Anna Maria Island Vacation Rentals

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Vacation Rentals in Anna Maria Island

Pelican Post at Anna Maria Island Inn
3 out of 5
202 1st St N, Bradenton Beach, FL, 34217
Fully refundableReserve now, pay when you stay
The price is $292 per night from Apr 9 to Apr 10
$292
per night
Apr 9 - Apr 10
Stay at this 3-star apartment in Bradenton Beach. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Fish Hole Adventure Golf and Historic ...
9/10 Wonderful! (71 reviews)
"Nice location , clean and nice pool. cse to restaurants. the only downside was that there was no check in on site."

Reviewed on Mar 26, 2023

Pelican Post at Anna Maria Island Inn
Anna Maria Beach Resort
3.5 out of 5
6306 Gulf Dr, Holmes Beach, FL, 34217
Fully refundableReserve now, pay when you stay
The price is $539 per night from Apr 16 to Apr 17
$539
per night
Apr 16 - Apr 17
Stay at this 3.5-star beach aparthotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Holmes Beach Beaches and Island ...
9.2/10 Wonderful! (87 reviews)
"We loved that Anna Maria Resort has a kitchenette, pool, hot tub, & access to the beach with chairs & umbrellas. It was very thoughtfully laid out. It’s a wonderful stay."

Reviewed on Mar 26, 2023

Anna Maria Beach Resort
Haley's at The Anna Maria Island Inn
3 out of 5
8102 Gulf Drive, Holmes Beach, FL, 34217
Fully refundableReserve now, pay when you stay
The price is $274 per night from Apr 9 to Apr 10
$274
per night
Apr 9 - Apr 10
Stay at this 3-star apartment in Holmes Beach. Enjoy free WiFi, free parking, and a free area shuttle. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (286 reviews)
"Was very close to the beach and walkable. Wasn’t a huge fan of the maintenance team deciding to re-stain the bamboo fencing directly outside of our unit only. The smell was not pleasant."

Reviewed on Feb 13, 2023

Haley's at The Anna Maria Island Inn

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Queen's Gate Resort
2.5 out of 5
1101 Gulf Drive N, Bradenton Beach, FL, 34217
Stay at this beach cottage in Bradenton Beach. Enjoy free WiFi, free parking, and a garden. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (331 reviews)
"Older property that has been updated. Very clean. Friendly management. Right across the street from the beach with very easy access. My only disappointment was the mattress was way to soft. But I will stay here again."

Reviewed on Mar 27, 2023

Queen's Gate Resort
Seabreeze at Anna Maria Island Inn
3 out of 5
2218 Gulf Drive N, Bradenton Beach, FL, 34217
The price is $497 per night from Apr 19 to Apr 20
$497
per night
Apr 19 - Apr 20
Stay at this 3-star beach apartment in Bradenton Beach. Enjoy free WiFi, free parking, and a private beach. Our guests praise the overall value in our reviews. ...
8.4/10 Very Good! (293 reviews)
Exclusive boutique feel!
"I stayed at the "Seaside" property of Anna Maria Island Inn. It was the most relaxed I've been in a long time. The property had an exclusive boutique feel, with perfect beachfront real estate and no large buildings or crowding in the area. Miles of beach with abundant wildlife are outside your door. ..."

Reviewed on Feb 15, 2023

Seabreeze at Anna Maria Island Inn
Bridgewalk A Landmark Resort
3.5 out of 5
100 Bridge Street, Bradenton Beach, FL, 34217
The price is $261 per night from Apr 9 to Apr 10
$261
per night
Apr 9 - Apr 10
Stay at this 3.5-star aparthotel in Bradenton Beach. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (615 reviews)
"Very nice, friendly office staff, parking attendant, and housekeeping staff. We stay here often and it is always a great trip!"

Reviewed on Dec 27, 2022

Bridgewalk A Landmark Resort
Tradewinds Beach Resort
2.5 out of 5
1603 Gulf Drive North, Bradenton Beach, FL, 34217
Stay at this condo in Bradenton Beach. Enjoy free WiFi, free parking, and a computer station. Our guests praise the helpful staff and the family amenities in ...
9/10 Wonderful! (355 reviews)
"Second year that we've stayed. Nice rooms. Nice property. Friendly staff. Wish the pool was heated."

