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

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Terrace/patio
Interior
Fridge, microwave, oven, stovetop
A heated pool
Exterior

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8136 sq m

Popular amenities

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

Explore the area

Map
Siesta Key, FL
  • Siesta Key Beach
    ‪13 min walk‬
  • Point of Rocks
    ‪6 min drive‬
  • Crescent Beach
    ‪12 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪34 min drive‬

Room options

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

La Contento Casa: Your Dream Beach Vacation Awaits!
Welcome to La Contento Casa, a stunning waterfront retreat where the beauty of Siesta Key comes to life. From the moment you step inside, you'll feel the warmth and charm of this inviting home. Thoughtfully designed with comfort and style in mind, La Contento Casa promises an unforgettable vacation experience that will have you coming back year after year.

A Home Designed for Relaxation & Comfort
This spacious, well-appointed home boasts three bedrooms and two bathrooms, comfortably accommodating up to eight guests. Whether you're visiting with family or friends, you'll find the perfect sleeping arrangements: two king beds, two twin beds, and two rollaway beds—all outfitted with high-quality linens for a peaceful night's rest.

The bright, open living area invites you to unwind after a day of adventure. With ample seating and four HDTVs, you can catch up on your favorite shows or enjoy quality time with your loved ones in a cozy, relaxing setting.

A Kitchen That Inspires
The fully equipped kitchen is a chef's dream, featuring stainless steel appliances, a regular and Keurig coffee maker, and all the essentials you need to create delicious meals. Whether you're hosting a family dinner or simply enjoying breakfast before a day of exploration, this kitchen has it all. A unique window pass-through from the kitchen to the outdoor patio makes dining and entertaining seamless. It's the perfect way to enjoy the sunshine while preparing food and drinks indoors and out.

Outdoor Oasis: Relax and Recharge
Step outside to discover your personal outdoor oasis. The covered back porch and lounge area are ideal for relaxation—whether you're sipping your morning coffee, reading a good book, or enjoying the gentle sea breeze. The outdoor bar space with a sink is a thoughtful touch, allowing you to create refreshing drinks and snacks while enjoying the outdoors.

The private heated pool is the heart of this outdoor retreat. Take a refreshing dip, soak up the sun on a comfortable lounger, or simply relax and watch the world go by. The views of the gorgeous canal and tall palm trees offer a sense of serenity, while the tranquil sounds of the water provide the perfect soundtrack for your getaway.

Unbeatable Location: Your Beach Paradise Awaits
At La Contento Casa, you're just a 10-minute walk from the world-renowned Siesta Key Beach—famous for its pristine, white sand and sparkling turquoise waters. Spend your days lounging on the beach, swimming in the warm gulf waters, or exploring the vibrant beach scene. The charming Siesta Key Village, less than 1.5 miles away, offers delightful shops, tasty restaurants, and lively entertainment, making it the perfect place for a night out or casual stroll.

Why Stay at La Contento Casa?
• Ideal Location: Just a short walk to Siesta Key Beach and Siesta Key Village
• Private Heated Pool: Relax in your own pool with canal views
• Spacious & Comfortable: Accommodates up to 8 guests with two king beds
• Fully Equipped Kitchen: Perfect for home-cooked meals, complete with a window pass-through to the patio
• Outdoor Living: Expansive porch, outdoor bar, and serene canal views

Book Your Siesta Key Getaway Today!
Your perfect vacation is waiting at La Contento Casa. With stunning waterfront views, luxurious amenities, and an unbeatable location, this home is the ideal retreat for making lasting memories. Don't wait—book your stay now and start planning your dream beach vacation today!

Exclusive Amenities Include:
• Private Heated Pool
• Water Front Home
• Canal Access
• 10 Minute Walk To Siesta Key Beach
• Less than 1.5 miles from Siesta Key Village
• 3 Bedrooms, 2 Baths
• 2 King Beds, 2 Twin Beds, 2 Rollaway Beds (Sleeps 8) with linens provided
• Covered Back Porch & Lounge Area
• Outdoor Bar Space With Sink
• Outdoor Bar & Lounge area
• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided
• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipes
• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipes
• Beach Towels, Chairs, Cooler, & Caddy Provided
• Private Garage
• Free WiFi & 4 HDTV's
• Gas Grill
• Enhanced cleaning protocols provided by our CottageClean Team
• Island Shuttle Transportation Available
• Dog-Friendly with a Fee (1 dog up to 25lbs)

La Contento Casa can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) – Sleeps: 2
• Bedroom # 2: King Bed (1) – Sleeps: 2
• Bedroom # 3: Twin Bed (2) – Sleeps: 2
• Extra Beds: Rollaway Bed (2) – Sleeps: 2

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

PLEASE NOTE: There is a 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. This pool is heated from November 15th to April 15th.
During your stay at this vacation home, you'll be within walking distance of Siesta Key Beach. Features include a water park and laundry facilities. Free WiFi and a private pool are available in the vacation home.
  • Air-conditioned home with private pool, kitchen, and washing machine
  • Free WiFi (speed: 100+ Mbps (good for 1–2 people or up to 6 devices))
  • Splash around at the water park
  • Amenities include laundry facilities
  • Just a 2-minute drive from Siesta Key Beach and 12 minutes from Crescent Beach
This vacation home offers its guests a water park. This vacation home also features barbecue grills and laundry facilities.

Property manager

The Cottages on the Key, Inc.

Languages

Dutch, English, French, German

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • 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
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Heated pool
  • Kayak
  • 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
  • Snorkelling nearby
  • Swimming nearby
  • Wildlife walks 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)
  • First aid kit
  • Fire extinguisher

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

Pets

  • Pets are welcome
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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 and a first aid kit
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

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

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 8 out of 9 reviews
Rating 8 - Good. 1 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Trisha R.

Liked: Cleanliness

Perfect stay at La Contento

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

10/10 Excellent

Heidi J.

Liked: Cleanliness

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

10/10 Excellent

Jackie S.

Liked: Cleanliness

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

10/10 Excellent

Shawna E.

Liked: Cleanliness

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

8/10 Good

Patrick B., Boonsboro, MD

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

10/10 Excellent

Kate D.

Liked: Cleanliness

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

10/10 Excellent

Denise T.

Liked: Cleanliness

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

10/10 Excellent

Ian W.

Liked: Cleanliness

Great stay at excellent property

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

10/10 Excellent

Martin C., Quebec, Canada

Liked: Cleanliness

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