Hemingway House | Serene Siesta Key Getaway with Heated Pool, Pizza Oven

Sarasota, Florida
$456 avg/night Minimum Stay 7 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 7 nights

Min Stay

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.

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 1920 Sq Ft (178 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi, With Speed Of 100+ Mbps (good For 1–2 People Or Up To 6 Devices)
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    2.5 Bathrooms Hair Dryer Shower Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    Dutch English French German
  • THINGS TO DO

    Bicycle On Site Birdwatching Nearby Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Golf Privileges Jet Skiing Nearby Parasailing Nearby Power Boating Nearby Sailing Nearby Water Park Water Tubing Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware
  • LOCATION HIGHLIGHTS

    In A Village In The City Center Near A Hospital Near A Zoo Near Outlet Shopping Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Nancy D.

    Submitted Dec 16, 2025

    Stayed Dec 11, 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.

  • Allan F.

    Submitted Dec 7, 2025

    Stayed Dec 1, 2025

    A wonderful house, everything clean and responsive hosts. Would go back!

  • Dory J.

    Submitted May 2, 2025

    Stayed Apr 12, 2025

    Perfection in all aspects. You will definitely enjoy your stay here.Only thing I would add is that Shell beach, one block from the house, has been largely destroyed subsequent to last year's hurricane. Still a nice spot to watch the sunset.

  • Meg H.

    Submitted Apr 18, 2025

    Stayed Mar 30, 2025

    Wonderful house and lovely neighborhood. We would most definitely book again.

  • Kelly B.

    Submitted Mar 21, 2025

    Stayed Mar 15, 2025

    Amazing week! The house was perfect for all 6 of us. Plenty of room to relax for the week. We loved the location. It was 2 miles fromsK village. Disappointed shell island was closed bc it would have been so nice to walk to the beach!

  • Travis&Kristin G.

    Submitted Nov 20, 2024

    Stayed Nov 4, 2024

    We really enjoyed our stay at the Hemingway home. The lay out was great and the kitchen was well equipped with cooking necessities. The location was great- however we came 3 weeks post hurricane Milton and the street that the house was/is on- was a destruction zone. There was so much debris on the sides of the road it looked like a war zone. The Hemingway way home was thankfully unscathed but I am pretty sure the surrounding houses were sadly very affected. The only real negative about the house, for us, was the pool. Looking at the pictures I was really happy to see that there was a fence around it. We have a two year old and that made me feel more secure as far as safety goes. However once at the house and seeing/ experiencing it for ourselves - the fence is so tight against the pool there was little area to walk around it. And many of the tiles were uprooted and very unsafe to walk around for children. Not sure if that was a hurricane issue or not. We had our toddler in swim floaties and when walking around the pool the fencing was literally so close to the pool that her floaties were touching the fence as she walked around. So obviously - for the adults there was no room to lounge with chairs etc by the pool- and the pool was shaded by 12:30 daily. Although the house was very nice, the location was great and the rental owners were very responsive we wouldn't rent the house again based on the pool situation. We ended up using the beach more because of it.

  • Jennifer G.

    Submitted Sep 10, 2024

    Stayed Jul 27, 2024

    Beautiful property. Very clean & plenty of room for our family of 5. Management was also extremely responsive. Only issue is location. Streets run in front of and in back of this house. Noise from construction, garbage trucks, landscapers is constant in the mornings. Not as peaceful as I had hoped.

  • Phyllis R.

    Submitted Jun 18, 2024

    Stayed Jun 8, 2024

    We had a wonderful stay at this beautiful property.. it was immaculately clean. We had a problem with the AC and they fixed it immediately. Communication was top notch. We didn’t want to leave. We would definitely come back again. Thank you for a great stay ?

  • Rita W.

    Submitted May 29, 2024

    Stayed May 10, 2024

    We loved it and we’ll be going back! The pool is nice!

  • Liz C.

    Submitted May 8, 2024

    Stayed Apr 20, 2024

    Hemingway House was perfect! The location was great .. close to the Siesta bridge. We were very comfortable and even used the pizza oven. It’s not so easy! Response to us was quick and immediate. I will say that supplies were limited… no start up food stuff in the kitchen. It was wonderful to get away!

Your dates are Available!

Total

Includes taxes and fees
$456+
View details