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14 guests
6 beds
5 bathrooms
14 guests
5 bedrooms
6 beds
5 bathrooms
2312 sq. ft.
Wander Sarasota Bay Retreat is a vibrant coastal escape designed for effortless indoor-outdoor living.

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Check-in after 4:00pm • Check-out before 10:00am • Pets allowed with fee
Cancel within 24 hours for a full refund.
Arrive to five star cleaning • No chores at checkout • Just lock up and go
Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Nestled near Sarasota Bay on Siesta Key, this retreat is steps from the Gulf's white sand beaches and close to Siesta Key Village's restaurants, bars, and boutiques. Enjoy easy access to boating, paddleboarding, waterfront dining, and cultural attractions like the Ringling Museum and Nathan Benderson Park just across the bridge.
Discover the Columbia Restaurant, Florida's oldest eatery since 1905, sprawling across an entire city block in historic Ybor City with authentic Spanish-Cuban cuisine like the iconic 1905 Salad and lively flamenco dinner shows.
Dry Dock Waterfront Grill offers fresh Gulf seafood like award-winning grouper sandwiches and lobster rolls in a polished casual setting with panoramic Sarasota Bay views. Savor dockside patio dining amid enchanting nautical decor, a locals' favorite since 1989.
Walt's Fish Market Restaurant serves the freshest Gulf-caught seafood, straight from the family fishery since 1918, in a lively Sarasota spot with an authentic Tiki Bar for craft cocktails and live music. Savor daily specials like Grouper Reubens amid its historic, beachy vibe.
Savor premium aged steaks and fresh seafood grilled over mesquite wood at Connors Steak & Seafood, where upscale ambiance and exceptional service create unforgettable dining experiences.[1][2]
Siesta Key Oyster Bar captivates with its lively beachy vibe, tropical décor adorned with dollar bills on the ceiling, and fresh seafood like raw oysters, crab cakes, and blackened mahi. Pair it with 21 taps of cold beer, live music, and island spirit for the ultimate Siesta Key hangout.
Nestled under a historic banyan tree in downtown Sarasota's Burns Court, Owen's Fish Camp serves fresh, responsibly sourced seafood and Southern classics like shrimp & grits in a lively, casual old Florida vibe. No reservations needed—just relax on the porch and savor the flavors.
Savor world-famous clam chowder and fresh oysters at Captain Curt's Crab & Oyster Bar, where nautical vibes, live music, and a laid-back Siesta Key island atmosphere make every seafood feast unforgettable. Indoor-outdoor dining pairs perfectly with tropical cocktails from the Sniki Tiki Bar.
Savor Sarasota Bay views at Marina Jack, Sarasota's premier waterfront gem offering fresh seafood, steaks, and pasta in its elegant upstairs dining room, casual Blue Sunshine Patio with live music, or cozy Deep Six Lounge. Family-friendly, dog-welcoming, and perfect for al fresco breezes.
Detwiler's Farm Market is a hometown grocery destination offering fresh, locally-sourced produce, an Amish-style deli with premium meats and cheeses, scratch-made bakery items, and a full-service butcher and seafood department. The bustling market combines old-fashioned quality with modern convenience, featuring a sub shop, ice cream counter, and specialty items you won't find in mainstream stores.
I need clarification to provide an accurate description. St. Armands Circle is a dining hub with multiple restaurants including Columbia Restaurant (Spanish/Cuban cuisine), Café On St. Armands (Mediterranean), Crab & Fin (seafood), Tommy Bahama (island-inspired), and others. Could you specify which restaurant you'd like me to describe, or would you like a description of St. Armands Circle as a dining destination overall?
Lido Beach offers soft sand and crystal-clear waters perfect for families seeking a relaxed coastal escape, with calm swimming conditions ideal for children and convenient amenities like beach pavilions, rentals, and nearby dining options.
Discover Payne Park's circus-inspired playground with splash pads, rock climbing, and music makers, plus a vibrant skate park, disc golf, and trails for all ages. Families, thrill-seekers, and pet owners will love this downtown Sarasota gem packed with fun and green space.
Experience world-class opera performances in a beautifully renovated 1,100-seat historic theater in downtown Sarasota, perfect for both seasoned opera enthusiasts and newcomers discovering the magic of live performance in an elegant setting.
Discover Bayfront Park's urban oasis in downtown Miami, where Biscayne Bay breezes meet skyline views, flying trapeze thrills, and free yoga sessions amid playgrounds and winding paths. Families, adventure seekers, and relaxation lovers will adore this 32-acre waterfront gem.[2][5]
Discover Sarasota Art Museum's After Hours, where live music, themed dance lessons, and vibrant exhibitions blend into unforgettable evenings of art and movement in the stunning Klein Plaza. Perfect for music lovers, dancers, and culture seekers craving a lively night out.[1]
Dive into high-octane fun at Siesta Key Watersports with parasailing, jet ski rentals, and dolphin tours that offer stunning Gulf views and wildlife thrills. Perfect for adventure seekers and families craving unforgettable water escapades.[5][6][2]
Capture the joyous V-J Day kiss that ended WWII at Sarasota's towering Unconditional Surrender statue, a controversial yet captivating bayside icon perfect for history buffs and photo enthusiasts seeking a romantic, larger-than-life tribute.[1][2][3][4]
Discover a unique slice of Amish culture right in sunny Florida at Pinecraft, where you can explore handcrafted goods, savor famous homemade pies, and watch the community gather at the park for shuffleboard and socializing. Perfect for anyone curious about traditional lifestyles, food lovers, and those seeking an authentic cultural experience away from typical tourist attractions.
