7 bedrooms
•
7 beds
•
7.5 bathrooms
•
20 guests
•
3000 sq. ft.

Saved to wishlist
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
1 king bed
Bedroom 6
1 king bed
Bedroom 7
2 full beds
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
1 king bed
Bedroom 6
1 king bed
Bedroom 7
2 full beds
Siesta Key, FL 34242, US
Siesta Key, FL, USDetwiler's Farm Market is a hometown grocery destination offering fresh, locally-sourced produce, quality meats, seafood, and an old-fashioned Amish-style deli with made-to-order sandwiches, plus a bakery and ice cream shop for a complete shopping experience.
Marina Jack is the region's premier waterfront restaurant offering three distinct dining experiences—from the casual, dog-friendly Blue Sunshine Patio with live music to the sophisticated second-floor Dining Room featuring award-winning wines and fresh seafood, steaks, and pasta overlooking Sarasota Bay.
Discover the Columbia Restaurant, Florida's oldest eatery since 1905, sprawling across an entire city block in historic Ybor City with 15 vibrant dining rooms seating 1,700. Savor authentic Spanish-Cuban cuisine like the iconic 1905 Salad and Cuban sandwich, paired with lively flamenco shows.
Siesta Key Oyster Bar is a lively Key West-style hangout in Siesta Key Village serving fresh oysters, award-winning wings, and creative seafood dishes in a fun atmosphere complete with dollar bills on the walls and live music nightly.
Captain Curt's Crab & Oyster Bar is a family-friendly Siesta Key seafood destination famous for its award-winning clam chowder and fresh oysters, offering a relaxed Old Florida atmosphere with indoor and outdoor dining, live music, and tropical drinks at the adjacent Sniki Tiki Bar.
Discover Walt's Fish Market Restaurant, Sarasota's seafood legend since 1918, serving fish caught in the Gulf that very day alongside local favorites like Grouper Reubens. Savor the fresh catch in a laid-back tiki bar vibe with live music and craft cocktails.[3][4][5][6][7]
Dry Dock Waterfront Grill is a casual waterfront dining destination on Longboat Key featuring fresh Gulf seafood, award-winning grouper sandwiches, and panoramic views of Sarasota Bay from both indoor and patio seating at the scenic Boathouse Marina.
Owen's Fish Camp is a casual Southern seafood restaurant nestled under a historic banyan tree in downtown Sarasota, serving fresh Gulf fish and oysters alongside classic dishes like shrimp and grits in a lively, laid-back atmosphere with live music and an inviting bar scene.
Connors Steak & Seafood is an upscale steakhouse specializing in premium aged beef and fresh seafood, grilled over mesquite wood for distinctive flavor, complemented by gourmet salads and pastas in a warm, welcoming atmosphere with rich wood interiors and exceptional service.
Explore the world's only botanical garden dedicated to epiphytic orchids and tropical plants across 15 bayfront acres, featuring lush conservatories, a mangrove walkway with stunning bay views, and a Children's Rainforest Garden perfect for families seeking natural beauty and peaceful wandering.
Bayfront Park is a vibrant 32-acre waterfront oasis in downtown Miami offering stunning Biscayne Bay views, public art installations, performance venues, and activities from flying trapeze to free yoga classes—perfect for families, culture enthusiasts, and anyone seeking a dynamic blend of nature and urban excitement.
Discover the unexpected Amish snowbird haven of Pinecraft, where families bond over sand volleyball, shuffleboard, and basketball in sunny Sarasota park, blending simple traditions with vacation fun. Culture enthusiasts and families seeking a wholesome, authentic escape will love this charming glimpse into Amish life.[1][2][3][5]
Visit this iconic 26-foot aluminum sculpture depicting a famous World War II kiss from Times Square, now permanently displayed along Sarasota Bay. Perfect for history buffs and photography enthusiasts seeking a unique landmark that sparks conversation about this pivotal moment in American history.
St. Armands Circle is a charming European-inspired shopping and dining destination featuring over 130 upscale boutiques, galleries, and restaurants arranged in a distinctive circular layout on a Sarasota island. Perfect for leisurely strolls, it appeals to shoppers, food enthusiasts, and anyone seeking coastal elegance with cultural charm.
Lido Beach offers a pristine Gulf-front escape where families can build sandcastles, swim in calm waters, and enjoy beachside dining, while adventurers can paddleboard through enchanting mangrove tunnels teeming with wildlife like dolphins and manatees. With its uncrowded shores, equipment rentals, and nearby attractions like the Mote Marine Aquarium, it's perfect for anyone seeking relaxation, nature exploration, or family fun.
Experience world-class opera performances in an elegantly renovated 1,100-seat historic theater in downtown Sarasota, perfect for both seasoned opera enthusiasts and newcomers discovering the magic of live performance.
Dive into Sarasota Art Museum's vibrant After Hours on the last Tuesday, where live music in rotating genres sparks dancing, extended gallery explorations, and lively socializing under the stars. Art lovers, dancers, and music enthusiasts will adore this sensory feast blending creativity and fun.[1][2]
Discover Payne Park's magical circus-themed playground with splash pads, rock climbing, slides, and music makers, plus a skate park and scenic trails for all ages. Families, kids, skaters, and picnickers will love this vibrant downtown oasis.[1][2][4]
Siesta Key Watersports is your gateway to thrilling water adventures, offering parasailing, jet ski rentals, and dolphin-watching tours with USCG-certified captains and a perfect 28-year safety record. Perfect for adrenaline seekers and families alike who want unforgettable Gulf experiences.
