Wander Siesta Retreat
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25 guests
12 beds
8.5 bathrooms
Beach access•Outdoor pool•Ocean view
25 guests
8 bedrooms
12 beds
8.5 bathrooms
4055 sq. ft.
Wander Siesta Retreat is a resort-style coastal escape just a short walk to Siesta Key Beach, featuring a private pool and in-ground spa, rooftop deck, covered outdoor lounge with dining and grill, game room with ping pong, video game loft, multiple balconies, and seamless indoor-outdoor living designed for vibrant group getaways.
The Wander Guarantee
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Check-in & out
Check-in after 4:00pm • Check-out before 10:00am • Pets not allowed
Easy cancellation
Cancel within 24 hours for a full refund.
Pristine homes, no to-do lists
Arrive to five star cleaning • No chores at checkout • Just lock up and go
About the property
Hotel-grade amenities
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.
Common Amenities
- Wifi
- Free parking
- Hot water
- Fire extinguisher
- Carbon monoxide detector
- Smoke detector
- First aid kit
- Air conditioning
- Garden view
- Beach access
- Patio
- Ocean view
Pool
- Outdoor pool
- Hot tub
Patio
- Outdoor seating
- Outdoor dining area
- BBQ Area
- BBQ Utensils
Balcony
- Outdoor seating
- Outdoor dining area
Rooftop
- Rooftop
- Outdoor seating
Living Room
- TV
- Ceiling fan
Living Room 2
- TV
- Ceiling fan
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
- Ping pong table
- Game console
Bedroom 1
- Ensuite bathroom
- Bed linens
- Closet
- Hangers
- Ceiling fan
Ensuite Bathroom 1
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
- Bathtub
Bedroom 2
- Bed linens
- Balcony
- Ceiling fan
- Ensuite bathroom
Ensuite Bathroom 2
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
- Bathtub
Bedroom 3
- Bed linens
- TV
- Ceiling fan
Bedroom 4
- Bed linens
- TV
- Ceiling fan
- Balcony
Bathroom 3
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
- Bathtub
Bedroom 5
- Bed linens
- Balcony
- Ceiling fan
- TV
- Ensuite bathroom
Ensuite Bathroom 4
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Bedroom 6
- Bed linens
- TV
- Ensuite bathroom
- Balcony
- Ceiling fan
Ensuite Bathroom 5
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Bedroom 7
- Bed linens
- Ensuite bathroom
Ensuite Bathroom 6
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Bedroom 8
- Bed linens
Bathroom 7
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Bathroom 8
- Bath linens
- Toilet
- Shower
- Shower gel
- Shampoo
- Conditioner
- Body soap
Half Bath
- Bath linens
- Half bath
- Toilet
- Body soap
Laundry Room
- Washer
- Dryer
- Cleaning supplies
Where you’ll sleep
Where you’ll be
Located on Siesta Key, this home is within walking distance of the beach, grocery stores, restaurants, shops, and nightlife. Enjoy easy access to Siesta Key Village, white sand shoreline, waterfront dining, and downtown Sarasota’s cultural and marina district just across the bridge.
Restaurants
St. Armands Circle
Discover fresh Gulf seafood like golden tilefish and king crab at Crab & Fin, a St. Armands Circle icon serving world-class catches since 1978 in a welcoming island vibe. Perfect for savoring local flavors with friendly service and daily fresh picks.
Detwiler's Farm Market
Detwiler's Farm Market is a beloved hometown grocery destination offering fresh, locally-sourced produce, quality meats, seafood, and an old-fashioned Amish-style deli alongside a bakery and sub shop, all crafted with a commitment to quality ingredients and family values.
Marina Jack
Marina Jack is the region's premier waterfront restaurant in downtown Sarasota, offering three distinct dining experiences from casual beachside patio dining to an upscale second-floor dining room featuring award-winning seafood, steaks, and an exceptional wine list, all overlooking beautiful Sarasota Bay.
Dry Dock Waterfront Grill
Dry Dock Waterfront Grill is a casual waterfront dining destination on Longboat Key featuring fresh Gulf seafood, award-winning grouper sandwiches, and locally sourced specialties, all enjoyed with panoramic views of Sarasota Bay from indoor and outdoor seating.
Columbia Restaurant
The Columbia Restaurant is a legendary Spanish-Cuban establishment founded in 1905 in Tampa's historic Ybor City, now the world's largest Spanish restaurant with 15 dining rooms, live flamenco performances, and iconic dishes like the 1905 Salad and authentic Cubano sandwich that have earned it recognition as one of America's most historic restaurants.
