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

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Anna Maria vacation homes

TV, table tennis, offices

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 ￥63,498
￥175,556 total
includes taxes & fees
Aug 8 - Aug 9
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

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 ￥67,396
￥130,229 total
includes taxes & fees
Aug 16 - Aug 17
Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
Beach nearby, sun loungers

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 ￥53,347
￥122,512 total
includes taxes & fees
Aug 11 - Aug 12
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
Beach nearby, sun loungers, beach towels

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.
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT
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, (18 reviews)
"Love these cottages, very close to the beach and restaurants!"
United States
Lewis E.
The price is ￥53,348
￥123,185 total
includes taxes & fees
Jul 26 - Jul 27
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
TV

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 ￥106,859
￥246,265 total
includes taxes & fees
Jul 25 - Jul 26
Canalfront Home with Pool, Dock and Putting Green! Close to the Beach!
Beach nearby, sun loungers, beach towels

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 ￥72,918
￥146,886 total
includes taxes & fees
Jul 21 - Jul 22
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT
On the beach

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 ￥108,962
￥177,349 total
includes taxes & fees
Jul 21 - Jul 22
Do you love the beach?
Interior

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 ￥76,815
￥198,544 total
includes taxes & fees
Jul 21 - Jul 22
Private, Remodeled Home with Pool! 1 Block to Beach, Great for Families!
A heated pool

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.
The price is ￥82,580
￥222,135 total
includes taxes & fees
Aug 1 - Aug 2
Gulf View Retreat! Pool, Decks and 2 King Beds!
Coffee/tea maker, fridge, microwave, oven

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 ￥67,721
￥134,209 total
includes taxes & fees
Jul 20 - Jul 21
Sea Whisper: North End gem w/ pool & dock
Beach nearby, sun loungers

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 ￥65,064
￥154,683 total
includes taxes & fees
Aug 9 - Aug 10
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!
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 ￥64,960
￥148,149 total
includes taxes & fees
Jul 25 - Jul 26
Kiwi Cottage~Private Heated Pool!~Shopping close!
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, (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 ￥42,224
￥146,702 total
includes taxes & fees
Jul 20 - Jul 21
The Hideaway - Less than a block from beach!
Exterior

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 ￥62,240
￥156,567 total
includes taxes & fees
Aug 11 - Aug 12
Private Pool / Spa Home - Steps to Anna Maria Island Beach
Exterior

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.
The price is ￥102,312
￥239,322 total
includes taxes & fees
Jul 24 - Jul 25
Walk to Beach! Pool, Patio and Palm Trees!
A heated pool

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 ￥48,558
￥125,125 total
includes taxes & fees
Aug 1 - Aug 2
Anna Cabana B: Pool Home, AMI North End, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Interior

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.
The price is ￥50,014
￥148,435 total
includes taxes & fees
Aug 18 - Aug 19
3BR Cottage with Heated Pool – Walk to Beach & Pine Ave
On the beach

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.
The price is ￥117,090
￥245,047 total
includes taxes & fees
Jul 31 - Aug 1
Charming Beachfront Bungalow with Sunset Views and Coastal Comfort
TV

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 ￥47,892
￥152,898 total
includes taxes & fees
Aug 16 - Aug 17
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

Perfect Anna Maria. Dock on Canal. 3 blocks to sugar sand beach. Heated pool.

Perfect Anna Maria. Dock on Canal. 3 blocks to sugar sand beach. Heated pool.

10/10 Excellent
"We had a great time! It is a great location."
Emily C. 7-night trip
Posted 1 day ago
Perfect Anna Maria. Dock on Canal. 3 blocks to sugar sand beach. Heated pool.

Find out more about Anna Maria

Anna Maria Vacation Homes information

Number of reviews
768
Accommodation
954 Vacation Homes
Lowest Price
￥122,512
Highest Price
￥246,265