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Siesta Key's "Toes in the Water" House – Pet-Friendly, Luxury Home w/ Private Pool, Steps to Beach!

Vacation home with private pool, 6-minute walk to Siesta Key Beach

Photo gallery for Siesta Key's "Toes in the Water" House – Pet-Friendly, Luxury Home w/ Private Pool, Steps to Beach!

Private lap pool with waterfall. Pool heat available too.
Plenty of covered, patio seating with stacked sliders. New porcelain wood tiling has replaced the square tile flooring
Enjoy dining outdoors under the beautiful Sarasota skies!
Make yourself comty in front of the Big Screen! WiFi & Cable Included plus YouTube TV (New sectional added, new pics to come)
Breakfast granite bar, new appliances and plenty of dishes for a family of 8

Reviews

10 out of 10, Loved by Guests
3 bedrooms2 bathroomsSleeps 62428 sq ft

Popular amenities

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

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Beach
    ‪3 min walk‬
  • Place, Siesta Key Beach Playground
    ‪11 min walk‬
  • Place, Siesta Key Farmers Market
    ‪17 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪22 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Guest bedroom #1

1 King Bed

Guest bedroom #2

4 Twin Bunk Beds

Master

1 King Bed

2 bathrooms

Hall

Toilet · Shower only

Master

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Dining area

About this property

Siesta Key's "Toes in the Water" House – Pet-Friendly, Luxury Home w/ Private Pool, Steps to Beach!

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savings
Toes in the Water | Private Pool Home on Siesta Key

Just a 4-minute walk from Siesta Key Beach, Toes in the Water is a charming 3-bedroom, 2-bath pool home offering a bright, inviting atmosphere and all the comforts of coastal living. Enjoy close proximity to Siesta Key Village for dining, shopping, and entertainment.

New furnishings throughout! Updated photos coming soon.

Home Highlights
-3 bedrooms, 2 bathrooms
-Private pool with optional winter heating (additional charge)
-Open living room with comfortable seating and big-screen TV
-Dining area for 6 plus additional breakfast and bistro seating
-YouTube TV provided
-Fully equipped kitchen with granite counters, new stainless appliances, and ample cookware
-Lanai with outdoor dining area, seating, TV, and BBQ grill
-2-car garage with washer and dryer
-Pool toys, beach chairs, and WiFi included

Bedrooms & Bathrooms
-Master Bedrooms
-King-sized beds with Roku TVs
-One master features a remodeled en-suite bathroom

Third Bedroom
-Bunk bed with trundle day bed

Outdoor Features
-Large lap pool with two chaise loungers and a small café table
-Optional pool heating available in winter months (additional charge)
-Screened lanai with outdoor dining and TV
-BBQ grill

Pet Policy
-One small, well-behaved dog allowed with prior approval and a non-refundable fee
-No cats allowed
This property is available for one rental per 30-day period in accordance with Sarasota County regulations. Feel free to reach out if you have any questions about how this may apply to your requested dates.
All pets must be approved so reach out to us first. Certain properties have weight and breed restrictions. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee per pet. Make sure to pick up after your dogs.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet friendly
Free WiFi

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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
Property # 4438478ha

About the neighborhood

Siesta Key

Located in Siesta Key, this vacation home is in the city center 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 Sarasota Kennel Club. Be sure to check out the area's animals with activities such as game walks and birdwatching.
View more Vacation Homes in Siesta KeyOpens in a new window
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 3 min walk - 0.3 km
  • Siesta Key Beach Playground - 11 min walk - 0.9 km
  • St. Boniface Episcopal Church Labyrinth - 13 min walk - 1.2 km
  • Siesta Key Farmers Market - 17 min walk - 1.5 km
  • Crescent Beach - 5 min drive - 4.1 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 31 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬8 min walk
  • ‪Siesta Key Snack Bar - ‬8 min walk
  • ‪Circle K - ‬18 min walk
  • ‪Gilligan's Island Bar & Grill - ‬14 min walk
  • ‪Siesta Key Oyster Bar - ‬15 min walk

Frequently asked questions

Does Siesta Key's "Toes in the Water" House – Pet-Friendly, Luxury Home w/ Private Pool, Steps to Beach! have a pool?

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

Is Siesta Key's "Toes in the Water" House – Pet-Friendly, Luxury Home w/ Private Pool, Steps to Beach! pet-friendly?

Yes, pets are allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Siesta Key's "Toes in the Water" House – Pet-Friendly, Luxury Home w/ Private Pool, Steps to Beach!?

Check-in begins at 3:00 PM.

What time is check-out at Siesta Key's "Toes in the Water" House – Pet-Friendly, Luxury Home w/ Private Pool, Steps to Beach!?

Check-out is at 10:00 AM.

Where is Siesta Key's "Toes in the Water" House – Pet-Friendly, Luxury Home w/ Private Pool, Steps to Beach! located?

Located in the heart of Siesta Key, this vacation home is within 1 mi (2 km) of Siesta Key Beach Playground and Siesta Key Beach. Siesta Key Farmers Market and St. Boniface Episcopal Church Labyrinth are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 14 out of 14 reviews
Rating 8 - Good. 0 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Larry T.

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

Excellent

Location and quality of property is great. We’ve stayed here previously and enjoyed it immensely!
Stayed 14 nights in May 2025

10/10 Excellent

Lauren B.

