A marina with boats, a bridge, and high-rise buildings.

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Our top choices for Anna Maria holiday homes

Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
Anna Maria
9.8 out of 10, Exceptional, (69 reviews)
"The kitchen had everything we needed."
United States
Katherine W.
The price is HK$3,073
HK$8,485 total
includes taxes & fees
8 Aug - 9 Aug
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
Anna Maria
9.8 out of 10, Exceptional, (201 reviews)
"Great stay! Great location!"
United States
Chase S.
The price is HK$3,254
HK$6,287 total
includes taxes & fees
16 Aug - 17 Aug
Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
Anna Maria
10.0 out of 10, Exceptional, (28 reviews)
"Cottage 107 was ver clean, comfortable, and had everything we needed. The property was quiet and very family friendly. The beach, just a very short half block walk, is gorgeous. We had a wonderful time!"
United States
Terry R.
The price is HK$2,575
HK$5,914 total
includes taxes & fees
11 Aug - 12 Aug
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT

BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT
Anna Maria
10.0 out of 10, Exceptional, (64 reviews)
"Great spot Love the quick sand subway strip to the beach"
United States
Chuck M.
The price is HK$3,069
HK$6,527 total
includes taxes & fees
29 Jul - 30 Jul
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT

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, (18 reviews)
"Love these cottages, very close to the beach and restaurants!"
United States
Lewis E.
The price is HK$2,575
HK$5,947 total
includes taxes & fees
9 Aug - 10 Aug
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Canalfront Home with Pool, Dock and Putting Green! Close to the Beach!

Canalfront Home with Pool, Dock and Putting Green! Close to the Beach!
Anna Maria
9.4 out of 10, Exceptional, (16 reviews)
"Great location for walking to Pine St shops. Pool and hot tub were great. Had some small issues with pool door alarm but property management was very responsive. Would recommend!"
United States
Elizabeth F.
The price is HK$5,159
HK$11,889 total
includes taxes & fees
25 Jul - 26 Jul
Canalfront Home with Pool, Dock and Putting Green! Close to the Beach!

BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT

BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT
Anna Maria
10.0 out of 10, Exceptional, (62 reviews)
"Host, location, amenities!!!!"
United States
cara M.
The price is HK$3,520
HK$7,091 total
includes taxes & fees
21 Jul - 22 Jul
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT

Do you love the beach?

Do you love the beach?
Anna Maria
10.0 out of 10, Exceptional, (158 reviews)
"Ideal location for beach access and shops/restaurants on the island. We enjoyed our time in Anna Maria Island. Thanks for being a great host !"
United States
Benjamin K.
The price is HK$4,849
HK$8,042 total
includes taxes & fees
21 Jul - 22 Jul
Do you love the beach?

Private, Remodeled Home with Pool! 1 Block to Beach, Great for Families!

Private, Remodeled Home with Pool! 1 Block to Beach, Great for Families!
Anna Maria
9.8 out of 10, Exceptional, (33 reviews)
"Great place to stay"
United States
Wilson
The price is HK$3,708
HK$9,585 total
includes taxes & fees
21 Jul - 22 Jul
Private, Remodeled Home with Pool! 1 Block to Beach, Great for Families!

Gulf View Retreat! Pool, Decks and 2 King Beds!

Gulf View Retreat! Pool, Decks and 2 King Beds!
Anna Maria
9.6 out of 10, Exceptional, (26 reviews)
"Clean, comfortable, great location. "
United States
Matthew R.
Gulf View Retreat! Pool, Decks and 2 King Beds!

Sea Whisper: North End gem w/ pool & dock

Sea Whisper: North End gem w/ pool & dock
Anna Maria
9.6 out of 10, Exceptional, (69 reviews)
"We loved our stay ! Close to the beach and were able to fish and swim in pool."
United States
Farah S.
The price is HK$3,269
HK$6,456 total
includes taxes & fees
18 Aug - 19 Aug
Sea Whisper: North End gem w/ pool & dock

Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!

Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!
Anna Maria
10.0 out of 10, Exceptional, (36 reviews)
"Everything was perfect! Great location, super friendly staff, all the amenities. Had a great time and would book again. "
United States
Kimberly R.
The price is HK$3,141
HK$7,468 total
includes taxes & fees
9 Aug - 10 Aug
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/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 HK$3,136
HK$7,152 total
includes taxes & fees
25 Jul - 26 Jul
Kiwi Cottage~Private Heated Pool!~Shopping close!

The Hideaway - Less than a block from beach!

The Hideaway - Less than a block from beach!
Anna Maria
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great. So close to the beach a 3 min walk. We loved everything about it."
United States
JASON G.
The price is HK$2,352
HK$7,494 total
includes taxes & fees
19 Jul - 20 Jul
The Hideaway - Less than a block from beach!

Private Pool / Spa Home - Steps to Anna Maria Island Beach

Private Pool / Spa Home - Steps to Anna Maria Island Beach
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"An absolute gem! This place was perfection and we couldn’t be happier. We are already planning to hopefully come back in 2 years for our next girls trip. It was immaculately clean, beautifully decorated, so close to the beach and great location for shopping/restaurants. They had everything at the property we could think of."
United States
Erin S.
The price is HK$3,005
HK$7,558 total
includes taxes & fees
11 Aug - 12 Aug
Private Pool / Spa Home - Steps to Anna Maria Island Beach

Walk to Beach! Pool, Patio and Palm Trees!

Walk to Beach! Pool, Patio and Palm Trees!
Anna Maria
9.4 out of 10, Exceptional, (11 reviews)
"Loved the location "
United States
Debbie N.
Walk to Beach! Pool, Patio and Palm Trees!

Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals

Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Anna Maria
9.2 out of 10, Wonderful, (60 reviews)
"Clean, cute, & perfect for what we were looking for… a quick getaway with me and my husband! Nice location, easy check in, and lovey outdoor space. "
United States
Shea H.
The price is HK$2,344
HK$6,041 total
includes taxes & fees
1 Aug - 2 Aug
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals

3BR Cottage with Heated Pool – Walk to Beach & Pine Ave

3BR Cottage with Heated Pool – Walk to Beach & Pine Ave
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Great sister stayHouse was perfect, pool was enjoyed by us all after a day a the beachMorning and evening at the pool We will be back for our next get together"
United States
Cheryl M.
3BR Cottage with Heated Pool – Walk to Beach & Pine Ave

Charming Beachfront Bungalow with Sunset Views and Coastal Comfort

Charming Beachfront Bungalow with Sunset Views and Coastal Comfort
Anna Maria
9.6 out of 10, Exceptional, (30 reviews)
"Great accommodations, great location."
United States
Sandy B.
Charming Beachfront Bungalow with Sunset Views and Coastal Comfort

Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!
Anna Maria
9.4 out of 10, Exceptional, (40 reviews)
"Excellent customer service from the management company. Clean home, well stocked with dishes, comfortable beds."
United States
Lisa B.
The price is HK$2,312
HK$7,381 total
includes taxes & fees
16 Aug - 17 Aug
Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!
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 Hotel Reviews

Find out more about Anna Maria

Anna Maria Vacation Homes information

Number of reviews
2
Accommodation
951 Vacation Homes
Lowest Price
HK$3,094
Highest Price
HK$4,365

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