6 bedrooms
•
9 beds
•
6.5 bathrooms
•
18 guests
•
3625 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
2 full bunk 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
2 full bunk beds
Siesta Key, FL 34242, US
Siesta Key, FL, USMarina Jack captivates with stunning Sarasota Bay waterfront views, offering fresh seafood, steaks, and pasta in its elegant upstairs Dining Room, casual Blue Sunshine Patio with live music, or cozy Deep Six Piano Bar. Savor ocean breezes al fresco in a family- and dog-friendly vibe.
Discover Detwiler's Farm Market, a family-owned gem boasting an Amish-style deli with premium meats and cheeses, fresh-baked goods from their farmhouse bakery, and grab-and-go subs made with local flair. It's a bustling hometown haven where quality produce, seafood, and old-fashioned treats hook you from the first visit.
I need clarification to provide an accurate description. St. Armands Circle is a dining hub with multiple restaurants, not a single establishment. Could you specify which restaurant you'd like me to describe—such as Columbia Restaurant, Cafe L'Europe, Crab & Fin, or another venue from the area?
Columbia Restaurant in Tampa's historic Ybor City is the oldest continuously operated restaurant in Florida and the world's largest Spanish restaurant, serving authentic Spanish and Cuban cuisine across 15 elegant dining rooms while hosting live flamenco performances that celebrate Spain's cultural heritage.
Siesta Key Oyster Bar is a lively beachfront hotspot in Siesta Key Village serving fresh oysters, award-winning wings, and creative seafood dishes in a fun, tropical atmosphere complete with dollar bills covering the walls and live music nightly.
Connors Steak & Seafood is an upscale steakhouse featuring prime aged beef and fresh seafood grilled over wood fires, complemented by gourmet salads and pastas in a warm, elegantly appointed dining space with rich wood interiors and attentive service.
Captain Curt's Crab & Oyster Bar is a family-friendly Old Florida seafood restaurant famous for its award-winning clam chowder and fresh catch, featuring both indoor and outdoor dining with live music entertainment and a relaxed island atmosphere on beautiful Siesta Key.
Walt's Fish Market is a legendary Sarasota seafood restaurant where the fish you eat was caught in the Gulf the day before, paired with a laid-back tiki bar atmosphere featuring live music and craft cocktails. With over a century of family fishing heritage, it's an authentic Florida dining experience that locals and visitors cherish.
Dry Dock Waterfront Grill is a casual waterfront dining destination on Longboat Key featuring award-winning fresh seafood, including their renowned grouper sandwich, paired with panoramic views of Sarasota Bay and an inviting dockside patio atmosphere.
Owen's Fish Camp is a historic Southern seafood restaurant nestled under a century-old banyan tree in downtown Sarasota, serving fresh Gulf fish and classic dishes like shrimp and grits in a casual, lively atmosphere with live music and outdoor seating.
Dive into adrenaline-pumping adventures at Siesta Key Watersports, from soaring 1,000 feet on parasailing with panoramic Gulf views to jet skiing alongside dolphins in crystal-clear waters. Perfect for thrill-seekers, families, and water lovers craving unforgettable fun.[2][3][4][7]
Discover a unique slice of Amish culture in sunny Florida at Pinecraft, where thousands of Amish snowbirds vacation each winter to enjoy shuffleboard, handcrafted goods, and legendary homemade pies at iconic spots like Yoder's Restaurant. Perfect for anyone curious about traditional Amish life, food lovers, and families seeking authentic cultural experiences away from typical tourist attractions.
Bayfront Park is a stunning 32-acre waterfront oasis in downtown Miami where families and nature lovers can enjoy bay views, public art, playgrounds, and free yoga classes, all while taking in the vibrant energy of Biscayne Bay and the city skyline.
Experience world-class opera performances in a beautifully renovated historic theater at the heart of downtown Sarasota, where opera enthusiasts and newcomers alike can enjoy classic masterworks like La bohème, The Merry Widow, and Il trovatore in an elegant 1,100-seat venue surrounded by fine dining and shopping.
Payne Park is a vibrant 29-acre downtown Sarasota destination perfect for families and outdoor enthusiasts, featuring a whimsical circus-themed playground, skate park, tennis center, disc golf course, and scenic walking trails alongside peaceful ponds and wildlife.
Lido Beach offers pristine white sand and calm, crystal-clear waters perfect for families and swimmers of all ages, with nearby amenities, beach games, and stunning sunset views that make it an ideal relaxation destination on Florida's Gulf Coast.
Discover St. Armands Circle, a circus-inspired island gem in Sarasota Bay boasting over 130 upscale shops, eateries, and galleries amid statues, lush courtyards, and a central park. Shopaholics, foodies, and history buffs will love its European vibe and walkable coastal charm.[1][2][5]
Explore 45 acres of stunning bayfront gardens featuring the world's only botanical garden dedicated to orchids, bromeliads, and tropical plants, complete with a tropical conservatory, mangrove walkway, and Children's Rainforest Garden—perfect for nature lovers, families, and anyone seeking peaceful beauty.
