
Saved to wishlist
8 guests
5 beds
4 bathrooms
8 guests
4 bedrooms
5 beds
4 bathrooms
2078 sq. ft.
Wander Siesta Key Bliss is a luxury waterfront retreat just a short walk to Siesta Key Beach, featuring a private pool with waterslide, spa and sun shelf, covered outdoor dining with BBQ, ping pong table, bar area with wine fridge, balconies overlooking the water, beach gear, and seamless indoor-outdoor coastal living designed for effortless island escapes.

Book with confidence. Read more.
Check-in after 4:00pm • Check-out before 10:00am • Pets not 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 king bed
Bedroom 4
2 full beds
Located on Siesta Key, this home is less than a ten-minute walk to the world-famous white sand beach and close to Siesta Key Village’s restaurants, bars, and boutiques. Enjoy easy access to boating, paddleboarding, waterfront dining, and downtown Sarasota’s arts and marina district just across the bridge.
Escape to CMX CinéBistro Siesta Key, where modern New-American cuisine and handcrafted cocktails meet plush recliner seating for an elevated dinner-and-movie experience. Savor chef-driven dishes delivered right to your seat amid state-of-the-art cinema luxury.
Detwiler's Farm Market is a family-owned grocery destination offering an old-fashioned deli with premium meats and cheeses, fresh-baked goods, quality seafood, and a sub shop, all featuring locally sourced and specialty products in a welcoming hometown atmosphere.
Siesta Key Oyster Bar is a lively beachside hangout featuring fresh oysters, award-winning wings, and creative seafood dishes in a tropical setting complete with dollar bills covering the walls and ceiling. With live music, cold beer on tap, and a laid-back island vibe, it's the perfect spot for casual dining or a fun night out near Florida's top-rated beach.
Savor world-famous award-winning clam chowder, fresh oysters, and crabs at Captain Curt's Crab & Oyster Bar, a family-friendly Siesta Key gem blending casual Old Florida vibes with live music and beachy indoor-outdoor seating.[1][2][3]
Connors Steak & Seafood is an upscale American steakhouse specializing in prime aged steaks and fresh USDC-inspected seafood, all prepared over mesquite wood-fired grills for a distinctive flavor. With multiple locations across the country, it's recognized as one of America's top 100 most loved restaurants, offering an inviting atmosphere perfect for both casual lunches and special occasions.
Discover Walt's Fish Market Restaurant, Sarasota's seafood legend since 1918, serving fish caught that day in the Gulf alongside inventive dishes like Grouper Reubens. Savor the fresh catch in a laid-back tiki bar vibe with live music and craft cocktails.
Twin Lakes Park is a family-friendly destination where children can enjoy two playgrounds and outdoor activities like basketball, while adults relax during picnics under shaded pavilions and explore scenic trails and boardwalks along the water.
Siesta Key Watersports offers thrilling water adventures including parasailing, jet ski rentals, and dolphin-watching tours with USCG-certified captains and a perfect safety record spanning over 28 years, making it ideal for both adrenaline seekers and families wanting unforgettable Gulf experiences.
Experience world-class opera performances at the historic Sarasota Opera House, a beautifully renovated 1926 theater in downtown Sarasota that showcases everything from classic masterpieces to contemporary works. Perfect for both seasoned opera enthusiasts and newcomers discovering the magic of live performance.
Discover layers of Florida's prehistoric shell middens, pioneer homesteads, and vibrant gardens on a leisurely 30-acre walking tour at Historic Spanish Point, with stunning bay views. History buffs, nature lovers, and families will cherish this unique window into Old Florida.[1][5]
Discover a unique slice of Amish culture in sunny Florida at Pinecraft, where thousands of Amish snowbirds vacation each winter to enjoy recreational sports, handcrafted goods, and authentic home-cooked meals—perfect for anyone curious about traditional Amish life or seeking a genuinely different travel experience.
St. Armands Circle is an upscale outdoor shopping and dining destination on a barrier island featuring over 130 boutique shops, galleries, and restaurants arranged in a charming circular layout inspired by circus wagon wheels. Perfect for leisurely strolls, fine dining, and cultural exploration, it appeals to shoppers, foodies, and anyone seeking a sophisticated coastal experience with Sarasota's artistic heritage.
Marie Selby Botanical Gardens is a stunning 45-acre bayfront oasis featuring the world's only botanical garden dedicated to orchids, bromeliads, and tropical plants, perfect for nature lovers, families, and anyone seeking peaceful gardens with breathtaking views of Sarasota Bay.
Payne Park is a vibrant 29-acre downtown destination featuring a circus-themed playground with a splash area and rock climbing, a skate park, tennis courts, and scenic walking trails—perfect for families and outdoor enthusiasts of all ages looking for diverse activities in one beautiful space.
Lido Beach offers pristine white sand and calm, crystal-clear waters perfect for families of all ages to swim, build sandcastles, and relax, with nearby beach cafes, paddleboarding through iconic mangrove tunnels, and opportunities to spot dolphins and manatees making it an ideal Gulf Coast destination.
Bayfront Park is a stunning 32-acre waterfront oasis in downtown Miami where families and outdoor enthusiasts can enjoy everything from playgrounds and flying trapeze classes to free yoga sessions and beautiful bay views, all while soaking in the vibrant energy of the city skyline.
