Perched along the water, this vacation home features 5 bedrooms and 3 bathrooms, accommodating 16 guests. Enjoy water views from the patio, and unwind in the hot tub. The property offers 1 bicycle and is pet-friendly, making it ideal for families. Explore Irma Beach and Siesta Key Beach during your stay.
Highlights
Private garden
A rare find — relax in the peaceful, private garden space.
Waterfront KEY home w/ Pool, HotTub, mins to beach
Minutes from the beach, marina, and village center, your tropical paradise awaits you at this bright, 5 bedroom 3 bathroom vacation rental house. This property boasts a private pool with jacuzzi tub. There’s even a putting green on site to polish your golf skills. Families can decide between enjoying the private pool, nearby beach, charter boats, eco tours, or shopping and dining. Challenge your guests to some friendly competition via the arcade Pac Man or Golden Tee Golf games located right in the lower level!
BRAND NEW 6 SEAT GOLF CART AVAILABLE FOR RENT! Street legal 6 seater cart with a 4+2 Seat cart configuration featuring Apple Car Play, rear camera, premium sound system, head/tail lights, turn signals, back seat folds down to hold beach chairs, groceries, etc. It has a 60-mile range and max speed of 25 mph.
Rental rates are: $700 /week $1800 /month Please inquire to reserve for your stay!
Upstairs: Bedroom 1- King Bed Bedroom 2- King Bed Bedroom 3- Two Twin Beds Downstairs: Bedroom 4- King Bed Bedroom 5- Two Twin XL over Queen Bunk Beds 2 Living Rooms! (2 Rollaway single beds available for use)
Weather Disclaimer: Pool temperatures may not fully reach the temperature the heater is set to if the outside air temperature is below 70 degrees.
House is located blocks from the Out of Doors Academy. Approximately 1 mile from the village area of Siesta Key and about 1 mile from the closest beach access.
As you step into this lovely home, you feel refreshed as you gaze up toward the open-air cathedral ceilings. Enter the living room to a plush new sofa and comfy loveseat set in front of a large flat-screen TV. For your viewing pleasure, watch your favorite movies, enjoy complimentary Youtube TV or local channel programming on Roku. Past the living area, you`ll find a beautifully appointed dining table with seating for 8 guests to enjoy a delicious meal.
The fully equipped kitchen offers ample granite countertop space for preparing a home-cooked meal while your travel companions join you. Enjoy the feast at the nearby dining table, while taking in the views of the natural setting as you dine. The chef in your group will appreciate the newly updated stainless-steel appliances.
Bask in the sun when you head out to the open and airy patio to take a refreshing swim in the sparkling, heated pool. Let your spa treatment continue as you progress into the soothing hot tub. Then dry off under the warm Florida sun as you soak up the rays on the plush chaise lounge chairs. Outdoor living at its best!
When hunger strikes, cookout on the gas grill and enjoy your lunch at the nearby patio table. Want a large family meal? Make use of the Crock Pot Slow Cooker. Brew your morning coffee using the provided Keurig coffee maker.
After a fun-filled day, retreat to one of the cozy bedrooms for a peaceful slumber. The master has a king bed, second bedroom a king, third bedroom a king, fourth has two twin beds, and the fifth has 2 Twin XL over Queen Bunk Beds. Room for everybody! What’s more, two twin rollaway beds are also provided featuring super comfy memory foam!
Your family can tour the key on the 5 provided “Beach Cruiser” bicycles parked in the garage awaiting your adventure. Beach chairs, beach umbrella, beach toys, beach wagon, pool toys, etc. are also included.
Pack lightly when you travel to this lovely home, as you`ll be able to refresh your laundry in the washer and dryer. No need to fumble with keys and lock boxes as this rental is equipped with quick & easy keyless entry.
Outside:
The home is set back from the street with a deep, palm-filled front yard. Behind the house are a shady pool, hot tub, and putting green! The house is at the end of a private canal and driveway parking.
Inside:
The updated, top-of-the-line, windowed kitchen is fitted with stainless steel appliances, Keurig and all useful gadgets, and terrific cooking and eating counter space. The kitchen storage exceeds any renter`s needs!
The kitchen is open to the dining/living room, with large dining area, TV, working fireplace, and pool views. The entire living room opens through sliding doors to the balcony above the patio with a lovely view of the canal, with another roomy dining table and separate seating area. Proximity to the living room is ideal for entertaining: opening the sliding door brings the outside into the whole living space, and island breezes fill the porch all evening. Off the porch, back stairs lead directly to the pool area.
This newly renovated upper-level home has been meticulously updated and appointed to highlight its open layout and airy entertaining space. A vacation-ready Siesta Key pool & canal residence, the house is elevated on a corner waterfront lot in a prime, quiet neighborhood minute from the beach.
Siesta Beach continues to rank highly on the “Top Beach” lists curated by worldwide travelers and renowned coastal experts. Its nearly 100% quartz-crystal sand, dubbed the “world’s finest, whitest sand”, never gets hot under the Gulf Coast sun and tropical weather.
Siesta Key Beach named by TripAdvisor as the top beach in the U.S.! $25 Pet fee per pet, per night
Additional $200 per week or $500 per month to heat pool to the optimal and desired temperature of 88 degrees!
24-hour outdoor camera and remote security team monitoring not actively monitored Noise detection sensors installed in property – These devices monitor decibel levels inside the property 24 hours a day and automatically notify us if noise levels are too high.
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Pets allowed: dogs less than 23 kg per pet (limit 5 pets total)
default
Smoking
Smoking is not permitted
$25 Pet fee per pet, per night
Additional $200 per week or $500 per month to heat pool to the optimal and desired temperature of 88 degrees!
