Search Cottages in Anna Maria Island

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Compare 65 Cottages in Anna Maria Island with updated reviews, rates, and availability.

The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

9.8 out of 10, Exceptional, (188)
"We had stayed here for a month last year and once again this year and are looking forward to the same nextcyear. I cannot say enough wonderful things about the extraordinary efforts by Ed and Audrey to make our stay possible this year after the devastating hurricanes! We are eternally grateful "
The Ballyhoo on Bean Point, 200 feet to a beautiful bayside beach and views!

Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!

10.0 out of 10, Exceptional, (264)
"So many great features at this house in Bean Point including great access to the beach, Pine Street and a pool area that has it all. Thank you Dan and Lori for a wonderful stay!"
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

10.0 out of 10, Exceptional, (1)
"This was perfect for our family. It was a quick walk to the beach. We loved it!"
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

Charming cottage in quiet area, close to beach & bay.

9.8 out of 10, Exceptional, (269)
"This darling cottage is in a great location if you love Anna Maria. It is an easy walk to the beach and bay as well as lots of great shopping and restaurants. The living area is super comfortable with lots of recliner choices. The unit is immaculate and the kitchen is well appointed. "
Charming cottage in quiet area, close to beach & bay.

Shell Cottage - sleeps 2

9.8 out of 10, Exceptional, (34)
"Shell Cottage was cute as can be . It was very clean , beautifully decorated and well equipped. However; there is an alarm on the entry door that is ear shattering. The check-in information states it is part of the rental license rules which I understand. There was no grey box on the outside of the door which can be pressed to allow entry within 45 seconds before the alarm goes off. There was a button on the inside that allowed us to leave the cottage.. I’m not sure I would stay here again...
Shell Cottage - sleeps 2

Great Location, steps to beach, 2 bd home w/ private pool

9.8 out of 10, Exceptional, (28)
"If we had better weather we would have enjoyed the pool and quiet backyard retreat Overall was a great place to stay. Great location Funny thing the place we stayed at last year was right behind us but this place was sooo much better!"
Great Location, steps to beach, 2 bd home w/ private pool

Tropical Paradise On The Beach Permit VRC17-000168

9.2 out of 10, Wonderful, (129)
"Quaint beach cottage tucked away from the hustle an bustle of the island. The upper unit had a spectacular view of the beach and sunsets.Communication with the property managers was great!We have already booked again for next year!Thank you for a wonderful stay!"
Tropical Paradise On The Beach Permit VRC17-000168

Beautiful Condo on Pine Ave, 2 Blocks to Beach

8.8 out of 10, Excellent, (23)
"Great location, very comfortable property! We loved the 2 covered porch areas at the front and back of the unit. We had a little trouble with the AC but the owner was very responsive. We would certainly rent this unit again!"
The price is AED 1,388
AED 3,765 total
includes taxes & fees
20 May - 21 May
Beautiful Condo on Pine Ave, 2 Blocks to Beach

Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

8.8 out of 10, Excellent, (73)
"this cottage was just amazing . location to beach and restaurants was exceptional. we had such an amazing time. quiet area . pool was great . walk to the Beach short . we really did not want to leave.. I could live there. thank you so much for an amazing vacation. hope to return again to same cottage."
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK

Great location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool

9.8 out of 10, Exceptional, (27)
"Great little beach cottage one block from the beach! Perfect for my husband and I and was well-appointed with everything we needed. Loved the very private backyard. A good number of restaurants and shops are open again after the hurricane so we were able to experience them. The property management company was informative and responsive. Thank You!"
Great location, cute cottage, 2 min walk to beach, 2bd/2ba home w/private pool

Charming Ground Level Resort Style 3 unit Condo - unit C

9.6 out of 10, Exceptional, (12)
"Perfect location with anything needed. Was great to get out of the cold and snow and into the sunshine. Forest time on Anna Maria Island and this VRBO exceeded our expectations. "
Charming Ground Level Resort Style 3 unit Condo - unit C

Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!