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

Great House!

We stayed at this house for the past month (Sept) and absolutely loved it! Perfect location for the beach and Siesta Key Village - highly recommend!
Stayed 32 nights in Sep 2023

10/10 Excellent

Lainie K.

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

Siesta Key Beach

We enjoyed the location close to the beach and loved the pool (once the pool heater was fixed). The beds were very comfortable, all new appliances and furniture, lots of pool towels, linens, beach chairs and wagon. We could walk to the village - and also rode our bikes in to town and on the beach. The kitchen was well stocked with everything we needed. The managers were easy to work with when we needed maintenance issues.
Stayed 28 nights in Apr 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Geoffrey V.

Great place, great rental company

The house, the location , the rental company are a perfect 5 star!!!! Maybe it's because they are smaller allowing them to be attentive? Whatever it is , my family and I will be renting with them next year.
Stayed 14 nights in Mar 2019
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Janice H.

The iTrip staff were the best.

The iTrip staff were the best. We rented a house for 6 weeks. Any time we had an issue the staff responded within the hour. The rental house was modest yet had all the amenities needed for an excellent vacation.
Stayed 42 nights in Jan 2019
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Lisa F.

Great home near the beach!

We live in the area but decided to treat some out-of-state guests to a week at the beach on Siesta Key. We had a great time despite the rainy weather. The home is just down a block or so from the beach - easy walking distance. It is nicely renovated inside. When we arrived, everything was ready for our party of seven. The home was nice and clean, and we had plenty of towels. The screened-in pool was beautiful with a nice glassed in lanai that could be opened up to the pool area. The kitchen was very well supplied. The beds were comfortable. We would definitely recommend this property to friends and family visiting Siesta Key. It was very nice being in a single family home instead of a condo. More privacy and we did not have to share the pool.
Stayed 8 nights in May 2017
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

The Best of the Best !

You know when your anxious and your expectations are high ! This house and the area met our expectations and did not disappoint ! We were here for 30 days to decompress,. and WE DID ! The house was very clean, well supplied and comfortable. The beach was down the street and you were able to stretch out. and it was not blanket to blanket. After the beach there's nothing like a refreshing pool to relax you even more. Siesta village was easy to get to and had great restaurants , shops and people watching ! Just a few minor problems with the TV ...a phone call and the next day fixed and problem solved ! The I trip office in Siesta Key was amazingly attentive to their clients and very friendly. We appreciated it so much !! WE WILL BE BACK !!
Stayed 29 nights in Apr 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Bonita K.

SiestaKey Del Mar

We enjoyed our month long stay, the upgrades to the kitchen and bathrooms were great! Whenever I had a small problem , they were quick to send a repair man over STAT! Very courteous phone contacts. Thank you!!
Stayed 31 nights in Oct 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

McDuffie N.

Great location; beautiful house

We were very happy with this rental. We’ve been renting houses in Siesta Key for years and this is the best one. The location was perfect. The proximity to the beach was exactly what we wanted. The house is beautiful. The pool off the porch was screened, so no mosquitoes. And the lot feels very private. The kitchen was better equipped than most rental houses. You can actually prepare a real meal with sharp knives, good pots and pans. Also, the house was well stocked with beach items. We’ll definitely come back.
Stayed 31 nights in Jul 2022

10/10 Excellent

Lori A.

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

Exactly what we hoped for!

The location of this property is perfect. The house well-equipped for all of us. We slept slept well and every day walked to the beach, to town, or both. We hope to come again next year! Impressed with the staff who answered any concerns immediately (even over holiday weekend). Pool guys, lawn guys, sprinkler system, sanitation system, neighborhood etc..very well kept. Loved it !
Stayed 28 nights in May 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Scott H.

Great

Great rental house!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Robert M.

Jerry was great he was there very promptly when something needed fixed.

Jerry was great he was there very promptly when something needed fixed.Thank you Jerry!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Great Property!

We loved our stay in Siesta Key: the beach, the vibe, the location and ease of commute and the house! The place is managed/hosted by itrip vacations and communication was spot on, even delighted us with a small welcome gift for kids. The place was nice, relaxing and equipped with all essentials & fully stocked kitchen. The pool area and pool were very nice, and even though the light in pool didn’t work, we enjoyed it so much with the kids at day— we were tired to use it at night. Best of all— only a short walk to the wonderful beach and a short commute to downtown Siesta key or Sarasota.
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Vladimir K.

Great Vacation

We had a great time on the Siesta Key in the house next to the Siesta Key white sand Beach! The house is located close to the beach - no more then 5 min of slow walk. House is in pretty good condition. It has a garage where washer/dryer are located. From the garage you enter a kitchen, so you do not need to walk around the house to put your grocery into the fridge. Garage can be opened only from inside. IT will be nice to add a garage opener. The kitchen is connected to open big room which combines dinning and living space. There are a big TV with Xfinity connection and big L-shaped couch. There two spacious bedrooms with attached bathroom and big master suite. There is a door to the patio from master suite. The patio is divide into two parts- one - under the roof where you can sit comfortable and enjoy the company and another one - pool area. Pool is great it is about 13 yards long and and the deepest part is about 5 feet. Water has temperature control which is pretty nice when you come back from the beach. We will definitely consider to rent this house next time when we will come to Siesta Key Beach again!
Stayed 10 nights in Aug 2017

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