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

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Our top choices for Anna Maria vacation homes

1. Family-Friendly Duplex Near Beaches and Local Shops! - A Place In Paradise Unit

Family-Friendly Duplex Near Beaches and Local Shops! - A Place In Paradise Unit
Anna Maria
9.4 out of 10, Exceptional, (32 reviews)
"We really enjoyed our stay. The location was perfect- super close to a quiet beach, and close to restaurants and shopping on Pine street. Place was clean and comfortable and had everything we needed to enjoy the beach."
United States
Louise W.
The price is ¥19,092
¥90,735 total
includes taxes & fees
Sep 13 - Sep 14
Family-Friendly Duplex Near Beaches and Local Shops! - A Place In Paradise Unit

2. Emerald Shores East! Walk to Beach!

Emerald Shores East! Walk to Beach!
Anna Maria
9.0 out of 10, Wonderful, (12 reviews)
"Clean spot and a great stay. Amazing location and 10/10 service / review. "
United States
Christopher B.
The price is ¥24,903
¥113,301 total
includes taxes & fees
Oct 5 - Oct 6
Emerald Shores East! Walk to Beach!

3. 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, (73 reviews)
"This house is in an excellent location halfway between the bay and the gulf, on a street very close to dining, shopping, etc. and yet quiet. Took only four minutes to walk to coffee shop, eight minutes to the beach and restaurants. House was perfect for our family weekend vacation. We all enjoyed the pool. Washer/dryer on site was convenient. Check in was super easy with door code. Property was clean. Everything worked out well, no issues."
United States
Teresa
The price is ¥33,204
¥130,581 total
includes taxes & fees
Sep 16 - Sep 17
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

4. Dog friendly cottage - One block to the Bay!

Dog friendly cottage - One block to the Bay!
Anna Maria
9.6 out of 10, Exceptional, (15 reviews)
"Great location!"
United States
Jennifer L.
The price is ¥23,638
¥84,556 total
includes taxes & fees
Sep 20 - Sep 21
Dog friendly cottage - One block to the Bay!

5. Tortuga Bay~Canal & Waterslide Putt Putt! TIKI HUT

Tortuga Bay~Canal & Waterslide Putt Putt! TIKI HUT
Anna Maria
9.6 out of 10, Exceptional, (10 reviews)
"A wonderful property for our girls trip . Beach access right across the street. The pool and slide and hot tub were perfect after a day at the beach. Lots of shops and restaurants within walking distance. . Our host Jen was wonderful and our place was very clean and the beds were comfy, We had a great weekend ! would definitely come back to the island again."
United States
Pam R.
Tortuga Bay~Canal & Waterslide Putt Putt! TIKI HUT

6. Elegance~Gorgeous! Arcade!~ Heated pool/spa~North End!

Elegance~Gorgeous! Arcade!~ Heated pool/spa~North End!
Anna Maria
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in and check out. The house was amazing! The pool was so nice too. Plenty of room for big families. "
United States
Katie K.
Elegance~Gorgeous! Arcade!~ Heated pool/spa~North End!

7. 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, (29 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 ¥40,421
¥102,392 total
includes taxes & fees
Sep 14 - Sep 15
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

8. Vintage Cottage: Pool and Walk to Beach, Pine Ave Shops

Vintage Cottage: Pool and Walk to Beach, Pine Ave Shops
Anna Maria
9.2 out of 10, Wonderful, (14 reviews)
"I booked for the weekend and had a good time with my friend and family members; the property was clean and neat it has everything that you need for a pleasant stay. I would highly recommend it!!!"
United States
IVETTE K.
The price is ¥38,979
¥129,764 total
includes taxes & fees
Sep 22 - Sep 23
Vintage Cottage: Pool and Walk to Beach, Pine Ave Shops

9. 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
10.0 out of 10, Exceptional, (22 reviews)
"Love these cottages, very close to the beach and restaurants!"
United States
Lewis E.
The price is ¥40,422
¥102,105 total
includes taxes & fees
Sep 15 - Sep 16
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

10. 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.
Private Pool / Spa Home - Steps to Anna Maria Island Beach

11. 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, (30 reviews)
"Enjoyed our stay the place was beautiful and very close to everything "
United States
Maria A.
The price is ¥36,970
¥113,260 total
includes taxes & fees
Sep 13 - Sep 14
Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl

12. AMI Breeze | Pool + Spa Retreat

AMI Breeze | Pool + Spa Retreat
Anna Maria
The price is ¥78,408
¥155,848 total
includes taxes & fees
Sep 11 - Sep 12
AMI Breeze | Pool + Spa Retreat

13. Family-Friendly Canal Retreat with Pool and Steps to the Beach

Family-Friendly Canal Retreat with Pool and Steps to the Beach
Anna Maria
9.8 out of 10, Exceptional, (6 reviews)
"All was amazing!"
United States
Alysha B.
Family-Friendly Canal Retreat with Pool and Steps to the Beach

14. 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, (18 reviews)
"This house is amazing! Such a great spot, in a great neighborhood that’s walkable to the beach, coffee shops, and more! It’s spacious for a big group and the backyard pool is great!"
United States
Alyssa C.
The price is ¥77,097
¥229,186 total
includes taxes & fees
Sep 16 - Sep 17
Seaside Magnolia~1 Block to Pine Ave, Heated Pool!

15. 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, (48 reviews)
"Our stay was amazing! Very short walk to the beach was a bonus. Bathrooms were well stocked having the pool close was great and walking downtown was very close. Definitely will be back."
United States
Cheryl L.
The price is ¥43,108
¥114,110 total
includes taxes & fees
Sep 15 - Sep 16
Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!

16. Do you love the beach?

Do you love the beach?
Anna Maria
10.0 out of 10, Exceptional, (160 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?

17. LABOR DAY SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

LABOR DAY SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog
Anna Maria
9.6 out of 10, Exceptional, (215 reviews)
"It was great!"
United States
Megan
The price is ¥47,461
¥119,471 total
includes taxes & fees
Sep 13 - Sep 14
LABOR DAY SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

18. Canal Home with Private Pool and Dock - North End Zen

Canal Home with Private Pool and Dock - North End Zen
Anna Maria
9.4 out of 10, Exceptional, (31 reviews)
"Great house and location! Loved out stay"
United States
Kate M.
The price is ¥45,655
¥153,268 total
includes taxes & fees
Sep 17 - Sep 18
Canal Home with Private Pool and Dock - North End Zen

19. Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay

Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
ANNA MARIA
9.6 out of 10, Exceptional, (123 reviews)
"We enjoyed our stay. Great location, and beautiful water view. Would defiantly stay again"
United States
Tina H.
The price is ¥45,962
¥101,781 total
includes taxes & fees
Sep 15 - Sep 16
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay

20. 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, (39 reviews)
"Perfect beach cottage"
United States
Jane S.
The price is ¥49,343
¥128,340 total
includes taxes & fees
Sep 15 - Sep 16
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!
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
807
Accommodation
953 Vacation Homes
Lowest Price
¥84,556
Highest Price
¥229,186