9.4 out of 10, Exceptional, (19)
"The house was clean, had all the items needed to feel at home. Comfortable beds. Decorated nicely. Tucked into the property to allow for privacy. We enjoyed the area a d the realaxing time. Holmes beach was the nicest beach in the area. Not too crowded."
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!

Sailfish Gulf Suites #3, Modern Amenities, Steps to the Beach

10.0 out of 10, Exceptional, (19)
"Clean, well equipped condo with the beach for the back yard. Great location, close to Publix and local shops, restaurants and beaches, Tammy was welcoming and responsive."
Sailfish Gulf Suites #3, Modern Amenities, Steps to the Beach

Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

8.6 out of 10, Excellent, (4)
"We rented the SeaShell Cottage for the weekend of our daughter's wedding for our son, daughter - in - law and their daughter. It was only 2 blocks from the Venue - The Sandbar which was very convenient for them with an infant. The cottage was super clean and just down right adorable! We would definitely recommend and would love to return soon. "
Historical AMI 2 Bedroom, pet friendly beach cottage, sleeps 6

Adorable Cottage with Covered Balconies and Private Pool

9.6 out of 10, Exceptional, (36)
"We vacation multiple times at AMI. Our group loved the location right on Pine Avenue. Amenities were all top-notch everything you need. It was there."
Adorable Cottage with Covered Balconies and Private Pool

Cozy, family/pet friendly less than a block to white sandy beaches. Trolley stop

9.0 out of 10, Wonderful, (2)
"Great location! We loved our stay. This place was great! "
Cozy, family/pet friendly less than a block to white sandy beaches. Trolley stop

Coastal Cottage On Holmes Beach With Private Heated Pool! 1 Block to beach.

9.8 out of 10, Exceptional, (70)
"The amenities were perfect. Clean. Comfortable sleeping arrangement. Pool was clean and pleasantly situated with plenty of sun and shade. Walk to the beach was quick and safe. Beach wagon and chairs were great. Thank you!"
Coastal Cottage On Holmes Beach With Private Heated Pool! 1 Block to beach.

Home with Private Backyard and Heated Pool - Gulf Breeze Villa B

9.8 out of 10, Exceptional, (29)
"Perfect place for a couple with amenities galore"
Home with Private Backyard and Heated Pool - Gulf Breeze Villa B

Anna Maria Cottage with Golf Cart

9.8 out of 10, Exceptional, (7)
"This cottage was the perfect anniversary getaway. Centrally located and easy to visit the beaches and explore the island on the provided golfcart"
Anna Maria Cottage with Golf Cart

Seahorse Cottage - sleeps 2 guests in 1 bedroom

9.8 out of 10, Exceptional, (50)
"My husband and I have been coming to AMI for over 25 years staying in a variety of places on the island. This was our first time so far on the North end of the AMI and it was perfect in the Starfish beach cottage--We have already booked for next year. The cottage was clean and equipped with everything we needed for a very comfortable stay. Proximity to the beautiful beach was perfect enough that we could walk back and forth throughout the day as needed. The grounds were clean, beachy and...
Seahorse Cottage - sleeps 2 guests in 1 bedroom
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 property types in Anna Maria Island

Anna Maria Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (199)
"Highly recommend this property. Our unit was very updated and had a full kitchen with everything we needed for a comfortable stay. The beds were comfortable. The swimming pool was great and heated and the beach access was within a few steps. The location was quaint but easily accessible and lots of dining options near by. Would stay here again. "
The price is AED 1,426
AED 1,805 total
includes taxes & fees
27 Apr - 28 Apr
Anna Maria Beach Resort

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (267)
"Beautiful boutique resort. Clean rooms, great pool and hot tub. Walking distance around Anna Maria Island. Parking included. I highly recommend :)"
The price is AED 1,079
AED 1,366 total
includes taxes & fees
29 Apr - 30 Apr
Pelican Post at Anna Maria Island Inn

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (374)
"Staff was friendly and welcoming. Location was amazing. Pool was very nice. Very pleasant stay. Will be back!"
Tradewinds 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.