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9 guests
5 beds
3.5 bathrooms
9 guests
4 bedrooms
5 beds
3.5 bathrooms
1551 sq. ft.
Wander Sarasota Sky is an exquisite coastal retreat offering unparalleled luxury and breathtaking ocean views.

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Check-in after 4:00pm • Check-out before 10:00am • No pets allowed
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 queen bed
Bedroom 4
1 queen bed, 1 twin pullout bed
Just a 2-minute walk (0.1 miles) from St. Armands Circle, this retreat offers effortless access to vibrant shopping, dining, and nightlife.
Marina Jack offers waterfront dining with stunning views, featuring fresh seafood, steaks, and pasta in a vibrant setting. Enjoy live music, a lively patio, and a sophisticated dining room, all steps from Sarasota Bay.
Yoder's Restaurant offers hearty Pennsylvania Dutch cuisine in a casual, family-friendly atmosphere, featuring homemade soups, real mashed potatoes, and a buffet with over 40 salad and dessert options. It’s a welcoming spot for breakfast, lunch, or dinner with fresh, comforting dishes made to order.
I need clarification on which specific restaurant at St. Armands Circle you'd like me to describe. The search results mention several notable establishments including Columbia Restaurant (award-winning Spanish/Cuban cuisine), Cafe L'Europe (French-inspired fine dining), Crab & Fin (fresh seafood since 1978), and others. Could you please specify which restaurant you'd like a description for?
Savor authentic Spanish and Cuban flavors in a historic, vibrant setting where generous portions and nightly flamenco performances make every meal memorable.
Connors Steak & Seafood serves premium aged steaks and fresh seafood grilled over mesquite or wood fires, offering a memorable upscale dining experience with exceptional service and a welcoming ambiance perfect for any occasion.
Siesta Key Oyster Bar offers a lively, beachy atmosphere with fresh seafood, award-winning wings, and a full bar, perfect for enjoying oysters, craft cocktails, and live music right in the heart of Siesta Key Village.
Owen's Fish Camp offers fresh, Southern-style seafood in a relaxed, rustic setting under a historic banyan tree, blending casual charm with lively vibes, live music, and a welcoming atmosphere perfect for savoring Florida’s coastal flavors.
Boca offers a cozy, upscale dining experience with fresh, seasonal dishes crafted from the finest ingredients, set in a warm, inviting atmosphere perfect for memorable meals.
Walt's Fish Market Restaurant offers the freshest local seafood caught daily, served in a relaxed, coastal setting with a lively tiki bar and outdoor seating that celebrates over 100 years of Sarasota fishing heritage.
Dry Dock Waterfront Grill is a polished-casual waterfront dining destination on Longboat Key renowned for its fresh Gulf seafood, particularly its award-winning grouper sandwich and locally-caught fish. With stunning panoramic views of Sarasota Bay from both indoor and dockside patio seating, it offers an ideal blend of relaxed charm and upscale elegance for an unforgettable meal.
St. Armands Circle is a vibrant, upscale outdoor shopping and dining district on a scenic island, known for its charming park, European flair, and lively atmosphere. Perfect for shoppers, foodies, and anyone who loves a relaxed, cosmopolitan vibe.
The John and Mable Ringling Museum of Art is a sprawling 66-acre cultural treasure featuring world-class European masterpieces, a whimsical Circus Museum with the famous Tibbals Miniature Circus, and the stunning Ca' d'Zan mansion—perfect for art lovers, history enthusiasts, and families seeking an unforgettable blend of fine art, nostalgia, and natural beauty.
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 powerful music, stunning storytelling, and elegant atmosphere.
Bayfront Park is a stunning 32-acre waterfront destination in downtown Miami featuring a spectacular musical fountain show with synchronized lights and music, scenic baywalk trails, and family-friendly attractions like playgrounds and flying trapeze classes that appeal to everyone from adventure seekers to relaxation enthusiasts.
Marie Selby Botanical Gardens Downtown Sarasota offers a stunning bayfront oasis with vibrant tropical plants, rare orchids, and an adventurous Children's Rainforest Garden, perfect for nature lovers, families, and anyone seeking a peaceful, educational escape in the heart of the city.
The Ringling Museum in Sarasota offers a unique blend of art, history, and nature with its stunning art collections, historic Ca' d’Zan mansion, vibrant Circus Museum, and beautiful bayfront gardens—perfect for art lovers, history buffs, and families alike.
Lido Beach is a sunny paradise perfect for families, where you can build sandcastles, swim in calm waters, and enjoy lively sidewalk performances. It's a relaxed spot for all ages to unwind and make lasting beach memories.
