Poolside Bliss & Powder Sand: Your Gateway to Siesta Key Living at Bay Oaks
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Charming Ground Floor Condo in Bay Oaks | Walk to Crescent Beach
Just 0.7 miles from Crescent Beach Public Access, this updated 2-bedroom, 1-bath condo in the desirable Bay Oaks community offers the perfect mix of comfort and coastal charm. With 789 sq. ft. of modern furnishings, a screened patio, and access to resort-style amenities, it’s an ideal island escape.
LOCATION HIGHLIGHTS:
- Located in popular Bay Oaks, featured on HGTV multiple times- Private fishing pier – perfect for sunrises and dolphin watching
- Communal laundry facilities (no in-unit washer/dryer)
- Just 0.7 miles to Crescent Beach, 7-minute bike ride to Siesta Beach
- 0.7 miles to Crescent Beach Public Access
- 7-minute bike ride or FREE shuttle to Siesta Key Beach (#1 in the U.S.)
- Close to: Restaurants, shops, and entertainment in Siesta Key Village
PROPERTY FEATURES:
- 2 Bedroom/ 1 Bathroom Condo (789 sq ft)
- Dedicated wifi with a smart TV for streaming
- Central A/C
- Screened patio and outdoor furnishing
- Linens and towels provided
LIVING ROOM:
- Smart TV for streaming
- Dedicated wifi
- Blu-ray DVD player
- Access to screened patio with outdoor dining set
- Open living/dining area makes entertaining easy
KITCHEN AND DINING:
- Open concept layout
- Full kitchen with granite countertops, built-in microwave, stainless stove/oven, fridge and dishwasher
- Fully stocked with cookware, pots, pans, utensils (no consumables provided)
- Dining table for 4 + breakfast bar for 2
BEDROOMS AND BATHROOMS:
- Master Bedroom: Queen-sized bed with new white wood furniture, two closets, ceiling fans, smart TV for streaming apps (23")
- Guest Bedroom: Solid wood bunk bed (twin top, full bottom), bonus extra twin mattress (stored under bed), wardrobe armoire (no closet)
- Bathroom: Updated with Corian countertop, large, step-in tiled shower
EXTRA PERKS:
- Fishing poles provided
- Complimentary beach items provided: a couple of beach chairs, beach umbrella. and beach towels
NEARBY FAVORITES:
- Clayton’s Grill, Miguel’s, Captain Curt’s, Anna’s Deli, Orange Octopus, Crescent Beach Grocery, and more within walking distance
- Boat & water sport rentals nearby
- Post office close by for sending postcards home
IMPORTANT INFO:
- Smoke-free, pet-free property
- No in-unit washer/dryer (community laundry available)
- Rental registration form required
- HOA restrictions apply:
- No boats, trailers, motorcycles, jet skis, golf carts, or oversized/commercial vehicles unless approved
- No access to the private beach entrance across the street
BOOK YOUR STAY TODAY AND START MAKING MEMORIES BY THE SHORE!
We help make the most of your vacation by providing Xplorie's Free Admission to some of the area’s top attractions each and every day including a choice of a free bike rental, kayak rental, a dolphin cruise tour, or admission to the Ringling Museum ! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Limited to one activity for just one person each day (other members of the group can partake but will need to pay). Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! Book now for an amazing vacation experience! Activities are subject to change and based on availability; non-cumulative and non-transferrable.
Feel free to book for a month or longer but Xplorie is not available for booking 25 days or longer.
IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.
IMPORTANT:
Carport repair and paving project scheduled to start end of April/early May, 2026. Parking will be disrupted. Please each out for more info.
Add dates for prices
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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 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Siesta Key
Located in Siesta Key, this condo is in the city centre 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 Stardust Event Center. Jet skiing, kayaking and sailing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Siesta Key, FL
What's nearby
Siesta Key Beach - 5 min walk - 0.4 km
Siesta Key Marina - 14 min walk - 1.2 km
Crescent Beach - 14 min walk - 1.2 km
St. Boniface Episcopal Church Labyrinth - 20 min walk - 1.7 km
Siesta Key Beach Playground - 3 min drive - 2.1 km
Getting around
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 32 min drive
Restaurants
McDonald's - 3 min drive
Captain Curt's Crab & Oyster Bar - 13 min walk
Gecko’s - 3 min drive
Daiquiri Deck South Siesta Key - 13 min walk
The Sniki Tiki - 13 min walk
Frequently asked questions
Does Poolside Bliss & Powder Sand: Your Gateway to Siesta Key Living at Bay Oaks have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Poolside Bliss & Powder Sand: Your Gateway to Siesta Key Living at Bay Oaks?
As of 10 May 2026, prices found for a 1-night stay for 2 adults at Poolside Bliss & Powder Sand: Your Gateway to Siesta Key Living at Bay Oaks on 14 August 2026 start from NZ$367, 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.
