Bradenton Beach Vacation Rentals

Book one of our Bradenton Beach vacation rentals for your next getaway, and experience the best that Anna Maria Island has to offer! Our selection of condos and homes allow you to experience luxury beach living through spacious interiors and thoughtfully crafted design, all located steps from the sugary white sands of Anna Maria Island. 

Bradenton Beach is a truly special place, with a wonderful mix of Florida charm and laid-back coastal living. With inviting turquoise waters, charming shops, and delicious local food, there is no better place for your next vacation. And at Once Upon a Beach, we're happy to provide you with valuable insider tips on the best local restaurants, attractions, and hidden gems, helping you make the most of your vacation!

Not sure if Bradenton Beach is right for you? Check out our Anna Maria Vacation Rentals as well as our vacation rentals in Holmes Beach!

Properties Available 5 properties available
Welcome to Mariner's Crossing!On Anna Maria Island (Bradenton Beach, FL)Managed by Once Upon A Beach Vacation Rentals, a locally owned and operated boutique vacation rental agency.Discover coastal elegance at Mariner's Crossing, a premier luxury vacation rental home just steps from the pristine, sugary white sands of Anna Maria Is
Hot HOT 73
Mariner's Crossing
Mariner's Crossing
Bradenton Beach
$770.00 - $2,900.00 / per night
Bedrooms 8 bedrooms
Bathrooms 7 baths
Guests 18 guests
Rating 5 (6)
Welcome to Family Tides!On Anna Maria Island (Bradenton Beach, FL)Managed by Once Upon A Beach Vacation Rentals*This listing is for BOTH units; Family Tides A & Family Tides B*Elevate your vacation experience at Family Tides, a beautifully renovated coastal retreat featuring two stacked condo-style homes, offering a total of 6 bedroom
Hot HOT 13
Family Tides
Family Tides
Bradenton Beach
$540.00 - $1,600.00 / per night
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 16 guests
Rating 5 (7)
Welcome to Ocean Sunrise!On Anna Maria Island (Bradenton Beach, FL)Managed by Once Upon A Beach Vacation RentalsUnmatched Luxury Featuring a Private Dock, Heated Pool, Putting Green, Game Room, and Spacious Accommodations for an Unforgettable Beachside EscapeHIGHLIGHTS: 4,793 sq. ft. of luxurious living space Prime Bayfront location with
Hot HOT 14
Ocean Sunrise
Ocean Sunrise
Bradenton Beach
$580.00 - $2,250.00 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 19 guests
Welcome to Family Tides – Unit B!On Anna Maria Island (Bradenton Beach, FL)Managed by Once Upon A Beach Vacation Rentals*This listing is for ONE unit; Family Tides B*Family Tides – Unit B is a bright and spacious second-floor condo that offers 3 bedrooms, 2 bathrooms, and access to shared outdoor amenities, including a he
Your Vacation Story: Your Vacation Story:
Your Vacation Story:
Enjoy modern comfort and coastal charm in this bright, open retreat. Gather in the inviting living space, relax by the heated pool, or take in stunning views from the shared rooftop deck.
Family Tides - B
Family Tides - B
Bradenton Beach
$285.00 - $850.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4 (1)
Welcome to Family Tides – Unit A!On Anna Maria Island (Bradenton Beach, FL)Managed by Once Upon A Beach Vacation Rentals*This listing is for ONE unit; Family Tides A*Family Tides – Unit A is a bright and spacious second-floor condo that offers 3 bedrooms, 2 bathrooms, and access to shared outdoor amenities, including a he
Your Vacation Story: Your Vacation Story:
Your Vacation Story:
Inside, coastal charm meets modern convenience in a bright, open layout. Enjoy a shared rooftop deck, heated pool, and inviting spaces perfect for relaxing or entertaining.
Family Tides - A
Family Tides - A
Bradenton Beach
$285.00 - $850.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests

Tell us what you're looking for and someone will contact you with available options.

I agree

Copyright © 2025 • Once Upon a Beach

All Rights Reserved.