Anna Maria Island Vacation Rentals

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Vacation Rentals in Anna Maria Island

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (191)
"Property was fabulous. Very clean right on the ocean "
The price is CA $789
CA $999 total
includes taxes & fees
Apr 9 - Apr 10
Anna Maria Beach Resort

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (265)
"Beautiful boutique resort. Clean rooms, great pool and hot tub. Walking distance around Anna Maria Island. Parking included. I highly recommend :)"
The price is CA $505
CA $639 total
includes taxes & fees
Apr 22 - Apr 23
Pelican Post at Anna Maria Island Inn

Adorable Beach cottage just steps Bean Point beach!

9.8 out of 10, Exceptional, (49)
"Enjoyed our stay very much, Cannot wait to go back!!"
The price is CA $871
CA $1,855 total
includes taxes & fees
Apr 24 - Apr 25
Adorable Beach cottage just steps Bean Point beach!

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (371)
"Very nice location to stay. Staff were friendly and our unit had a full kitchen which we really appreciated. Walkable to a couple cute restaurants and bars. Would stay there again. "
Tradewinds Beach Resort

“The Spot” Guaranteed Dolphin and Sea Life Sightings!

5.0 out of 10, (4)
"We arrived by our own boat and loved every minute! Perfect for teens who like a little adventure. The most beautiful sunset and star gazing spot in Cortez/AMI! Brittany was awesome and accommodating with frequent changes. We had dolphins and manatees saying hi. Caught a small grouper off the boat!"
The price is CA $146
CA $409 total
includes taxes & fees
Mar 30 - Mar 31
“The Spot” Guaranteed Dolphin and Sea Life Sightings!

Luxury home with Pool, Putting Green, Beach Bikes!

9.6 out of 10, Exceptional, (30)
"Anna Maria Island is beautiful and so is the house. Definitely will be back!"
Luxury home with Pool, Putting Green, Beach Bikes!

Bridgewalk A Landmark Resort

3.5 star property
9.2 out of 10, Wonderful, (718)
"Great place right in the heart of Bradenton Beach. Walking distance from restaurants and shops and right on the tram line for exploring this wonderful area. Staff we spoke to were really friendly and helpful. The room was a little dated (but I believe that a refurbishment is happening) but was clean and offered everything we needed for our two night break. We were sorry to leave and will return in the future."
Bridgewalk A Landmark Resort

The Pink House Unit B: A Cozy Retreat Steps from the Beach

9.8 out of 10, Exceptional, (79)
"This is a great property for one person or a couple. It is such a cute apartment in a great location."
The Pink House Unit B: A Cozy Retreat Steps from the Beach

Anna Maria Sunsets - studio

9.4 out of 10, Exceptional, (215)
"Such a sweet little studio. Perfect for 2. The bed was comfortable, the bathroom was huge with an amazing shower. Mr. Carter was wonderful with communication. Wonderful beach just steps away! "
The price is CA $200
CA $399 total
includes taxes & fees
Mar 30 - Mar 31
Anna Maria Sunsets - studio

We will be accepting new reservations from January 2025 going forward only.

9.8 out of 10, Exceptional, (187)
"We enjoyed our stay. The rental is close to beaches and trolley takes you anywhere on the island. Rental is clean and owner checks in with you often. "
We will be accepting new reservations from January 2025 going forward only.

Anna Maria Island - 2/1

9.6 out of 10, Exceptional, (148)
"Very convenient. Loved the heated pool and the beach right across the street. We had a little trouble finding our condo in the dark but finally found it. Overall great experience . "
The price is CA $322
CA $649 total
includes taxes & fees
Apr 16 - Apr 17
Anna Maria Island - 2/1

Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!

9.6 out of 10, Exceptional, (11)
"The interior was all new. Furnishings, decor, kitchen supplies, and everything fresh and tastefully done. Quiet neighborhood just a couple blocks from beach. Exterior privacy will improve as landscape recovers. Parking and access easy. "
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!

Haley's at The Anna Maria Island Inn

3.0 star property
8.6 out of 10, Excellent, (373)
"It was Bali Hai Beach resort - exellent location"
Haley's at The Anna Maria Island Inn

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (168)
"This condominium was quite nice - plenty of room, clean, fully equipped kitchen, easy in-and-out, "
The price is CA $379
CA $724 total
includes taxes & fees
Apr 15 - Apr 16
Anna Maria Beach Condo 1/1

Near Bean Point!! Short stays available! Heated Pool

9.4 out of 10, Exceptional, (41)
"Great location, well kept, clean, beds/mattresses were awesome. Supplies provided (towels for kitchen, bathroom, beach, paper towel, kitchen, laundry, bath soaps) were perfect for the two of us. Kitchen was well stocked with dishes & utensils. Definitely planning on renting again. "
Near Bean Point!! Short stays available! Heated Pool

Waterfront dog-friendly home with heated private pool, dock, views, and lanai

8.0 out of 10, Very good, (67)
"Overall this worked great for us. About 2 blocks from the gulf coast. Fishing access on an inlet behind the house and pool was great for us and kids. Out of the way for major island traffic but close enough to the coast to walk and enjoy it"
The price is CA $609
CA $1,217 total
includes taxes & fees
Apr 1 - Apr 2
Waterfront dog-friendly home with heated private pool, dock, views, and lanai

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (207)
"Check in process was great, owner was very responsive to questions I had.Would highly recommend this condo. My husband and I enjoyed our 2 week stay! "
The price is CA $394
CA $742 total
includes taxes & fees
Apr 16 - Apr 17
Anna Maria Beach Condo 1/1

BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

9.6 out of 10, Exceptional, (175)
"Although we had not so nice weather we managed to sit and enjoy the view! Lots of fun moments with friends and family. Enjoyed local eateries and shopping. Thanks again!"
BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

~ WE ARE OPEN! ~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~

10.0 out of 10, Exceptional, (76)
"Beautiful condo, great amenities, right on the beach. Had a great time."
~ WE ARE OPEN! ~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (198)
"Very nice little condo! Not a huge space but plenty of room for two. Loved the shower! "
Anna Maria Sunsets - studio
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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Other types of properties in Anna Maria Island you may be interested in

Bali Hai Beachfront Resort and Spa

3.5 star property
8.4 out of 10, Very good, (537)
" Beautiful well appointed and nicely decorated. Only suggestion… the are no dressers only closets and console tables ."
The price is CA $734
CA $930 total
includes taxes & fees
Apr 7 - Apr 8
Bali Hai Beachfront Resort and Spa

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (191)
"Property was fabulous. Very clean right on the ocean "
The price is CA $789
CA $999 total
includes taxes & fees
Apr 9 - Apr 10
Anna Maria Beach Resort

Silver Surf Gulf Beach Resort

3.0 star property
9.4 out of 10, Exceptional, (1000)
"Excellent location. Beautiful private beach."
The price is CA $335
CA $379 total
includes taxes & fees
Apr 21 - Apr 22
Silver Surf Gulf Beach Resort
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.