Is Poolside Bliss & Powder Sand: Your Gateway to Siesta Key Living at Bay Oaks pet-friendly?
No, pets are not allowed at this property.
How much is parking at Poolside Bliss & Powder Sand: Your Gateway to Siesta Key Living at Bay Oaks?
On-site parking is available at the property.
What time is check-in at Poolside Bliss & Powder Sand: Your Gateway to Siesta Key Living at Bay Oaks?
Check-in begins at 3:00 PM.
What time is check-out at Poolside Bliss & Powder Sand: Your Gateway to Siesta Key Living at Bay Oaks?
Checkout is at 10:00 AM.
Where is Poolside Bliss & Powder Sand: Your Gateway to Siesta Key Living at Bay Oaks located?
Located in the heart of Siesta Key, this condo building is within a 15-minute walk of Siesta Key Beach and Crescent Beach. Siesta Key Marina and St. Boniface Episcopal Church Labyrinth are also within 1 mile (2 km).
Reviews
9.0
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Thank you for your feedback. We’re sorry to hear the property did not meet expectations and appreciate your comments. We’re always looking for ways to improve and hope to have the opportunity to host you again.
iTrip Sarasota and Venice
Had a great stay! Friendly people and even caught quite a few fish off the pier. Swimming pool is nice. And like other reviews, mattresses do need replacing, way too soft, made my own bed on the floor. Minor details, Great Stay!
Joe I.
Stayed 7 nights in Mar 2025
Response from VrboOwner on 25 March 2025
Hi Joe, thank you so much for your review. We are glad you had a good experience and enjoyed the friendly atmosphere, fishing off the pier, and the pool!
Our team will evaluate the mattresses and share this with the owner for future improvements.
Thanks again for staying with us, and we’d love to host you again in the future!
Best Regards,
Anh, iTrip Sarasota and Venice
Over all our stay was good. But the beds we not comfortable so we didn’t sleep well
Tricia L.
Stayed 7 nights in May 2024
Response from VrboOwner on 28 June 2024
Hey Tricia!
Thank you for letting us know about the beds. We will evaluate them. Would you be so kind as to let us know what about them that were uncomfortable? We would appreciate it.
Thanks for staying with us,
Anh, iTrip Sarasota and Venice
From a partner site
10/10 Excellent
Julia B.
15 October 2023
Great vacation
We had a great time at the condo. The communication was super easy and quick and the place looks exactly like it does in the pictures. The beach was in walking distance and the pool was a hit with the kids! It had everything you needed and more. Would absolutely recommend staying there
Nice size unit with all the necessary items for a great stay. The grounds and pool areas were nicely kept and pleasant. Access to the beach was within walking distance from our unit although a bit far if you are carrying chairs and a cooler.
Larry S.
Stayed 7 nights in Jun 2023
Response from VrboOwner on 28 July 2023
Thank you for your review!
-Anh, iTrip Sarasota and Venice
My family and I had the most memorable and best vacation in siesta key! Condo was awesome for my elderly mother and two boys under 12. With central access to our parking spot , the dock, and the pool. I would completely recommend and come back to this condo. Thank you for everything!
Tristy A.
Stayed 8 nights in Jun 2022
Response from VrboOwner on 22 July 2022
Thanks Tristy! You are welcome back anytime!
Best Regards,
Anh, iTrip Sarasota and Venice
From a partner site
10/10 Excellent
molly b.
10 July 2023
Condo ☀️☀️☀️☀️☀️
We had a wonderful stay at Bay Oaks.
Took full advantage of the tennis and proximity to everything in Siesta!
We had a minor maintenance issue which was resolved within an hour.
Will def come back!
☀️??
molly b.
Stayed 7 nights in Apr 2023
Response from VrboOwner on 10 July 2023
We appreciate you staying with us!
Thank you,
Anh, iTrip Sarasota Beach Vacations
From a partner site
10/10 Excellent
Lesley
27 November 2024
Super Charming
Our unit was very, very clean and up to date. All the appliances were new, including the bathroom. I loved the way it was tastefully decorated, and supplied with beach towels and beach chairs and umbrellas. It was just a few steps to the pool and inter coastal where there was a dock with a deck for fishing and relaxing. Also just a 5 minute drive to the pristine public beach. We lucked out!
The condo was very nice. It is off season so is was quiet which we enjoyed. I was disappointed in the silverware, it was very dirty. I did notify the host and they did apologize and iffer offer us a few attractions. I also would have preferred z different color cover for the couchs, was afaid of putting a mark on them as thy were all white.
Betsy Q.
