Anna Maria Island

Anna Maria Island was voted one of North America’s top 3 island getaways and is known for its white-sand beaches and azure waters of the Gulf.

Anna Maria Island is a laid back community, there are no high rises here, just unspoiled nature, mom and pop establishments, and friendly people. The dress code is casual, swimsuits, shorts and flip flops are really all you need, but you can dress it up a bit if you want to check out the fine dining on the island. Lots to see and do here if get tired of relaxing, and a FREE Trolley to get you around too. Fish from the Gulf of Mexico in the morning and from the bay in the evening, without leaving the property.

2022 Availability

Holmes Beach, FL on Anna Maria Island on Florida’s Gulf Coast

Resort Sixty Six (…more)

Poolside ~ Steps from the beach:

Studio, sleeps 2, Rm# 101, week 16,
April Week 04/16/2022 – 04/23/2022
$850.00 plus taxes Click for Photos (AVAILABLE)

Studio, sleeps 2, Rm# 101, week 17,
April Week 04/23/2022 – 04/30/2022
$850.00 plus taxes Click for Photos (AVAILABLE)

Beachfront Units:

1 Bdrm, sleeps 4, Rm# 112, week 36,
September Week 09/03/2022 – 09/10/2022
$1000.00 plus taxes Click for Photos (AVAILABLE)

1 Bdrm, sleeps 4, Rm# 112, week 37,
September Week 09/10/2022 – 09/17/2022
$1000.00 plus taxes Click for Photos (AVAILABLE)

1 Bdrm, sleeps 6, 2 Bath, Rm# 227, week 43,
October Week 10/22/2022 – 10/29/2022
$1125.00 plus taxes Click for Photos (AVAILABLE)


Bradenton Beach, FL on Anna Maria Island on Florida’s Gulf Coast

Smuggler’s Cove Beach Resort (…more)

One Bedroom, sleeps 4, Rm# 203, week 26,
4th of July Week 06/25/2022 – 07/02/2022
$1000.00 plus taxes Click for Photos (AVAILABLE)

One Bedroom, sleeps 4, Rm# 208, week 26,
4th of July Week 06/25/2022 – 07/02/2022
$1000.00 plus taxes Click for Photos (AVAILABLE)


Gulf Stream Beach Resort (…more)

Two Bedroom, sleeps 6, Unit# 2, week 26,
4th of July Week 06/25/2022 – 07/02/2022
$1400.00 plus taxes Click for Photos (AVAILABLE)