Capture the joyous V-J Day kiss that ended World War II at Sarasota's towering Unconditional Surrender statue—a controversial yet iconic bayfront photo op sparking history, art debates, and perfect selfies. History buffs, romantics, and photo enthusiasts will love this timeless tribute.[1][2][3][4]
I need clarification to provide the most helpful description. The Sarasota Art Museum offers multiple activities including After Hours dance events (last Tuesday monthly), Jazz Thursdays, Free Second Sundays, tours, and various classes. Which specific activity would you like me to describe?
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
18 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Apr 10, 2026 | $2507 | Not Available |
| Apr 11, 2026 | $1332 | Available |
| Apr 12, 2026 | $876 | Available |
| Apr 13, 2026 | $876 | Available |
| Apr 14, 2026 | $876 | Available |
| Apr 15, 2026 | $876 | Available |
| Apr 16, 2026 | $945 | Available |
| Apr 17, 2026 | $1764 | Available |
| Apr 18, 2026 | $1784 | Available |
| Apr 19, 2026 | $1321 | Available |
| Apr 20, 2026 | $1203 | Available |
| Apr 21, 2026 | $1157 | Available |
| Apr 22, 2026 | $1185 | Available |
| Apr 23, 2026 | $1462 | Not Available |
| Apr 24, 2026 | $1965 | Not Available |
| Apr 25, 2026 | $1959 | Not Available |
| Apr 26, 2026 | $1458 | Not Available |
| Apr 27, 2026 | $1067 | Available |
| Apr 28, 2026 | $1415 | Not Available |
| Apr 29, 2026 | $1416 | Not Available |
| Apr 30, 2026 | $1737 | Not Available |
| May 1, 2026 | $2034 | Not Available |
| May 2, 2026 | $2017 | Not Available |
| May 3, 2026 | $1577 | Available |
| May 4, 2026 | $1146 | Available |
| May 5, 2026 | $1593 | Available |
| May 6, 2026 | $1604 | Available |
| May 7, 2026 | $1672 | Not Available |
| May 8, 2026 | $1594 | Not Available |
| May 9, 2026 | $1531 | Not Available |
| May 10, 2026 | $1429 | Not Available |
| May 11, 2026 | $1136 | Available |
| May 12, 2026 | $1112 | Available |
| May 13, 2026 | $1411 | Not Available |
| May 14, 2026 | $1538 | Not Available |
| May 15, 2026 | $1646 | Not Available |
| May 16, 2026 | $1657 | Not Available |
| May 17, 2026 | $1281 | Available |
| May 18, 2026 | $1188 | Available |
| May 19, 2026 | $1365 | Not Available |
| May 20, 2026 | $1421 | Not Available |
| May 21, 2026 | $1643 | Not Available |
| May 22, 2026 | $1845 | Not Available |
| May 23, 2026 | $1820 | Not Available |
| May 24, 2026 | $1657 | Available |
| May 25, 2026 | $1584 | Available |
| May 26, 2026 | $1549 | Available |
| May 27, 2026 | $1324 | Available |
| May 28, 2026 | $1457 | Available |
| May 29, 2026 | $1621 | Not Available |
| May 30, 2026 | $1656 | Not Available |
| May 31, 2026 | $1486 | Not Available |
| Jun 1, 2026 | $1494 | Not Available |
| Jun 2, 2026 | $1452 | Not Available |
| Jun 3, 2026 | $1512 | Available |
| Jun 4, 2026 | $1607 | Not Available |
| Jun 5, 2026 | $1716 | Not Available |
| Jun 6, 2026 | $1800 | Not Available |
| Jun 7, 2026 | $1669 | Not Available |
| Jun 8, 2026 | $1547 | Not Available |
| Jun 9, 2026 | $1509 | Not Available |
| Jun 10, 2026 | $1571 | Not Available |
| Jun 11, 2026 | $1715 | Not Available |
| Jun 12, 2026 | $1840 | Not Available |
| Jun 13, 2026 | $2674 | Available |
| Jun 14, 2026 | $2295 | Available |
| Jun 15, 2026 | $2295 | Available |
| Jun 16, 2026 | $2295 | Available |
| Jun 17, 2026 | $2295 | Available |
| Jun 18, 2026 | $2295 | Available |
| Jun 19, 2026 | $2674 | Available |
| Jun 20, 2026 | $2090 | Not Available |
| Jun 21, 2026 | $2373 | Not Available |
| Jun 22, 2026 | $2373 | Not Available |
| Jun 23, 2026 | $2373 | Not Available |
| Jun 24, 2026 | $1785 | Not Available |
| Jun 25, 2026 | $2029 | Not Available |
| Jun 26, 2026 | $2311 | Not Available |
| Jun 27, 2026 | $2206 | Available |
| Jun 28, 2026 | $2038 | Not Available |
| Jun 29, 2026 | $2038 | Not Available |
| Jun 30, 2026 | $2606 | Not Available |
| Jul 1, 2026 | $2358 | Not Available |
| Jul 2, 2026 | $2727 | Not Available |
| Jul 3, 2026 | $2727 | Not Available |
| Jul 4, 2026 | $2131 | Not Available |
| Jul 5, 2026 | $2059 | Not Available |
| Jul 6, 2026 | $1585 | Not Available |
| Jul 7, 2026 | $1546 | Not Available |
| Jul 8, 2026 | $1611 | Not Available |
| Jul 9, 2026 | $1760 | Not Available |