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

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Our top choices for Anna Maria vacation homes

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, (202 reviews)
"Great stay! Great location!"
United States
Chase S.
The price is ¥67,989
¥131,375 total
includes taxes & fees
Aug 16 - Aug 17
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 ¥53,817
¥124,082 total
includes taxes & fees
Aug 11 - Aug 12
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

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 ¥60,552
¥170,962 total
includes taxes & fees
Aug 21 - Aug 22
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B

Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B
Anna Maria
9.8 out of 10, Exceptional, (30 reviews)
"This unit was exactly as described. Perfect location as it was close to the beach and restaurants. We would definitely stay here again. "
United States
Renee D.
The price is ¥29,760
¥109,662 total
includes taxes & fees
Aug 16 - Aug 17
Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B

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 ¥53,818
¥123,287 total
includes taxes & fees
Aug 3 - Aug 4
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

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, (61 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 ¥40,794
¥115,528 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

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, (67 reviews)
"Close to the beach. coordinating the golf cart delivery and pickup was so helpful. We could really relax regardless of travel delays."
United States
Katharine
The price is ¥64,139
¥136,716 total
includes taxes & fees
Jul 29 - Jul 30
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT

Beachside Duplex w/ Pool and Private Suite

Beachside Duplex w/ Pool and Private Suite
Anna Maria
9.6 out of 10, Exceptional, (5 reviews)
"Amazing relaxing time, perfect accommodations for our budget"
United States
Sandi L.
The price is ¥30,820
¥125,510 total
includes taxes & fees
Aug 24 - Aug 25
Beachside Duplex w/ Pool and Private Suite

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 ¥57,341
¥138,589 total
includes taxes & fees
Aug 5 - Aug 6
Birdsong-Steps to Bean Point Beach Heated Pool!

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)
"Perfect beach cottage"
United States
Jane S.
The price is ¥65,637
¥156,045 total
includes taxes & fees
Jul 27 - Jul 28
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!

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 ¥52,540
¥158,792 total
includes taxes & fees
Aug 16 - Aug 17
Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

Sea Whisper: North End gem w/ pool & dock

Sea Whisper: North End gem w/ pool & dock
Anna Maria
9.6 out of 10, Exceptional, (70 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 ¥68,317
¥135,391 total
includes taxes & fees
Aug 16 - Aug 17
Sea Whisper: North End gem w/ pool & dock

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 ¥73,560
¥148,180 total
includes taxes & fees
Jul 27 - Jul 28
BEST LOCATION! NORTH END OF ANNA MARIA, FL STEPS TO BEACH & DINING - LOWER UNIT

Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl

Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl
Anna Maria
9.6 out of 10, Exceptional, (29 reviews)
"Enjoyed our stay the place was beautiful and very close to everything "
United States
Maria A.
Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl

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 ¥63,648
¥162,193 total
includes taxes & fees
Aug 11 - Aug 12
Private Pool / Spa Home - Steps to Anna Maria Island Beach

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 ¥83,602
¥224,455 total
includes taxes & fees
Aug 1 - Aug 2
Gulf View Retreat! Pool, Decks and 2 King Beds!

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 Hideaway - Less than a block from beach!

Tiny Tides: Adorable Cozy House!

Tiny Tides: Adorable Cozy House!
Anna Maria
9.4 out of 10, Exceptional, (6 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 ¥22,879
¥89,920 total
includes taxes & fees
Aug 25 - Aug 26
Tiny Tides: Adorable Cozy House!

Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!

Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!
Anna Maria
9.8 out of 10, Exceptional, (46 reviews)
"Beautiful and location was perfect! Our vacation was wonderful. Thank you!"
United States
Laura N.
The price is ¥57,341
¥138,365 total
includes taxes & fees
Aug 10 - Aug 11
Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!

Pet-Friendly Retreat with Pool and Hot Tub Near the Beach!

Pet-Friendly Retreat with Pool and Hot Tub Near the Beach!
Anna Maria
9.0 out of 10, Wonderful, (17 reviews)
"The location was amazing! Only feedback would be the master bathroom is dated and cleanliness of the bedroom and bathroom doors around the knobs. "
United States
Renee S.
The price is ¥52,639
¥154,774 total
includes taxes & fees
Aug 2 - Aug 3
Pet-Friendly Retreat with Pool and Hot Tub Near the Beach!
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
799
Accommodation
954 Vacation Homes
Lowest Price
¥89,920
Highest Price
¥224,455