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 $274
CA $1,239 total
includes taxes & fees
Apr 11 - Apr 12
The Hideaway - Less than a block from beach!
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, (36 reviews)
"Great communication, space was exactly as described and was clean/ready for us! Thank you!"
United States
Larry R.
The price is CA $177
CA $449 total
includes taxes & fees
Mar 17 - Mar 18
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Exterior detail

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, (43 reviews)
"Everything about the property was great, especially the location, which is walking distance away from restaurants and island shops."
United States
Ron H.
The price is CA $224
CA $519 total
includes taxes & fees
Mar 26 - Mar 27
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Beach nearby

Beachside Duplex w/ Pool and Private Suite

Beachside Duplex w/ Pool and Private Suite
Anna Maria
9.6 out of 10, Exceptional, (4 reviews)
"Amazing relaxing time, perfect accommodations for our budget"
United States
Sandi L.
The price is CA $389
CA $1,247 total
includes taxes & fees
Mar 16 - Mar 17
Beachside Duplex w/ Pool and Private Suite
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 $310
CA $878 total
includes taxes & fees
Apr 13 - Apr 14
Cute Cottage Near Beach and Shops
Living area

3 Bedroom Vacation Accommodation in Anna Maria FL

3 Bedroom Vacation Accommodation in Anna Maria FL
Anna Maria
The price is CA $612
CA $773 total
includes taxes & fees
Mar 19 - Mar 20
3 Bedroom Vacation Accommodation in Anna Maria FL
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 $455
CA $1,126 total
includes taxes & fees
Mar 31 - Apr 1
Dog friendly cottage - One block to the Bay!
A heated pool

Remodeled Duplex with Heated Pool, 2 Blocks to the Beach!

Remodeled Duplex with Heated Pool, 2 Blocks to the Beach!
Anna Maria
9.4 out of 10, Exceptional, (25 reviews)
"Great location. Cute pool. Very clean house."
United States
Angela B.
The price is CA $287
CA $978 total
includes taxes & fees
Apr 12 - Apr 13
Remodeled Duplex with Heated Pool, 2 Blocks to the Beach!
Living area

4 Bedroom Vacation Home For Rent Anna Maria Florida

4 Bedroom Vacation Home For Rent Anna Maria Florida
Anna Maria
The price is CA $828
CA $1,039 total
includes taxes & fees
Mar 17 - Mar 18
4 Bedroom Vacation Home For Rent Anna Maria Florida
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 $682
CA $1,905 total
includes taxes & fees
Mar 19 - Mar 20
Pine Avenue next door!~Heated pool~Steps to Beach
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 $818
CA $1,736 total
includes taxes & fees
Mar 22 - Mar 23
Coconut Cottage~Private Heated Pool~Block to shops
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 $538
CA $1,400 total
includes taxes & fees
Mar 25 - Mar 26
Feelin' Salty-Pool Modern Beach House w/Pool/Spa
Outdoor dining

Birdsong-Steps to Bean Point Beach Heated Pool!

Birdsong-Steps to Bean Point Beach Heated Pool!
Anna Maria
The price is CA $412
CA $1,214 total
includes taxes & fees
Apr 12 - Apr 13
Birdsong-Steps to Bean Point Beach Heated Pool!
Terrace/patio

4 Bedroom Luxury Vacation Rental in Anna Maria, FL

4 Bedroom Luxury Vacation Rental in Anna Maria, FL
Anna Maria
The price is CA $1,007
CA $1,263 total
includes taxes & fees
Mar 18 - Mar 19
4 Bedroom Luxury Vacation Rental in Anna Maria, FL
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 $300
CA $916 total
includes taxes & fees
Mar 27 - Mar 28
Tiny Tides: Adorable Cozy House!
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 $722
CA $1,536 total
includes taxes & fees
Mar 24 - Mar 25
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!
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 $410
CA $1,285 total
includes taxes & fees
Apr 11 - Apr 12
Emerald Shores East! Walk to Beach!
Beach

Renovated 2bed / 1bath North End of Anna Maria, 2min walk to the beach

Renovated 2bed / 1bath North End of Anna Maria, 2min walk to the beach
Anna Maria
10.0 out of 10, Exceptional, (11 reviews)
"Great location in quiet area, short walk to the beach. Rental was clean and well kept. Will definitely consider this rental on a return trip."
United States
David W.
The price is CA $777
CA $1,466 total
includes taxes & fees
Mar 16 - Mar 17
Renovated 2bed / 1bath North End of Anna Maria, 2min walk to the beach
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 $583
CA $1,224 total
includes taxes & fees
Apr 11 - Apr 12
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
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 $545
CA $1,851 total
includes taxes & fees
Apr 7 - Apr 8
NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!
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

CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly!

CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly!

10/10 Excellent
"Enjoyed the privacy in pool area. And open space in house."
lynne t. 7-night trip
Posted 4 days ago
CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly!

Find out more about Anna Maria

Anna Maria Vacation Homes information

Number of reviews
182
Accommodation
888 Vacation Homes
Lowest Price
CA $449
Highest Price
CA $1,905

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