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!
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**Please Note Pool Closure the Week of August 19th 2024 - rates reduce for that week to compensate for not having use of the pool**With stunning direct gulf front views, the stylish “Gulf Place 23” is a fine example of a luxury island vacation getaway. Comfortably rooming up to 6 guests this 2 bedroom 2 bathroom Holmes Beach vacation rental condomi
Gulf Place #23
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 35 Views
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This Poolside condo offers direct access to the Pool Area, creating a dreamy atmosphere reminiscent of living atop the beautiful blue waters of the Gulf of Mexico. Memorable sunsets and the soothing sound of calm waves will leave you feeling refreshed and rejuvenated during your stay on Anna Maria Island. The kitchen, living, and dining areas boast
Coconuts 119
Condominium- 1
- 1
- Pool
- No Pets
- Sleeps 4
- 25 Views
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Experience the magic of Anna Maria Island with our stunning vacation rental, "Sans Souci - North Beach Village 40." This beautiful townhouse-style property is designed to make you fall in love with island life. With 3 bedrooms and 2.5 bathrooms, it comfortably accommodates up to 6 guests, offering 2 Queen beds and 2 Twin beds in a charming coastal
North Beach Village 40 - Sans Souci
Condominium- 3
- 2 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 26 Views
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This beautiful Holmes Beach get-away is sure to make your stay on Anna Maria Island a memorable one. “Water’s Edge 204S” is a beach side condo with views of the tropical garden are just outside your window as well as peeks of the beach and Gulf of Mexico. Unit 204S is updated, with a gorgeous kitchen, spacious living area, and a dining area that ca
Waters Edge 204S
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 35 Views
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Perfect for a fun couple’s getaway, a casual vacation, or even a family escape. “The Villas 3A” is a one-bedroom villa that boasts a top tier location near shopping, dining, and beaches, as it’s located in the city of Holmes Beach. Able to sleep up to four guests, this unit has a welcoming and laid-back feel that’s synonymous with an island vacati
The Villas 3A
Condominium- 1
- 1
- Pool
- No Pets
- Sleeps 4
- 129 Views
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LESS THAN A 5MIN WALK TO THE GULF BEACHES - Find the perfect Anna Maria Island vacation spot at “Starfish Beach Cottage 2”! This newly renovated duplex is comfortable, stylish and close to the beach too! When you visit “Starfish Beach Cottage 2” you’ll find everything you’ll need for up to four guests. Inside this Holmes Beach rental you’ll find a
Starfish Beach 2
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 35 Views
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The cottages at Palm Isle Village are some of the finest and most favored vacation properties on Anna Maria Island. We are always very proud to recommend to our vacationers, and no one can say it isn't a special place to spend quality time with friends and family. With so many indulgent, delightfully tropical features, it becomes difficult to disce
Palm Isle Village 3203 - Pink Flamingo
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 24 Views
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The perfect spot for a memorable island vacation! This ground level vacation rental offers a gorgeous heated pool with a fabulous outdoor common area including gazebo, tropical landscaping, dining areas and plenty of lounge chairs for relaxing. There is also a putting green, custom cornhole and a bocce ball pitch. If you want to enjoy the outdoors,
Casa Sierra 205A
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 26 Views
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Inside Casa Sierra 203 B you’ll enjoy an updated and laid back beach style. Relax in the living room with television and wireless internet after a long day of fun in the sun. The Kitchen has stainless steel appliances and everything you’ll want for your stay. Equipped with two bathrooms, both offer a walk-in shower.Casa Sierra Resort is a private
Casa Sierra 203B
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 28 Views
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Blue Lagoon 3 “Egret” has everything you’ll need for a fun Anna Maria Island paradise vacation. This two bedroom and two bathroom Key West style Holmes Beach vacation rental condo offers accommodations for up to six guests with one king bed, two twin beds and a queen sleeper sofa. <br /><br />When you arrive at Blue Lagoon 3 “Egret” you are greete
Blue Lagoon 3
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 29 Views
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With stunning direct Bimini Bay views, the stylish “High Tides and Good Vibes Westbay Point and Moorings Unit 265” is a fine example of a luxury island vacation getaway. Comfortably rooming up to 4 guests this 2 bedroom 2 bathroom Holmes Beach vacation rental condominium offers two king beds and a queen sleeper sofa in a beautiful coastal inspired
High Tides and Good Vibes
Condominium- 2
- 2
- 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.
