An aerial view of a coastal town with a long pier extending into turquoise waters.

Holiday Homes in Anna Maria Island

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Anna Maria Island holiday homes

Property grounds

The Hideaway - Less than a block from beach!

The Hideaway - Less than a block from beach!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Everything was great. So close to the beach a 3 min walk. We loved everything about it."
United States
JASON G.
The price is NZ$1,519
includes taxes & fees
30 June - 1 July
The Hideaway - Less than a block from beach!
Pool

Perfect Location! Steps to Beach~Heated Pool!

Perfect Location! Steps to Beach~Heated Pool!
Holmes Beach
The price is NZ$889
includes taxes & fees
30 June - 1 July
Perfect Location! Steps to Beach~Heated Pool!
Beach nearby

Mermaid’s Purse~Private Pool! 40 steps to beach!

Mermaid’s Purse~Private Pool! 40 steps to beach!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Perfect location and great service. Thanks for allowing us to make life long memories with our kids!"
United States
Magen S.
The price is NZ$1,529
includes taxes & fees
2 July - 3 July
Mermaid’s Purse~Private Pool! 40 steps to beach!
Pool

Kiwi Cottage~Private Heated Pool!~Shopping close!

Kiwi Cottage~Private Heated Pool!~Shopping close!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Perfect location! Walking distance to beaches, shops and restaurants! The pool was an added bonus"
United States
Christopher
The price is NZ$1,700
includes taxes & fees
9 July - 10 July
Kiwi Cottage~Private Heated Pool!~Shopping close!
Pool

Coast is Clear! Heated pool/spa~Close to shops

Coast is Clear! Heated pool/spa~Close to shops
Anna Maria
The price is NZ$1,499
includes taxes & fees
2 July - 3 July
Coast is Clear! Heated pool/spa~Close to shops
Outdoor dining

Birdsong-Steps to Bean Point Beach Heated Pool!

Birdsong-Steps to Bean Point Beach Heated Pool!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"The property was exactly as advertised. We loved our time at this property and how clean it was. The private pool was so enjoyable and complimented our time at the beach that is just down the street during our stay."
United States
Aaron C.
The price is NZ$1,470
includes taxes & fees
2 July - 3 July
Birdsong-Steps to Bean Point Beach Heated Pool!
Beach nearby

Coconuts 118 | Gulf View Heated Pool • Steps to Sand

Coconuts 118 | Gulf View Heated Pool • Steps to Sand
Holmes Beach
10.0 out of 10, Exceptional, (3 reviews)
"This place is fantastic! It is beautifully decorated, comfortable, and steps from a heated pool and amazing beach. We loved sitting out on the second floor balcony…Only wish we could have stayed longer! "
United States
David M.
The price is NZ$1,671
includes taxes & fees
6 July - 7 July
Coconuts 118 | Gulf View Heated Pool • Steps to Sand
Terrace/patio

Just Pearly - 2 min walk to beach!

Just Pearly - 2 min walk to beach!
Bradenton Beach
10.0 out of 10, Exceptional, (8 reviews)
"We loved everything about the home. Everything was as it was described. Host was amazing and very attentive. Will definitely be staying there again. "
United States
jacob G.
The price is NZ$2,791
includes taxes & fees
1 July - 2 July
Just Pearly - 2 min walk to beach!
3 bedrooms, iron/ironing board, WiFi, bed sheets

Coconut Cottage~Private Heated Pool~Block to shops

Coconut Cottage~Private Heated Pool~Block to shops
Anna Maria
The price is NZ$1,481
includes taxes & fees
2 July - 3 July
Coconut Cottage~Private Heated Pool~Block to shops
Interior

New!~Heated Pool! Steps to the Beach! Sailfish

New!~Heated Pool! Steps to the Beach! Sailfish
Holmes Beach
The price is NZ$1,814
includes taxes & fees
6 July - 7 July
New!~Heated Pool! Steps to the Beach! Sailfish
Smart TV

Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

Steps from Beach and Local Hotspots! Stay at Sunny Side Down!
Bradenton Beach
8.8 out of 10, Excellent, (27 reviews)
"Great location! Easy walk to beach. We had a couple of challenges upon check in but the property management team resolved very quickly. Had a wonderful time with family. Would definitely stay again!"
United States
Karen R.
The price is NZ$1,107
includes taxes & fees
30 June - 1 July
Steps from Beach and Local Hotspots! Stay at Sunny Side Down!
Interior

Seaside Magnolia~1 Block to Pine Ave, Heated Pool!