Owen's Fish Camp -Downtown SRQ
Owen's Fish Camp is a historic Southern seafood restaurant nestled under a century-old banyan tree in downtown Sarasota, serving fresh local catch and classic Low Country dishes in a casual, lively atmosphere with live music and an inviting bar scene.
Siesta Key Oyster Bar
Siesta Key Oyster Bar is a lively Key West-style hangout in the heart of Siesta Key Village featuring fresh oysters, award-winning seafood, and cold craft beers paired with live music nightly, all while dollar bills cover the walls and ceiling in this beloved local spot.
Captain Curt's Crab & Oyster Bar
Captain Curt's Crab & Oyster Bar is a family-friendly Old Florida seafood restaurant famous for its award-winning clam chowder, fresh oysters, and casual island atmosphere complete with live music and beach views on Siesta Key.
Connors Steak & Seafood
Connors Steak & Seafood is an upscale steakhouse specializing in premium aged beef and fresh seafood, complemented by gourmet salads and pastas, all served in a warm, wood-appointed dining room with exceptional service that keeps guests returning.
Attractions
Bayfront Park
Bayfront Park is a stunning 32-acre waterfront escape in downtown Miami where you can enjoy tree-lined paths, bay views, and unique public art installations designed by renowned artist Isamu Noguchi, making it perfect for families, fitness enthusiasts, and anyone seeking a scenic outdoor retreat with activities ranging from free yoga classes to flying trapeze lessons.
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 orchid collection, alongside native Florida ecosystems and interactive experiences like the Children's Rainforest Garden—perfect for nature lovers, families, and anyone seeking peaceful beauty with stunning bay views.
Payne Park
Discover Payne Park's circus-inspired playground with splash pads, rock climbing, and music makers, alongside a skate park, disc golf, and scenic trails in downtown Sarasota. Families, kids, skaters, and pet owners will love this vibrant, all-ages oasis perfect for picnics and play.
Sarasota Opera House
Experience world-class opera performances in an elegantly restored 1,100-seat historic theater in downtown Sarasota, perfect for both seasoned opera enthusiasts and newcomers discovering the magic of live performance in an intimate setting.
Pinecraft Amish Community
Discover the unexpected Amish snowbird haven of Pinecraft, where families bond over sand volleyball, basketball, and shuffleboard in sunny Sarasota Park amid handmade crafts and legendary pies. Culture seekers and families craving simple, joyful vibes will love this charming escape.[1][2][3][5]
Siesta Key Watersports
Siesta Key Watersports is your gateway to thrilling water adventures, offering parasailing, jet ski rentals, dolphin tours, and boat charters with over 28 years of safety expertise. Perfect for adrenaline seekers and families alike who want to explore Sarasota's crystal-clear waters and spot playful dolphins.
Sarasota Art Museum
I need more information to write an accurate description. The search results show that Sarasota Art Museum offers many different activities—including jazz nights, dance events, mindfulness classes, gallery tours, and family programs. Could you specify which particular activity or program you'd like me to describe? For example, are you interested in the "After Hours" dance events, the "Free Second Sundays" family programs, the weekly gallery talks, or something else?
Unconditional Surrender - Sarasota, FL
Visit this iconic 26-foot aluminum sculpture depicting a famous World War II moment frozen in time, perfect for history enthusiasts and photographers seeking a meaningful landmark that sparks conversation about this pivotal era.
St. Armands Circle
Discover St. Armands Circle, a circus-inspired island gem in Sarasota Bay boasting over 130 upscale shops, galleries, and eateries circling a lush central park with sculptures and sea views. Shopaholics, foodies, and history buffs will love its vibrant, walkable charm near pristine beaches.[1][2][3]
Lido beach
Lido Beach offers pristine white sand and calm, crystal-clear waters perfect for families and swimmers of all ages, with convenient beach amenities, nearby restaurants, and opportunities for sandcastle building, paddleboarding through scenic mangrove tunnels, and spotting dolphins and manatees.
