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1200 sq. ft. 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 hottest days!) It is great for walks or runs with 4 miles of expansive beach to explore. We have two large heated pools, and the unit is conveniently located right across from the larger pool. Two flat-screen TVs and free WIFI too!! The complex also has 2 excellent lighted tennis/pickle ball courts, a fitness room, sauna, barbecue grills, picnic tables and a clubhouse. WiFi is available throughout the complex and the main office has a PC and printer for boarding passes, etc. Additional highlights include a crushed shell walking paths surrounding the property with views of the Inter-coastal waterway and a private fishing pier! Free shuttles can take you into town, or it’s an easy 20-minute walk.
This spacious, first floor, two-bedroom unit is immaculately decorated in island style and can comfortably sleep 4. It has a fully equipped kitchen with a dining table that easily seats 4-6. The master bedroom has a king-sized bed and newly remodeled full ensuite bath. The second bedroom has a queen bed and closet and is cozy, but can sleep 2. There is a second full bath right outside the door. The comfortable living and dining areas are light and airy, and you can also eat or lounge out on the glass and screen-enclosed lanai. The unit has its own, brand new washer and dryer and there is an attached garage for beach gear, etc. We have beach chairs, a cart, beach toys , noodles, etc. for you too! Tennis rackets and balls as well. It’s a no smoking unit.
On the Key and nearby, there are abundant opportunities for active fun, such as volleyball, para sailing, jet-skiing, boating, fishing or golf…and for the quieter pleasures of shopping, visiting art galleries and museums, or dining at an astounding assortment of local restaurants. You’ll be close enough to walk to charming Siesta Village to enjoy restaurants and lively outdoor dining, shops, live music and dancing. Or you can simply kick back at home for peace and quiet. You are also a short drive from downtown Sarasota, and some of its main attractions some of which include the Ringling Museum, world-class golf courses, St. Armand's Circle, Mote Marine Aquarium and Selby Gardens. For kids, there are tons of activities and it is a great place for young families, teens and older couples alike!
We've stayed all over the key and this is the best value for your money to be sure! Enjoy this quiet, private island paradise! Accessible by car, and served by the airports in Sarasota, Fort Myers, Clearwater/St. Pete and Tampa.
RATES: Please contact Callum at Gulf Coast Property Mgmt. for rates. or c.valentine@
Unique Benefits
Just across from world class, award winning Siesta Key Beach and sits on intercoastal. All amenities of a full service resort with a small, friendly, neighborhood feel. Easy access to village restaurants, bars and nightlife. Condo has everything you would need for your stay and the beach.
Why Kids Love It
Pools, fishing, games and beach!!
Enjoying its reputation as one of America’s Best Beaches, Siesta Beach is made famous by its sugar-fine, quartz-white sand. A short jaunt from the public beach is a village of outdoor dining, coffee shops and shopping. Turtle Beach sits beyond the sea grapes on the Key’s southern end and is a popular site for launching kayaks. It is truly the quintessential Florida beach town. There’s fun to be had for young adults, but not too much fun to turn away families and more mature travelers.
Our gated community has all the amenities of a resort with a friendly, neighborhood vibe.
Beach, village, tennis, pools, bay, intercoastal waterway, fishing...
Our Favorite Places to Eat:
Siesta Key Oyster Bar
Ophelia's
Salty Dog
Turtles (By Turtle Beach)
Daquiri Deck
Flavio's
Off the Hook
Big Water Fish Market and Cafe
Blasie Cafe
The Cottages
Here's the inside scoop on a few things to do in the area:
Free yoga on the beach!
Sunset drum circle every Sunday at Siesta Key Beach not to be missed!
Open air bars in the village have great live music.
Free trolleys to Village all day!
-Myakka State Park - boat tours, canoe rentals, aligators!
-Parasailing!
-Oscar Sherrer State Park -- canoe/kaya rentals, hiking trails, fishing...
-Saranoa Golf Club, Village Green Golf (9 holes)
-Turtle Beach State Park on the sounth end - beautiful beach.
-John & Mable Ringling Museam of Art
-Sarasota Jungle Gardens.
-Sarasota Historical Tours.
-South Florida Museum/Bishop Planetarium.
-Mote Marine Laboratory & Aquarium.
-Sarasota Jungles Garderns -- Animals and more!
-Marie Selby Botanical Gardens.
-St. Armand's Circle -- shopping, restaurants...
