Operated by a Wander partner
Trusted operators, vetted by Wander
Living Room
1 queen pullout bed
Bedroom 1
1 twin sofa, 1 king bed
Bedroom 2
1 king bed, 1 twin sofa
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Living Room
1 queen pullout bed
Bedroom 1
1 twin sofa, 1 king bed
Bedroom 2
1 king bed, 1 twin sofa
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Siesta Key, FL 34242, US
Siesta Key, FL, USSiesta Key Oyster Bar is a lively, beachy spot known for its fresh seafood, award-winning wings, and signature tropical drinks. With dollar bills covering the ceiling and live music filling the air, it’s the perfect place to savor island flavors and soak up the local vibe.
Walt's Fish Market Restaurant in Sarasota offers the freshest seafood caught daily, served in a laid-back, tropical setting with a lively tiki bar and live music, blending a century-old family tradition with vibrant Florida coastal charm.
Connors Steak & Seafood is an upscale steakhouse offering premium aged steaks and fresh seafood grilled over wood fires, complemented by gourmet salads and pastas in a warm, elegantly appointed dining space with rich wood interiors and exceptional service.
Captain Curt's Crab & Oyster Bar offers a relaxed Old Florida vibe with fresh, wild-caught seafood, including their award-winning clam chowder, served in a spacious indoor-outdoor setting with live music and beachside charm on Siesta Key.
St. Armands Circle is a vibrant, walkable island district with upscale shops, diverse restaurants, and lush parks, perfect for anyone who loves shopping, dining, and soaking up coastal charm.
Marie Selby Botanical Gardens Downtown Sarasota offers a stunning bayfront oasis where plant lovers and families can explore vibrant tropical conservatories, a butterfly garden, and an adventurous Children's Rainforest Garden perfect for curious kids and nature enthusiasts alike.
Lido Beach offers families a perfect blend of sun, sand, and fun, with calm waters for swimming, lively sidewalk activities, and plenty of space to build sandcastles or simply relax together.
Twin Lakes Park is a vibrant 50-acre outdoor haven perfect for families and active visitors, featuring a swimming pool with water playscape, sports fields, archery range, beach area, sand volleyball courts, and a ropes course for endless fun and adventure.
Payne Park is a vibrant Sarasota destination featuring a circus-themed playground, skate park, disc golf, tennis, and scenic trails, perfect for families, outdoor enthusiasts, and anyone looking for fun in the sun.
Bayfront Park in Miami offers a vibrant waterfront escape with scenic bay views, live music, free yoga, a lively playground, and dazzling fountain shows, perfect for families, fitness lovers, and culture seekers. Its dynamic events and open green spaces make it a must-visit downtown hub.
Step into the heart of Pinecraft, where Amish and Mennonite traditions come alive in a charming, bike-friendly village. Enjoy handmade crafts, delicious home-cooked meals, and friendly locals in a relaxed, welcoming atmosphere perfect for culture seekers and curious travelers.
Soar 1,000 feet above crystal-clear Gulf waters while spotting dolphins and manatees, or zip across the Intracoastal Waterway on a jet ski—Siesta Key Watersports delivers thrilling aerial and water adventures perfect for thrill-seekers and families alike, all backed by over 28 years of safety expertise.
Historic Spanish Point offers a unique blend of archaeology, history, and nature across 30 scenic acres, perfect for history buffs, nature lovers, and families seeking a peaceful outdoor museum experience with guided tours and waterfront views.
The Sarasota Art Museum offers a vibrant cultural hub where visitors of all ages can explore world-class art exhibitions, enjoy live jazz and themed music events, participate in creative workshops, and dine at an on-site bistro—making it perfect for art enthusiasts, families, and anyone seeking an engaging cultural experience in a beautifully restored historic building.