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Things to know
Here are some things which you should know before booking Wander Siesta Retreat
Check-in: after 4:00 pm
Check-out: before 10:00 am
25 guests maximum
Pets not 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
25 guests maximum
Pets not allowed
No smoking - fees will apply
Events require approval
Before you book
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Feb 26, 2026 | $1041 | Not Available |
| Feb 27, 2026 | $1294 | Not Available |
| Feb 28, 2026 | $1177 | Not Available |
| Mar 1, 2026 | $1041 | Not Available |
| Mar 2, 2026 | $1041 | Not Available |
| Mar 3, 2026 | $1041 | Not Available |
| Mar 4, 2026 | $1041 | Not Available |
| Mar 5, 2026 | $1251 | Not Available |
| Mar 6, 2026 | $1619 | Not Available |
| Mar 7, 2026 | $1676 | Not Available |
| Mar 8, 2026 | $1286 | Not Available |
| Mar 9, 2026 | $1219 | Not Available |
| Mar 10, 2026 | $1218 | Not Available |
| Mar 11, 2026 | $1223 | Not Available |
| Mar 12, 2026 | $1941 | Not Available |
| Mar 13, 2026 | $3253 | Not Available |
| Mar 14, 2026 | $2351 | Not Available |
| Mar 15, 2026 | $2154 | Not Available |
| Mar 16, 2026 | $2106 | Not Available |
| Mar 17, 2026 | $2083 | Not Available |
| Mar 18, 2026 | $1914 | Not Available |
| Mar 19, 2026 | $1967 | Not Available |
| Mar 20, 2026 | $2195 | Not Available |
| Mar 21, 2026 | $3066 | Not Available |
| Mar 22, 2026 | $2516 | Not Available |
| Mar 23, 2026 | $2486 | Not Available |
| Mar 24, 2026 | $2472 | Not Available |
| Mar 25, 2026 | $2479 | Not Available |
| Mar 26, 2026 | $2517 | Not Available |
| Mar 27, 2026 | $2837 | Not Available |
| Mar 28, 2026 | $4876 | Not Available |
| Mar 29, 2026 | $2694 | Not Available |
| Mar 30, 2026 | $2684 | Not Available |
| Mar 31, 2026 | $2655 | Not Available |
| Apr 1, 2026 | $2679 | Not Available |
| Apr 2, 2026 | $2813 | Not Available |
| Apr 3, 2026 | $4616 | Not Available |
| Apr 4, 2026 | $3502 | Not Available |
| Apr 5, 2026 | $2801 | Not Available |
| Apr 6, 2026 | $2849 | Not Available |
| Apr 7, 2026 | $2472 | Not Available |
| Apr 8, 2026 | $2481 | Not Available |
| Apr 9, 2026 | $2443 | Not Available |
| Apr 10, 2026 | $3902 | Not Available |
| Apr 11, 2026 | $2021 | Not Available |
| Apr 12, 2026 | $1906 | Not Available |
| Apr 13, 2026 | $1891 | Not Available |
| Apr 14, 2026 | $1885 | Not Available |
| Apr 15, 2026 | $1892 | Not Available |
| Apr 16, 2026 | $1914 | Not Available |
| Apr 17, 2026 | $2052 | Not Available |
| Apr 18, 2026 | $2038 | Not Available |
| Apr 19, 2026 | $1865 | Not Available |
| Apr 20, 2026 | $1729 | Not Available |
| Apr 21, 2026 | $1677 | Not Available |
| Apr 22, 2026 | $1723 | Not Available |
| Apr 23, 2026 | $1911 | Not Available |
| Apr 24, 2026 | $1966 | Not Available |
| Apr 25, 2026 | $1757 | Not Available |
| Apr 26, 2026 | $1601 | Not Available |
| Apr 27, 2026 | $1469 | Not Available |
| Apr 28, 2026 | $1409 | Not Available |
| Apr 29, 2026 | $1619 | Not Available |
| Apr 30, 2026 | $1619 | Not Available |
| May 1, 2026 | $1854 | Not Available |
| May 2, 2026 | $1424 | Not Available |
| May 3, 2026 | $1570 | Not Available |
| May 4, 2026 | $1570 | Not Available |
| May 5, 2026 | $1570 | Not Available |
| May 6, 2026 | $1570 | Not Available |
| May 7, 2026 | $1570 | Not Available |
| May 8, 2026 | $2061 | Not Available |
| May 9, 2026 | $2074 | Not Available |
| May 10, 2026 | $1224 | Not Available |
| May 11, 2026 | $1147 | Not Available |
| May 12, 2026 | $1125 | Not Available |
| May 13, 2026 | $1170 | Not Available |
| May 14, 2026 | $1276 | Not Available |
| May 15, 2026 | $1374 | Not Available |
| May 16, 2026 | $1385 | Not Available |
| May 17, 2026 | $1257 | Not Available |
| May 18, 2026 | $1172 | Not Available |
| May 19, 2026 | $1134 | Not Available |
| May 20, 2026 | $1178 | Not Available |
| May 21, 2026 | $1407 | Not Available |
| May 22, 2026 | $1411 | Not Available |
| May 23, 2026 | $1416 | Not Available |
| May 24, 2026 | $1422 | Not Available |
| May 25, 2026 | $1705 | Not Available |
| May 26, 2026 | $1705 | Not Available |
| May 27, 2026 | $1705 | Not Available |