Seaside Magnolia~1 Block to Pine Ave, Heated Pool!
Anna Maria
9.8 out of 10, Exceptional, (16 reviews)
"We had an amazing stay! The house was perfect for our family. The pool and the hot tub were fantastic! We also loved that it was within walking distance to two scoops!"
United States
Aaron Z.
The price is NZ$2,936
includes taxes & fees
30 June - 1 July
Seaside Magnolia~1 Block to Pine Ave, Heated Pool!
Smart TV

Coastal Luxe 5BR|Water Views| Quick Walk to Beach + Golf Fun

Coastal Luxe 5BR|Water Views| Quick Walk to Beach + Golf Fun
Bradenton Beach
10.0 out of 10, Exceptional, (13 reviews)
"The house was perfect for our group! The walk to the beach was close and the pool was warm."
United States
Margaret R.
The price is NZ$2,639
includes taxes & fees
1 July - 2 July
Coastal Luxe 5BR|Water Views| Quick Walk to Beach + Golf Fun
Smart TV

Tiny Tides: Adorable Cozy House!

Tiny Tides: Adorable Cozy House!
Anna Maria
9.2 out of 10, Wonderful, (5 reviews)
"This place was amazing. It was very clean and had everything you needed. It’s not a huge place but perfect for singles, couples and small families. "
United States
Josh H.
The price is NZ$1,235
includes taxes & fees
5 July - 6 July
Tiny Tides: Adorable Cozy House!
Outdoor pool, a heated pool

Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach

Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach
Bradenton Beach
10.0 out of 10, Exceptional, (14 reviews)
"Our stay was amazing and the house was matched what was advertised! The outdoor space had everything that we needed plus more! There are lots of stairs, but really was only difficult when carrying luggage up/down. Other than that this house was perfect for our girls trip and definitely would recommend!!"
United States
Lauren M.
The price is NZ$4,444
includes taxes & fees
5 July - 6 July
Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach
Beach nearby

Emerald Shores East! Walk to Beach!

Emerald Shores East! Walk to Beach!
Anna Maria
9.4 out of 10, Exceptional, (11 reviews)
"Nice house and close to the beach! Large living room and kitchen. "
United States
Jennifer B.
The price is NZ$1,429
includes taxes & fees
30 June - 1 July
Emerald Shores East! Walk to Beach!
TV

Palm Paradise~Steps to Shops/Beach~Best location!

Palm Paradise~Steps to Shops/Beach~Best location!
Anna Maria
The price is NZ$2,002
includes taxes & fees
21 July - 22 July
Palm Paradise~Steps to Shops/Beach~Best location!
Pool

Heated Pool! ~New!~Steps to the Beach! Lime Fish

Heated Pool! ~New!~Steps to the Beach! Lime Fish
Holmes Beach
10.0 out of 10, Exceptional, (2 reviews)
"Would definitely stay at this place again. Everything was very clean and within walking distance from everything "
United States
Randy M.
The price is NZ$1,659
includes taxes & fees
9 July - 10 July
Heated Pool! ~New!~Steps to the Beach! Lime Fish
Fridge, microwave, oven, stovetop

Pine Avenue next door!~Heated pool~Steps to Beach

Pine Avenue next door!~Heated pool~Steps to Beach
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Great location. Nice size rooms. Pool was in the shade but very clean. All around a great stay"
United States
Kelly F.
The price is NZ$2,413
includes taxes & fees
29 June - 30 June
Pine Avenue next door!~Heated pool~Steps to Beach
Beach nearby, sun-loungers

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
Anna Maria
9.8 out of 10, Exceptional, (17 reviews)
"Love these cottages, very close to the beach and restaurants!"
United States
Lewis E.
The price is NZ$1,318
includes taxes & fees
29 June - 30 June
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
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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Top Anna Maria Island Hotel Reviews

Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn

10/10 Excellent
"Wonderful place would recommend and will stay again."
Shain 1-night trip
Posted 13 hours ago
Tropic Isle at Anna Maria Island Inn

Find out more about Anna Maria Island

Anna Maria Island Holiday Homes information

Number of reviews
116
Accommodation
1505 Holiday Homes
Lowest Price
NZ$889
Highest Price
NZ$4,754

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