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S Tamiami Trl @ Kestral Park Way is a convenient transit stop in South Sarasota offering connections via bus routes that link passengers to key local destinations, including downtown Sarasota and nearby communities. It serves as a practical hub for easy travel across the region.
Swift Rd @ Hope St is a convenient transit hub offering frequent connections that link local neighborhoods with key destinations, enhancing easy access to shopping, work, and regional transit routes. Its strategic location supports efficient travel across the area.
Sarasota Bradenton International Airport offers a convenient, stress-free travel experience with over 65 nonstop destinations, modern amenities, accessible facilities, and multiple ground transportation options just minutes from downtown Sarasota. Its bright, spacious terminal features comfortable seating, free Wi-Fi, pet relief areas, and easy access to car rentals and taxis.
Sarasota Bradenton International Airport (SRQ) is a stress-free, full-service gateway to Florida's Gulf Coast, offering 65+ nonstop destinations with 11 airlines, modern amenities, and convenient ground transportation just four miles from downtown Sarasota.
Swift Rd @ Hope St is a convenient transit hub offering easy connections to local bus routes and nearby key destinations, making it a practical stop for commuters and travelers seeking efficient access across the area.
S Tamiami Trl @ Kestral Park Way is a convenient bus stop connecting South Sarasota to key destinations like the University of South Florida Sarasota-Manatee, with frequent service and easy access to major routes.
Sarasota Bradenton International Airport offers a convenient, modern terminal with 18 gates and smooth passenger flow, located just minutes from downtown Sarasota and Bradenton, providing easy access to Florida’s Gulf Coast and its famous white-sand beaches.
Sarasota Bradenton International Airport offers convenient, stress-free travel with a spacious single terminal, 18 gates across two concourses, and comprehensive accessibility features including T-coil loop technology for hearing-impaired passengers and dedicated pet relief areas. The airport provides free Wi-Fi, multiple ground transportation options, and recently expanded with a new concourse to enhance passenger capacity.
St. Armands Circle is a vibrant dining destination where you can savor fresh seafood, Mediterranean flavors, and island-inspired fare in a lively, tropical setting with stunning waterfront views and a welcoming, carefree atmosphere.
Marina Jack offers premier waterfront dining in downtown Sarasota with stunning bay views, fresh seafood, steaks, and pasta served in elegant and casual settings, complemented by live music and a vibrant atmosphere.
Walt's Fish Market Restaurant offers the freshest seafood in Sarasota, caught daily and served in a laid-back, historic setting with a lively Chickee Bar and outdoor seating. Its century-old family tradition ensures quality and unique local flavors in every dish.
Columbia Restaurant, Florida’s oldest restaurant since 1905, offers authentic Spanish and Cuban cuisine in a historic, elegant setting with nightly flamenco performances that bring vibrant culture to life.
Owen's Fish Camp in downtown Sarasota serves fresh, Southern-style seafood in a lively, old Florida atmosphere with a full bar, live music, and scenic outdoor seating under a historic banyan tree.
Siesta Key Oyster Bar is a lively beachfront spot known for its fresh seafood, award-winning wings, and laid-back island vibe, where dollar bills cover the ceiling and live music fills the air.
Captain Curt's Crab & Oyster Bar serves fresh seafood and award-winning clam chowder in a lively, family-friendly spot with indoor and outdoor dining, live music, and a true Siesta Key vibe.
Connors Steak & Seafood offers a warm, casual-elegant atmosphere where you can enjoy premium aged steaks and fresh seafood grilled over mesquite wood, complemented by gourmet sides and an extensive wine list for a memorable dining experience.
Marina Jack offers waterfront dining with stunning views, serving fresh seafood, steaks, and pasta in a relaxed yet elegant setting. Enjoy live music, a lively patio, and a sophisticated dining room overlooking Sarasota Bay.
St. Armands Circle is a vibrant dining destination where Mediterranean flavors, fresh seafood, and island-inspired fare come together in a lively, tropical setting perfect for memorable meals and sunset views.
