La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks!

Siesta Key, Florida
$887 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

La Contento Casa | Private Heated Pool, Walk to Siesta Key Village and Beach

Why You'll Love This Home
Awaken to sun-drenched mornings and tranquil canal views in this inviting waterfront retreat. La Contento Casa offers a seamless blend of indoor comfort and outdoor serenity, promising an escape where every moment feels like a breath of fresh air.

‍ ‍ Perfect For
Families seeking a memorable beach vacation, couples desiring a peaceful waterfront escape, or small groups looking for a comfortable and convenient base to explore Siesta Key.

️ Imagine This
Your day begins with a gentle breeze drifting in as you relax on your covered back porch, watching the palms sway. After a leisurely breakfast prepared in the gourmet-grade kitchen with its convenient window pass-through to the patio, you gather your beach essentials—provided for your convenience—and take the short, invigorating 10-minute walk to Siesta Key Beach, feeling the world-famous white sands beneath your toes.

Back at La Contento Casa, the private heated pool is waiting, followed by an afternoon lounging by the water, perhaps with a drink crafted at your outdoor bar with sink. As evening approaches, the scent of a home-cooked meal fills the air, enjoyed alfresco with the canal views as your backdrop. Later, unwind in the spacious living area, sharing stories and laughter, before drifting off to sleep in one of the comfortable king beds, dreaming of another perfect day in paradise.

Where You'll Sleep
- Bedroom 1: King Bed, shared bath, main floor, TV
- Bedroom 2: King Bed, shared bath, main floor, TV
- Bedroom 3: Two Twin Beds, shared bath, main floor, TV
- Bonus Room: Two Rollaway Beds, located in common area

Explore the Area
Discover the best of Siesta Key with ease. 0.4 miles to Siesta Key Beach, renowned for its crystal-white quartz sand. Enjoy a delightful stroll or quick drive to Siesta Key Village (1.4 miles), offering an array of charming boutiques, diverse dining options, and vibrant coastal energy.

Your Siesta Key Escape Awaits
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.

Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free High-Speed WiFi. This pool is heated between November 15 - April 15. Please note: There is 1 rental per 30 day period, per Sarasota, FL ordinance. Contact us for more information. Reservation must follow under the accordance of the Sarasota County code regulations.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • 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
  • GENERAL

    Unit Size: 1461 Sq Ft (136 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

    Dock Fenced Yard Gas Grill Patio
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Towels Provided
  • LANGS SPOKEN

    Dutch English French German
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Ecotours Nearby Fishing Nearby Golf Privileges Jet Skiing Nearby Kayak On Site Marina Nearby Sailing Nearby Scuba Diving Nearby Water Park 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 On The Waterfront
  • 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

  • Mary W.

    Submitted Feb 17, 2026

    Stayed Jan 31, 2026

    The home was beautiful! It was our favorite rental.

  • Trisha R.

    Submitted Jan 4, 2024

    Stayed Dec 27, 2023

    Perfect house, great location, amazing outdoor space. Everything we needed.

  • Heidi J.

    Submitted Jan 16, 2023

    Stayed Dec 24, 2022

    Our family of seven, plus our little dog, stayed here for a week over Christmas and really enjoyed it. We brought bikes and were able to get to the beach or shops in a few minutes. The home is in a quiet cul-de-sac. Free public tennis courts near the beach were generally available. You had to bring your own nets for pickle ball— seemed like most open pickle ball play was in Sarasota. The heated pool was tolerable when the outside temperature was at least 65. Great towels, comfortable beds, great closet space. We really enjoyed the music at the Catholic Church close by. A few notes— it was very challenging to enter our kayaks out back when we were there, due to the low water level. Bring a rope. And then, we have stayed in many Vrbos over the years, and I did not come prepared to find this one had no bath soaps at all. Also, not even starter coffee, and no salt/pepper. I appreciate places that have basics—especially at this price! And they made a careful note about being honest about the number of your guests, and when we seven arrived, there were exactly THREE welcome cupcakes ? Anyway, overall I highly recommend this home, just come prepared as above!

  • Jackie S.

    Submitted Aug 10, 2022

    Stayed Jul 23, 2022

    We had a wonderful vacation in SK and this home base was the best thing about it. The house is on a very quiet street but really close to anywhere you could possibly want to go. Upon arrival, house was super clean - which I'm quite picky about. The beds were all very comfortable. The pool was a dream. The house is the best stocked vrbo we've ever stayed in. It has everything you could ever need. Property managers were super responsive - had a slow sink drain and someone was there in a flash to snake it. Really had a great time and can't recommend this house enough!

  • Shawna E.

    Submitted Jul 18, 2022

    Stayed Jul 2, 2022

    The house we great and very nicely updated. The outdoor area was fantastic. My only very minor complaint is that other than typical kitchen supplies, dishes, etc, there was absolutely nothing in the kitchen in terms of condiments, etc. Not even a shaker of salt or coffee filter. Not a huge deal, but many other places we have stayed have had at least some basic supplies. But otherwise, really great place.

  • Patrick B.

    Submitted Jul 26, 2021

    Stayed Jul 8, 2021

    Fabulous neighborhood on the Key. Owners did a lot of renovations and upgrades to the home after the purchase. However, cleaning crew needs to do a better job of cleaning prior to arrival. Also, it appears the electrical service may need some upgrades and there was some presence of mold in the garage cabinets that will need to be inspected. However, the overall stay was great for a family of 4. Finally, the pool was fabulous since red tide was a concern.

  • Kate D.

    Submitted Apr 20, 2021

    Stayed Apr 2, 2021

    The property was exactly as advertised. The heated pool was amazing. The decor was beautiful and was in close proximity to town and the beach. We loved our stay and would definitely stay again!!

  • Denise T.

    Submitted Dec 15, 2020

    Stayed Nov 22, 2020

    +++ loved the house, towels, beach equipment, bay to fish, kayaks, paddle boards, lights, smelled clean, cupcakes and thanksgiving pie ? - is there a dog or a cat? Lots of fur on the pillows and blankets. Something that was not ours in the closet on a blanket. (Maybe someone was sick and it was not washed) Perfect otherwise!! Thank you 4.9 rating

  • Ian W.

    Submitted Aug 11, 2019

    Stayed Aug 1, 2019

    Excellent property - would be happy to stay there again

  • Martin C.

    Submitted Jul 15, 2019

    Stayed Jun 29, 2019

    Everything exactly as advertised, which made heavy rain days bearable because of the outdoors living area under their roof. Sunsets are amazing !

Your dates are Available!

Total

Includes taxes and fees
$887+
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