Discover the enchanting St. Armands Circle, a circus-inspired wheel of upscale boutiques, sidewalk cafés, and lush courtyards evoking old-world Europe on Sarasota's barrier island. Shopaholics, foodies, and history buffs will love its vibrant mix of luxury brands, street performers, and Ringling legacy.
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 a peaceful escape with stunning Sarasota Bay views.
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Here are some things which you should know before booking Wander Sarasota Bay Retreat
Check-in: after 4:00 pm
Check-out: before 10:00 am
14 guests maximum
Pets allowed with fee
No smoking - fees will apply
Events require approval
Cancel within 24 hours for a full refund.
Check-in: after 4:00 pm
Check-out: before 10:00 am
14 guests maximum
Pets allowed with fee
No smoking - fees will apply
Events require approval
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.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Feb 28, 2026 | $4054 | Not Available |
| Mar 1, 2026 | $5492 | Not Available |
| Mar 2, 2026 | N/A | Not Available |
| Mar 3, 2026 | N/A | Not Available |
| Mar 4, 2026 | N/A | Not Available |
| Mar 5, 2026 | N/A | Not Available |
| Mar 6, 2026 | N/A | Not Available |
| Mar 7, 2026 | $5327 | Not Available |
| Mar 8, 2026 | $5208 | Not Available |
| Mar 9, 2026 | $5254 | Not Available |
| Mar 10, 2026 | $5254 | Not Available |
| Mar 11, 2026 | $5208 | Not Available |
| Mar 12, 2026 | $4927 | Not Available |
| Mar 13, 2026 | $5135 | Not Available |
| Mar 14, 2026 | $5579 | Not Available |
| Mar 15, 2026 | N/A | Not Available |
| Mar 16, 2026 | N/A | Not Available |
| Mar 17, 2026 | N/A | Not Available |
| Mar 18, 2026 | N/A | Not Available |
| Mar 19, 2026 | N/A | Not Available |
| Mar 20, 2026 | N/A | Not Available |
| Mar 21, 2026 | $3381 | Available |
| Mar 22, 2026 | $3381 | Available |
| Mar 23, 2026 | $3381 | Available |
| Mar 24, 2026 | $3381 | Available |
| Mar 25, 2026 | $3381 | Available |
| Mar 26, 2026 | $3381 | Available |
| Mar 27, 2026 | $6521 | Available |
| Mar 28, 2026 | $9660 | Not Available |
| Mar 29, 2026 | $9660 | Not Available |
| Mar 30, 2026 | $9660 | Not Available |
| Mar 31, 2026 | $9660 | Not Available |
| Apr 1, 2026 | $9660 | Not Available |
| Apr 2, 2026 | $9660 | Not Available |
| Apr 3, 2026 | $9660 | Not Available |
| Apr 4, 2026 | $9660 | Not Available |
| Apr 5, 2026 | N/A | Not Available |
| Apr 6, 2026 | N/A | Not Available |
| Apr 7, 2026 | N/A | Not Available |
| Apr 8, 2026 | N/A | Not Available |
| Apr 9, 2026 | N/A | Not Available |
| Apr 10, 2026 | N/A | Not Available |
| Apr 11, 2026 | $4269 | Not Available |
| Apr 12, 2026 | $4218 | Not Available |
| Apr 13, 2026 | $4218 | Not Available |
| Apr 14, 2026 | $4269 | Not Available |
| Apr 15, 2026 | $4319 | Not Available |
| Apr 16, 2026 | $4372 | Not Available |
| Apr 17, 2026 | $5288 | Not Available |
| Apr 18, 2026 | $6150 | Not Available |
| Apr 19, 2026 | N/A | Not Available |
| Apr 20, 2026 | N/A | Not Available |
| Apr 21, 2026 | N/A | Not Available |
| Apr 22, 2026 | N/A | Not Available |
| Apr 23, 2026 | N/A | Not Available |
| Apr 24, 2026 | N/A | Not Available |
| Apr 25, 2026 | $5157 | Not Available |
| Apr 26, 2026 | N/A | Not Available |
| Apr 27, 2026 | N/A | Not Available |
| Apr 28, 2026 | N/A | Not Available |
| Apr 29, 2026 | N/A | Not Available |
| Apr 30, 2026 | N/A | Not Available |
| May 1, 2026 | N/A | Not Available |
| May 2, 2026 | $1189 | Available |
| May 3, 2026 | $1197 | Available |
| May 4, 2026 | $1541 | Available |
| May 5, 2026 | $1877 | Available |
| May 6, 2026 | $2214 | Not Available |
| May 7, 2026 | $2314 | Not Available |
| May 8, 2026 | $2371 | Not Available |
| May 9, 2026 | $2400 | Not Available |
| May 10, 2026 | $2328 | Not Available |
| May 11, 2026 | $2300 | Not Available |
| May 12, 2026 | $2300 | Not Available |
| May 13, 2026 | $2300 | Not Available |
| May 14, 2026 | $2343 | Not Available |
| May 15, 2026 | $2385 | Not Available |
| May 16, 2026 | $2428 | Not Available |
| May 17, 2026 | N/A | Not Available |
| May 18, 2026 | N/A | Not Available |
| May 19, 2026 | N/A | Not Available |
| May 20, 2026 | N/A | Not Available |
| May 21, 2026 | N/A | Not Available |
| May 22, 2026 | N/A | Not Available |
| May 23, 2026 | $2402 | Not Available |
| May 24, 2026 | $2402 | Not Available |
| May 25, 2026 | $2402 | Not Available |
| May 26, 2026 | $2402 | Not Available |
| May 27, 2026 | $2402 | Not Available |
| May 28, 2026 | $2669 | Not Available |
| May 29, 2026 | $2885 | Not Available |