•
14 reviews
Operated by a Wander partner
Trusted operators, vetted by Wander
🌴 Island Escape | Heated Saltwater Pool + 2 Min Walk to Siesta Beach
đź’– Why You'll Love This Home
Step into Island Escape, where freshly completed renovations meet the charm of Siesta Key's coastal lifestyle. With a heated saltwater pool, gourmet indoor and outdoor kitchens, and two spacious balconies, this single-family retreat blends modern luxury with island ease—just steps from the powder-soft sands of Siesta Key Beach.
👨‍👩‍👧 Perfect For
Families, friend groups, and beach lovers seeking an upscale, walk-to-everything home with indoor/outdoor living and private resort-style amenities.
🎞 Imagine This
Wake up to gentle Gulf breezes, brew coffee in the sunlit kitchen, then step onto your balcony for a poolside view. Spend the morning at the beach—only a 2-minute stroll away—before returning for a grill-side lunch in the shaded outdoor kitchen. Cool off in the heated pool, lounge in the cabana room for ping pong or TV time, then gather on the balcony for sunset. Evenings are for strolling to Siesta Key Village's shops and dining, just 0.7 miles away.
🛌 Where You ll Sleep
• Bedroom 1 – Main Level: Queen Bed, Adjacent Half Bath, TV
• Bedroom 2 – Upper Level (Primary): King Bed, Ensuite Bath, TV
• Bedroom 3 – Upper Level: King Bed, Shares Hall Bath, TV
• Bedroom 4 – Upper Level: Two Queen Beds, Shares Hall Bath, TV
• Living Room: Queen Sleeper Sofa
đź“Ť Explore the Area
• 0.1 Miles / 2-Minute Walk to Siesta Key Beach
• 0.7 Miles to Siesta Key Village for Dining, Shops, and Nightlife
• Easy Access to Water Sports, Fishing Charters, and Coastal Parks
⌛ Don't Miss Out - This home books quickly—your stay includes our CottageClean™ program: a 6-hour deep clean and 35-point inspection so you arrive to a home that feels brand new.
Need To Know - The pool is heated from November 15th to April 15th. There are stairs in this home leading to the upstairs bedroom; if any guest has difficulty with stairs, please contact us for alternative accommodations. Starter packs of kitchen and toiletry essentials are provided for a seamless first couple of nights.
Living Room
1 queen sofa
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 queen bed
Bedroom 4
2 queen beds
Living Room
1 queen sofa
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 queen bed
Bedroom 4
2 queen beds
Kassandra
•
June 2026
David
•
April 2026
Risa
•
March 2026
Siesta Key, FL 34242, US
Siesta Key, FL, USWalt's Fish Market Restaurant in Sarasota offers the freshest seafood caught daily, served in a relaxed, tropical setting with a lively tiki bar and live music, blending a century-old family fishing tradition with vibrant local flavors.
Owen's Fish Camp is a casual Southern seafood restaurant nestled in downtown Sarasota under a historic banyan tree, serving fresh local catch and classic Low Country dishes in a vibrant, laid-back atmosphere that captures the essence of old Florida living.
Captain Curt's Crab & Oyster Bar serves fresh, award-winning clam chowder and a wide variety of seafood in a lively, family-friendly setting with indoor and outdoor dining, right on Siesta Key.
Connors Steak & Seafood serves premium aged steaks and fresh seafood grilled over wood fires, offering a memorable upscale dining experience with excellent service and a warm, inviting atmosphere.
St. Armands Circle offers a vibrant dining scene with diverse options from fresh, sustainable seafood and Mediterranean-inspired dishes to authentic Italian wood-fired pizzas, all set in a lively, island-style atmosphere perfect for casual or romantic meals.
Detwiler's Farm Market is a family-owned gem offering fresh local produce, hand-cut meats, and a bakery with homemade treats. With an Amish-style deli, seafood counter, and cozy sandwich shop, it's a lively, welcoming spot where quality and community shine.
Marina Jack is the region's premier waterfront dining destination in downtown Sarasota, offering three distinct atmospheres—from the casual, live-music-filled Blue Sunshine Patio to the sophisticated Dining Room—all serving exceptional seafood, steaks, and pasta with stunning bay views.
