NEW LISTING! Welcome to Bay Dream Believer, your luxurious bayfront escape on beautiful Longboat Key! This bright and beautifully upgraded condo offers breathtaking views of Sarasota Bay through massive picture windows and an enclosed patio that lets you soak in the scenery year-round. Located just across the street from public beach access, this property perfectly blends bayfront tranquility with beachside convenience.
Inside, you’ll find a completely refreshed interior featuring high-end finishes, stylish coastal décor, and a spacious open-concept layout ideal for relaxing or entertaining. The fully equipped kitchen includes modern appliances and everything you need to enjoy meals at home, while the comfortable living and dining areas are framed by floor-to-ceiling water views.
Unwind in either of the two inviting bedrooms, both designed with your comfort in mind. The primary suite offers a peaceful retreat with beautiful bay views, while the guest room provides flexibility for family or friends. The enclosed patio is the perfect place to start your morning with coffee or end your evening watching the boats drift by.
Guests of Bay Dream Believer enjoy access to an exceptional array of community amenities, including two heated pools, convenient elevator access, a fitness center, tennis and pickleball courts, and beautifully maintained walking areas along the bay. With pet-friendly accommodations (upon approval) and reserved parking, every detail has been designed to make your stay effortless.
Whether you’re here to relax by the water, explore the pristine beaches of Longboat Key, or visit nearby St. Armands Circle and Anna Maria Island, Bay Dream Believer offers the perfect combination of comfort, location, and coastal style.
Come experience why Longboat Key is one of Florida’s most peaceful and picturesque destinations — and make your next stay one to remember at Bay Dream Believer.
30 DAY MINIMUM STAY - PLEASE CALL FOR LONGER TERM DISCOUNTS OR ANY QUESTIONS!
*All bookings are subject to HOA approval that will include background checks. Minimum of 15 days advance notice for booking.
First aid kit
Fire Extinguisher
Suitable for infants
Shower
Dining room
Flat smooth pathway to front door
Grab rails in shower
Bay
Marina
Toilet
Car recommended
Books
Games
Dining area
Ice maker
Bird watching
Boating
Shopping
Water sports
Wildlife viewing
Beach
Near ocean
Boat
Tennis
Long term stays allowed
Hospital nearby
Outdoor lighting
Deepsea fishing
Fishing
Fishing bay
Fishing surf
Hiking
Parasailing
Pier fishing
Sailing
Snorkeling
Snorkeling diving
Surfing
Swimming
Wind surfing
Contactless Check-In/Out
Dining table
Communal tennis court
Outdoor furniture
Outdoor sunloungers
Body soap
Shower gel
Exercise equipment
Board games
Baking sheet
Barbeque utensils
Coffee
Wine glasses
No Booking or Service Fees
Save up to 25% compared to other websites - no hidden costs.
Connect Directly with Hosts
Book with confidence and get the best rates.
Florida's #1 Vacation Rental Site
Trusted by millions - your go-to for the perfect Florida getaway.
| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Apr 19 - Apr 20 2026 | $222 | 30 nights | |||
Apr 20 - Apr 21 2026 | $209 | 30 nights | |||
Apr 21 - Apr 22 2026 | $210 | 30 nights | |||
Apr 22 - Apr 23 2026 | $213 | 30 nights | |||
Apr 23 - Apr 24 2026 | $228 | 30 nights |
Fees:
Last updated on April 19, 2026
Tami T.Lovely views, great location
Great location on Longboat Key…out of the crowds with great beaches. Windward Bay where this is located, is a lovely larger condominium community with excellent amenities. The pickleball group is awesome. And Bayfront Park with superb open pickleball play is a mile away. The unit is nice as pictured, well stocked, comfortable and clean. The bedrooms r side by side fyi. The best part is how professional and responsive Jeff with Cheerful Rentals is. We had some minor items at the start because there were new owners who had not rented it before. Jeff was VERY responsive and all was resolved well.
Stayed: January 2026 Submitted: April 06, 2026