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, (198)
"This is a very good place to have relaxed days. The room was perfect, with all that we needed. The view was perfect. All the amenities help to have fun."
The price is CA $792
CA $1,003 total
includes taxes & fees
Apr 21 - Apr 22
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 CA $457
CA $578 total
includes taxes & fees
Apr 21 - Apr 22
Pelican Post at Anna Maria Island Inn

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (372)
"Family and I stayed here for spring break and the facilities were awesome. The staff was friendly and helpful. The are is still cleaning up after the hurricane, but it definitely did not affect the fun in the area. We will be planning a return trip."
Tradewinds Beach Resort

Adorable Beach cottage just steps Bean Point beach!

9.8 out of 10, Exceptional, (51)
"This house felt like it was brand new. Loves hanging in the backyard by the soaking pool. Sun hit part of the backyard all day. House was well stocked for everything you need for a relaxing beach vacation. "
Adorable Beach cottage just steps Bean Point beach!

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!

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."
The price is CA $459
CA $519 total
includes taxes & fees
May 11 - May 12
Bridgewalk A Landmark Resort

Anna Maria Sunsets - studio

9.4 out of 10, Exceptional, (218)
"We stayed at this unit for four nights for our much needed spring break (teachers). We loved the quietness and the ability to rest and relax. The beach is steps away and there also a couple of pools but we did not use them. Gulf Drive cafe is an easy walk. We set up beach for the day and walked down for breakfast. We then showered and went to different places for dinner close by. All waterfront and all were great. Everything you need is in the condo but be aware that the coffee maker is not a...
The price is CA $188
CA $384 total
includes taxes & fees
May 6 - May 7
Anna Maria Sunsets - studio

Beachfront Home | Pool + Spa | Games | Ocean Views

10.0 out of 10, Exceptional, (37)
"This house has everything you could possibly need. Great location, beautiful views, amenities galore, and gorgeous inside and out. Fun for all! Great communication with host as well! Highly recommend Beachfront Bliss!"
Beachfront Home | Pool + Spa | Games | Ocean Views

Across from Beach, Free Golf Cart, Heated Pool, Game Room, Rooftop Deck

9.6 out of 10, Exceptional, (146)
"This house was perfect for our entire family of adults, children and toddlers! And so well appointed with everything we needed for a great family vacation. We would definitely stay here again!"
The price is CA $1,110
CA $2,162 total
includes taxes & fees
May 7 - May 8
Across from Beach, Free Golf Cart, Heated Pool, Game Room, Rooftop Deck

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

9.8 out of 10, Exceptional, (80)
"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, (151)
"Perfect place to spend a lovely weekend on AMI. The condo was the right size, clean, fully stocked, and we were able to walk everywhere. "
The price is CA $257
CA $554 total
includes taxes & fees
May 3 - May 4
Anna Maria Island - 2/1

MAY SPECIALS, 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!"
The price is CA $692
CA $1,394 total
includes taxes & fees
May 4 - May 5
MAY SPECIALS, 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 CA $195
CA $472 total
includes taxes & fees
Apr 16 - Apr 17
Anna Maria Beach Condo 1/1

“The Spot” Guaranteed Dolphin and Sea Life Sightings!

4.4 out of 10, (5)
"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 $142
CA $392 total
includes taxes & fees
Apr 17 - Apr 18
“The Spot” Guaranteed Dolphin and Sea Life Sightings!

Anna Maria Guest House 401- 3 bedrooms in the middle of everything

10.0 out of 10, Exceptional, (16)
"Great location and perfect for a long weekend stay."
Anna Maria Guest House 401- 3 bedrooms in the middle of everything

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.

Palm Tree Villas

3.0 star property
9.2 out of 10, Wonderful, (165)
"It was just a beautiful stay and love to come back next year!!"
The price is CA $333
CA $584 total
includes taxes & fees
Apr 22 - Apr 23
Palm Tree Villas

Completely remodeled beach front condo with full ocean views, steps to the water

9.8 out of 10, Exceptional, (202)
"We loved that your rental was so home like. We didn’t want to leave. You provide so many amenities. Can’t help but feel so comfortable. "
Completely remodeled beach front condo with full ocean views, steps to the water

Near Bean Point!! Short stays available! Heated Pool

9.4 out of 10, Exceptional, (42)
"Our stay here was so wonderful. We didn’t want to leave. The Vrbo was perfect for our family of 4. The beds are super comfortable, the couch is spacious and it’s just a cute little place. We definitely will be returning. "
Near Bean Point!! Short stays available! Heated Pool

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (201)
"Exactly as described plus more! Perfect beach location - easy walk to the beach everyday, along with a fantastic pool. Host was fantastic and communicated with ease. Already booked for next year!"
The price is CA $208
CA $410 total
includes taxes & fees
May 5 - May 6
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

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (198)
"This is a very good place to have relaxed days. The room was perfect, with all that we needed. The view was perfect. All the amenities help to have fun."
The price is CA $792
CA $1,003 total
includes taxes & fees
Apr 21 - Apr 22
Anna Maria Beach Resort

Bali Hai Beachfront Resort and Spa

3.5 star property
8.4 out of 10, Very good, (542)
" Beautiful well appointed and nicely decorated. Only suggestion… the are no dressers only closets and console tables ."
The price is CA $648
CA $820 total
includes taxes & fees
May 1 - May 2
Bali Hai Beachfront Resort and Spa

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 CA $457
CA $578 total
includes taxes & fees
Apr 21 - Apr 22
Pelican Post at Anna Maria Island Inn
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.