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

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

Whether you're floating under blue skies or cooling off after the beach, this pool is pure island bliss.
Aerial view showing La Contento Casa's ideal location—just a short walk to Siesta Key Beach powdery white sands.
Evenings are magical here—take a dip under the stars and feel the day melt away.
Start your mornings with a peaceful swim.
This poolside lanai invites you to slow down and unwind.

Reviews

9.8 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8135.7 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Pet-friendly
  • Dryer
  • Washer
  • Pool

Explore the area

View map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪8 min walk‬
  • Place, Point of Rocks
  • Place, Crescent Beach
    ‪5 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪22 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Beds

Common Space

2 Single Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Porch or lanai
Kitchen
Separate dining area
Dining area

About this property

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

"🌴 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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Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 26
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

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 in Siesta Key, this holiday home is in the city centre and on the waterfront. 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. Coconuts Family Entertainment Center and Marie Selby Botanical Gardens are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 8 min walk - 0.7 km
  • Siesta Key Beach Playground - 8 min walk - 0.7 km
  • Siesta Key Marina - 4 min drive - 3.1 km
  • Crescent Beach - 5 min drive - 3.1 km
  • Lido Beach - 23 min drive - 19.0 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 34 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬12 min walk
  • ‪Siesta Key Snack Bar - ‬12 min walk
  • ‪Gilligan's Island Bar & Grill - ‬4 min drive
  • ‪Siesta Key Oyster Bar - ‬4 min drive
  • ‪The Big Tiki Lounge - ‬4 min drive

Frequently asked questions

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

Yes, pets are allowed at this property.

What time is check-in at La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks!?

Check-in begins at 4:00 PM.

What time is check-out at La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks!?

Checkout is at 10:00 AM.

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

Located in the heart of Siesta Key, this holiday home is within a 15-minute walk of St. Boniface Episcopal Church Labyrinth and Siesta Key Beach. Siesta Key Beach Playground and Siesta Key Farmers Market are also within 2 miles (3 km).

About the host

Hosted by The Cottages on the Key, Inc.

Host profile image

What makes this property unique

Welcome to La Contento Casa, one of Siesta Key’s most alluring 3BR/2BA canal-front cottages, with private heated pool and breathtaking views of Siesta Key’s intracoastal waterway!

Languages:

English, French, German, Dutch

Premier Host

They consistently provide great experiences for their guests