Columbia Restaurant is Florida's oldest continuously operating restaurant, serving authentic Spanish and Cuban cuisine for over 120 years in historic Ybor City. This iconic landmark captivates guests with its 15 elegant dining rooms, world-class wine collection, and nightly flamenco dance performances that bring Spain's rich cultural heritage to life.
Siesta Key Oyster Bar offers a lively, beachy atmosphere with fresh seafood, award-winning wings, and a wide selection of drinks, all paired with live music nightly in the heart of Siesta Key Village. It's the perfect spot to enjoy island vibes and great food any time of day.
Marie Selby Botanical Gardens Downtown Sarasota offers a vibrant bayfront oasis featuring tropical rainforests, rare orchids, and interactive gardens perfect for plant lovers, families, and anyone seeking a peaceful nature escape in the heart of the city.
Lido Beach is a sunny paradise perfect for families, where you can build sandcastles, splash in calm waters, and enjoy lively sidewalk performances. Its pristine shores and relaxed vibe make it ideal for anyone seeking a fun, laid-back beach day.
St. Armands Circle is a vibrant, upscale outdoor shopping and dining district on a scenic island, perfect for those who enjoy boutique shopping, diverse cuisine, and a relaxed coastal atmosphere near beautiful Lido Key Beach. It’s ideal for shoppers, food lovers, and beachgoers alike.
Experience world-class opera in a historic setting, where passionate performances and stunning acoustics bring stories to life. Perfect for music lovers and anyone seeking an unforgettable cultural night out.
Bayfront Park is a vibrant 32-acre waterfront destination in downtown Miami featuring dazzling musical fountain shows, scenic baywalk trails, and world-class performance venues—perfect for families seeking outdoor recreation, culture enthusiasts exploring iconic sculptures, and anyone wanting to experience Miami's dynamic waterfront atmosphere.
Payne Park is a lively, family-friendly destination featuring a unique circus-themed playground, a popular skate park, disc golf, and scenic trails, perfect for kids, teens, and outdoor enthusiasts looking for fun and variety in Sarasota.
See the iconic 26-foot "Kissing Statue" at Sarasota Bayfront Park, a striking tribute to the end of WWII that sparks both admiration and conversation. Perfect for history buffs, art lovers, and anyone who enjoys a memorable waterfront moment.
Siesta Key Watersports offers thrilling adventures like parasailing 1,000 feet above crystal-clear waters, jet ski tours where you can spot dolphins, and boat rentals exploring pristine islands—perfect for adrenaline seekers and families alike seeking unforgettable Gulf experiences.
Explore 30 acres of coastal history, lush gardens, and ancient shell mounds at Historic Spanish Point, where nature, archaeology, and pioneer life come alive on scenic bayfront trails. Perfect for history buffs, nature lovers, and families seeking a unique Florida experience.
Discover a unique slice of Amish life in sunny Florida at Pinecraft, where you can watch locals play shuffleboard at the charming park, browse handcrafted quilts and furniture, and savor authentic comfort food like fresh-baked pies. Perfect for travelers seeking cultural immersion and a slower pace of life away from typical tourist attractions.
