4 bedrooms
•
0 beds
•
6 bathrooms
•
8 guests
•
New
•
4946 sq. ft.
Luxury
Elevated properties with standout design
Operated by a Wander partner
Trusted operators, vetted by Wander
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 queen bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 queen bed
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Siesta Key, FL 34242, US
Siesta Key, FL, USDiscover the freshest, most unique seafood at Crab & Fin on St. Armands Circle, a Sarasota staple since 1978 offering Gulf golden tilefish, Alaskan king crab, and more in a welcoming island vibe.[1][5]
Marina Jack captivates with stunning Sarasota Bay waterfront views, offering fresh seafood, steaks, and pasta in its elegant second-floor dining room, casual Blue Sunshine Patio with live music, or cozy Deep Six Lounge. Savor ocean breezes al fresco, dog-friendly vibes, and award-winning wines in this Sarasota gem.
Discover Walt's Fish Market Restaurant, Sarasota's seafood legend since 1918, serving ultra-fresh catches from the Gulf that swam yesterday. Savor local favorites like grouper Reubens at the lively Tiki Bar with live music and tropical vibes.[4][5][7]
Columbia Restaurant is Florida's oldest continuously operating establishment, serving authentic Spanish and Cuban cuisine since 1905 in the historic Ybor City. With 15 elegant dining rooms, live flamenco performances, and a world-class wine collection, it offers a legendary dining experience steeped in over 120 years of family tradition.
Dry Dock Waterfront Grill offers fresh Gulf seafood like award-winning grouper sandwiches and lobster rolls in hearty portions, paired with panoramic Sarasota Bay views. Savor casual dockside patio dining or cozy indoor vibes at this Longboat Key favorite since 1989.
Owen's Fish Camp is a casual Southern seafood restaurant nestled under a historic banyan tree in downtown Sarasota, serving fresh Gulf fish and classic Low Country dishes in a laid-back, lively atmosphere with live music and an excellent craft beer selection.
Detwiler's Farm Market is a hometown grocery destination offering an old-fashioned deli with premium meats and cheeses, fresh-baked goods, and quality seafood in a bustling, family-friendly atmosphere. Known for its Amish-style deli, custom butcher cuts, and scratch-made bakery items, it delivers a unique shopping experience that feels more like visiting a local market than a typical grocery store.
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, casual atmosphere complete with dollar bills decorating the ceiling and live music nightly.
Connors Steak & Seafood is an upscale steakhouse specializing in premium aged steaks and fresh seafood, expertly prepared over wood-fired or mesquite grills for a distinctive flavor. With multiple locations across the Southeast, it's celebrated for exceptional service, an extensive wine and bourbon selection, and consistently ranked among America's most loved restaurants.
Experience the enchanting wit and romance of Lehár's The Merry Widow at the historic Sarasota Opera House, a 100-year-old gem alive with world-class voices and timeless melodies. Opera lovers and theater enthusiasts will adore this sparkling highlight of the 2026 Winter Festival.[1][3]
Dive into adrenaline-pumping adventures at Siesta Key Watersports with parasailing over turquoise waters, jet ski dolphin chases, and kayaking through mangroves. Perfect for families, thrill-seekers, and beginners seeking unforgettable Gulf views and wildlife encounters.
Marie Selby Botanical Gardens is a stunning 15-acre bayfront oasis featuring over 6,000 orchids, lush tropical conservatories, and scenic mangrove walkways along Sarasota Bay—perfect for nature lovers, families, and anyone seeking a peaceful escape into world-class botanical beauty.
Discover Lido Beach's pristine sands and mangrove tunnels, where families paddleboard amid wildlife, build epic sandcastles, and touch rays at the nearby aquarium. Perfect for kids and parents seeking relaxed fun and eco-adventures in uncrowded paradise.[1][2][5]
Bayfront Park is a stunning 32-acre waterfront oasis in downtown Miami where families and visitors can enjoy scenic Biscayne Bay views, playgrounds, performance venues, and activities like flying trapeze classes and free yoga—all while taking in the iconic city skyline.
Payne Park is a vibrant 29-acre destination featuring a whimsical circus-themed playground, skate park, disc golf, and tennis courts, making it perfect for families and outdoor enthusiasts of all ages seeking a fun-filled day in downtown Sarasota.
Discover a unique slice of Amish culture in sunny Florida at Pinecraft, where thousands of Amish snowbirds vacation during winter months to enjoy shuffleboard, handcrafted goods, and legendary homemade pies at local restaurants like Yoder's. Perfect for anyone curious about traditional Amish life, families seeking wholesome recreation, and food lovers eager to taste authentic comfort food.
Hand-feed free-roaming flamingos, hold exotic animals like parrots and alligators, and explore 10 acres of lush tropical gardens filled with over 200 native and exotic animals—a perfect escape for families and nature lovers of all ages.
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 barrier island. Perfect for leisurely strollers, foodies, and shoppers seeking sophisticated coastal ambiance with beautiful statues, sidewalk cafés, and Gulf views.
Visit this iconic 26-foot statue depicting a famous V-J Day kiss from 1945, a striking tribute to World War II history that has become Sarasota's most popular photo spot—perfect for history buffs, photographers, and anyone seeking a unique bayfront landmark.