Walt's Fish Market Restaurant in Sarasota offers the freshest seafood caught daily, served in a relaxed setting with a lively Tiki Bar and outdoor seating, blending a century-old fishing heritage with innovative dishes and local charm.
Savor authentic Spanish and Cuban flavors at Columbia Restaurant, where lively flamenco shows, a historic ambiance, and generous portions make every meal a memorable celebration of culture and tradition.
Siesta Key Oyster Bar offers a lively, beachy vibe with fresh seafood, award-winning wings, and cold drinks, all served alongside live music in the heart of Siesta Key Village. It’s the perfect spot to relax, enjoy great food, and soak up the island spirit.
Owen's Fish Camp is a beloved Southern seafood restaurant nestled in downtown Sarasota under a historic banyan tree, serving fresh local catch and classic Low Country dishes in a casual, lively atmosphere complete with live music and an inviting outdoor courtyard that captures the essence of old Florida charm.
Captain Curt's Crab & Oyster Bar offers fresh, flavorful seafood in a relaxed, beachside setting on Siesta Key, famous for its award-winning clam chowder and lively indoor-outdoor dining experience. Enjoy a variety of crabs, oysters, shrimp, and more with a casual, family-friendly vibe.
Connors Steak & Seafood offers a warm, inviting atmosphere where premium aged steaks and fresh seafood are expertly grilled over mesquite wood, creating a memorable dining experience with exceptional service and flavorful dishes.
St. Armands Circle is a vibrant, open-air shopping and dining destination with over 130 upscale boutiques, galleries, and restaurants set around a charming central park, perfect for those who enjoy a blend of coastal views, arts, and leisurely strolls near the beach.
Explore lush bayfront gardens filled with exotic orchids, vibrant tropical plants, and interactive exhibits at Marie Selby Botanical Gardens. Perfect for plant lovers, families, and anyone seeking a peaceful escape in nature’s beauty.
Lido Beach offers families a perfect blend of relaxation and adventure, with soft white sands for building castles and calm Gulf waters ideal for swimming and paddling. Kids and adults alike love the lively atmosphere, nearby cafes, and fun beach activities.
Payne Park is a vibrant Sarasota gem featuring a colorful circus-themed playground, a lively skate park, scenic trails, and plenty of open space, making it perfect for families, outdoor enthusiasts, and anyone looking for fun in the sun.
Bayfront Park is a vibrant waterfront oasis in downtown Miami, perfect for families, fitness enthusiasts, and culture lovers, offering playgrounds, flying trapeze classes, free yoga, live music venues, and stunning bay views. Its lively events and iconic fountain shows make it a must-visit for all ages.
Experience world-class opera performances at the historic Sarasota Opera House, celebrating its centennial with a stunning 2026 Winter Opera Festival featuring beloved classics like La bohème, The Merry Widow, Il trovatore, and Susannah. Perfect for both seasoned opera enthusiasts and newcomers discovering the magic of live performance.
Siesta Key Watersports offers thrilling parasailing, jet ski rentals, and dolphin tours right from the beach, perfect for families and adventure seekers wanting unforgettable views and fun on the water.
Historic Spanish Point is a captivating 30-acre outdoor museum where visitors can explore ancient shell mounds, pioneer homesteads, and lush gardens while enjoying scenic bay views and nature trails. Perfect for history enthusiasts, nature lovers, and families, this hidden gem offers a unique window into Old Florida's rich archaeological and cultural heritage.
Stand before a towering 26-foot bronze sculpture capturing the iconic V-J Day kiss that symbolized the end of World War II, offering history buffs and romance enthusiasts alike a powerful photo opportunity at this beloved Sarasota waterfront landmark.
Pinecraft is a unique Amish and Mennonite snowbird community in Sarasota where visitors can experience a slower pace of life through shuffleboard games, handcrafted goods, and authentic comfort food like the famous fresh-baked pies. Perfect for anyone curious about traditional Amish culture, local artisan products, or simply seeking a peaceful, welcoming atmosphere away from typical tourist attractions.
