See all properties
Entire home

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

Choose dates to view prices

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

A heated pool
Outdoor dining
Property grounds
Dining
TV

Reviews

9.4 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 102264 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

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

Room options

You may also like

Ad

Staybridge Suites Sarasota - Bradenton Airport

Sarasota
  • Breakfast included
  • Business services
  • Kitchen
7.4 out of 10, Good, 3 reviews
$116 nightly
The price is $131
May 11 - May 12
Total with taxes and fees
Staybridge Suites Sarasota - Bradenton Airport

About the neighborhood

Siesta Key

Located in Bay Island within a short walk of Shell Beach, this vacation home is within a mile (2 km) of Irma Beach. The vacation home includes a private pool, a kitchen, and a balcony.
View more Vacation Homes in Siesta KeyOpens in a new window

What's nearby

  • Shell Beach - 11 min walk - 0.6 miles
  • Irma Beach - 3 min drive - 1.5 miles
  • St. Armands Circle - 17 min drive - 7.4 miles
  • Lido Beach - 17 min drive - 7.6 miles
  • Mote Marine Laboratory & Aquarium - 20 min drive - 8.9 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Walt's Fish Market - ‬4 min drive
  • ‪CinéBistro - ‬3 min drive
  • ‪Connors - ‬3 min drive
  • ‪Sonny's BBQ - ‬3 min drive

About this property

Entire place

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

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 Just minutes 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.
​​​​​​​
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!

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.
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a balcony. There's space to spread out with 4 bedrooms and a dining area. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a coffee maker.

Similar properties

Dining
Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba
Siesta Key Village
  • Pool
  • Kitchen
  • Washer
  • Dryer
9.6 out of 10, Exceptional, 58 reviews
$918 nightly
The price is $1,026
May 4 - May 5
Total with taxes and fees
Dog Friendly, Private Heated Pool, Steps to the Beach and Shops! -Aruba

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • 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

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Gas grill

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

Things to do

  • Heated pool
  • 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
  • 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,264 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

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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 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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 26

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Property is also known as

Casa Leone Only $99 Down
Casa Leone Ask About 99 Down
Casa Leone One of The Cottages on the Key
Casa Leone - Ask About $99 Down! Siesta Key
Casa Leone 4br/3ba w/ Private Heated Pool Spa!
Casa Leone - Ask About $99 Down! Private vacation home
503485

Frequently asked questions

What's there to do near this vacation home?

This vacation home is situated in Bay Island within a short 11-minute walk of Shell Beach. You'll also find Siesta Key Beach and Crescent Beach within a short drive.

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

Yes, there is a garage.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is a hot tub.

What amenities will couples enjoy at Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!?

Amenities that appeal to couples at this historic vacation home include a private pool and a kitchen along with a hot tub.

Does Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green! have a hot tub?

No, but guests can enjoy a heated pool at this vacation home.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

Although pets can't stay for free, they are welcome at this vacation home.

Does Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green! have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Sarasota-Bradenton Intl. Airport (SRQ), which is 8 mi away (18 minutes by car).

Are there rooms with balconies at Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!?

Yes, every house at Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green! comes with a balcony.

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

Reviews

9.4

Exceptional

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

Reviews

10/10 Excellent

danny h.

Liked: Cleanliness
very great people to work with. kitchen had all the cookware we needed!
Stayed 14 nights in Feb 2026

6/10 Okay

Heather W.

Liked: Cleanliness
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

10/10 Excellent

Cody M.

Liked: Cleanliness

Slice of Heaven

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

10/10 Excellent

Michelle B.

Stayed 10 nights in Sep 2024

8/10 Good

Loretta R.

Liked: Cleanliness
Stayed 6 nights in Feb 2024

10/10 Excellent

Rachel M., Westerville, OH

Liked: Cleanliness

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

6/10 Okay

Deborah D.

Average rental

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

10/10 Excellent

Kristin W.

Liked: Cleanliness

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

10/10 Excellent

Sandra S., Methuen, MA. USA

Liked: Cleanliness

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

10/10 Excellent

Verified traveler

Liked: Cleanliness

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

10/10 Excellent

Zaira R.

Liked: Cleanliness

Great place. Great location

Beautiful place
Stayed 7 nights in Apr 2022

10/10 Excellent

Misty K.

Liked: Cleanliness

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

10/10 Excellent

Joel B.

Liked: Cleanliness

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

10/10 Excellent

Laura P.

Liked: Cleanliness

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

8/10 Good

Michele P.

Liked: Cleanliness

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

10/10 Excellent

Diana M.

Liked: Cleanliness

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

10/10 Excellent

Terry P.

Liked: Cleanliness

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

10/10 Excellent

Verified traveler

Liked: Cleanliness

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

10/10 Excellent

Yanira P.

Liked: Cleanliness

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

4/10 Poor

Verified traveler

Disliked: Cleanliness

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

8/10 Good

Wanda M.

Liked: Cleanliness

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

10/10 Excellent

Lydia H.

Liked: Cleanliness

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

8/10 Good

Lisa S.

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

8/10 Good

John Z.

The property was not very clean; floors; had hair on them and windows were filthy.

Overall, we had a wonderful time. Bikes, towels, beach equipment, etc. was a wonderful addition. Suggestion: add more cable channels as it was very limited on selection. Additionally, some maintenance is needed to interior of home...walls, hand rails, and bathroom shower/tile.
Stayed 7 nights in Dec 2020

8/10 Good

Kristi O.

Liked: Cleanliness

Winter Get Away

First time to siesta Key. We enjoyed the adventures to the beach. We enjoyed the home having a pool and hot tub. Plenty of table and chairs for card games. Our family had a pleasant stay. Would recommend a few items for kitchen steak knives, Saran Wrap, and storage containers with lids. If any family members who are not good with stairs would not be a good fit. Loved having beach supplies and bikes available for our use a huge plus!
Stayed 7 nights in Jan 2021

Hotels