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

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

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 ￥60,282
￥170,200 total
includes taxes & fees
Aug 21 - Aug 22
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 ￥67,687
￥130,790 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 ￥53,577
￥123,529 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, (66 reviews)
"Great spot Love the quick sand subway strip to the beach"
United States
Chuck M.
The price is ￥63,897
￥136,199 total
includes taxes & fees
Jul 29 - Jul 30
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 ￥53,578
￥123,716 total
includes taxes & fees
Aug 5 - Aug 6
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 ￥107,066
￥246,926 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 ￥73,232
￥147,519 total
includes taxes & fees
Jul 27 - Jul 28
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)
"We really enjoyed this location - steps away from the beach was awesome. Also walking distance from some of our favorite spots (Waterfront, Donut Experiment, North Shore, Poppo’s, Two Scoops). We will be booking this spot on our next trip to Anna Maria."
United States
Zachary Z.
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
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.
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 ￥68,059
￥134,879 total
includes taxes & fees
Aug 20 - Aug 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)
"Perfect beach cottage"
United States
Jane S.
The price is ￥65,344
￥155,349 total
includes taxes & fees
Aug 4 - Aug 5
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 ￥65,284
￥148,888 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 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 ￥62,550
￥160,448 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.
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, (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.
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 ￥50,398
￥149,754 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 ￥114,573
￥241,451 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 ￥50,029
￥155,019 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

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

10/10 Excellent
"The Bungalow was perfect, right near the shops and a short walk to the beach. The team at Fran Maxon was helpful and responsive."
Anonymous traveler 4-night trip
Posted 2 days ago
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

Find out more about Anna Maria

Anna Maria Vacation Homes information

Number of reviews
2
Accommodation
954 Vacation Homes
Lowest Price
￥59,918
Highest Price
￥90,814