Anna Maria Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Anna Maria vacation homes

Property grounds

The Hideaway - Less than a block from beach!

The Hideaway - Less than a block from beach!
Anna Maria
The price is CA $475
CA $1,498 total
includes taxes & fees
Mar 10 - Mar 11
The Hideaway - Less than a block from beach!
Outdoor dining

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.2 out of 10, Very good, (33 reviews)
"For our small family of 3 this was the perfect little condo that is located in my favorite area of the island. Everything we needed was a short bike ride away. "
United States
Amanda D.
The price is CA $175
CA $447 total
includes taxes & fees
Mar 16 - Mar 17
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Beach nearby

Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops
Anna Maria
10.0 out of 10, Exceptional, (6 reviews)
"The place was great and as presented on the app. Having a designated parking space was very helpful. Close to many great restaurants, shops, the beach, etc. The north shore cafe and waterfront restaurant were both very good and very close in walking distance "
United States
Justin B.
The price is CA $371
CA $958 total
includes taxes & fees
Mar 11 - Mar 12
Cute Cottage Near Beach and Shops
Beach

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.4 out of 10, Very good, (35 reviews)
"Great communication, space was exactly as described and was clean/ready for us! Thank you!"
United States
Larry R.
The price is CA $180
CA $453 total
includes taxes & fees
Mar 17 - Mar 18
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
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, (14 reviews)
"Really nice cottages, and mgt on-site and super responsive and helpful!"
United States
Jerry A.
The price is CA $577
CA $1,210 total
includes taxes & fees
Mar 10 - Mar 11
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
Beach nearby

Emerald Shores East! Walk to Beach!

Emerald Shores East! Walk to Beach!
Anna Maria
9.8 out of 10, Exceptional, (6 reviews)
"Excellently done everything was perfect "
United States
Luis Alberto C.
The price is CA $512
CA $1,398 total
includes taxes & fees
Mar 20 - Mar 21
Emerald Shores East! Walk to Beach!
Terrace/patio

Dog friendly cottage - One block to the Bay!

Dog friendly cottage - One block to the Bay!
Anna Maria
9.6 out of 10, Exceptional, (11 reviews)
"Great stay. "
United States
Mandy R.
The price is CA $450
CA $1,114 total
includes taxes & fees
Mar 31 - Apr 1
Dog friendly cottage - One block to the Bay!
Pool

Kiwi Cottage~Private Heated Pool!~Shopping close!

Kiwi Cottage~Private Heated Pool!~Shopping close!
Anna Maria
The price is CA $400
CA $1,139 total
includes taxes & fees
Mar 19 - Mar 20
Kiwi Cottage~Private Heated Pool!~Shopping close!
2 bedrooms, iron/ironing board, free WiFi, 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, (179 reviews)
"Location, amenities, pool, cleanliness all were excellent!"
United States
Lauren M.
The price is CA $658
CA $1,209 total
includes taxes & fees
Mar 21 - Mar 22
Shell We Dance? Charming Bungalow with Fabulous Location and Private Pool!
TV

Palm Paradise~Steps to Shops/Beach~Best location!

Palm Paradise~Steps to Shops/Beach~Best location!
Anna Maria
The price is CA $543
CA $1,403 total
includes taxes & fees
Mar 11 - Mar 12
Palm Paradise~Steps to Shops/Beach~Best location!
Fridge, microwave, oven, stovetop

Pine Avenue next door!~Heated pool~Steps to Beach

Pine Avenue next door!~Heated pool~Steps to Beach
Anna Maria
The price is CA $543
CA $1,688 total
includes taxes & fees
Mar 10 - Mar 11
Pine Avenue next door!~Heated pool~Steps to Beach
Outdoor dining

Birdsong-Steps to Bean Point Beach Heated Pool!

Birdsong-Steps to Bean Point Beach Heated Pool!
Anna Maria
The price is CA $407
CA $1,193 total
includes taxes & fees
Mar 20 - Mar 21
Birdsong-Steps to Bean Point Beach Heated Pool!
3 bedrooms, iron/ironing board, WiFi, bed sheets

Coconut Cottage~Private Heated Pool~Block to shops

Coconut Cottage~Private Heated Pool~Block to shops
Anna Maria
The price is CA $475
CA $1,280 total
includes taxes & fees
Mar 18 - Mar 19
Coconut Cottage~Private Heated Pool~Block to shops
Beach nearby

Mermaid’s Purse~Private Pool! 40 steps to beach!

Mermaid’s Purse~Private Pool! 40 steps to beach!
Anna Maria
The price is CA $1,757
CA $3,114 total
includes taxes & fees
Apr 3 - Apr 4
Mermaid’s Purse~Private Pool! 40 steps to beach!
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, (31 reviews)
"Amazing place and location "
United States
Evelyn C.
The price is CA $715
CA $1,505 total
includes taxes & fees
Mar 12 - Mar 13
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!
Outdoor pool, a heated pool

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Feelin' Salty-Pool Modern Beach House w/Pool/Spa
Anna Maria
10.0 out of 10, Exceptional, (5 reviews)
"Great pool and short walk to bay and beach!"
United States
Eric S.
The price is CA $593
CA $1,474 total
includes taxes & fees
Mar 25 - Mar 26
Feelin' Salty-Pool Modern Beach House w/Pool/Spa
TV, DVD player

Waterfront dog-friendly home with heated private pool, dock, views, and lanai

Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Anna Maria
7.8 out of 10, Good, (78 reviews)
"Great location and layout."
United States
Terri R.
The price is CA $590
CA $1,188 total
includes taxes & fees
Mar 13 - Mar 14
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Outdoor pool, a heated pool

NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!

NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!
Anna Maria
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful house! It’s an older home that has been remodeled so it has lots of charm and character with all the modern conveniences of a new house. The backyard is the highlight! We loved the pool and hot tub (just be sure to start the heater in the hot tub an hour prior to use it because it takes time to warm up). The location is absolutely perfect! It’s a short walk to the beach, and the hostess provides nice pool chairs, umbrella and a wagon. Lots of restaurants and stores that are walking...
United States
Ana Cynthia P.
The price is CA $543
CA $1,813 total
includes taxes & fees
Mar 11 - Mar 12
NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!
Smart TV

Tiny Tides: Adorable Cozy House!

Tiny Tides: Adorable Cozy House!
Anna Maria
10.0 out of 10, Exceptional, (2 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 CA $297
CA $906 total
includes taxes & fees
Mar 27 - Mar 28
Tiny Tides: Adorable Cozy House!
Beach nearby, sun loungers

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
9.6 out of 10, Exceptional, (36 reviews)
"The cottage was cute and rooms/bathrooms were clean. It's on a nice quiet side street with a very short walk to the beach. Would definitely stay here again and would recommend to others."
United States
sherri g.
The price is CA $714
CA $1,453 total
includes taxes & fees
Mar 12 - Mar 13
Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!
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

Duplex on North End of Anna Maria Island! With Pool and Grill

Duplex on North End of Anna Maria Island! With Pool and Grill

10/10 Excellent
"My stay was exactly what I needed. The rental was perfect. Great location I was able to ride my bike easily to the beach , shopping & restaurants. The bed was very comfortable. Plenty of beach towels. "
Michelle N. 5-night trip
Posted 2 days ago
Duplex on North End of Anna Maria Island! With Pool and Grill

Find out more about Anna Maria

Anna Maria Vacation Homes information

Number of reviews
245
Accommodation
916 Vacation Homes
Lowest Price
CA $447
Highest Price
CA $3,114

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