Reviewed on Jan 18, 2023

Tradewinds Beach Resort
Anna Maria Sunsets - Studio
Bradenton Beach, FL
The price is $160 per night from Apr 11 to Apr 12
$160
per night
Apr 11 - Apr 12
Stay at this condo in Bradenton Beach. Enjoy free WiFi, onsite parking, and a TV. Our guests praise the bathrooms in our reviews. Popular attractions Brandenton ...
9.4/10 Exceptional! (146 reviews)
Just perfect!
"The room had everything we needed, great communication and all plenty of towels. Loved Tortuga, beautiful property. AMI is absolutely breathtaking. We will return!"

Reviewed on Mar 6, 2023

Anna Maria Sunsets - Studio
Palm Tree Villas
3 out of 5
207 66th St., Holmes Beach, FL, 34217
The price is $222 per night from Apr 25 to Apr 26
$222
per night
Apr 25 - Apr 26
Stay at this 3-star apartment in Holmes Beach. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the quiet rooms in our reviews. ...
9/10 Wonderful! (144 reviews)
"Liked everything about the property! Great location!"

Reviewed on Mar 20, 2023

Palm Tree Villas
Beautifully Renovated! Close to beach, kitchenette, pool!
The price is $255 per night from Apr 12 to Apr 13
$255
per night
Apr 12 - Apr 13
Stay at this hotel in Holmes Beach. Enjoy a water park, onsite parking, and a TV. Popular attractions Island Gallery West and Holmes Beach Beaches are located ...
9.8/10 Exceptional! (30 reviews)
As advertised
"Close 3/5 min walk to the beach, unit was very clean and as pictured. Close to local restaurants, once arriving from airport we were able to walk everywhere we needed to go. Quite and easy to find."

Reviewed on Mar 21, 2023

Beautifully Renovated! Close to beach, kitchenette, pool!
Tradewinds Beach Cottage #8
Bradenton Beach, FL
The price is $275 per night from Apr 13 to Apr 14
$275
per night
Apr 13 - Apr 14
Stay at this condo in Bradenton Beach. Enjoy a water park, onsite parking, and a TV. Popular attractions Brandenton Beach and Aluna Wellness Center & Spa are ...
9/10 Wonderful! (20 reviews)
Cozy cottage
"Clean, convenient and comfortable. Spacious bedroom, closet and bathroom. Pool area was relaxing and heated. Walking distance to Dridge Street and beaches beautiful."

Reviewed on Mar 20, 2023

Tradewinds Beach Cottage #8
2 MIN WALK TO BEACH--KING STUDIO- FULL RENO IN 2018 -HTED -POOL-SIDE-COZY
Stay at this beach apartment in Bradenton Beach. Enjoy free WiFi, onsite parking, and laundry facilities. Our guests praise the pool in our reviews. Popular ...
9.8/10 Exceptional! (86 reviews)
Spring Break 2023
"We thoroughly enjoyed are stay here. It is very small but has all the amenities we needed. Jill is the best host! She is so accommodating and responds immediately to any texts or emails. We would definitely come back!"

Reviewed on Mar 27, 2023

2 MIN WALK TO BEACH--KING STUDIO- FULL RENO IN 2018 -HTED -POOL-SIDE-COZY
Anna Maria Island Beach Happy-direct Beach Front
3.5 out of 5
1202 Gulf Dr. N., Bradenton Beach, FL, 34217
The price is $300 per night from Apr 16 to Apr 17
$300
per night
Apr 16 - Apr 17
Stay at this 3.5-star golf vacation home in Bradenton Beach. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Brandenton Beach and Bradenton ...
8/10 Very Good! (3 reviews)
"The entire experience was amazing! Terry was very helpful and the place had everything we needed."

