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Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!

Photo gallery for Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!

Backyard pool and patio. Private Pool & Spa. Sitting area with umbrella. Chaise lounges for soaking up the sun and a propane grill for your ultimate grilled meals!
Golf Cart for your Short Commutes. For added convenience, a golf cart is included with your stay, allowing you to explore the island at your own pace (please note, an additional signed agreement is required for golf cart use).
Aerial View of unit location with the Sarasota Bay in the background.
Aerial View of home showcasing the patio and pool. The beginning of putting green in foreground.
Putting green off the patio. Multiple holes allow for different lengths, slopes, and breaks, improving overall putting skills.

Reviews

9.4 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 10210.3 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View map
Siesta Key, FL
  • Place, Shell Beach
    ‪9 min walk‬
  • Place, Irma Beach
    ‪3 min drive‬
  • Place, Lido Beach
    ‪17 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪24 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed and 1 Single Bunk Bed

Bedroom 4

1 Queen Bed

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Spaces

Kitchen
Balcony
Separate dining area
Dining area

About this property

Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!

Unparalleled Luxury at Casa Leone, Siesta Key's Hidden Gem
Welcome to Casa Leone, your ultimate luxury getaway on Siesta Key. Located on the northern end of this iconic island, this stunning vacation home combines comfort, style, and convenience, making it the perfect destination for your beach vacation. Whether you're here to relax or explore, Casa Leone offers everything you need for an unforgettable stay.

Spacious, Elegant Interiors for Unmatched Comfort
As you step inside, you'll be greeted by an open-concept living area filled with natural light and designed for ultimate comfort. The first-floor living room, just off the pool, is the perfect place to unwind after a fun day at the beach, with plush sofas and a flat-screen HDTV for cozy movie nights or catching up on your favorite shows. The adjacent dining area and fully equipped gourmet kitchen provide both style and convenience, whether you're preparing a quick breakfast or hosting a family dinner.
The main living area also opens up to a screened-in deck with a dining table, perfect for enjoying a meal or drinks while staying cool in the shade. With the gentle Siesta Key breezes flowing through, this space adds another layer of comfort to your experience.

Restful Bedrooms with Private Balconies for Ultimate Relaxation
Casa Leone comfortably accommodates up to 10 guests with 4 beautifully appointed bedrooms and 3 full baths. The main bedroom suite features a king-sized bed and its own ensuite bathroom with a stand-up shower, ensuring privacy and comfort. Step outside from the master to your own private balcony, where you can relax and enjoy the serene surroundings. The other three bedrooms, including a cozy bunk room for the kids, ensure everyone has their own space to unwind. Luxurious linens are provided in each bedroom, adding a touch of indulgence to your stay.

Private Outdoor Oasis: Pool, Spa, & Putting Green
Step outside into your own private paradise. The heated pool and spa offer a luxurious way to cool off and relax, while the private putting green provides a fun activity for guests of all ages. Whether you're lounging by the pool, dining al fresco in the screened-in deck area, or enjoying a friendly round of golf, this outdoor space is the perfect complement to the Siesta Key lifestyle.

Perfect Location to Siesta Key's Best
Casa Leone is ideally located offering a tranquil escape with stunning water views. The world-renowned Siesta Key Beach is just 3 miles away, and the vibrant Siesta Key Village, with its eclectic mix of dining, shopping, and entertainment, is right at your fingertips. For added convenience, a golf cart is included with your stay, allowing you to explore the island at your own pace (please note, an additional signed agreement is required for golf cart use).

Why Wait? Book Your Dream Vacation at Casa Leone Today!
With its luxurious amenities, prime location, and seamless blend of indoor and outdoor living, Casa Leone is the perfect destination for a Siesta Key beach getaway. Whether you're relaxing by the pool, exploring the island, or enjoying quality time with loved ones, this home promises an unforgettable experience. Book your stay today and let Casa Leone be the backdrop for your perfect beach vacation!