PV Standard Cancellation Policy ($295 penalty): No refund cancellation policy within 60 days of arrival, and $295 fee; Full refund given if cancelled 61+ days before arrival, less $295 fee
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| May 30, 2026 | $776 | Not Available |
| May 31, 2026 | $515 | Not Available |
| Jun 1, 2026 | $515 | Not Available |
| Jun 2, 2026 | $515 | Not Available |
| Jun 3, 2026 | $515 | Not Available |
| Jun 4, 2026 | $515 | Not Available |
| Jun 5, 2026 | $838 | Not Available |
| Jun 6, 2026 | $869 | Not Available |
| Jun 7, 2026 | $724 | Not Available |
| Jun 8, 2026 | $711 | Not Available |
| Jun 9, 2026 | $670 | Not Available |
| Jun 10, 2026 | $689 | Not Available |
| Jun 11, 2026 | $776 | Not Available |
| Jun 12, 2026 | $1135 | Not Available |
| Jun 13, 2026 | $1762 | Not Available |
| Jun 14, 2026 | $1402 | Not Available |
| Jun 15, 2026 | $1363 | Not Available |
| Jun 16, 2026 | $1256 | Not Available |
| Jun 17, 2026 | $1271 | Not Available |
| Jun 18, 2026 | $1438 | Not Available |
| Jun 19, 2026 | $1960 | Not Available |
| Jun 20, 2026 | $1457 | Not Available |
| Jun 21, 2026 | $1051 | Not Available |
| Jun 22, 2026 | $1021 | Not Available |
| Jun 23, 2026 | $959 | Not Available |
| Jun 24, 2026 | $980 | Not Available |
| Jun 25, 2026 | $1099 | Not Available |
| Jun 26, 2026 | $1488 | Not Available |
| Jun 27, 2026 | $1453 | Not Available |
| Jun 28, 2026 | $1061 | Not Available |
| Jun 29, 2026 | $1045 | Not Available |
| Jun 30, 2026 | $1143 | Not Available |
| Jul 1, 2026 | $1190 | Not Available |
| Jul 2, 2026 | $1646 | Not Available |
| Jul 3, 2026 | $1716 | Not Available |
| Jul 4, 2026 | $1724 | Not Available |
| Jul 5, 2026 | $1397 | Not Available |
| Jul 6, 2026 | $1266 | Not Available |
| Jul 7, 2026 | $1148 | Not Available |
| Jul 8, 2026 | $1138 | Not Available |
| Jul 9, 2026 | $1267 | Not Available |
| Jul 10, 2026 | $1540 | Not Available |
| Jul 11, 2026 | $1441 | Not Available |
| Jul 12, 2026 | $1305 | Not Available |
| Jul 13, 2026 | $1262 | Not Available |
| Jul 14, 2026 | $1182 | Not Available |
| Jul 15, 2026 | $1191 | Not Available |
| Jul 16, 2026 | $1330 | Not Available |
| Jul 17, 2026 | $1612 | Not Available |
| Jul 18, 2026 | $1552 | Not Available |
| Jul 19, 2026 | $1236 | Not Available |
| Jul 20, 2026 | $1211 | Not Available |
| Jul 21, 2026 | $1127 | Not Available |
| Jul 22, 2026 | $1139 | Not Available |
| Jul 23, 2026 | $1283 | Not Available |
| Jul 24, 2026 | $1546 | Not Available |
| Jul 25, 2026 | $1611 | Available |
| Jul 26, 2026 | $1454 | Not Available |
| Jul 27, 2026 | $1449 | Not Available |
| Jul 28, 2026 | $1434 | Not Available |
| Jul 29, 2026 | $1432 | Not Available |
| Jul 30, 2026 | $1483 | Not Available |
| Jul 31, 2026 | $1503 | Not Available |
| Aug 1, 2026 | $1140 | Not Available |
| Aug 2, 2026 | $915 | Not Available |
| Aug 3, 2026 | $959 | Not Available |
| Aug 4, 2026 | $959 | Not Available |
| Aug 5, 2026 | $959 | Not Available |
| Aug 6, 2026 | $959 | Not Available |
| Aug 7, 2026 | $1197 | Not Available |
| Aug 8, 2026 | $1260 | Not Available |
| Aug 9, 2026 | $914 | Not Available |
| Aug 10, 2026 | $806 | Not Available |
| Aug 11, 2026 | $730 | Not Available |
| Aug 12, 2026 | $735 | Not Available |
| Aug 13, 2026 | $828 | Not Available |
| Aug 14, 2026 | $977 | Not Available |
| Aug 15, 2026 | $1012 | Not Available |
| Aug 16, 2026 | $803 | Not Available |
| Aug 17, 2026 | $771 | Not Available |
| Aug 18, 2026 | $591 | Available |
| Aug 19, 2026 | $605 | Available |
| Aug 20, 2026 | $794 | Not Available |
| Aug 21, 2026 | $972 | Not Available |
| Aug 22, 2026 | $890 | Not Available |
| Aug 23, 2026 | $716 | Not Available |
| Aug 24, 2026 | $688 | Available |
| Aug 25, 2026 | $631 | Available |
| Aug 26, 2026 | $638 | Available |
| Aug 27, 2026 | $722 | Available |
| Aug 28, 2026 | $888 | Available |