50% refund up to 30 days before check-in. 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 |
|---|---|---|
| Sep 2, 2026 | $1563 | Not Available |
| Sep 3, 2026 | $1645 | Not Available |
| Sep 4, 2026 | $1578 | Not Available |
| Sep 5, 2026 | $1433 | Not Available |
| Sep 6, 2026 | $1213 | Not Available |
| Sep 7, 2026 | $1006 | Available |
| Sep 8, 2026 | $1006 | Available |
| Sep 9, 2026 | $1157 | Available |
| Sep 10, 2026 | $1323 | Not Available |
| Sep 11, 2026 | $1301 | Not Available |
| Sep 12, 2026 | $1291 | Not Available |
| Sep 13, 2026 | $1317 | Not Available |
| Sep 14, 2026 | $1291 | Available |
| Sep 15, 2026 | $1302 | Available |
| Sep 16, 2026 | $1366 | Available |
| Sep 17, 2026 | $1404 | Available |
| Sep 18, 2026 | $1392 | Available |
| Sep 19, 2026 | $1392 | Not Available |
| Sep 20, 2026 | $1392 | Not Available |
| Sep 21, 2026 | $1366 | Not Available |
| Sep 22, 2026 | $1366 | Not Available |
| Sep 23, 2026 | $1366 | Not Available |
| Sep 24, 2026 | $1379 | Not Available |
| Sep 25, 2026 | $1341 | Not Available |
| Sep 26, 2026 | $1254 | Available |
| Sep 27, 2026 | $1241 | Available |
| Sep 28, 2026 | $1241 | Not Available |
| Sep 29, 2026 | $1254 | Not Available |
| Sep 30, 2026 | $1304 | Not Available |
| Oct 1, 2026 | $1304 | Not Available |
| Oct 2, 2026 | $1530 | Not Available |
| Oct 3, 2026 | $1820 | Not Available |
| Oct 4, 2026 | $1853 | Not Available |
| Oct 5, 2026 | $1835 | Not Available |
| Oct 6, 2026 | $1803 | Not Available |
| Oct 7, 2026 | $1820 | Not Available |
| Oct 8, 2026 | $1539 | Not Available |
| Oct 9, 2026 | $1208 | Not Available |
| Oct 10, 2026 | $1208 | Not Available |
| Oct 11, 2026 | $1506 | Not Available |
| Oct 12, 2026 | $1837 | Not Available |
| Oct 13, 2026 | $1837 | Not Available |
| Oct 14, 2026 | $1853 | Not Available |
| Oct 15, 2026 | $1951 | Not Available |
| Oct 16, 2026 | $1918 | Not Available |
| Oct 17, 2026 | $1835 | Not Available |
| Oct 18, 2026 | $1803 | Not Available |
| Oct 19, 2026 | $1737 | Available |
| Oct 20, 2026 | $1687 | Available |
| Oct 21, 2026 | $1737 | Not Available |
| Oct 22, 2026 | $1868 | Not Available |
| Oct 23, 2026 | $1948 | Not Available |
| Oct 24, 2026 | $1930 | Not Available |
| Oct 25, 2026 | $1865 | Available |
| Oct 26, 2026 | $1865 | Available |
| Oct 27, 2026 | $1898 | Not Available |
| Oct 28, 2026 | $1930 | Not Available |
| Oct 29, 2026 | $1963 | Not Available |
| Oct 30, 2026 | $1930 | Not Available |
| Oct 31, 2026 | $1898 | Not Available |
| Nov 1, 2026 | $1930 | Not Available |
| Nov 2, 2026 | $1647 | Not Available |
| Nov 3, 2026 | $1332 | Available |
| Nov 4, 2026 | $1368 | Available |
| Nov 5, 2026 | $1428 | Available |
| Nov 6, 2026 | $1808 | Available |
| Nov 7, 2026 | $2163 | Not Available |
| Nov 8, 2026 | $2063 | Not Available |
| Nov 9, 2026 | $1948 | Not Available |
| Nov 10, 2026 | $1948 | Not Available |
| Nov 11, 2026 | $1963 | Not Available |
| Nov 12, 2026 | $1948 | Not Available |
| Nov 13, 2026 | $1882 | Not Available |
| Nov 14, 2026 | $1847 | Available |
| Nov 15, 2026 | N/A | Not Available |
| Nov 16, 2026 | N/A | Not Available |
| Nov 17, 2026 | N/A | Not Available |
| Nov 18, 2026 | N/A | Not Available |
| Nov 19, 2026 | N/A | Not Available |
| Nov 20, 2026 | N/A | Not Available |
| Nov 21, 2026 | $2900 | Available |
| Nov 22, 2026 | $2917 | Available |
| Nov 23, 2026 | N/A | Not Available |
| Nov 24, 2026 | N/A | Not Available |
| Nov 25, 2026 | N/A | Not Available |
| Nov 26, 2026 | N/A | Not Available |
| Nov 27, 2026 | N/A | Not Available |
| Nov 28, 2026 | $3433 | Available |
| Nov 29, 2026 | $2534 | Available |
| Nov 30, 2026 | $1635 | Available |
| Dec 1, 2026 | $1620 | Available |