Exclusive Amenities Include:
• Private Heated Pool & Hot Tub
• Golf Cart Included At No Additional Charge (Additional Signed Agreement Required)
• Less than 3 miles to Siesta Key Village and Beach
• 4 Bedrooms, 3 Full Baths
• 1 King Bed, 3 Queen Beds, 1 Bunk Bed with 2 twin beds (Sleeps 10) with linens provided
• Outdoor Lounge Area That Includes Private Putting Green, Dining Area, and Pool Chairs
• Private 2 Car Garage
• Free WiFi & 6 HDTV's
• 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
• Gas Grill
• Screened Outdoor Dining Area
• Spacious Master Bedroom Balcony
• Enhanced Cleaning Protocols Provided by our CottageClean Team
• Island Shuttle Transportation Available
• Dog-Friendly with a Fee (1 dog up to 25lbs)

Casa Leone can accommodate up to 10 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Queen Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2 + Bunk Bed - Twin Bed (2) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - 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: This property is registered as a vacation rental with the City of Sarasota with a Registration Number of VR22-00008. Due to City of Sarasota vacation rental code, this property must be rented once during a seven (7) day period and have a maximum occupancy of 10 guests. This pool is heated from November 15th to April 15th.

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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 Bay Island, a neighbourhood in Siesta Key, this holiday home is near a water park and near the beach. 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. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or Longboat Key Public Tennis Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • Shell Beach - 9 min walk - 0.8 km
  • Irma Beach - 3 min drive - 2.4 km
  • St. Armands Circle - 17 min drive - 11.9 km
  • Lido Beach - 17 min drive - 12.2 km
  • Mote Marine Laboratory & Aquarium - 20 min drive - 14.3 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 18 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪CinéBistro - ‬3 min drive
  • ‪Connors - ‬3 min drive
  • ‪Walt's Fish Market - ‬4 min drive
  • ‪Einstein Bros. Bagels - ‬4 min drive

Frequently asked questions

Is Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green! pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!?

As of 1 April 2026, prices found for a 1-night stay for 2 adults at Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green! on 21 April 2026 start from NZ$883, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!?

On-site parking is available at the property.

What time is check-in at Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!?

Check-in begins at 4:00 PM.

What time is check-out at Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!?

Checkout is at 10:00 AM.

Where is Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green! located?

Located in Bay Island, this holiday home is 0.6 mi (0.9 km) from Shell Beach and 2.4 mi (3.9 km) from Siesta Key Beach. Irma Beach and Coconuts Family Entertainment Center are also within 3 miles (5 km).

Reviews

9.4

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. 27 out of 37 reviews
Rating 8 - Good. 7 out of 37 reviews
Rating 6 - Okay. 2 out of 37 reviews
Rating 4 - Poor. 1 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

9.4/10

Cleanliness

10/10

Check-in

10/10

Communication

9.4/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

danny h.

Liked: Cleanliness, check-in, communication, location, listing accuracy
very great people to work with. kitchen had all the cookware we needed!
Stayed 14 nights in Feb 2026
Verified

10/10 Excellent

Zaira R.

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

Great place. Great location

Beautiful place
Stayed 7 nights in Apr 2022
Verified

6/10 Okay

Heather W.

Liked: Cleanliness, check-in, communication, listing accuracy
Host was very friendly. Neighborhood was perfect. Loved the backyard and the decors and layout of the home. Home had an unpleasant smell, especially the lower level. Maybe cloth living room furniture could be replaced. Vender schedule was completely off.
Stayed 8 nights in Feb 2026
Verified

10/10 Excellent

Cody M.

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

Slice of Heaven

Perfect property for our family vacation!
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Terri M.

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

Excellent property, highly recommend

Spacious, convenient and very clean.
Stayed 7 nights in Jan 2020
Verified

10/10 Excellent

Rachel M.

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

Great house - short drive to the beach!

Great house - short drive to the beach! THe kitchen had everything we needed and was super clean / organized. The pool was so nice. We loved being a short drive to the beach.
Stayed 8 nights in Jun 2024
Verified

10/10 Excellent

Verified traveller

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

Stayed with 4 couples ….perfect! Great location and wonderful private backyard and pool area!

Everything was great! Had groceries delivered early in the week and this was so convenient too!
Stayed 7 nights in Nov 2022
Verified

8/10 Good

Lisa S.

Liked: Check-in, communication, listing accuracy

Fun getaway!

We had a great week with our friends at Casa Leone. Enjoyed the pool, hot tub and grilling out! We walked around the neighborhood and admired the beautiful houses. Fun times!
Stayed 7 nights in Feb 2021
Verified

10/10 Excellent

Marilee S.

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

Family Beach Vacation

Casa Leone was the perfect place for our family of 10. We enjoyed the pool & hot tub, Black Pearl pontoon rental and the close proximity to Siesta Key Beach. Thank you for providing a large cooler, beach caddy, big umbrella & sand toys for the kids. We had a wonderful week!
Stayed 7 nights in Dec 2020
Verified

10/10 Excellent

Kristin W.

