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

Vacation home near Siesta Key Beach in Siesta Key

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Photo gallery for La Contento Casa | Private Heated Pool, Pet Friendly, Walk to Siesta Key Village and Beach

A beach with a sunset, a sandy shore, and buildings in the background.
A covered outdoor area with a pool, wicker furniture, and a dining area.
A modern kitchen with a central island, pendant lighting, and a view to the outside.
A living room with a grey sofa set, a coffee table, and a dining area with a chair and table.
A dining area with a round wooden table, four wicker chairs, a large potted plant, and a wall-mounted mirror.

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 81461 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪9 min walk‬
  • Place, Siesta Key Beach Playground
    ‪9 min walk‬
  • Place, St. Boniface Episcopal Church Labyrinth
    ‪9 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪29 min drive‬

Room options

About the neighborhood

Siesta Key

Seaside stay .Within a 15-minute walk of the vacation home, you'll find Siesta Key Beach and St. Boniface Episcopal Church Labyrinth. Siesta Key Beach Playground and Siesta Key Farmers Market are also within 2 miles (3 km).
View more Vacation Homes in Siesta KeyOpens in a new window

What's nearby

  • Siesta Key Beach - 9 min walk - 0.5 miles
  • Siesta Key Beach Playground - 9 min walk - 0.5 miles
  • St. Boniface Episcopal Church Labyrinth - 9 min walk - 0.5 miles
  • Crescent Beach - 5 min drive - 2.4 miles
  • Turtle Beach - 8 min drive - 4.5 miles

Getting around

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

Restaurants

  • ‪Circle K - ‬5 min drive
  • ‪Daiquiri Deck Siesta Key Village - ‬4 min drive
  • ‪Gilligan's Island Bar & Grill - ‬4 min drive
  • ‪Siesta Key Oyster Bar - ‬4 min drive
  • ‪Siesta Beach Pavilion - ‬12 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

"🌴 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, with kayaks ready to launch straight from the property whenever the canal calls. Whether you're out on the water or unwinding poolside, every moment here 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, TV
• Bedroom 2: King Bed, Shared Bath, TV
• Bedroom 3: Two Twin Beds, Shared Bath, TV
• Bonus Room: Two Rollaway Beds, Located in Common Area

📍 Explore the Area
• 0.6 Miles to Siesta Key Beach — Powdery White Sand and Calm Waters
• 1.5 Miles to Siesta Key Village — Local Restaurants, Bars, and Shops
• 6.5 Miles to Downtown Sarasota — Fine Dining, Boutiques, and Entertainment

📝 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: We happily welcome up to 2 small dogs (up to 25 lbs) with a $250 fee per pet—breed guidelines apply to ensure a safe and comfortable stay for everyone. Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free High-Speed WiFi. The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. 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. A rental agreement is required to be signed after booking and prior to check-in. By booking, you acknowledge that you will be required to complete and sign the rental agreement.

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  • Washer
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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Dock
  • Fenced yard
  • Gas grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city center
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Heated pool
  • Kayak
  • Optional golf privileges
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Unit size: 1,461 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 26

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

Contento Casa One Cottages Key House Siesta Key
Contento Casa One Cottages Key House
Contento Casa One Cottages Key Siesta Key
Contento Casa One s Key Siest
La Contento Casa Only $99 Down
La Contento Casa Ask About $99 Down!
La Contento Casa One of The Cottages on the Key
La Contento Casa - Ask About $99 Down! Siesta Key
La Contento Casa - Ask About $99 Down! Private vacation home
503557

Frequently asked questions

How close is La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks! to the airport?

This vacation home is 10.7 mi (34-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks! to the beach?

This vacation home is a short 13-minute walk from Siesta Key Beach and 10.9 mi (35-min drive) from Lido Beach. Don't forget your sunscreen!

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

This vacation home does not offer free breakfast.

Is there a casino at La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks!?

No, there is no casino at this vacation home.

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.

Is there free parking at La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks!?

Free parking is not available at this vacation home.

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

Yes, there's a private pool.

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

There are no spa services available at this vacation home.

How close is La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks! to downtown Siesta Key?

This vacation home is 1 mi away from Siesta Key.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 9 out of 11 reviews
Rating 8 - Good. 2 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

9.6/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was beautiful! It was our favorite rental.
Stayed 14 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect stay at La Contento

Perfect house, great location, amazing outdoor space. Everything we needed.
Stayed 7 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

So content with Casa Contento

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!!
Stayed 8 nights in Apr 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful House

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!
Stayed 14 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great updated home and great location

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.
Stayed 14 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place for families!

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!
Stayed 8 nights in Dec 2022
Verified review

8/10 Good

Liked: Check-in, location, listing accuracy

Contento

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.
Stayed 17 nights in Jul 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved this house.

+++ 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
Stayed 8 nights in Nov 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay at excellent property

Excellent property - would be happy to stay there again
Stayed 8 nights in Aug 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

If not for the weather

Everything exactly as advertised, which made heavy rain days bearable because of the outdoors living area under their roof. Sunsets are amazing !
Stayed 14 nights in Jun 2019
Verified review

8/10 Good

Stayed 14 nights in Feb 2026

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