House in Sarasota, FL
8 guests · 3 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
🌴 Hemingway House | Screened Lanai + Heated Pool
💖 Why You'll Love This Home
This thoughtfully updated island retreat blends laid-back coastal charm with stylish indoor-outdoor living. Enjoy coffee in the screened lanai, pizza nights by the wood-burning oven, and breezy evenings around the private heated pool—all just 2.1 miles from Beach Access 5 and a short drive to Siesta Key Beach.
👨👩👧 Perfect For
Families or small groups who want a quiet, design-forward escape with private amenities and fast access to Siesta Key's best beaches.
🎞️ Imagine This
You start the morning with a cup of fresh coffee from the built-in GE Café Keurig, stepping into the screened lanai as soft island breezes drift through the palms. After sun-soaked hours at Siesta Key Beach, you cool off in the private heated pool, rinse off in the spa-style outdoor shower, and prep hand-tossed pizzas in the Mediterranean wood-burning oven. As stars begin to glow overhead, you dine alfresco under string lights, then wind down indoors with plush linens and cozy spaces made for total relaxation.
🛌 Where You'll Sleep
• Bedroom 1: King Bed, Ensuite Bath, Second Floor, TV
• Bedroom 2: Queen Bed, Shared Bath, Second Floor, TV
• Bedroom 3: Full Bed, Shared Bath, Second Floor, TV
• Living Room: Sleeper Sofa – Shared Bath Access
📍 Explore the Area
• 2.1 Miles to Beach Access 5 – A Local Favorite for Shelling and Sunrise Walks
• 3.0 Miles to Siesta Key Main Beach – Iconic White Sand and Family-Friendly Vibes
• 3.2 Miles to Siesta Key Village – Shops, Restaurants, and Open-Air Cafés
• 0.5 Miles to Gulf Gate Dining District – International Cuisine and Local Eateries
• 1.6 Miles to Crescent Beach – Quieter Sands and a Relaxed Coastal Feel
• Located on the Peaceful North End of Siesta Key – Ideal for Tranquil Mornings and Easy Exploration
⌛ Don't Wait
This home books quickly. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection—so you arrive at a home that feels fresh, spotless, and ready for your vacation.
📌 Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free high-speed WiFi is included. This home is registered with the City of Sarasota (VR22-00099). Per city code, rentals require a 7-night minimum and a maximum of 8 guests. All bedrooms are located on the second floor. If stairs or mobility concerns apply, contact us directly for personalized recommendations.
💖 Why You'll Love This Home
This thoughtfully updated island retreat blends laid-back coastal charm with stylish indoor-outdoor living. Enjoy coffee in the screened lanai, pizza nights by the wood-burning oven, and breezy evenings around the private heated pool—all just 2.1 miles from Beach Access 5 and a short drive to Siesta Key Beach.
👨👩👧 Perfect For
Families or small groups who want a quiet, design-forward escape with private amenities and fast access to Siesta Key's best beaches.
🎞️ Imagine This
You start the morning with a cup of fresh coffee from the built-in GE Café Keurig, stepping into the screened lanai as soft island breezes drift through the palms. After sun-soaked hours at Siesta Key Beach, you cool off in the private heated pool, rinse off in the spa-style outdoor shower, and prep hand-tossed pizzas in the Mediterranean wood-burning oven. As stars begin to glow overhead, you dine alfresco under string lights, then wind down indoors with plush linens and cozy spaces made for total relaxation.
🛌 Where You'll Sleep
• Bedroom 1: King Bed, Ensuite Bath, Second Floor, TV
• Bedroom 2: Queen Bed, Shared Bath, Second Floor, TV
• Bedroom 3: Full Bed, Shared Bath, Second Floor, TV
• Living Room: Sleeper Sofa – Shared Bath Access
📍 Explore the Area
• 2.1 Miles to Beach Access 5 – A Local Favorite for Shelling and Sunrise Walks
• 3.0 Miles to Siesta Key Main Beach – Iconic White Sand and Family-Friendly Vibes
• 3.2 Miles to Siesta Key Village – Shops, Restaurants, and Open-Air Cafés
• 0.5 Miles to Gulf Gate Dining District – International Cuisine and Local Eateries
• 1.6 Miles to Crescent Beach – Quieter Sands and a Relaxed Coastal Feel
• Located on the Peaceful North End of Siesta Key – Ideal for Tranquil Mornings and Easy Exploration
⌛ Don't Wait
This home books quickly. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection—so you arrive at a home that feels fresh, spotless, and ready for your vacation.
📌 Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free high-speed WiFi is included. This home is registered with the City of Sarasota (VR22-00099). Per city code, rentals require a 7-night minimum and a maximum of 8 guests. All bedrooms are located on the second floor. If stairs or mobility concerns apply, contact us directly for personalized recommendations.
Amenities
Non-smoking
No pets allowed
Family friendly
Map of Sarasota, FL
Ratings and reviews
10 / 10Outstanding·Jun 2026
We enjoyed our time at the Hemingway House. The property was clean, located in a great area and the property manager was top notch. The property is located a few miles from the Siesta Key beach. During our stay, we did not have any issues finding parking at the beach. There is mention in some of the older comments about being close to the beach, the reference is to a small beach area located a short walk from the property. This was originally a small beach area, but the hurricane in 2024 destroyed the small area that was there. There is a free trolley that has a stop close to this property, but it was easier for us to drive ourselves. There are bicycles located on the property for use, too. We loved the outdoor pizza oven! My family would definitely stay at this property again!
10 / 10Outstanding·Mar 2026
Beautiful home with a heated pool. Very clean and comfortable with plenty of room to spread out. The property management company, The Cottages on the Key, is first rate and wonderful to deal with any issue that comes up. We were looking forward to using the pizza oven, but after watching the recommended video we were so intimidated we decided to spend a year in training before attempting our first pizza.
10 / 10Outstanding·Dec 2025
Very nice house. Very clean. Agent seemed available if we needed anything. Very well appointed except for boxes of toiletries which had opened and were not usable.
10 / 10Outstanding·Dec 2025
A wonderful house, everything clean and responsive hosts. Would go back!
$$$$
Top rated by guests
9.8Outstanding
(23 Ratings)
"We enjoyed our time at the Hemingway House. The property was clean, located in a great area and the property manager was top notch. The property is located a few miles from the Siesta Key beach. ..."
Michelle D.Don't miss out! Price and availability may change