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

Great Family Vacation

We thoroughly enjoyed our time at Casa Leone. The house was great, but the backyard was the best part! The privacy, pool, and putting green were all big hits with our family. We had a few minor questions come up regarding the property and all questions were answered quickly by the property manager. We hope to be back soon!
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Sandra S.

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

April School Family Vacation

“Instead of. Christmas presents….Let’s make a Family Memory”…… We Sure Did!!’ Our family memory was over April School Vacation. The house was simply perfect! Plenty of room….the kids Loved the Pool!’m. The area was charming….The Beaches were fabulous…..Our only complaint was the vacation went by too quickly!!!!!
Stayed 7 nights in Apr 2023
Verified

8/10 Good

Wanda M.

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

Review of property

The property and property management were great . The home is well stocked with items for beach, bikes to ride around neighborhood, and towels for the pool. There are some issues with the heater in the pool not communicating with the panel so too hot but guest relations sent someone out each time to work on it; The cupcakes upon arrival were a nice touch.
Stayed 7 nights in May 2021
Verified

6/10 Okay

Deborah D.

Liked: Check-in, communication, location

Average rental

A lot of steps. Golf cart was not working Bathrooms were small
Stayed 7 nights in Jan 2024
Verified

10/10 Excellent

Nataliya M.

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

Great stay!

This property very good, with its features and location. It came with all basic kitchen appliances, such as dishwasher soap and a toaster, as well with cooking spices. This went throughout the house with towels for the beach, television for rainy days and fast speed wifi. The pool was a great addition to the household, and the garage included pool inflatables and bikes, etc. The location was beautiful, with a nearby fishing spot, and with a quick drive, a public beach with gorgeous water and white sand. I recommend this house and will definitely be going back here again!
Stayed 8 nights in Jun 2019
Verified

10/10 Excellent

Morgan C.

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

Amazing home!

The house was wonderful, nicely decorated, plenty of space. Our group consisted of 4 adults, 2 7-year olds, and one 15 month old. The kitchen had just about everything you could need. The pool and hot tub were fantastic. Nice quiet neighborhood and very close to the beach and stores. I have nothing negative to say at all- the only recommendations would be to have some more lighting around the pool area for evening time and a few more (sharp) knives in the kitchen. So many extras- beach toys, boogie boards, beach cart, bikes, baby gates, beach towels. Would definitely stay here again!
Stayed 7 nights in Oct 2020
Verified

10/10 Excellent

Misty K.

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

Great location and wonderful property

We truly enjoyed the house - the back yard was a little oasis and was perfect for our needs. The location was great - close enough to all the hubbub of town and beaches but far enough away that our stay was quiet and peaceful.
Stayed 7 nights in Mar 2022
Verified

10/10 Excellent

Joel B.

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

Everything we hoped for. Good location. Nice privacy. The pool and putting green were nice bonuses.

Excellent experience. We would highly recommend
Stayed 21 nights in Feb 2022
Verified

10/10 Excellent

Laura P.

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

Fantastic retreat

Casa Leone had it all: great floor plan for families, screened porch for meals, pool and spa, well-appointed kitchen, and convenient location to Siesta Key town and beach. The management and concierge services were professional, efficient, and friendly. We definitely would return to Casa Leone.
Stayed 7 nights in Dec 2021
Verified

8/10 Good

Michele P.

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

It was fun and nice place for girls trip.

We had some hiccups upon check in. The coffee make was not clean to a point of unusable. The washer didn’t work and this was confirmed a day before that we had a washer dryer to use. The pool was not heated and spa not working. Both were so cold. After calling the office on these items, they were very helpful i resolving issues. The pool was up and running after a day and they picked up our laundry for service to accommodate. We even had brand new towels dropped off so we could go to the beach. We were expecting a call from management regarding the issues and possible refund. This has not happened and is a bit disappointing. It’s been about a month without a returned call. Overall this is a great property and management is very helpful. We had a great time. Enough beds and accommodates a large number comfortably. I am still hopeful that management will call us back as they had indicated. Everyone gets busy.
Stayed 7 nights in Nov 2021
Verified

10/10 Excellent

Diana M.

