Adorable Condo -- On Beach and Bay, 2 Bdr/2bath Ground Floor

city of Siesta Key Vacation Rentals
from/per night $199
  • Sleeps 4
  • 2 Bedrooms
  • 2 Bathrooms
  • 1200 sqft.
  • Accessible


Our adorable unit Casita Siesta - is located at Gulf & Bay Bayside on Siesta Key, on the bay just south of Sarasota and with private beach access to world-famous Siesta Key Beach. It is a lovely 2 bdr/2 bath unit with a spacious living room and sunny lanai. The master bedroom has full bathroom en suite and french doors to the lanai. It is just steps from a beautiful water view of the bay. The complex is a gated resort community featuring unique "Old Key West style" condominiums only a 5-10 minute walk to the sugary white sands of the beach -- rated the top US beach again this year by Trip Advisor and one of the 10 most beautiful beaches in the world. (Its powdery white sand of pure quartz crystal won't burn your feet even on the hottes...

Read More
Click Here to Watch a Video Tour


  • Balcony
  • Beach Chairs
  • Deck / Patio
  • Outdoor Furniture
  • Tennis
  • Water Sports Gear
  • Books
  • DVD Player
  • Games
  • Satellite / Cable
  • TV
  • Air Conditioning
  • Bed Linens Provided
  • Dryer
  • Fitness Room / Equipment
  • Hair Dryer
  • Heating
  • Iron & Board
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • Garage
  • Living Room
  • Parking
  • Telephone
  • Blender
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Grill
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Communal Pool
  • Heated Pool
  • Pool
  • Private Pool
  • Budget Friendly
  • Children welcome
  • Snowbird & Monthly Stay Rental
  • Wheelchair Accessible
  • Activities / Restaurants Guide
  • Alarm Clock
  • Beach Umbrellas
  • Cooking Utensils
  • Dining Area
  • Fish Cleaning Table
  • Freezer
  • Gated Entry
  • Lanai / Gazebo
  • Outdoor Gas Grill
  • Terrace / Balcony

Location Info

Siesta Key is a barrier island off the southwest coast of the U.S. state of Florida, located between Roberts Bay and the Gulf of Mexico. A portion of it lies within the city boundary of Sarasota, but the majority of the key is a census-designated place (CDP) in Sarasota County.

Rates & Fees

Nightly rates range from $199.00 to $300.00

From To Minimum Stay Nightly Rate
2024-04-06 2024-05-03 0 nights $271.00
2024-05-04 2024-06-28 0 nights $199.00
2024-06-29 2024-07-05 0 nights $300.00
2024-07-06 2024-11-22 7 nights $199.00
2024-11-23 2024-11-29 7 nights $300.00
2024-11-30 2024-12-20 7 nights $271.00
2024-12-21 2025-01-03 7 nights $300.00


About Owner

We are Vermonters and both grew up in New England. We started coming to FL when our two girls were young to escape the cold Vermont winters. We've come ever since for a week here or there in the dead of winter. Siesta Key has always been the favorite for our family and our visitors alike. Once people experience the key, they seem to continue to come back regularly. We both work up north so can't be there as much as we'd like, but are thrilled to be part of the Gulf & Bay Bayside community. It really has a neighborhood feel -- not a high rise or hotel vibe. We want to share our new FL casita with you!


Check-In Time : 04:00 PM
Check-Out Time : 10:00 AM
  • Suitable for Children

General Policies

Check in is at office at entrance. If after hours -- or weekends in off-season -- keys and info packet will be in gatehouse under your name.

House Rules

No Parties / Events AllowedNo SmokingNo PetsFirst floor with parking and garage attached -- right next to condo entrance.

Terms & Conditions

Cancellation Policy

*The guest pays a $750 down payment.

*The balance is due 60 days prior to arrival if staying less than 4 weeks
*50% is due 90 days prior to arrival for reservations of four weeks or more and the other 50% at 60 days.
*The cancellation date for a refund is 90 days prior to arrival.
*There is a $150 non refundable cancellation admin fee for any cancellation after deposit has been paid -- no matter when cancellation occurs.

Slightly higher rates apply to holiday periods.
Returning guests have first option on renting same period in the following year.


(Based on 21 reviews)
- 08/23/2022 -

Wonderful stay

"The place was nothing short of amazing. Super close to the beach and the village. Loved it. Only regret is not staying longer. 5 stars!! "

- 05/26/2022 -

Thank you for the hospitality.

"We have stayed at this Unit 1344 in the first week of May, 2022. First of all, I would like to thank the owners of this Unit for their hospitality. Dave was always extremely nice and helpful. Also the management was great! We worked with Carla and she also was very helpful and super nice. The whole complex is an amazing place! It is very clean and very well taking care of. The pool is nice and the Waterway is a beauty on it's own! It's great for a walk in the evening! Unit 1344 has everything that you might need for your stay. The walk to the beach is pretty short and very pleasant. And the beach is fabulous!!!! An absolute clear water and always cool and white sand! And there is no words to describe the stunning sunset! This place is a gem and a real Paradise!!! Thank you once again, dear Dave. We have already booked a week for the next year!!! "

- 05/17/2022 -

Girls Vacation 2022

"This Condo is amazing! Right across from the pool in a Beautiful,quiet, gated community across the street from the amazing private Siesta Key beach! This condo was spotless the owner is amazing to deal with and always replies in a timely manner. This is my second time in this condo but will not be the last! Love Siesta and all it has to offer! Thank you for yet another amazing vacation! Be back soon! ~ Kelly "

- 04/06/2022 -

Best Vacation Rental!!

"Our stay at Gulf and Bay Bayside couldn't have been better! Our unit was clean and very comfortable! We enjoyed being on the ground floor as the location was perfect and we were right across from the big pool and the tropical garden view off the lanai was peaceful. We had plenty of room in the unit and the two full baths made it an exceptional choice having guests. It was the best of both worlds having the pool out our front door and Siesta Key beach right across the street! No hassle parking!! We can't wait to return to Siesta Key! "

- 03/24/2022 -

Great condo!

"Loved staying at this condo!! I visit siesta key often and this property is always top choice..high recommend it! "

Read More

Sign In

Not registered yet?
Click here for traveler sign up
Click here for host sign up
Select your Account Type :
You will receive an email containing a link allowing you to reset your password to a new preferred one.


Already have an account?