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Anna Maria Island Resort Rentals

Our Resort rentals on Anna Maria Island are a great way for extended families to stay together, but carve out a little bit of your own space.

Resort accommodations offer a perfect way for family and friends to vacation together but not share the same living space. Common areas are perfect for family reconnecting time like taking a dip in the pool or having a barbecue as a family. Extended family and friends can rent multiple units in the resort which surround a common area normally equipped with a fantastic pool and plenty of space to relax in. A resort rental is perfect because it’s easy to retreat back to your individually reserved Resort Vacation Rental when you have had enough of Uncle Ed’s reminiscing about walking to school in snowdrifts 10’ tall.  These units can fill up fast - so don't delay and book your family reunion getaway today!

If you have any questions -please feel free to call the office at 877-778-6066 or click "chat" in the lower right-hand corner!

  • 44 properties returned
  • Sort by: Random
  • 3

    Blue Lagoon 5

    Condominium
    • 2
    • 2
    • Pool
    • Dogs Allowed
    • Sleeps 6
    • 17 Views
  • 2

    Coconuts 106

    Condominium
    • 1
    • 1
    • Pool
    • No Pets
    • Sleeps 4
    • 10 Views
  • 5

    The Villas 3A

    Condominium
    • 1
    • 1
    • Pool
    • No Pets
    • Sleeps 4
    • 25 Views
  • 6

    Casa Sierra 203A

    Condominium
    • 2
    • 2
    • Pool
    • Dogs Allowed
    • Sleeps 6
    • 36 Views
  • 3

    Casa Sierra 205A

    Condominium
    • 2
    • 2
    • Pool
    • Dogs Allowed
    • Sleeps 6
    • 27 Views
  • 5

    Gulfview Townhomes 4

    Condominium
    • 2
    • 2 Full Baths , 1 Half Baths
    • Pool
    • No Pets
    • Sleeps 6
    • 32 Views
  • 8

    North Beach Village 6301

    Condominium
    • 3
    • 2
    • Pool
    • No Pets
    • Sleeps 6
    • 27 Views
  • 1

    Waters Edge 204S

    Condominium
    • 2
    • 2
    • Pool
    • No Pets
    • Sleeps 4
    • 23 Views
  • 1

    Coconuts 108

    Condominium
    • 1
    • 1
    • Pool
    • No Pets
    • Sleeps 4
    • 13 Views
  • 2

    The Villas 3B

    Condominium
    • 2
    • 1
    • No Pets
    • Sleeps 6
    • 48 Views
  • 2

    North Beach Village 45

    Condominium
    • 2
    • 2 Full Baths , 1 Half Baths
    • Pool
    • No Pets
    • Sleeps 6
    • 32 Views
  • 3

    Coconuts 119

    Condominium
    • 1
    • 1
    • Pool
    • No Pets
    • Sleeps 4
    • 28 Views

Resorts on Anna Maria Island

Anna Maria Island Club 40

Featured Amenities: Gulf front, gulf view, heated pool, hot tub, short walk to beach.
Quick Overview: Anna Maria Island Club 40 is a collection of 21 vacation rentals in Bradenton Beach on Anna Maria Island. Anna Maria Island Club 40 is a top choice among families and small groups.

Blue Lagoon

Featured Amenities: Heated pool with a waterfall, short walk to the beach, outdoor entertainment space
Quick Overview: Blue Lagoon is a condominium complex featuring six vacation rental properties just 200 steps from the pristine beaches of Anna Maria Island. Located in a residential area of Anna Maria Island, Blue Lagoon Resort is a top choice for families visiting AMI.

Hidden Cove

Featured Amenities: Gulf front, heated pool, deck with direct beach access
Quick Overview: Hidden Cove Resort is a collection of townhouses in Holmes Beach offering direct beach access and a heated swimming pool. This is the perfect resort for any Anna Maria Island beach lover, and can accommodate groups of up to 4 people.

Palm Isle Village

Featured Amenities: Heated pool, short walk to beach, pet friendly (some units)
Quick Overview: Located in Holmes Beach, Palm Isle Village Resort offers colorful cottages perfect for small groups and families. Just a short walk to the beach, Palm Isle Village offers one and two bedroom rentals perfect for small groups and families alike.

Seacrest II

Featured Amenities: Close to stores, short walk to beach, heated pool
Quick Overview: Seacrest II is a very conveniently located resort condominium complex that’s just a short walk to the beach as well as grocery stores, restaurants, and local shopping retailers. Seacrest II offers covered parking, but feel free to leave the car at home because you won’t need to drive at all once you’re here.

South Beach Village

Featured Amenities: Heated pool, private garage parking (2 cars), short walk to beach
Quick Overview: Located just a short walk from the beach, South Beach Village on Anna Maria Island are as comfortable and accommodating as they are beautiful in design. Sleeping up to 6 guests, South Beach Village resort rentals are a top choice among families and medium-sized groups.

South Beach Village

Featured Amenities: Pet friendly (some units), short walk to beach, heated pool, deck, outdoor entertainment space
Quick Overview: Starfish Beach Cottages are a small cluster of four cottages that are just steps from the gulf beaches on Anna Maria Island. Recently updated as of 2021, Starfish Beach Cottages are a fun, relaxing place to stay on AMI.

Vista Grande

Featured Amenities: Gulf front, beach view, heated pool, spa, outdoor bar, outdoor entertainment, outdoor kitchen
Quick Overview: Vista Grande is the most recently built condominium resort built on AMI and offers luxury resort rentals with uncompromising views and amenities. If you’re looking for a luxury stay on Anna Maria Island, look no further than Vista Grande.

Frequently Asked Questions

Are there hotels on Anna Maria Island?

There are only a few hotels on Anna Maria Island. The main reason vacation rentals are the primary accommodation on Anna Maria Island is due to our 36 foot building height moratorium. Anna Maria Island restricts the height of all buildings to 36 feet or less. Anna Maria Island is a perfect storm of low rise buildings and our beautiful white sand beaches. A big reason Anna Maria Island has become a hot spot of vacation destinations for domestic and international travelers!

Can I send vacation rental suggestions to friends or families?

Yes! We make it easy to share properties with others. On each detail vacation rental page on the right side we provide a place to share the property. You can use Facebook, Twitter, Pinterest or using the envelope, email to share a property with friends or family. We want to make it easy!

Where are the nearest large indoor shopping malls?

There are two large indoor malls close to Anna Maria Island. The first is Desoto mall which over the years has seen many stores leave the mall. That is 20 minutes to the East on the Mainland in Bradenton and honestly most locals skip visiting. A newer mall with fantastic amenities is the Mall at University Town Center. Town Center is off University to the South in Sarasota. The drive is about 45 minutes but there is plenty of shopping choices. Of course there are several malls in Tampa which is about a one hour drive from Anna Maria Island.

How far away is Disney World Resort?

Disney world is 2 hours to the North East. It is an easy drive along interstate 75 to the North and to the East on Interstate 4.

How far away is Universal Studios?

Universal Studios is about 2 hours to the North East. Travel North on Interstate 75 to Interstate 4 to the East.

Can we rent pavilions or covered areas to provide safe and convenient spots for family and friends to gather?

Yes, there are pavilion rentals on and off Anna Maria Island. The best pavilion to rent on Anna Maria Island is in Bay Front Park in Anna Maria city which is located right on the Bay. A second option is at GT Bray Park which is just off Anna Maria Island 15 minutes.