Experience world-class opera in a historic 100-year-old theater, where timeless stories come alive with stunning music and passionate performances. Perfect for culture lovers and anyone seeking an unforgettable night of art and drama.
Lido Beach offers a perfect blend of relaxing sandy shores and exciting outdoor adventures like kayaking through mangrove tunnels, making it ideal for families, nature lovers, and anyone seeking a vibrant coastal escape.
St. Armands Circle is a charming circular outdoor shopping and dining district on Lido Key that blends European-inspired ambiance with upscale boutiques, galleries, and waterfront restaurants, making it perfect for anyone seeking sophisticated retail therapy, cultural exploration, and leisurely strolls through beautifully landscaped courtyards.
Marie Selby Botanical Gardens is a stunning 15-acre bayfront oasis featuring over 20,000 exotic plants, including the world's largest collection of orchids, making it perfect for nature lovers, photographers, and families seeking a peaceful escape with breathtaking views of Sarasota Bay.
Bayfront Park is a vibrant waterfront oasis in downtown Miami offering something for everyone—from scenic baywalks and live music venues to flying trapeze classes and a pirate-themed playground, perfect for families, fitness lovers, and culture seekers alike.
Experience a towering 26-foot bronze sculpture capturing the iconic V-J Day kiss that symbolized the end of World War II. Perfect for history enthusiasts and photographers alike, this beloved Sarasota waterfront landmark offers a romantic and historically significant photo opportunity with stunning bay views.
Soar 1,000 feet above crystal-clear Gulf waters while spotting dolphins and manatees, or rev up a jet ski across Sarasota's largest unrestricted riding area—Siesta Key Watersports delivers thrilling adventures for everyone from first-timers to adrenaline seekers with expert USCG-certified captains and a perfect safety record.
Experience the unique charm of Pinecraft, where Amish and Mennonite traditions blend with Florida sunshine. Enjoy handmade crafts, delicious home-cooked meals, and friendly community gatherings in this one-of-a-kind cultural escape.
Payne Park is a vibrant 29-acre urban oasis in downtown Sarasota featuring a whimsical circus-themed playground, a popular skate park, disc golf, and scenic trails—making it the perfect destination for families, adventure seekers, and anyone looking to enjoy Florida's natural beauty with plenty of recreational activities.
Historic Spanish Point is a 30-acre archaeological and historic museum on Little Sarasota Bay where visitors can explore pioneer-era buildings, a fascinating shell mound museum, and native coastal habitats through leisurely walking trails and guided tours. Perfect for history enthusiasts, nature lovers, and families seeking an immersive glimpse into Old Florida's rich cultural heritage.

This home follows a strict maximum occupancy rule. Please make sure that the total number of guests accompanying you (including both children and adults) doesn’t exceed the indicated maximum occupancy above to avoid cancellation of your stay and additional fees.
