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

Top rated by guests
Whether you're floating under blue skies or cooling off after the beach, this pool is pure island bliss.
Share family meals around the dining table, just steps from the kitchen and overlooking the lanai.
The breakfast bar invites casual conversation while the chef of the group whips up a delicious meal.
A centerpiece chandelier casts a soft glow over dinnertime conversations.
The sleek kitchen boasts stainless steel appliances, granite countertops, and everything you need to cook.
review stars
9.8Outstanding
(11 Ratings)
"The home was beautiful! It was our favorite rental. "
Mary W.
Don't miss out! Price and availability may change
9.8 / 10
Outstanding(11 Ratings)

House in Siesta Beach

8 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Top-tier experienceA high end property in this area

About this house rental

"🌴 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."

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

Non-smoking
Pets allowed
Family friendly

Map of Siesta Beach


Ratings and reviews

9.8 / 10
Outstanding(11 Ratings)
10 / 10Outstanding·Feb 2026
The home was beautiful! It was our favorite rental.
10 / 10Outstanding·Jan 2024
Perfect house, great location, amazing outdoor space. Everything we needed.
10 / 10Outstanding·Jan 2023
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!
10 / 10Outstanding·Aug 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!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks!?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.