24-hour
Important information
You need to know
Property # 3734169vb
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Siesta Key
Located on the waterfront, this holiday home is in Bailey Hall, a neighbourhood in Siesta Key. 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. Consider Sarasota Fairgrounds & Robarts Arena for a night out or Mote Marine Laboratory & Aquarium if you're travelling with kids.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 29 min drive
Restaurants
Circle K - 13 min walk
Gilligan's Island Bar & Grill - 17 min walk
Siesta Beach Pavilion - 5 min drive
Siesta Key Oyster Bar - 17 min walk
Daiquiri Deck Siesta Key Village - 17 min walk
Frequently asked questions
Does Waterfront KEY home w/ Pool, HotTub, mins to beach have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is Waterfront KEY home w/ Pool, HotTub, mins to beach pet-friendly?
Yes, this property allows dogs (limit 5 total) with a maximum weight of up to 23 kg per pet.
How much is parking at Waterfront KEY home w/ Pool, HotTub, mins to beach?
On-site parking is available at the property.
What time is check-in at Waterfront KEY home w/ Pool, HotTub, mins to beach?
Check-in begins at 4:00 PM.
What time is check-out at Waterfront KEY home w/ Pool, HotTub, mins to beach?
Checkout is at 11:00 AM.
Where is Waterfront KEY home w/ Pool, HotTub, mins to beach located?
This family-friendly Siesta Key holiday home is located on the waterfront, within 1 mi (2 km) of Irma Beach and Siesta Key Beach. Shell Beach and Siesta Key Farmers Market are also within 1 mile (2 km).
Reviews
9.2
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
It was bigger than we expected. Plenty of rooms and beds. Very clean and well setup. I would recommend this place to anyone looking for somewhere to stay.
11 of us went for a girls trip and had an amazing time. The house is absolutely beautiful. The house was very clean with the perfect amount of space for the 11 of us. The pool was perfect for a relaxing day. The neighborhood was very nice and quiet. Would stay again!
What a beautiful property! I did however notice first alert cameras in the unit and put those away until we left, so I hope that was okay.. a lil embarrassing, but I didn’t really trip if yall use that when ur there.
Stayed 6 nights in Mar 2025
Response from VrboOwner on 28 April 2025
Hi Bruce, we're so glad you enjoyed your stay! There are absolutely no cameras inside the home. There are smoke detectors and carbon monoxide detectors but zero cameras inside.
I stayed here with 12 women for a girls trip and we had an amazing time! We wished it had been a bit closer to the beach (about a 20 min walk) but it wasn't too far with all the means of transport around the island including trolleys who work on cash tips and ubers. It was about a 15 min walk to the downtown strip. The house was very spacious and clean, it looked even better in person and was decorated well. The only comment is the house is listed to sleep 14 people and I am happy we only had 12. The beds comfortably sleep 8 and then there are 2 roll-away cots and 2 pull-out couches. The cots were OK. One of them was fine and the other folded into itself so not very comfortable. The downstairs did not have a pull out but more of a couch that can be used as a bed on the cushions. Luckily it wasn't really an issue for our group. But there were not enough blankets and pillows, had we needed to utilize all of the extra sleeping spaces. Also, the listing advertised 13 bikes, and there were not as many working locks as we needed to use the bikes so we didn't really get to utilize those. The pool and hot tub were great we loved spending time outside. The neighborhood was also quiet but anyone we encountered was very friendly. We would absolutely stay here again and we cant wait to go back to Siesta Key!
Stayed 4 nights in May 2024
Verified review
4/10 Poor
Andrew W.
4 June 2025
Liked: Cleanliness, check-in, listing accuracy
Disliked: Communication, location
Great house, terrible management team. Be aware, the home across the street is being torn down. For my stay that meant the daily 7 am wake up call of concrete slab being jackhammered out and dropped into a dump truck. For future stays it will mean the sounds associated with the new build. Of more importance is terrible property management company. The AC went out, in response the management team scheduled its repair after my departure was scheduled, and asked me to stay to let the service people in (11 am check out, they set the appointment for 4:30- 5 pm). Writing this, I still find it hard to believe that was what they proposed. Moreover, the locks automatically deactivate your code at 11 am. For me this meant that I had to spend a half hour waiting to get back in for something that was left inside (I would have thought this would be resolved in 5 minutes). Finally, the management team promised calls back to address these concerns, yet they did not call back. It is clear that this management team is there to do nothing more than apologize and try to get the customer off the phone without any action being taken to resolve issues. I would be sure to avoid staying until the owner replaces the property management team.
Stayed 4 nights in May 2025
Response from VrboOwner on 24 June 2025
Hi Andrew! Thank you so much for your feedback, our team strives to provide a 5 star experience for all of our guests and that is always the case at this beautiful home on the key. I'm sure you can understand that, unfortunately, we have absolutely no control over what construction is being done at other nearby homes. Construction crews should abide by quiet hours, but other than that we are not able to prevent our neighbors from doing work on their home. We truly apologize for the issue with the AC, the issue was brought to our attention by you at 10:38 AM on the day of your departure and of course, check out is at 11 AM. Our technicians were notified immediately but were not able to get there within 22 minutes so we scheduled the service for after your check out. We would not expect you to be present as you were checking out at 11. Finally, as clearly mentioned in our check out instructions, check out is promptly at 11 AM. The locks are automatically set to change the code at 11:15 AM for security purposes. We provide a 15 minute grace period to make sure you have all your belongings and are checked out successfully. Our team was happy to update the code and allow you to go back inside to get your belonging, once we were made aware at 11:21 AM that you needed access. Thank you, Sundown Vista Team