$0
for 0 nights

Home in Siesta Key, FL

4 bedrooms

7 beds

4 bathrooms

12 guests

3349 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

🌴 Topsail Cottage | Gulf Views + Walk to Crescent Beach 💖 Why You'll Love This Home Wake up to sea breezes and panoramic Gulf views from your private rooftop crow's nest. Topsail Cottage is a luxury beach retreat where indoor-outdoor living, four private king suites, and designer touches create the perfect coastal escape. 👨‍👩‍👧 Perfect For Couples, multi-gen families, or small groups looking for a walkable Siesta Key location with upscale amenities and beach gear included. 🎞️ Imagine This You arrive, step inside, and feel the soft coastal breeze drift through the open living space. Your family gathers in the sunlit kitchen, laughing over fresh drinks while dinner simmers nearby. Upstairs, the rooftop crow's nest draws you up with a glass of wine in hand—where Gulf waters glisten in every direction. Later, the kids splash in the heated pool while you prep dinner on the outdoor grill station. As the sun dips below the palm trees, you realize: this is exactly how vacation should feel. 🛌 Where You'll Sleep - Bedroom 1: King Bed + Twin Chair Sleeper, Ensuite Bath, Main Floor, TV - Bedroom 2: King Bed, Ensuite Bath, Second Floor, TV - Bedroom 3: King Bed, Ensuite Bath, Second Floor, TV - Bedroom 4: King Bed + Twin Chair Sleeper, Ensuite Bath, Second Floor, TV - Living Area: Queen Sleeper Sofa, TV 📍 Explore the Area - 0.2 miles from Crescent Beach - Short Drive or Bike to Siesta Key Village and South Siesta's Dining and Shops ⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection, so you arrive at a pristine, hotel-quality home every time. 🔎 Need To Know: This home is located in an HOA with a shared pool. This pool is heated from November 15th to April 15th. This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.

Where you’ll sleep

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

Amenities

Common Amenities

  • Ocean view
  • Wifi
  • Free parking
  • First aid kit
  • Air conditioning
  • Carbon monoxide detector
  • Fire extinguisher
  • Smoke detector
  • Garage
  • Laundromat nearby
  • Beach access
  • Elevator
  • Hair dryer
  • Heating
  • Kitchen
  • Hot water
  • Patio
  • Beach essentials

Pool

  • Outdoor pool
  • Outdoor seating

Balcony

  • Outdoor seating
  • Outdoor dining area
  • BBQ Area
  • BBQ Utensils
  • Ceiling fan

Living Room

  • 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
  • Toaster

Bedroom 1

  • Bed linens
  • Ceiling fan
  • Dresser
  • Balcony
  • Closet
  • Hangers
  • TV

Ensuite Bathroom 1

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

Bedroom 2

  • Bed linens
  • Dresser
  • TV
  • Closet
  • Hangers
  • Ceiling fan

Ensuite Bathroom 2

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

Bedroom 3

  • Bed linens
  • Ceiling fan
  • TV

Ensuite Bathroom 3

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

Bedroom 4

  • Bed linens
  • Dresser
  • Closet
  • Hangers
  • Ceiling fan

Ensuite Bathroom 4

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

Laundry Room

  • Washer
  • Dryer
  • Cleaning supplies

5.0 · 3 reviews

Where you’ll be

Siesta Key, FL 34242, US

Siesta Key, FL, US
27.2464399-82.5331669
Timezone: America/New_York

Restaurants

Siesta Key Oyster Bar

Siesta 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

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

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

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.

Attractions

St. Armands Circle

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

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

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

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

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

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.

Pinecraft Amish Community

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.

Siesta Key Watersports

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

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.

Sarasota Art Museum

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.

Things to know

Cancellation policy

Free cancellation up to 14 days before check-in. 50% refund up to 7 days before. No refund after that.

Property rules

Pets not allowed

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

12 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
May 29, 2026$981Not Available
May 30, 2026$926Not Available
May 31, 2026$926Not Available
Jun 1, 2026$963Not Available
Jun 2, 2026$981Not Available
Jun 3, 2026$963Not Available
Jun 4, 2026$944Not Available
Jun 5, 2026$894Not Available
Jun 6, 2026$859Available
Jun 7, 2026$859Available
Jun 8, 2026$844Available
Jun 9, 2026$844Available
Jun 10, 2026$1233Available
Jun 11, 2026$1622Not Available
Jun 12, 2026$1998Not Available
Jun 13, 2026$2374Not Available
Jun 14, 2026$2330Not Available
Jun 15, 2026$2287Available
Jun 16, 2026$2287Available
Jun 17, 2026$2287Available
Jun 18, 2026$2246Available
Jun 19, 2026$2105Available
Jun 20, 2026$2004Available
Jun 21, 2026$2004Available
Jun 22, 2026$2004Available
Jun 23, 2026$2004Available
Jun 24, 2026$2004Available
Jun 25, 2026$1967Available
Jun 26, 2026$1818Available
Jun 27, 2026$1784Available
Jun 28, 2026$1860Available
Jun 29, 2026$1822Available
Jun 30, 2026$1977Available
Jul 1, 2026$2540Available
Jul 2, 2026$2856Not Available
Jul 3, 2026$2882Not Available
Jul 4, 2026$2854Not Available
Jul 5, 2026$2745Not Available
Jul 6, 2026$2745Not Available
Jul 7, 2026$2564Not Available
Jul 8, 2026$2431Not Available
Jul 9, 2026$2479Not Available
Jul 10, 2026$2554Not Available
Jul 11, 2026$2628Not Available
Jul 12, 2026$2628Not Available
Jul 13, 2026$2677Not Available
Jul 14, 2026$2725Not Available
Jul 15, 2026$2677Not Available
Jul 16, 2026$2578Not Available
Jul 17, 2026$2701Not Available
Jul 18, 2026$2874Not Available
Jul 19, 2026$2874Not Available
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Jul 21, 2026$2826Not Available
Jul 22, 2026$2777Not Available
Jul 23, 2026$2727Not Available
Jul 24, 2026$2652Not Available
Jul 25, 2026$2628Not Available
Jul 26, 2026$2677Not Available
Jul 27, 2026$2725Not Available
Jul 28, 2026$2725Not Available
Jul 29, 2026$2725Not Available
Jul 30, 2026$2725Not Available
Jul 31, 2026$2153Not Available
Aug 1, 2026$1640Available
Aug 2, 2026$1701Available
Aug 3, 2026$1701Available
Aug 4, 2026$1701Available
Aug 5, 2026$1701Available
Aug 6, 2026$1730Available
Aug 7, 2026$1715Not Available
Aug 8, 2026$1609Not Available
Aug 9, 2026$1578Not Available
Aug 10, 2026$1578Not Available
Aug 11, 2026$1549Not Available
Aug 12, 2026$1549Not Available
Aug 13, 2026$1518Not Available
Aug 14, 2026$1435Available
Aug 15, 2026$1383Available
Aug 16, 2026$1356Available
Aug 17, 2026$1328Available
Aug 18, 2026$1328Available
Aug 19, 2026$1356Available
Aug 20, 2026$1383Available
Aug 21, 2026$1370Available
Aug 22, 2026$1342Available
Aug 23, 2026$1328Available
Aug 24, 2026$1328Available
Aug 25, 2026$1328Available
Aug 26, 2026$1328Available
Aug 27, 2026$1328Available