Anna Maria Island

Welcome to Anna Maria Island, FL

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Heated Pool, Pickleball, Mini Golf—7 mi to Clearwater Beach

Clearwater

Welcome to this spacious 7-bedroom, 3.5-bathroom vacation home in the sought-after Belleair neighborhood in Clearwater. Designed for families and large groups, this home features a HEATED POOL, PRIVATE PICKLEBALL COURT, MINI GOLF, BASKETBALL COURT, and SAND VOLLEYBALL COURT. Enjoy an indoor GAME AREA WITH POOL TABLE, ARCADE GAMES, plus a dedicated KIDS’ ROOM WITH BUNK BEDS, SLIDES, CLIMBING WALL and AIR HOCKEY. Located just 15 MINUTES FROM CLEARWATER BEACH, the #1 beach in the U.S., and close to other top Gulf Coast destinations. Property Highlights * 7 BEDROOMS, 3.5 BATHROOMS – Sleeps up to 20 guests * PRIVATE HEATED POOL with sun loungers * PRIVATE PICKLEBALL, BASKETBALL and SAND VOLLEYBALL COURTS * 4-HOLE PRIVATE MINI GOLF COURSE * FIRE PIT WITH STRING LIGHTS for cozy evenings * GAME ROOM with pool/snooker table, arcade games, and air hockey * FULLY EQUIPPED KITCHEN with modern appliances * SPACIOUS DINING AREA overlooking the pool and garden * KIDS’ BUNK ROOM with slides, climbing wall, bean bags, and smart TV * FREE PARKING * HIGH-SPEED WIFI * 15 MINUTES TO CLEARWATER BEACH and close to restaurants, shops, and attractions Inside the Home Step into a bright, open-concept living area featuring a 75” SMART TV, comfortable seating, and direct views of the pool and garden. The spacious dining area accommodates large groups and offers beautiful outdoor views. The fully equipped kitchen includes a stove, oven, microwave, dishwasher, and refrigerator with water dispenser, plus a breakfast bar for casual dining. Bedrooms &amp; Bathrooms Bedroom 1 (Ground Floor) – King bed, 65” SMART TV, ceiling fan Bedroom 2 (Ground Floor) – Queen bed, smart TV, ceiling fan Bedroom 3 (Ground Floor) – Queen bed, smart TV, ceiling fan Bedroom 4 (1st Floor) – King bed, ensuite bathroom, smart TV, ceiling fan Bedroom 5 (1st Floor) – King bed, smart TV, ceiling fan Bedroom 6 (1st Floor) – King bed, smart TV, ceiling fan Bedroom 7 (Kids’ Room) – Two double-over-double bunk beds (sleeps 8), slides, climbing wall, basketball game, air hockey, bean bags, smart TV Bathroom 1 (Ground Floor) – Tub/shower combination Bathroom 2 (1st Floor) – Tub/shower combination Bathroom 3 (1st Floor, Ensuite) – Double sink, tub/shower combination Half Bathroom (Ground Floor) – Includes a washer and dryer Outdoor Entertainment The private backyard is a recreational paradise with a heated pool, sun loungers, and outdoor dining space. Guests can enjoy a private pickleball court, basketball court, and sand volleyball court. A 4-hole mini golf course provides extra fun for all ages. In the evening, unwind by the fire pit under string lights. Prime Clearwater Location Located in the prestigious Belleair neighborhood, this home offers easy access to top attractions: Clearwater Beach – 15 minutes Sand Key Park – 15 minutes Indian Rocks Beach – 20 minutes Pier 60 &amp; Clearwater Marine Aquarium – 15 minutes Downtown Tampa &amp; Busch Gardens – 35 minutes Tampa International Airport (TPA) – 30 minutes Restaurants, grocery stores, and shopping centers are within a short drive, making it easy to dine out or stock up on essentials. Book Your Stay Today! Enjoy a fun-filled vacation in this luxury 7-bedroom home with resort-style amenities. Perfect for families, large groups, and sports enthusiasts, this home offers unparalleled entertainment, space, and comfort just minutes from Clearwater Beach. Reserve your dates now! Quiet hours are from 10 pm until 9 am daily! Parking is available for up to 6 cars in the driveway. No overnight street parking!

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$522/night

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Guests love their stay in Anna Maria Island, FL

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Rich

“Your home was incredibly inviting, comfortable, and the perfect spot for our family’s Disney trip. We spent two of our days resting at your home and soaking in the amenities (pool, lazy river, slides, happy hour). Your property management company was stellar and was the cherry on top of the experience! I was worried as our plane didn’t land till 11:30 p.m. and had an early morning at Disney the next morning. Your property management company allowed for me to have public deliver groceries prior to our arrival and even put the cold items in the fridge. This allowed for my kiddos to have a nice breakfast before a full day at the parks. Thank you! We will certainly be staying there on our next trip!”

Gale V.