Sarasota Jungle Gardens is a classic Florida attraction where you can hand-feed flamingos, hold baby alligators, and watch interactive animal shows among lush tropical gardens—a perfect family-friendly adventure for anyone seeking up-close wildlife encounters and outdoor fun.
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Here are some things which you should know before booking Wander Sarasota Sky
Check-in: after 4:00 pm
Check-out: before 10:00 am
9 guests maximum
No pets allowed
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
9 guests maximum
No pets allowed
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.
This is a pet-free hypoallergenic space. No pets are allowed inside the home to maintain a hypoallergenic area as much as possible for our guests’ comfort.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jan 9, 2026 | $2161 | Not Available |
| Jan 10, 2026 | $2208 | Not Available |
| Jan 11, 2026 | $2276 | Not Available |
| Jan 12, 2026 | $2298 | Not Available |
| Jan 13, 2026 | $2298 | Not Available |
| Jan 14, 2026 | $2252 | Not Available |
| Jan 15, 2026 | $2206 | Not Available |
| Jan 16, 2026 | $2429 | Not Available |
| Jan 17, 2026 | $2600 | Not Available |
| Jan 18, 2026 | $2393 | Not Available |
| Jan 19, 2026 | $2238 | Not Available |
| Jan 20, 2026 | $2238 | Not Available |
| Jan 21, 2026 | $2345 | Not Available |
| Jan 22, 2026 | $2399 | Not Available |
| Jan 23, 2026 | $2399 | Not Available |
| Jan 24, 2026 | $2451 | Not Available |
| Jan 25, 2026 | $2477 | Not Available |
| Jan 26, 2026 | $2504 | Not Available |
| Jan 27, 2026 | $2556 | Not Available |
| Jan 28, 2026 | $2608 | Not Available |
| Jan 29, 2026 | $2608 | Not Available |
| Jan 30, 2026 | $3114 | Not Available |
| Jan 31, 2026 | $3625 | Not Available |
| Feb 1, 2026 | $3666 | Not Available |
| Feb 2, 2026 | $3703 | Not Available |
| Feb 3, 2026 | $3703 | Not Available |
| Feb 4, 2026 | $3779 | Not Available |
| Feb 5, 2026 | $3933 | Not Available |
| Feb 6, 2026 | $4011 | Not Available |
| Feb 7, 2026 | $4011 | Not Available |
| Feb 8, 2026 | N/A | Not Available |
| Feb 9, 2026 | $3781 | Not Available |
| Feb 10, 2026 | $3857 | Not Available |
| Feb 11, 2026 | $3933 | Not Available |
| Feb 12, 2026 | $4009 | Not Available |
| Feb 13, 2026 | $5055 | Not Available |
| Feb 14, 2026 | $6026 | Not Available |
| Feb 15, 2026 | $6079 | Not Available |
| Feb 16, 2026 | $6132 | Not Available |
| Feb 17, 2026 | $6132 | Not Available |
| Feb 18, 2026 | $6024 | Not Available |
| Feb 19, 2026 | $5916 | Not Available |
| Feb 20, 2026 | $5916 | Not Available |
| Feb 21, 2026 | $5916 | Not Available |
| Feb 22, 2026 | $5860 | Not Available |
| Feb 23, 2026 | $5805 | Not Available |
| Feb 24, 2026 | $5589 | Not Available |
| Feb 25, 2026 | $5373 | Not Available |
| Feb 26, 2026 | $5373 | Not Available |
| Feb 27, 2026 | $5373 | Not Available |
| Feb 28, 2026 | $5373 | Not Available |
| Mar 1, 2026 | N/A | 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 | $5479 | Not Available |
| Mar 8, 2026 | N/A | Not Available |
| Mar 9, 2026 | N/A | Not Available |
| Mar 10, 2026 | N/A | Not Available |
| Mar 11, 2026 | N/A | Not Available |
| Mar 12, 2026 | N/A | Not Available |
| Mar 13, 2026 | N/A | Not Available |
| Mar 14, 2026 | $6882 | 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 | $4508 | Not Available |
| Mar 22, 2026 | N/A | Not Available |
| Mar 23, 2026 | N/A | Not Available |
| Mar 24, 2026 | N/A | Not Available |
| Mar 25, 2026 | N/A | Not Available |
| Mar 26, 2026 | N/A | Not Available |
| Mar 27, 2026 | N/A | Not Available |
| Mar 28, 2026 | $4508 | Not Available |
| Mar 29, 2026 | N/A | Not Available |
| Mar 30, 2026 | N/A | Not Available |
| Mar 31, 2026 | N/A | Not Available |
| Apr 1, 2026 | N/A | Not Available |
| Apr 2, 2026 | N/A | Not Available |
| Apr 3, 2026 | N/A | Not Available |
| Apr 4, 2026 | $4508 | 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 |