cottage

This 2-bed, 2-bath gem features an open floor plan, exquisite bathrooms, a cozy den/office, and a stunning backyard patio, crowned by a majestic oak—perfect for al fresco dining. Nestled in Paver Park, you are a stroll away from Payne Park & Legacy Trail and just minutes from Downtown, Bayfront Park, Selby Gardens, St Armand's Circle and beautiful Lido & Siesta Key beaches. Experience Sarasota in true style. Per city ordinance a 7 night/day minimum booking required.

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.

Historic Downtown Sarasota - Gem II

Beautifully restored home in the Historic downtown of Sarasota. We have a cluster of 3 neighboring homes fresh off a $2.5 M renovation with high-end furnishings including Italian leather seating. These cozy gems offer the perfect blend of vintage charm and modern luxury. A short 7-minute drive over the picturesque John Ringling Bridge leads you to Lido Key Beach. Stop by the renowned St. Armand's Circle for delightful dining and shopping or walk to main street.