Choose your check-in & check-out dates

Wander's average ratings
Get quick answers with our AI-powered search for property info.
Talk with the concierge to ask any question you might have
Here are some things which you should know before booking Wander Siesta Key Bliss
Check-in: after 4:00 pm
Check-out: before 10:00 am
8 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
8 guests maximum
Pets not 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.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Feb 26, 2026 | $715 | Not Available |
| Feb 27, 2026 | $715 | Not Available |
| Feb 28, 2026 | $715 | Not Available |
| Mar 1, 2026 | $715 | Not Available |
| Mar 2, 2026 | $715 | Not Available |
| Mar 3, 2026 | $715 | Not Available |
| Mar 4, 2026 | $715 | Not Available |
| Mar 5, 2026 | $715 | Not Available |
| Mar 6, 2026 | $774 | Not Available |
| Mar 7, 2026 | $802 | Not Available |
| Mar 8, 2026 | $715 | Not Available |
| Mar 9, 2026 | $715 | Not Available |
| Mar 10, 2026 | $715 | Not Available |
| Mar 11, 2026 | $715 | Not Available |
| Mar 12, 2026 | $737 | Not Available |
| Mar 13, 2026 | $1044 | Not Available |
| Mar 14, 2026 | $1124 | Not Available |
| Mar 15, 2026 | $1031 | Not Available |
| Mar 16, 2026 | $1007 | Not Available |
| Mar 17, 2026 | $996 | Not Available |
| Mar 18, 2026 | $916 | Not Available |
| Mar 19, 2026 | $941 | Not Available |
| Mar 20, 2026 | $1050 | Not Available |
| Mar 21, 2026 | $1592 | Not Available |
| Mar 22, 2026 | $1415 | Not Available |
| Mar 23, 2026 | $1398 | Not Available |
| Mar 24, 2026 | $1389 | Not Available |
| Mar 25, 2026 | $1394 | Not Available |
| Mar 26, 2026 | $1415 | Not Available |
| Mar 27, 2026 | $1591 | Not Available |
| Mar 28, 2026 | $1301 | Not Available |
| Mar 29, 2026 | $1193 | Not Available |
| Mar 30, 2026 | $1163 | Not Available |
| Mar 31, 2026 | $1083 | Not Available |
| Apr 1, 2026 | $1145 | Not Available |
| Apr 2, 2026 | $1345 | Not Available |
| Apr 3, 2026 | $1239 | Not Available |
| Apr 4, 2026 | $2054 | Not Available |
| Apr 5, 2026 | $1503 | Not Available |
| Apr 6, 2026 | $1508 | Not Available |
| Apr 7, 2026 | $1463 | Not Available |
| Apr 8, 2026 | $1464 | Not Available |
| Apr 9, 2026 | $1458 | Not Available |
| Apr 10, 2026 | $2270 | Not Available |
| Apr 11, 2026 | $993 | Not Available |
| Apr 12, 2026 | $573 | Not Available |
| Apr 13, 2026 | $568 | Not Available |
| Apr 14, 2026 | $565 | Not Available |
| Apr 15, 2026 | $568 | Not Available |
| Apr 16, 2026 | $590 | Not Available |
| Apr 17, 2026 | $703 | Not Available |
| Apr 18, 2026 | $892 | Not Available |
| Apr 19, 2026 | $799 | Not Available |
| Apr 20, 2026 | $792 | Not Available |
| Apr 21, 2026 | $789 | Not Available |
| Apr 22, 2026 | $793 | Not Available |
| Apr 23, 2026 | $852 | Not Available |
| Apr 24, 2026 | $940 | Not Available |
| Apr 25, 2026 | $853 | Not Available |
| Apr 26, 2026 | $608 | Not Available |
| Apr 27, 2026 | $597 | Not Available |
| Apr 28, 2026 | $475 | Not Available |
| Apr 29, 2026 | $485 | Not Available |
| Apr 30, 2026 | $515 | Not Available |
| May 1, 2026 | $551 | Not Available |
| May 2, 2026 | $560 | Not Available |
| May 3, 2026 | $501 | Not Available |
| May 4, 2026 | $456 | Not Available |
| May 5, 2026 | $452 | Not Available |
| May 6, 2026 | $470 | Not Available |
| May 7, 2026 | $504 | Not Available |
| May 8, 2026 | $608 | Not Available |
| May 9, 2026 | $608 | Not Available |
| May 10, 2026 | $475 | Not Available |
| May 11, 2026 | $450 | Not Available |
| May 12, 2026 | $450 | Not Available |
| May 13, 2026 | $478 | Not Available |
| May 14, 2026 | $494 | Not Available |
| May 15, 2026 | $599 | Not Available |
| May 16, 2026 | $599 | Not Available |
| May 17, 2026 | $487 | Not Available |
| May 18, 2026 | $454 | Not Available |
| May 19, 2026 | $450 | Not Available |
| May 20, 2026 | $456 | Not Available |
| May 21, 2026 | $545 | Not Available |
| May 22, 2026 | $614 | Not Available |
| May 23, 2026 | $936 | Not Available |
| May 24, 2026 | $936 | Not Available |
| May 25, 2026 | $656 | Not Available |
| May 26, 2026 | $656 | Not Available |
| May 27, 2026 | $656 | Not Available |