Reviewed on Jun 8, 2022

Anna Maria Island Beach Happy-direct Beach Front
Beautifully Renovated and so close to Beach with Pool!
The price is $255 per night from Apr 12 to Apr 13
$255
per night
Apr 12 - Apr 13
Stay at this hotel in Holmes Beach. Enjoy a water park, onsite parking, and a TV. Popular attractions Island Gallery West and Holmes Beach Beaches are located ...
8.8/10 Excellent! (39 reviews)
Beautiful Sunsets
"Great location! 2 block walk to beach access. Clean & has everything you need for your stay. Road construction detours led traffic right by our room. Not the fault of the property"

Reviewed on Feb 23, 2023

Beautifully Renovated and so close to Beach with Pool!
Perfect Getaway! So close to Beach with Pool!
The price is $255 per night from Apr 12 to Apr 13
$255
per night
Apr 12 - Apr 13
Stay at this vacation home in Holmes Beach. Enjoy a water park, onsite parking, and a TV. Popular attractions Island Gallery West and Holmes Beach Beaches are ...
9.4/10 Exceptional! (29 reviews)
Enjoyed property
"We enjoyed the property and the location ended up being okay aside from busy street. Decent location to beach and enjoyed an easy walk there. Parking was also available at closest beach access. Pool was nice. The suite itself was cute but minimal creature comforts or those available were very well ..."

Reviewed on Mar 3, 2023

Perfect Getaway! So close to Beach with Pool!
St. John by AMI Locals
Bradenton Beach, FL
The price is $340 per night from Apr 12 to Apr 13
$340
per night
Apr 12 - Apr 13
Stay at this family-friendly vacation home in Bradenton Beach. Enjoy a water park, onsite parking, and barbecue grills. Popular attractions Brandenton Beach ...
9.4/10 Exceptional! (7 reviews)
Cute place
"Just what we needed for an overnight stop."

Reviewed on Jan 30, 2023

St. John by AMI Locals
Getaway to AMI in luxury! So close to BEACH with Pool!
The price is $255 per night from Apr 12 to Apr 13
$255
per night
Apr 12 - Apr 13
Stay at this vacation home in Holmes Beach. Enjoy a water park, onsite parking, and a TV. Popular attractions Island Gallery West and Holmes Beach Beaches are ...
9.2/10 Wonderful! (51 reviews)
Great spot for our needs on short notice.
"Clean and nice."

Reviewed on Jan 26, 2023

Getaway to AMI in luxury! So close to BEACH with Pool!
Coconuts Beach Resort
3 out of 5
100 73rd St, Holmes Beach, FL, 34217
Stay at this 3-star beach condo in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the comfy beds in our reviews. ...
7.8/10 Good! (44 reviews)
"Staff was extremely nice, rooms were great, steps from the beach our new favorite place to go, going back in 4 weeks"

Reviewed on Aug 3, 2020

Coconuts Beach Resort
Gulf & Sunset Views!!!  1BR Apt. C is a Centrally Located, walk to all location
Stay at this family-friendly apartment in Bradenton Beach. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Bradenton Beach Marina and Fish ...
9.6/10 Exceptional! (106 reviews)
Christmas Getaway
"My husband and I are so grateful we came across Salty Living. These villa’s are super cute and cozy. They’re located directly across from the beach and in walking distance to amazing restaurants on the island. Captain Mike is a great host and had everything we could possibly need inside the villa’s. ..."

Reviewed on Jan 1, 2023

Gulf & Sunset Views!!! 1BR Apt. C is a Centrally Located, walk to all location
Cottage Haven-one Minute Walk To The Beach-private Yards-keyless Locks
3.5 out of 5
107 11th St. S., Bradenton Beach, FL, 34217
Stay at this 3.5-star golf cottage in Bradenton Beach. Enjoy free WiFi, free parking, and barbecue grills. Popular attractions Cortez Beach and Fish Hole Adventure ...
9/10 Wonderful! (2 reviews)
"Its a very cute house. However it appears that it may have had water damage inside with rippled walls and areas that looked like they had been wet. This could be an issue for someone who is sensitive to mold. The house worked out for our needs and I appreciated the laundry so I didn't have to return ..."

Reviewed on Mar 7, 2023

Cottage Haven-one Minute Walk To The Beach-private Yards-keyless Locks
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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.

Other types of properties in Anna Maria Island you may be interested in

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3 out of 5
202 1st St N, Bradenton Beach, FL, 34217
Fully refundableReserve now, pay when you stay
Pelican Post at Anna Maria Island Inn
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

3.5 out of 5
6900 Gulf Dr, Holmes Beach, FL, 34217
Fully refundableReserve now, pay when you stay
Bali Hai Beachfront Resort and Spa
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.

Everything you need to know about Anna Maria Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna Maria Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Anna Maria Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anna Maria Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Anna Maria Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $160 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Anna Maria Island rentals

At Expedia, we put the best Anna Maria Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Anna Maria Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna Maria Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna Maria Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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