7 bedrooms
•
10 beds
•
7.5 bathrooms
•
22 guests
•
•
3600 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
4 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
4 full beds
based on 20 reviews
Overall rating
Siesta Key, Florida 34242, United States
Siesta Key, Florida, United StatesSt. Armands Circle offers a vibrant dining scene with diverse options from fresh seafood and Spanish-Cuban flavors to Mediterranean and island-inspired cuisine, all set in charming, lively atmospheres perfect for casual or romantic meals. Enjoy unique dishes alongside inviting patios and tropical vibes.
Marina Jack is Sarasota's premier waterfront restaurant offering three distinct dining experiences—from the casual, live-music-filled Blue Sunshine Patio to the sophisticated Dining Room with an award-winning wine list and fresh seafood, steaks, and pasta overlooking the bay.
Detwiler's Farm Market offers a warm, hometown atmosphere with fresh, locally sourced produce, a full-service butcher and seafood market, an Amish-style deli, a bakery with scratch-made goods, and an old-fashioned ice cream shop—all under one roof.
Walt's Fish Market Restaurant in Sarasota offers the freshest seafood caught daily, served in a relaxed setting featuring an authentic Chickee Bar with live music and outdoor seating, blending local tradition with a vibrant coastal vibe.
Columbia Restaurant is Florida's oldest continuously operating restaurant, a legendary Spanish-Cuban establishment in historic Ybor City that spans an entire city block with 15 dining rooms and nightly flamenco performances that transport diners straight to Spain's vibrant culture.
Dry Dock Waterfront Grill offers fresh, locally sourced seafood and casual waterfront dining with stunning panoramic views of Sarasota Bay, blending relaxed dockside charm with a polished, nautical ambiance. It’s a favorite for its award-winning grouper sandwich and vibrant outdoor patio experience.
Connors Steak & Seafood serves premium aged steaks and fresh seafood grilled over mesquite or wood-fired grills, offering a classic American steakhouse experience with upscale ambiance and consistently excellent service.
Owen's Fish Camp in downtown Sarasota serves fresh, Southern-style seafood in a lively, casual setting under a historic banyan tree. Enjoy flavorful classics, a vibrant bar scene, and a true taste of old Florida hospitality.
Siesta Key Oyster Bar offers a lively, beachy atmosphere with fresh seafood, award-winning wings, and cold drinks, all set to live music in the heart of Siesta Key Village. It’s the perfect spot to enjoy casual island vibes and delicious pub-style fare.
Captain Curt's Crab & Oyster Bar offers a relaxed, family-friendly atmosphere on Siesta Key with a menu full of fresh seafood highlights, including their award-winning clam chowder and succulent oysters, all served in a charming Old Florida beach-style setting with live music.
St. Armands Circle is a charming, walkable island district with upscale shops, delicious dining, and a lush central park, perfect for anyone who loves coastal style, boutique shopping, and a relaxed Florida vibe.
Marie Selby Botanical Gardens is a world-renowned bayfront oasis featuring over 20,000 exotic plants, including the world's largest collection of orchids, perfect for nature lovers, families, and anyone seeking tropical beauty with stunning Sarasota Bay views.
Lido Beach is a pristine Gulf-front destination perfect for families and beach lovers seeking a relaxed escape with crystal-clear waters ideal for swimming, sandcastle building, and paddleboarding through enchanting mangrove tunnels teeming with wildlife.
Bayfront Park is a vibrant downtown oasis where dazzling nightly fountain shows, scenic bay walks, and lively events come together. Perfect for families, couples, and anyone who loves outdoor fun with a view.
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—perfect for families, outdoor enthusiasts, and anyone seeking a fun day surrounded by nature and recreation.
Experience world-class opera in the historic Sarasota Opera House, where timeless classics and vibrant performances captivate both seasoned opera lovers and newcomers alike. Perfect for those who appreciate rich music, dramatic storytelling, and elegant atmosphere.
Siesta Key Watersports offers thrilling aerial adventures and high-speed water excursions perfect for adrenaline seekers and families alike, combining parasailing with panoramic Gulf views, jet ski tours with dolphin spotting, and boat rentals across crystal-clear Sarasota waters.
Pinecraft is a charming Amish and Mennonite community in Sarasota where visitors can enjoy authentic handmade crafts, delicious traditional food, and lively shuffleboard games, all set in a relaxed, sun-soaked atmosphere perfect for culture lovers and curious travelers.
Stand before a towering 26-foot bronze sculpture depicting the iconic V-J Day kiss that ended World War II—a powerful monument to peace and history that draws visitors seeking meaningful photo opportunities and a tangible connection to this pivotal moment in time.
Experience Sarasota Art Museum’s vibrant After Hours, where live music, themed dance lessons, and extended gallery access create a lively blend of art, culture, and community—perfect for music lovers and art enthusiasts ready to dance and explore after dark.
Cancel within 24 hours for a full refund.