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Apr 26 - Jun 30 2025 | $225 | 7 nights | |||
Jul 01 - Jul 31 2025 | $280 | 7 nights | |||
Aug 02 - Sep 30 2025 | $220 | 7 nights | |||
Oct 01 - Oct 31 2025 | $210 | 7 nights | |||
Nov 01 - Dec 01 2025 | $250 | 7 nights |
Fees:
Notes:
Rates are seasonal and change based on time of year, holiday periods, etc. Above listed rates are only appropriate. Contact our rental office for the most up to date rates at and be sure to ask for unit 1344 at Gulf and Bay Bayside.
Cancellation Policy
Please contact the rental office for Gulf and Bay Bayside for payment and cancellation details.
Make inquiries or questions about the condo by emailing Dave Reville at dreville77@
For direct booking contact . We are unit 1344 at Gulf and Bay Bayside.
Last updated May 18, 2025
Member since 2018
Sue M.Gulf and Bay Bayside Unit #1344 D
Lovely 2B/2B ground floor condo with fabulous sunroom getting morning sunshine. Sunroom faces a shell path that winds throughout the development and views lush landscape with blooming hibiscus bushes. Quiet and peaceful ~ no disturbance heard from units above. Grills & area clean and set up conveniently. Everything in working order & wonderful to have full size W & D in unit. Has drip type coffee maker ~ would suggest adding a K pod type. Inquired with office about adding a mattress topper after first few nights, and owner graciously had one delivered via Amazon, so rest of our stay was more comfortable. Has xfinity cable with DVR so can pause live TV & record news or shows to watch later ~ really missed that at our last rental elsewhere.
Stayed: February 2024 Submitted: March 05, 2024
Host response
"Many thanks Sue. We’re so glad you enjoyed your stay. Here’s hoping you can come again sometime soon. Cheers!"
Kelly K.Girls Vacation 2023
Another amazing week in Siesta Key. This condo is an amazing community, Clean, comfortable with everything needed for a great vacation. This is my third year at this condo and it won’t be my last. Already planning 2024! Thank you David always a pleasure working with you. -Kelly
Stayed: May 2023 Submitted: May 12, 2023
Host response
"So glad you had a great stay at our little getaway. We’re lucky to have good guests like yourselves and look forward to having you back again! Happy Spring!"
Jason H.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!!
Stayed: August 2021 Submitted: August 23, 2022
Host response
"Many thanks for your kind words. So glad you love our little getaway. Can’t wait to be there ourselves. Hope we can host you again sometime soon."
Dina and Igor Y.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!!!
Stayed: May 2022 Submitted: May 26, 2022
Host response
"Many thanks for your kind words Dina! I enjoyed getting to know you and Igor a bit and I’m so glad you enjoyed your stay. We feel the same way about our little island gem on the gulf and love to be able to share it with others. So glad you will be back!"
Robert K.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!
Stayed: March 2022 Submitted: April 06, 2022
Host response
"Many thanks for your kind words. We're so glad you enjoyed our little beach getaway and hope you'll be back next year!"
Jaime S.Siesta Key Oasis
We loved our stay at Siesta Key! Walkable to downtown for some good exercise. Great pool across the street. There is a second one hidden as well. The most amazing beach access. Condo was clean and had everything we needed!
Stayed: March 2021 Submitted: March 23, 2021
Host response
"So glad you enjoyed your stay Jaime. Thanks for your kind words!"
Samr S.Perfect for two with easy access to the pool and beach.
Unit gets early sun and is close to the intra costal waterway which provides an opportunity for fishing or just relaxing while watching the boats cruising by.. The pool and exercise room are just steps away or guests have special access to the beach. Siesta Key village is close and provides good shopping and restaurants.
Stayed: January 2019 Submitted: June 29, 2020
Host response
"Thanks A million Marianne. Best to Sam."
Victoria M.A slice of heaven
We had a spectacular stay at this condo! The location is perfect and everything we needed for the beach was right there. We loved going to the fishing pier to watch the boats and to fish in the evenings. Even saw a dolphin! The pool is amazing and right out front. The unit was exactly as advertised. Lovely, bright island decor and sunny lanai. Can't wait to come back!
Stayed: March 2020 Submitted: June 29, 2020
Host response
"Thanks!!"
Kelly E.Vacation Stay in Siesta Key
This Beautiful Condo was very comfortable and had privacy as well. Owners were great to answer any questions and help with places to eat and things to do. Loved this condo we will be back!!
Stayed: June 2019 Submitted: June 24, 2020
Host response
"Many thanks Kelly!"
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