Amazing villa so spacious. Ideal location only a short easy drive to Disney attractions. Staff helpful us Brits not used to posh plastic box next to front door, to put in rubbish thought it was a seat! Washer and drier were easy to use and very useful. Property clean and good air conditioning. Pool well looked after, clear water a bit cool for the adults, even with great weather over Easter period, the grandkids loved it. We all enjoyed barbeque dinners on the patio.Had to queue to get through security gates pass bar codes did not always work, but could press button so guard at another entrance could let you in.

Erico L.

Great place. The PS3 CONSOLE was very useful for entertaining the kids. Great place. !! The PS3 CONSOLE was very useful for entertaining the kids. The furniture of the living room was recently replaced for armchairs and legitimate leather SOFA.

Charlotte P.

Although we range from 49 to 61, our 1st mini vacation together was a tremendous success partly due on behalf of our accommodations. This condo is the perfect spot providing 3 nice size bedrooms and private baths for each of us and our spouse. Home was clean and welcoming providing that comfortable feel unlike a typical hotel room. Price point was affordable. Property management company staff were readily accessible and professional. Will definitely refer this spot to friends and family and even another Sister Trip !

Kevin A.

We had an exceptional experiencing renting, now our 4th time, with Casiola rentals in Orlando, Florida! Customer service was extremely responsive to each of our requests, including assistance getting us into the rental property early and sending maintenance out in a timely manner for a minor issue which was promptly rectified. The unit was exactly as described and quite spacious. Amenities were exceptional and location superb!

Rich

“Your home was incredibly inviting, comfortable, and the perfect spot for our family’s Disney trip. We spent two of our days resting at your home and soaking in the amenities (pool, lazy river, slides, happy hour). Your property management company was stellar and was the cherry on top of the experience! I was worried as our plane didn’t land till 11:30 p.m. and had an early morning at Disney the next morning. Your property management company allowed for me to have public deliver groceries prior to our arrival and even put the cold items in the fridge. This allowed for my kiddos to have a nice breakfast before a full day at the parks. Thank you! We will certainly be staying there on our next trip!”

Gale V.

Amazing villa so spacious. Ideal location only a short easy drive to Disney attractions. Staff helpful us Brits not used to posh plastic box next to front door, to put in rubbish thought it was a seat! Washer and drier were easy to use and very useful. Property clean and good air conditioning. Pool well looked after, clear water a bit cool for the adults, even with great weather over Easter period, the grandkids loved it. We all enjoyed barbeque dinners on the patio.Had to queue to get through security gates pass bar codes did not always work, but could press button so guard at another entrance could let you in.

Chris I.

We had a wonderful experience at our Vista Cay condominium. The unit was clean and well stocked. Loved the fact that we were next door to the pool and on the first floor with a lovely view of the lake. Would highly recommend.

Charlotte P.

Although we range from 49 to 61, our 1st mini vacation together was a tremendous success partly due on behalf of our accommodations. This condo is the perfect spot providing 3 nice size bedrooms and private baths for each of us and our spouse. Home was clean and welcoming providing that comfortable feel unlike a typical hotel room. Price point was affordable. Property management company staff were readily accessible and professional. Will definitely refer this spot to friends and family and even another Sister Trip !

Victoria G.

Huge space with everything you need. Felt safe. Plenty of parking. Bed was great. Master bath was huge.

Erico L.

Great place. The PS3 CONSOLE was very useful for entertaining the kids. Great place. !! The PS3 CONSOLE was very useful for entertaining the kids. The furniture of the living room was recently replaced for armchairs and legitimate leather SOFA.

Staying in a vacation home in Anna Maria Island, FL

Anna Maria Island, Florida, is a picturesque slice of paradise located just off the coast of Bradenton, known for its charming beach-town atmosphere, stunning turquoise waters, and powder-soft white sand beaches. With its laid-back vibe and friendly locals, Anna Maria Island is the ideal destination for anyone looking to escape the hustle and bustle of everyday life. Spend your days relaxing on beautiful beaches like Bean Point, a tranquil spot perfect for swimming, shelling, and unforgettable sunsets. Explore the island on two wheels by renting a bike and cruising along scenic paths, or hop on the Anna Maria Island Trolley to visit quirky shops, galleries, and cozy cafes scattered throughout the island’s three charming towns—Anna Maria, Holmes Beach, and Bradenton Beach. For an adventure, go paddleboarding, kayaking, or even dolphin-watching along the crystal-clear waters surrounding the island, or cast a line at the historic Rod & Reel Pier and try your luck fishing with breathtaking views of Tampa Bay.

When visiting Anna Maria Island, there’s no better place to stay than Casiola vacation homes, offering unmatched comfort, convenience, and style. Rather than squeezing into a crowded hotel room, you’ll enjoy spacious homes with fully equipped kitchens, luxurious amenities, and inviting living spaces just steps away from the island’s pristine beaches. Whether you’re traveling with family, friends, or planning a romantic getaway, a Casiola home provides the perfect setting to unwind, recharge, and soak in the island’s charming coastal lifestyle. After a sunny day of exploring, shopping, or relaxing on the beach, you’ll love coming home to your private, cozy retreat, making your Anna Maria Island vacation unforgettable.