Pick from 230 Anna Maria Island Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.
Sea Pirate #8, Family Friendly Cottage By The Sea on Anna Maria Island
Sea Pirate #8, Family Friendly Cottage By The Sea on Anna Maria Island
Holmes Beach
10.0 out of 10, Exceptional, (218)
10.0/10
Exceptional
(218)
"Property was clean and comfortable. The kids enjoyed the pool and the patio to with the grill was nice for cooking out. Easy access to beach and all the accessories were in excellent shape and were great for the beach."
A Pearl of A Beach Home with Private heated pool & spa
A Pearl of A Beach Home with Private heated pool & spa
Holmes Beach
10.0 out of 10, Exceptional, (132)
10.0/10
Exceptional
(132)
"We had a wonderful week at A Pearl of a Beach Home. The house was perfect for our family of 5. More than enough room, the pool and hot tub was where we spent most of the time. The beach was an easy walk right up the street. The most beautiful sunsets, and some of the best beaches we have ever seen. There were plenty of great restaurants close by (well everything is really close on the island).
We spoke to several neighbors and locals and everyone was super friendly.
Every question we had was...
Easy walk to beach, enjoy private splash pool, super clean!
Easy walk to beach, enjoy private splash pool, super clean!
Holmes Beach
9.8 out of 10, Exceptional, (69)
9.8/10
Exceptional
(69)
"Anna Maria is one of our favorite vacation destinations. You can’t go wrong with this beautiful home. Centrally located, beautiful interior, wonderful pool area, and plenty of room to enjoy time together. Barbara was an excellent host & has great taste in interior design as well as landscaping. Definitely a do over!!"
"Right across the street from the beach, super easy access with free umbrellas and chairs.Free trolley stop at the hotel. Noah was super friendly and helpful. Very nice rooms with fridge and microwave. Breakfast was light but plentiful."
"Beautifully presented apartments right on the beach. Great location with parking and a nice pool. Limited kitchen facilities is the only limiting factor making it more suitable to ashortbreak than a full vacation stay."
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Most booked related stays in Anna Maria Island in 2024
"Suite is a little small but has everything what you need, they have a laundry with soap, grill and pool. Very clean and close to the beach.
They even provided free beach chairs, umbrellas and beach towels. They also has an ice machine. Close restaurants and shopping stores. "
A verified traveler from Akron stayed at Queen's Gate Resort
"Right across the street from the beach, super easy access with free umbrellas and chairs.Free trolley stop at the hotel. Noah was super friendly and helpful. Very nice rooms with fridge and microwave. Breakfast was light but plentiful."
A verified traveler stayed at Silver Surf Gulf Beach Resort
"Quick little walk to beach. Great beach chairs. Best location on the beach. They were easily and quick to get in touch with for questions and the location was perfect. "
A verified traveler stayed at Haley's at The Anna Maria Island Inn
"Only good things to say about the Tradewinds. We have stayed at the Tortuga twice and loved it. Tradewinds was equally as awesome. Loved the pool location, communication was great by staff. "
A verified traveler stayed at Tradewinds Beach Resort
"The grease trap was being renovated at the property. The grounds and our room smelled like a combination of rancid meat and rotten eggs. The GM was AWOL."
A verified traveler stayed at Waterline Villas & Marina, Autograph Collection