Stayed 7 nights in Aug 2024
Response from VrboOwner on 3 September 2024
Dear Betsy,
Thank you for your feedback! We're glad to hear that you enjoyed the quiet atmosphere and found the condo to be nice. We apologize again for the issue with the silverware and appreciate you bringing it to our attention so we could address it. Your suggestion about the couch covers is noted and will be relayed to the owner.
We hope to have the chance to welcome you back in the future and provide an even better experience!
Thank you,
Anh, iTrip Sarasota and Venice
All was good except we did not have a key fab left in the room for pool area. Then when they finally brought one it did not work. We did not get a working key fab for the pool area until 2 mornings before we left
Debra L.
Stayed 7 nights in Mar 2023
Response from VrboOwner on 6 April 2023
So sorry about the key fob issues Debra! Rest assured, we took the key fobs to the onsite office and made sure they work. I hope this doesn't deter you from rebooking with us as we would love to host you again.
Best Regards,
Anh, iTrip Sarasota Beach Vacations
Verified
6/10 Okay
Jennifer S.
22 April 2022
Liked: Check-in, communication, location
Place was fine if you are not a beach goer
Property managers were excellent and quick to respond with any inquiries. The place is MUCH further than the 7 minute walk, as advertised. Something to consider if you plan to spend your days on the beach. Carrying chairs and a cooler was a chore. The pier was nice for sipping morning coffee. Accommodations were clean (other than the bedroom carpet) and the lanai needed a deep cleaning and decluttering! The rugs were shredding apart and it was packed with forgot/no longer wanted items from previous guests. Kitchen had more than enough dishes and small appliances for the week. Almost too much.
Jennifer S.
Stayed 7 nights in Mar 2022
Response from VrboOwner on 24 May 2022
Thanks for staying with us Jennifer! We do advertise that the beach is about .7 miles from the condo. So its more of a 12 minute walk. There are also free trolleys if you don't feel like walking. The carpets are cleaned every turnover but we do have them professionally steamed cleaned regularly as heavy traffic stains the floors. We like to leave guests items that we think would be useful but sometimes, less is more. We will re-evaluate those items and make it less cluttered.
Best Regards,
Anh, iTrip Sarasota and Venice
L'emplacement, l'intérieur, l'extérieur, le calme, la propreté, le service, la communication tout y était pour que notre famille (2 enfants en bas âge, 2 adultes et 2 grand-parents) passe une excellente semaine de vacance sans tracas. Nous reprendrons assurément cette unité.
Julien V.
Stayed 9 nights in Nov 2022
From a partner site
10/10 Excellent
Ernest
13 June 2022
More than We Expected
Everything we needed & much more than we expected. Lovely & clean. Great location
Ernest
From a partner site
10/10 Excellent
Stacey S.
24 March 2022
Bay Oaks
Unit was updated, clean, and had plenty of room for our group. Within minutes of beach access and restaurants. We enjoyed our stay.
Thank you for your review Sheldon, we hope to see you again!
Verified
8/10 Good
Myrna J.
12 March 2022
Liked: Check-in, communication
Acceptable/adequate for two weeks, but needs some TLC
The communications with the property manager was excellent! The check in information and process was excellent! The BAY OAKS complex needs TLC. The C11 unit itself has a very nice tiny kitchen, nice shower, and dining area. The larger bedroom is sufficient, with more than adequate storage and hangers. The 2nd bedroom is Hot. (This unit needs New blinds/shades/window coverings and better seating in the living/den room.) The small screened in porch is messy. The laundry facilities worked well. The covered parking is very much appreciated. We enjoy the Siesta Key Midnight Pass area for the Crescent Beach and the Village and Gulf Gate area and all the great grouper and other foods and live entertainment. The trolley and scat bus makes transportation easier.
Myrna J.
Stayed 14 nights in Feb 2022
Response from VrboOwner on 23 May 2022
Thank you for your review, hope to see you again!
From a partner site
10/10 Excellent
Yuri
13 January 2022
5 Stars
Things we loved about our stay:
Beach towels; beach toys/fishing rods; back door; appliances in closet; hair dryer; plenty of silverware; big shower; location; new kitchen appliances
Yuri
From a partner site
8/10 Good
Ashlie G.
9 July 2021
Awesome place
We stayed for 1 week, was very clean. It was super accommodating to more than 6 people, we had 7 and everyone slept comfortably. Small kitchen but not an issue. Pool was clean and not terribly crowded. Not a quick walk to the beach tho as advertised , 26 minute minimum walk. With all your stuff it was very tiresome. Was nice to use the sun breeze trolly but if you didn’t have a mask, sorry about your luck! Overall very happy with our stay!
Ashlie G.
Stayed 7 nights in Jul 2021
About the host
Hosted by Owner / Property Manager
Languages:
English
Premier Host
They consistently provide great experiences for their guests