Anna Maria Island Holiday Rentals

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Holiday 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 NZ$1,352
includes taxes & fees
6 Apr - 7 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 NZ$779
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 NZ$2,181
includes taxes & fees
6 Apr - 7 Apr
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

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 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 NZ$493
includes taxes & fees
29 Mar - 30 Mar
“The Spot” Guaranteed Dolphin and Sea Life Sightings!

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 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 NZ$793
includes taxes & fees
16 Apr - 17 Apr
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!

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 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 NZ$464
includes taxes & fees
21 Apr - 22 Apr
Anna Maria Sunsets - studio

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 NZ$1,447
includes taxes & fees
9 Apr - 10 Apr
Waterfront dog-friendly home with heated private pool, dock, views, and lanai

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

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

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 NZ$738
includes taxes & fees
16 Apr - 17 Apr
Anna Maria Beach Condo 1/1

COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL

9.8 out of 10, Exceptional, (170)
"I wish we could’ve stayed longer. I usually stay at the silver Surf 10 blocks away. I found this place and goodbye silver surf. From now on I will stay here. Jill the host was fantastic "
COZY APT IN QUAINT QUADRAPLEX HOME. STEPS TO BEACH! 1 BR/1BA. SLEEPS 2. POOL

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! "
The price is NZ$476
includes taxes & fees
28 Apr - 29 Apr
Anna Maria Sunsets - studio

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 NZ$849
includes taxes & fees
14 Apr - 15 Apr
Anna Maria Beach Condo 1/1

Heavenly Sunset: Paradise on Anna Maria Island

Heavenly Sunset: Paradise on Anna Maria Island

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
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, (538)
" Beautiful well appointed and nicely decorated. Only suggestion… the are no dressers only closets and console tables ."
The price is NZ$1,063
includes taxes & fees
6 Apr - 7 Apr
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 NZ$1,352
includes taxes & fees
6 Apr - 7 Apr
Anna Maria Beach Resort

Silver Surf Gulf Beach Resort

3.0 star property
9.4 out of 10, Exceptional, (1054)
"Excellent location. Beautiful private beach."
The price is NZ$482
includes taxes & fees
21 Apr - 22 Apr
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.