Free cancellation up to 14 days before check-in. 50% refund up to 7 days before. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
12 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| May 29, 2026 | $981 | Not Available |
| May 30, 2026 | $926 | Not Available |
| May 31, 2026 | $926 | Not Available |
| Jun 1, 2026 | $963 | Not Available |
| Jun 2, 2026 | $981 | Not Available |
| Jun 3, 2026 | $963 | Not Available |
| Jun 4, 2026 | $944 | Not Available |
| Jun 5, 2026 | $894 | Not Available |
| Jun 6, 2026 | $859 | Available |
| Jun 7, 2026 | $859 | Available |
| Jun 8, 2026 | $844 | Available |
| Jun 9, 2026 | $844 | Available |
| Jun 10, 2026 | $1233 | Available |
| Jun 11, 2026 | $1622 | Not Available |
| Jun 12, 2026 | $1998 | Not Available |
| Jun 13, 2026 | $2374 | Not Available |
| Jun 14, 2026 | $2330 | Not Available |
| Jun 15, 2026 | $2287 | Available |
| Jun 16, 2026 | $2287 | Available |
| Jun 17, 2026 | $2287 | Available |
| Jun 18, 2026 | $2246 | Available |
| Jun 19, 2026 | $2105 | Available |
| Jun 20, 2026 | $2004 | Available |
| Jun 21, 2026 | $2004 | Available |
| Jun 22, 2026 | $2004 | Available |
| Jun 23, 2026 | $2004 | Available |
| Jun 24, 2026 | $2004 | Available |
| Jun 25, 2026 | $1967 | Available |
| Jun 26, 2026 | $1818 | Available |
| Jun 27, 2026 | $1784 | Available |
| Jun 28, 2026 | $1860 | Available |
| Jun 29, 2026 | $1822 | Available |
| Jun 30, 2026 | $1977 | Available |
| Jul 1, 2026 | $2540 | Available |
| Jul 2, 2026 | $2856 | Not Available |
| Jul 3, 2026 | $2882 | Not Available |
| Jul 4, 2026 | $2854 | Not Available |
| Jul 5, 2026 | $2745 | Not Available |
| Jul 6, 2026 | $2745 | Not Available |
| Jul 7, 2026 | $2564 | Not Available |
| Jul 8, 2026 | $2431 | Not Available |
| Jul 9, 2026 | $2479 | Not Available |
| Jul 10, 2026 | $2554 | Not Available |
| Jul 11, 2026 | $2628 | Not Available |
| Jul 12, 2026 | $2628 | Not Available |
| Jul 13, 2026 | $2677 | Not Available |
| Jul 14, 2026 | $2725 | Not Available |
| Jul 15, 2026 | $2677 | Not Available |
| Jul 16, 2026 | $2578 | Not Available |
| Jul 17, 2026 | $2701 | Not Available |
| Jul 18, 2026 | $2874 | Not Available |
| Jul 19, 2026 | $2874 | Not Available |
| Jul 20, 2026 | $2874 | Not Available |
| Jul 21, 2026 | $2826 | Not Available |
| Jul 22, 2026 | $2777 | Not Available |
| Jul 23, 2026 | $2727 | Not Available |
| Jul 24, 2026 | $2652 | Not Available |
| Jul 25, 2026 | $2628 | Not Available |
| Jul 26, 2026 | $2677 | Not Available |
| Jul 27, 2026 | $2725 | Not Available |
| Jul 28, 2026 | $2725 | Not Available |
| Jul 29, 2026 | $2725 | Not Available |
| Jul 30, 2026 | $2725 | Not Available |
| Jul 31, 2026 | $2153 | Not Available |
| Aug 1, 2026 | $1640 | Available |
| Aug 2, 2026 | $1701 | Available |
| Aug 3, 2026 | $1701 | Available |
| Aug 4, 2026 | $1701 | Available |
| Aug 5, 2026 | $1701 | Available |
| Aug 6, 2026 | $1730 | Available |
| Aug 7, 2026 | $1715 | Not Available |
| Aug 8, 2026 | $1609 | Not Available |
| Aug 9, 2026 | $1578 | Not Available |
| Aug 10, 2026 | $1578 | Not Available |
| Aug 11, 2026 | $1549 | Not Available |
| Aug 12, 2026 | $1549 | Not Available |
| Aug 13, 2026 | $1518 | Not Available |
| Aug 14, 2026 | $1435 | Available |
| Aug 15, 2026 | $1383 | Available |
| Aug 16, 2026 | $1356 | Available |
| Aug 17, 2026 | $1328 | Available |
| Aug 18, 2026 | $1328 | Available |
| Aug 19, 2026 | $1356 | Available |
| Aug 20, 2026 | $1383 | Available |
| Aug 21, 2026 | $1370 | Available |
| Aug 22, 2026 | $1342 | Available |
| Aug 23, 2026 | $1328 | Available |
| Aug 24, 2026 | $1328 | Available |
| Aug 25, 2026 | $1328 | Available |
| Aug 26, 2026 | $1328 | Available |
| Aug 27, 2026 | $1328 | Available |