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Home in Siesta Key

Sarasota Bay Retreat

5 bedrooms

6 beds

5 bathrooms

14 guests

2312 sq. ft.

Wander Sarasota Bay Retreat

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About the property

Wander Sarasota Bay Retreat is a vibrant coastal escape designed for effortless indoor-outdoor living. Unwind in the private pool and spa surrounded by lush landscaping and a cascading waterfall, or relax in the lanai featuring outdoor dining and a TV for open-air evenings. Enjoy friendly competition with a putting green, ping pong, foosball, and cornhole, then explore the island on two complimentary bikes. A BBQ grill and shaded patio create the perfect setting for laid-back alfresco meals under the Florida sun.

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Amenities

Common Amenities

  • Wifi
  • Free parking
  • Boat dock
  • Bay views
  • Beach access
  • Outdoor pool
  • Hot water
  • Fire extinguisher
  • Carbon monoxide detector
  • Smoke detector
  • First aid kit
  • Air conditioning
  • Balcony
  • Patio
  • Bicycle
  • Putting green
  • Waterfall
  • Cornhole
  • Game Room
  • Kitchen

Pool

  • Outdoor pool

Patio

  • Outdoor seating
  • Outdoor dining area
  • BBQ Area
  • BBQ Utensils
  • Ping pong table
  • TV

Living Room

  • TV

Dining Room

  • Dining table

Kitchen

  • Oven
  • Cooking basics
  • Stove
  • Microwave
  • Freezer
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker
  • Coffee
  • Kettle
  • Tea
  • Spices
  • Silverware
  • Cleaning supplies
  • Wine glasses

Game Room

  • Foosball table
  • TV
  • Kitchenette

Bedroom 1

  • Bed linens
  • TV

Ensuite Bathroom 1

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 2

  • Bed linens
  • TV

Ensuite Bathroom 2

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 3

  • Bed linens
  • TV

Ensuite Bathroom 3

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 4

  • Bed linens
  • TV

Bedroom 5

  • Bed linens
  • TV

Bathroom 1

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bathroom 2

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Bathtub

Bathroom 3

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Laundry Room

  • Washer
  • Dryer
  • Cleaning supplies

Guests love Wander

Where you’ll be

Siesta Key, Florida 34242, United States

Siesta Key, Florida, United States
27.272528-82.561463
Timezone: America/New_York

Restaurants

Columbia Restaurant

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

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

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.

Connors Steak & Seafood

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

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.

Owen's Fish Camp -Downtown SRQ

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.

Captain Curt's Crab & Oyster Bar

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.

Marina Jack

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

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.

St. Armands Circle

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?

Attractions

Lido beach

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.

Payne Park

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.

Sarasota Opera House

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.

Bayfront Park

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]

Sarasota Art Museum

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]

Siesta Key Watersports

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]

Unconditional Surrender - Sarasota, FL

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]

Pinecraft Amish Community

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.

St. Armands Circle

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 Downtown Sarasota

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.

Things to know

Cancellation policy

Cancel within 24 hours for a full refund.

Property rules

Pets allowed with fee

No smoking - fees will apply

Events require approval

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

14 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Apr 14, 2026$4211Not Available
Apr 15, 2026$4173Not Available
Apr 16, 2026$4054Not Available
Apr 17, 2026$4792Available
Apr 18, 2026$5492Not Available
Apr 19, 2026$5492Not Available
Apr 20, 2026$5442Not Available
Apr 21, 2026$5194Not Available
Apr 22, 2026$4946Not Available
Apr 23, 2026$4796Not Available
Apr 24, 2026$4394Not Available
Apr 25, 2026$4092Not Available
Apr 26, 2026$4131Not Available
Apr 27, 2026$4131Not Available
Apr 28, 2026$4054Not Available
Apr 29, 2026$4016Not Available
Apr 30, 2026$4133Not Available
May 1, 2026$2686Not Available
May 2, 2026$1121Available
May 3, 2026$1121Not Available
May 4, 2026$1121Not Available
May 5, 2026$2091Not Available
May 6, 2026$3060Not Available
May 7, 2026$2976Not Available
May 8, 2026$2948Not Available
May 9, 2026$3115Not Available
May 10, 2026$3198Not Available
May 11, 2026$3171Not Available
May 12, 2026$3119Not Available
May 13, 2026$3067Not Available
May 14, 2026$3012Not Available
May 15, 2026$3039Not Available
May 16, 2026$3122Not Available
May 17, 2026$3122Not Available
May 18, 2026$3150Not Available
May 19, 2026$3205Not Available
May 20, 2026$3205Not Available
May 21, 2026$3150Not Available
May 22, 2026$3433Not Available
May 23, 2026$3743Not Available
May 24, 2026$3743Not Available
May 25, 2026$3743Not Available
May 26, 2026$3779Not Available
May 27, 2026$3850Not Available
May 28, 2026$3884Not Available
May 29, 2026$4085Not Available
May 30, 2026$4673Not Available
May 31, 2026$5108Not Available
Jun 1, 2026$5108Not Available
Jun 2, 2026$5108Not Available
Jun 3, 2026$3500Not Available
Jun 4, 2026$1843Available
Jun 5, 2026$3401Not Available
Jun 6, 2026$5108Not Available
Jun 7, 2026$5404Not Available
Jun 8, 2026$5502Not Available
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Jun 10, 2026$5601Not Available
Jun 11, 2026$5651Not Available
Jun 12, 2026$5800Not Available
Jun 13, 2026$5842Not Available
Jun 14, 2026N/ANot Available
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Jun 20, 2026$5472Not Available
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Jun 27, 2026$4838Available
Jun 28, 2026N/ANot Available
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Jun 30, 2026N/ANot Available
Jul 1, 2026$5633Available
Jul 2, 2026$5663Available
Jul 3, 2026N/ANot Available
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Jul 5, 2026N/ANot Available
Jul 6, 2026$5663Available
Jul 7, 2026$5043Available
Jul 8, 2026$4514Available
Jul 9, 2026$4651Available
Jul 10, 2026$4880Available
Jul 11, 2026$5017Not Available
Jul 12, 2026$4971Not Available
Jul 13, 2026$4925Not Available