Cancel within 24 hours for a full refund.
Pets not allowed
No smoking - fees will apply
Events require approval
Check-in after 4:00 pm
Check-out before 10:00 am
20 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Apr 16, 2026 | $2441 | Not Available |
| Apr 17, 2026 | $2786 | Not Available |
| Apr 18, 2026 | $2786 | Not Available |
| Apr 19, 2026 | $2065 | Not Available |
| Apr 20, 2026 | $2065 | Not Available |
| Apr 21, 2026 | $2065 | Not Available |
| Apr 22, 2026 | $2065 | Not Available |
| Apr 23, 2026 | $2065 | Not Available |
| Apr 24, 2026 | $2477 | Not Available |
| Apr 25, 2026 | $2477 | Not Available |
| Apr 26, 2026 | $1859 | Not Available |
| Apr 27, 2026 | $1859 | Not Available |
| Apr 28, 2026 | $1859 | Available |
| Apr 29, 2026 | $1859 | Not Available |
| Apr 30, 2026 | $1766 | Not Available |
| May 1, 2026 | $2119 | Not Available |
| May 2, 2026 | $2119 | Not Available |
| May 3, 2026 | $2074 | Not Available |
| May 4, 2026 | $2184 | Available |
| May 5, 2026 | $2184 | Not Available |
| May 6, 2026 | $2184 | Not Available |
| May 7, 2026 | $2184 | Not Available |
| May 8, 2026 | $2621 | Not Available |
| May 9, 2026 | $2621 | Not Available |
| May 10, 2026 | $2060 | Not Available |
| May 11, 2026 | $2060 | Not Available |
| May 12, 2026 | $2060 | Not Available |
| May 13, 2026 | $2060 | Not Available |
| May 14, 2026 | $2060 | Available |
| May 15, 2026 | $2575 | Not Available |
| May 16, 2026 | $2575 | Not Available |
| May 17, 2026 | $2338 | Not Available |
| May 18, 2026 | $2338 | Not Available |
| May 19, 2026 | $2338 | Not Available |
| May 20, 2026 | $2338 | Not Available |
| May 21, 2026 | $2807 | Not Available |
| May 22, 2026 | $4959 | Not Available |
| May 23, 2026 | $4959 | Not Available |
| May 24, 2026 | $4959 | Not Available |
| May 25, 2026 | $2889 | Not Available |
| May 26, 2026 | $2477 | Not Available |
| May 27, 2026 | $2477 | Not Available |
| May 28, 2026 | $2750 | Not Available |
| May 29, 2026 | $2889 | Not Available |
| May 30, 2026 | $2853 | Not Available |
| May 31, 2026 | $2853 | Not Available |
| Jun 1, 2026 | $2853 | Not Available |
| Jun 2, 2026 | $2853 | Available |
| Jun 3, 2026 | $2853 | Not Available |
| Jun 4, 2026 | $2853 | Not Available |
| Jun 5, 2026 | $2853 | Not Available |
| Jun 6, 2026 | $2853 | Not Available |
| Jun 7, 2026 | $2853 | Not Available |
| Jun 8, 2026 | $2853 | Not Available |
| Jun 9, 2026 | $2853 | Not Available |
| Jun 10, 2026 | $2853 | Not Available |
| Jun 11, 2026 | $2853 | Not Available |
| Jun 12, 2026 | $2853 | Not Available |
| Jun 13, 2026 | $2711 | Not Available |
| Jun 14, 2026 | $2711 | Not Available |
| Jun 15, 2026 | $2711 | Not Available |
| Jun 16, 2026 | $2711 | Not Available |
| Jun 17, 2026 | $2711 | Not Available |
| Jun 18, 2026 | $2711 | Not Available |
| Jun 19, 2026 | $2708 | Not Available |
| Jun 20, 2026 | $3348 | Not Available |
| Jun 21, 2026 | $3348 | Not Available |
| Jun 22, 2026 | $3348 | Not Available |
| Jun 23, 2026 | $3348 | Not Available |
| Jun 24, 2026 | $3348 | Not Available |
| Jun 25, 2026 | $3348 | Not Available |
| Jun 26, 2026 | $3348 | Not Available |
| Jun 27, 2026 | $3348 | Available |
| Jun 28, 2026 | $3348 | Not Available |
| Jun 29, 2026 | $3348 | Not Available |
| Jun 30, 2026 | $3348 | Not Available |
| Jul 1, 2026 | $3348 | Not Available |
| Jul 2, 2026 | $3348 | Not Available |
| Jul 3, 2026 | $3348 | Not Available |
| Jul 4, 2026 | $3914 | Not Available |
| Jul 5, 2026 | $3914 | Not Available |
| Jul 6, 2026 | $3914 | Not Available |
| Jul 7, 2026 | $3914 | Not Available |
| Jul 8, 2026 | $3914 | Not Available |
| Jul 9, 2026 | $3914 | Not Available |
| Jul 10, 2026 | $3914 | Not Available |
| Jul 11, 2026 | $3224 | Not Available |
| Jul 12, 2026 | $3224 | Not Available |
| Jul 13, 2026 | $3224 | Not Available |
| Jul 14, 2026 | $3224 | Not Available |
| Jul 15, 2026 | $3224 | Not Available |