This is a pet-free hypoallergenic space. No pets are allowed inside the home to maintain a hypoallergenic area as much as possible for our guests’ comfort.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Nov 24, 2025 | $1477 | Available |
| Nov 25, 2025 | $1101 | Available |
| Nov 26, 2025 | $1566 | Available |
| Nov 27, 2025 | N/A | Not Available |
| Nov 28, 2025 | $1256 | Available |
| Nov 29, 2025 | $922 | Available |
| Nov 30, 2025 | $898 | Available |
| Dec 1, 2025 | $910 | Available |
| Dec 2, 2025 | $922 | Available |
| Dec 3, 2025 | $1020 | Available |
| Dec 4, 2025 | $1119 | Available |
| Dec 5, 2025 | $1119 | Available |
| Dec 6, 2025 | $1093 | Available |
| Dec 7, 2025 | $1067 | Available |
| Dec 8, 2025 | $1081 | Available |
| Dec 9, 2025 | $1095 | Available |
| Dec 10, 2025 | $1081 | Available |
| Dec 11, 2025 | $1040 | Available |
| Dec 12, 2025 | $1014 | Available |
| Dec 13, 2025 | $1014 | Available |
| Dec 14, 2025 | $1028 | Available |
| Dec 15, 2025 | $1042 | Available |
| Dec 16, 2025 | $1042 | Available |
| Dec 17, 2025 | $1042 | Available |
| Dec 18, 2025 | $1028 | Available |
| Dec 19, 2025 | $1935 | Available |
| Dec 20, 2025 | $2857 | Not Available |
| Dec 21, 2025 | $2893 | Not Available |
| Dec 22, 2025 | $2930 | Not Available |
| Dec 23, 2025 | $2930 | Not Available |
| Dec 24, 2025 | $2930 | Not Available |
| Dec 25, 2025 | N/A | Not Available |
| Dec 26, 2025 | N/A | Not Available |
| Dec 27, 2025 | $4476 | Not Available |
| Dec 28, 2025 | $4568 | Not Available |
| Dec 29, 2025 | $4568 | Not Available |
| Dec 30, 2025 | $4568 | Not Available |
| Dec 31, 2025 | N/A | Not Available |
| Jan 1, 2026 | N/A | Not Available |
| Jan 2, 2026 | N/A | Not Available |
| Jan 3, 2026 | $1493 | Not Available |
| Jan 4, 2026 | $1486 | Not Available |
| Jan 5, 2026 | $1500 | Not Available |
| Jan 6, 2026 | $1454 | Not Available |
| Jan 7, 2026 | $1408 | Not Available |
| Jan 8, 2026 | $1408 | Not Available |
| Jan 9, 2026 | $1454 | Not Available |
| Jan 10, 2026 | $1500 | Available |
| Jan 11, 2026 | $1516 | Available |
| Jan 12, 2026 | $1454 | Available |
| Jan 13, 2026 | $1408 | Available |
| Jan 14, 2026 | $1408 | Available |
| Jan 15, 2026 | $1359 | Available |
| Jan 16, 2026 | $1497 | Available |
| Jan 17, 2026 | $1651 | Not Available |
| Jan 18, 2026 | $1651 | Not Available |
| Jan 19, 2026 | $1651 | Not Available |
| Jan 20, 2026 | $1651 | Not Available |
| Jan 21, 2026 | $1651 | Not Available |
| Jan 22, 2026 | $1651 | Not Available |
| Jan 23, 2026 | $1651 | Not Available |
| Jan 24, 2026 | $1651 | Available |
| Jan 25, 2026 | $1688 | Available |
| Jan 26, 2026 | $1725 | Available |
| Jan 27, 2026 | $1725 | Available |
| Jan 28, 2026 | $1725 | Available |
| Jan 29, 2026 | $1725 | Available |
| Jan 30, 2026 | $2286 | Available |
| Jan 31, 2026 | $2838 | Available |
| Feb 1, 2026 | $2862 | Available |
| Feb 2, 2026 | N/A | Not Available |
| Feb 3, 2026 | N/A | Not Available |
| Feb 4, 2026 | N/A | Not Available |
| Feb 5, 2026 | N/A | Not Available |
| Feb 6, 2026 | N/A | Not Available |
| Feb 7, 2026 | $3079 | Not Available |
| Feb 8, 2026 | N/A | Not Available |
| Feb 9, 2026 | N/A | Not Available |
| Feb 10, 2026 | N/A | Not Available |
| Feb 11, 2026 | N/A | Not Available |
| Feb 12, 2026 | N/A | Not Available |
| Feb 13, 2026 | N/A | Not Available |
| Feb 14, 2026 | $4295 | Not Available |
| Feb 15, 2026 | $4295 | Not Available |
| Feb 16, 2026 | N/A | Not Available |
| Feb 17, 2026 | N/A | Not Available |
| Feb 18, 2026 | N/A | Not Available |
| Feb 19, 2026 | N/A | Not Available |
| Feb 20, 2026 | N/A | Not Available |
| Feb 21, 2026 | $2335 | Available |
| Feb 22, 2026 | $2395 | Available |