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

Wonderful family vacation

My family and I stayed at this rental property for 10 days august 2021. I want to start with saying that the property really was exactly as listed, all pictures were spot on and nothing was left hidden! Upon arrival. Check in was very easy with just a lockbox entry and never any direct contact which was appreciated during current times. The house was very fresh and clean. Rooms were very clean as well! There is three total full bathrooms in the house which was much appreciated, although there is no bathtub (standing showers only), which was fine for us anyways. The outdoor porch was enclosed from bugs and great for evenings and everybody loves the pool and jacuzzi when it was too hot to be on the beach ! The backyard is lovely because it’s closed off and very private ! The house also had multiple beach chairs and a wagon and umbrellas ! And about 4 or 5 bikes for riding around the neighborhood which was great. The kitchen had more than enough silverware and glasses/ dishes and had a coffee maker, tea kettle, and all other necessities. They also provide many beach towels if you don’t have your own which was nice to have extras ! The customer service center was great as they were very quick to respond to any questions we had ! Usually within the hour ! We were about a 7 min drive to siesta key beach but due to red tide we didn’t go there much and went to lido beach more often, which was still about a 18 min drive so it was bad either ! Overall I would definitely stay here again and recommend to families ! Check out was also very easy !
Stayed 10 nights in Aug 2021
Verified

10/10 Excellent

Terry P.

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

Perfect Home for Us

Our family of 12 enjoyed staying at Casa Leone so much! This was our first family vacation to the gulf coast. The house was very clean and was well-stocked with everything we needed for our stay. We all enjoyed the pool and spa daily especially with the presence of red tide in the ocean our entire week. The beach towels, toys, chairs, bicycles and wagon were all so nice to have provided for us. Also a special thanks to Cottages on the Key for the gourmet cupcakes we received on our arrival to Casa Leone.
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Verified traveller

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

Siesta Key vacation home

Wonderful family vacation! Siesta Keys beaches are absolutely beautiful and the sand is so soft and cool. The water was warm and emerald green. The local eating establishments were so good and little shops were quaint. The house was perfect for our vacation with all the amenities and comforts of home. The neighborhood, landscaping, pool and hot tub were a wonderful addition. Beds and pillows were super comfy. We appreciated the beach chairs and beach cart as well. The welcoming cupcakes were the perfect personal touch!!
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Yanira P.

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

Hurricane Elsa Retreat

Casa Leone is exactly as portrayed on VRBO-A Tropical Oasis! It is located in a beautiful upscale neighborhood just a short walk from the bay. The house perfectly accommodated all 9 of us. We enjoyed the pool, hot spa and grill all while being surrounded by the most amazing palm trees and tropical vegetation. The kitchen was pretty well equipped except for sharp knives, spices and storage containers for leftovers. We had a few minor issues which were immediately addressed in less than a couple of hours . Management is top notch and accessible with friendly staff. The best part of our stay was celebrating our 25th wedding anniversary at St. Michael's with our family and enjoying the beautiful beach. We highly recommend beach access 5 or 7 if you like less of a crowd. We survived Hurricane Elsa in this lovely home and felt safe with all the protocol management put into place by sending staff to secure all large outdoor objects. We highly recommend this house! We are very thankful to the Cottages Management whom helped make our stay a pleasurable one.
Stayed 14 nights in Jun 2021
Verified

4/10 Poor

Verified traveller

Liked: Check-in, communication
Disliked: Cleanliness, location, listing accuracy

Maintenance SEVERELY Needed

Maintenance needs to come in and do a check of house. Porch railings loose and falling off, several kitchen cupboards are falling off, backyard lights didn't work, pool lights didn't work, shower heads don't work properly, and house needs a deep cleaning including washing walls and woodwork. Our biggest complaint is I feel the "walk to the beach" is very falsely advertised. It is not a 2 minute walk to the beach at all. I even asked after a trip down in March, and was reassured it was. Overall we liked the house. But would not stay there again. Too much money, for that specific house and proximity to the beach.
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Lydia H.

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

Absolute paradise

The property and surrounding area are simply stunning. We found the house to be super clean and inviting. We spent most of our time in the pool. There was plenty of cooking utensils. The times I reached out to the property managers, I was responded to super quickly. The only recommendation I would make to future guests is bringing a gallon or two of water, as the water on the key is a little funky.
Stayed 7 nights in Apr 2021

About the host

Hosted by The Cottages on the Key, Inc.

Host profile image

What makes this property unique

An absolute one of a kind, limited edition Siesta Key home with a private heated pool and spa! Just minutes from Siesta Key Village and just a short drive to Siesta Key Beach! Casa Leone is ideal for family get togethers and romantic getaways alike.

Languages:

English, French, German, Dutch

Premier Host

They consistently provide great experiences for their guests
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