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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!

Tropical setting of the Private Pool and Lounge Area
Twilight Shot of Backyard
Aerial Shot of Private Pool & Lush Landscape
Exterior covered Lanai Sitting Area with dining table behind.
2 Kayaks "On Deck" for Your Enjoyment

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

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

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: 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.

Property manager

The Cottages on the Key, Inc.
Premier Host

Languages

Dutch, English, French, German

Add dates for prices

Amenities

Pool
Kitchen
Washer
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 and a first aid kit

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. Mote Marine Laboratory & Aquarium 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 - 13 min walk - 1.1 km
  • Siesta Key Marina - 5 min drive - 3.6 km
  • Point of Rocks - 6 min drive - 4.6 km
  • Crescent Beach - 12 min drive - 3.8 km
  • Lido Beach - 36 min drive - 17.6 km

Getting around

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

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬4 min drive
  • ‪Siesta Key Oyster Bar - ‬4 min drive
  • ‪Siesta Key Beach Pavilion - ‬12 min walk
  • ‪Phillippi Creek Village Restaurant & Oyster Bar - ‬8 min drive
  • ‪Starbucks - ‬9 min drive

Frequently asked questions

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

Yes, this property has a pool. Pool types include heated pools.

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).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

10/10

Check-in

9.2/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Trisha R.

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

10/10 Excellent

Heidi J.

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

10/10 Excellent

Jackie S.

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

10/10 Excellent

Shawna E.

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

8/10 Good

Patrick B., Boonsboro, MD

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

10/10 Excellent

Kate D.

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

10/10 Excellent

Denise T.

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

10/10 Excellent

Ian W.

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

10/10 Excellent

Martin C.

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

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