No pets allowed
No smoking - fees will apply
Events require approval
Check-in after 4:00 pm
Check-out before 10:00 am
22 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Apr 10, 2026 | $5103 | Not Available |
| Apr 11, 2026 | $2544 | Available |
| Apr 12, 2026 | $2491 | Available |
| Apr 13, 2026 | $2465 | Available |
| Apr 14, 2026 | $2465 | Available |
| Apr 15, 2026 | $2491 | Available |
| Apr 16, 2026 | $2517 | Available |
| Apr 17, 2026 | $4961 | Available |
| Apr 18, 2026 | $7588 | Not Available |
| Apr 19, 2026 | $7657 | Not Available |
| Apr 20, 2026 | $7449 | Not Available |
| Apr 21, 2026 | $7380 | Not Available |
| Apr 22, 2026 | $7380 | Not Available |
| Apr 23, 2026 | $7311 | Not Available |
| Apr 24, 2026 | $6617 | Not Available |
| Apr 25, 2026 | $5993 | Not Available |
| Apr 26, 2026 | $5993 | Not Available |
| Apr 27, 2026 | $5993 | Not Available |
| Apr 28, 2026 | $5939 | Not Available |
| Apr 29, 2026 | $5777 | Not Available |
| Apr 30, 2026 | $5668 | Not Available |
| May 1, 2026 | $5529 | Not Available |
| May 2, 2026 | $4269 | Not Available |
| May 3, 2026 | $3179 | Available |
| May 4, 2026 | $3209 | Available |
| May 5, 2026 | $3269 | Available |
| May 6, 2026 | $3329 | Available |
| May 7, 2026 | $3274 | Available |
| May 8, 2026 | $4363 | Available |
| May 9, 2026 | $5354 | Not Available |
| May 10, 2026 | $5203 | Not Available |
| May 11, 2026 | $5203 | Not Available |
| May 12, 2026 | $5203 | Not Available |
| May 13, 2026 | $5203 | Not Available |
| May 14, 2026 | $5354 | Not Available |
| May 15, 2026 | $5354 | Not Available |
| May 16, 2026 | $5203 | Not Available |
| May 17, 2026 | $5051 | Not Available |
| May 18, 2026 | $4899 | Not Available |
| May 19, 2026 | $4899 | Not Available |
| May 20, 2026 | $4899 | Not Available |
| May 21, 2026 | $4999 | Not Available |
| May 22, 2026 | $7025 | Not Available |
| May 23, 2026 | $8952 | Not Available |
| May 24, 2026 | $8871 | Not Available |
| May 25, 2026 | $8791 | Not Available |
| May 26, 2026 | $8632 | Not Available |
| May 27, 2026 | $8632 | Not Available |
| May 28, 2026 | $8871 | Not Available |
| May 29, 2026 | $8118 | Not Available |
| May 30, 2026 | $6989 | Not Available |
| May 31, 2026 | $6816 | Not Available |
| Jun 1, 2026 | $6939 | Not Available |
| Jun 2, 2026 | $6939 | Not Available |
| Jun 3, 2026 | $6816 | Not Available |
| Jun 4, 2026 | $6754 | Not Available |
| Jun 5, 2026 | $6937 | Not Available |
| Jun 6, 2026 | $7060 | Not Available |
| Jun 7, 2026 | $7060 | Not Available |
| Jun 8, 2026 | $7060 | Not Available |
| Jun 9, 2026 | $7060 | Not Available |
| Jun 10, 2026 | $7060 | Not Available |
| Jun 11, 2026 | $7122 | Not Available |
| Jun 12, 2026 | $7639 | Not Available |
| Jun 13, 2026 | $8094 | Not Available |
| Jun 14, 2026 | $8094 | Not Available |
| Jun 15, 2026 | $8094 | Not Available |
| Jun 16, 2026 | $8094 | Not Available |
| Jun 17, 2026 | $8094 | Not Available |
| Jun 18, 2026 | $8028 | Not Available |
| Jun 19, 2026 | $8094 | Not Available |
| Jun 20, 2026 | $8227 | Not Available |
| Jun 21, 2026 | N/A | Not Available |
| Jun 22, 2026 | N/A | Not Available |
| Jun 23, 2026 | N/A | Not Available |
| Jun 24, 2026 | N/A | Not Available |
| Jun 25, 2026 | N/A | Not Available |
| Jun 26, 2026 | N/A | Not Available |
| Jun 27, 2026 | $6311 | Available |
| Jun 28, 2026 | N/A | Not Available |
| Jun 29, 2026 | N/A | Not Available |
| Jun 30, 2026 | N/A | Not Available |
| Jul 1, 2026 | $8207 | Not Available |
| Jul 2, 2026 | $8366 | Not Available |
| Jul 3, 2026 | N/A | Not Available |
| Jul 4, 2026 | N/A | Not Available |
| Jul 5, 2026 | N/A | Not Available |
| Jul 6, 2026 | $7970 | Available |
| Jul 7, 2026 | $7350 | Available |
| Jul 8, 2026 | $6663 | Available |
| Jul 9, 2026 | $6855 | Available |