⭐ 5
Dockside Dreams
Private Pool & Spa · Waterfront Dock
Waterfront luxury with private dock and heated spa
From $450/night View Details
Book direct and save 10-15% compared to Airbnb & VRBO
Vacation Homes Near Downtown Sarasota
Immerse yourself in Sarasota's vibrant downtown scene with your own vacation home.
Vacation Rentals Near Downtown Sarasota
Downtown Sarasota is the Gulf Coast's cultural capital: the Ringling Museum, Sarasota Opera, Florida Studio Theatre, and a walkable Main Street lined with galleries, boutiques, and farm-to-table restaurants. Our Sarasota Luxe property sits minutes from it all.
Beyond the arts scene, downtown Sarasota offers Bayfront Park with stunning marina views, the Saturday morning Farmers Market (one of Florida's largest), and easy access to St. Armands Circle for upscale shopping and dining on the waterfront.
Featured Rentals
Available Vacation Homes
Book direct and save 10-15% compared to Airbnb & VRBO
⭐ 5
The Oasis
Large Pool + 2 Hot Tubs · Mini Golf Course
Resort-caliber estate — pool, hot tubs, mini golf, sleeps 16
From $550/night View Details
⭐ 5
Sarasota Luxe
Downtown Location · Near St. Armands
Designer interiors near St. Armands Circle and Ringling Museum
From $425/night View Details
⭐ 5
River House
Pool & Spa · Sunset Views
Refined comfort with sunset river views and heated spa
From $400/night View Details
Common Questions
Frequently Asked Questions
Can I walk to restaurants?
Our downtown-area rentals are a short drive to Sarasota's best restaurants. Within 15 min: Star Fish Company (fresh Gulf seafood), Pier 22 (waterfront fine dining), Sage Biscuit (best breakfast), The Ugly Grouper on AMI.
What's special about St. Armands Circle?
Upscale shopping and dining district with boutiques, galleries, and waterfront restaurants.
Are these homes good for couples?
Absolutely! World-class arts, fine dining, and beautiful beaches.
Explore More
Related Vacation Stays
Sarasota Vacation Rentals with Private Pool
Book luxury vacation rentals in Sarasota FL with private pools. Near beaches and downtown.
Sarasota Arts & Culture Vacation Rentals
Plan your Sarasota arts vacation. Stay near Ringling Museum, theaters, and galleries.
Luxury Vacation Rentals in Sarasota FL
Experience Sarasota in style. Luxury vacation rentals with designer finishes and premium amenities.
Florida Vacation Rentals Near Restaurants
Foodie vacation! Stay near Florida's best restaurants in Sarasota and Anna Maria Island.
Ready to Book Your Getaway?
Skip the booking fees. Book directly with Seascape Vacations and save 10-15% on your vacation rental.
View All Properties →