Hemingway House | Serene Siesta Key Getaway with Heated Pool, Pizza Oven
🌴 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.
Our prices include all fees. No hidden fees.
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If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Siesta Key
Located near the beach, this holiday home is in Bay Isle, a neighbourhood in Siesta Key. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Looking to enjoy an event or a game while in town? See what's going on at Stardust Event Center, or consider a night out at Tarpon Bay Grill and Tiki Bar. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 18 min drive
Restaurants
Gilligan's Island Bar & Grill
Siesta Key Oyster Bar - 5 min drive
Daiquiri Deck Siesta Key Village
Columbia Restaurant - 13 min drive
Sun Garden Cafe - 4 min drive
Frequently asked questions
Does Hemingway House | Serene Siesta Key Getaway with Heated Pool, Pizza Oven have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Hemingway House | Serene Siesta Key Getaway with Heated Pool, Pizza Oven?
As of 20 Aug 2026, prices found for a 1-night stay for 2 adults at Hemingway House | Serene Siesta Key Getaway with Heated Pool, Pizza Oven on 29 Aug 2026 start from £1,950, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Hemingway House | Serene Siesta Key Getaway with Heated Pool, Pizza Oven pet-friendly?
No, pets are not allowed at this property.
How much is parking at Hemingway House | Serene Siesta Key Getaway with Heated Pool, Pizza Oven?
On-site parking is available at the property.
What time is check-in at Hemingway House | Serene Siesta Key Getaway with Heated Pool, Pizza Oven?
Check-in begins at 4:00 PM.
What time is check-out at Hemingway House | Serene Siesta Key Getaway with Heated Pool, Pizza Oven?
Checkout is at 10:00 AM.
Where is Hemingway House | Serene Siesta Key Getaway with Heated Pool, Pizza Oven located?
Located in Bay Isle, this holiday home is 0.2 mi (0.4 km) from Shell Beach and 2 mi (3.3 km) from Siesta Key Beach. Irma Beach and Siesta Key Farmers Market are also within 3 miles (5 km).
About the host
Hosted by The Cottages on the Key, Inc.
Languages:
English, French, German, Dutch
Premier Host
They consistently provide great experiences for their guests