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Compare 1331 Vacation Homes in Anna Maria Island with updated reviews, rates, and availability.

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 AED 918
AED 1,788 total
includes taxes & fees
14 Apr - 15 Apr
Anna Maria Beach Condo 1/1

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 AED 1,561
AED 3,121 total
includes taxes & fees
1 Apr - 2 Apr
Waterfront dog-friendly home with heated private pool, dock, views, and lanai

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

Heavenly Sunset: Paradise on Anna Maria Island

Heavenly Sunset: Paradise on Anna Maria Island

Quiet North End Home Only 2 Blocks to Beach with Private Pool

9.0 out of 10, Wonderful, (41)
"Clean property and cute inside. The location was fantastic and very quiet area. The pool was lovely and the sound of the waterfall was a nice surprise. I would definitely recommend this property. "
Quiet North End Home Only 2 Blocks to Beach with Private Pool

Beachwalker Apartment: Duplex within 100 steps to the sand.

9.2 out of 10, Wonderful, (24)
"Great location and great property, unit was as described, very clean and updated. Perfect location to everything the Island has to offer!"
Beachwalker Apartment: Duplex within 100 steps to the sand.

Welcome to Just Pearly

10.0 out of 10, Exceptional, (5)
"Clean, gorgeous. Believe it or not the pictures don't do it justice. How many things can you say that about these days? Great part of the island to be in as well. Much calmer, quieter than the north end. AMI does it well and with class. "
Welcome to Just Pearly

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!

Bella Vista: Bay front with gorgeous views and outdoor living space.

9.4 out of 10, Exceptional, (9)
"We had an absolutely wonderful time! The house is gorgeous, the view is amazing and the whole area is so nice! We couldn’t have asked for a better experience!!!"
Bella Vista: Bay front with gorgeous views and outdoor living space.

Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay

9.8 out of 10, Exceptional, (112)
"We were the 1st guests after the hurricane and Jenny the owner did an amazing job. The place is off the beaten path of all the people which was wonderful! The island is a must stay at for a beautiful vacation. We willbeback"
The price is AED 1,282
AED 2,621 total
includes taxes & fees
22 Apr - 23 Apr
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay

Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!

9.2 out of 10, Wonderful, (60)
"Fun and convenient location. Nice property. Had a blast."
Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!

The Wee Cottage | House in Anna Maria

8.6 out of 10, Excellent, (14)
"Easy and close beach access. Location nearby all amenities and necessities. Did not see that the a/c units were window units, the bedroom unit is AMAZING, however the main room unit was mediocre. The Wee Cottage is adorable!!!"
The Wee Cottage | House in Anna Maria

~NEW 4BDRM+ OCEAN VIEW+ ROOFTOP DECK+ POOL TABLE +PUTTING GREEN- SLEEPS 14!!!

9.4 out of 10, Exceptional, (3)
"Our family of 13 enjoyed the rental. Ages 1 yr old up to mid 60's. Plenty of room to spread out. Amazing location and great views of sunsets. Property was clean and Brittany was just a message a way when we had questions. "
~NEW 4BDRM+ OCEAN VIEW+ ROOFTOP DECK+ POOL TABLE +PUTTING GREEN- SLEEPS 14!!!

Escape to an island adventure!

10.0 out of 10, Exceptional, (110)
"Great location. Great stay, love the front porch excellent communication. Already missing it can’t wait return "
Escape to an island adventure!

Captain's Quarters: 1 Block to Beach, Dog Friendly, Pool

10.0 out of 10, Exceptional, (42)
"We had a girls trip and chose this property due to 3 large bedrooms and a private pool. The walk to the beach was super easy and I went there every morning for a sunrise stroll. We loved the kitchy decor and felt right at home there. We didnt require anything extra or encounter any problems so I cant make a fair assessment of the rental office."
Captain's Quarters: 1 Block to Beach, Dog Friendly, Pool

Sail Away Cottage Large Deck Overlooking Pool Steps To Sugar Sand Beach

9.2 out of 10, Wonderful, (46)
"Everything was as pictured. The living area was larger than expected. We loved the gate off the back porch since we had an 18 month old with us and it was added security with the pool.We were able to walk to numerous restaurants and we were very close to the beach.Easily communicated with the vacation rental agency. Only negative was the mattress in bedroom 2. It really sags in the middle. We would return!J and SOn numerous "
Sail Away Cottage Large Deck Overlooking Pool Steps To Sugar Sand Beach

The TipSea Turtle managed by Beach Retreats FL Anna Maria Island

10.0 out of 10, Exceptional, (15)
"A few of us missed connecting flights thanks to “ Tropical storm/ Hurricane Debby” but once we arrived it made all the travel stress worth it. Beautiful home, kids loved the pool and the beach was amazing. This might be our new annual family destination. "
The TipSea Turtle managed by Beach Retreats FL Anna Maria Island

Golf Cart, Stonehenge by SeaBreeze Vacation

10.0 out of 10, Exceptional, (17)
"We came stayed at Stonehenge over Spring vacation and enjoyed every minute here. The layout was perfect for family time, cooking together, big dinners and watching movies together. My husband and I enjoyed the den when we wanted a little quiet time to end the day together. It was a great combination of plenty of privacy and also a great family area. Location for us was perfect. Quiet neighborhood but just minutes from the most beautiful beach. We walked there in 5 minutes. Also, just blocks from...
Golf Cart, Stonehenge by SeaBreeze Vacation

Luxury home with Pool, Putting Green, Beach Bikes!

9.6 out of 10, Exceptional, (30)
"Awesome house with a nice hot tub and warm pool. Really enjoyed our time there!"
Luxury home with Pool, Putting Green, Beach Bikes!

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
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
9.4 out of 10, Exceptional, (191)
"Property was fabulous. Very clean right on the ocean "
The price is AED 2,163
AED 2,737 total
includes taxes & fees
31 Mar - 1 Apr
Anna Maria Beach Resort

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (266)
"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 1,296
AED 1,640 total
includes taxes & fees
22 Apr - 23 Apr
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 AED 2,120
AED 4,594 total
includes taxes & fees
6 Apr - 7 Apr
Adorable Beach cottage just steps Bean Point beach!
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.