Vacation rentals in Anna Maria

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Top-rated vacation rentals in Anna Maria

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite

Condo in Bradenton

4.93 out of 5 average rating, 60 reviews

Minutes to Anna Maria + Canal Hangout Onsite

Experience the ultimate beachside retreat in this newly renovated 1/1 condo, located within walking distance to the serene beauty of Palma Sola Causeway Parks Bayfront beach, jet-ski rentals, and horseback riding and also a quick drive/bike from the beaches of Anna Maria Island. This well-positioned condo offers the perfect balance of convenience and tranquility, providing easy access to the natural wonders of the island and the vibrant attractions nearby, including canal fishing, jet skis, etc.

Jul. 10 – 17

$218 CAD per night
Guest favourite

Home in Anna Maria

4.93 out of 5 average rating, 152 reviews

Private 30' Pool and Boat Dock - Rated best on AMI

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. * There's no better way to unwind and forget all your troubles than staying at Sunshine Cottage, located in the City of Anna Maria!

Oct. 23 – 30

$816 CAD per night
Guest favourite

Home in Bradenton

5.0 out of 5 average rating, 7 reviews

The "Love shack" Bungalow

The "Love Shack" Bungalow is the Perfect Place for a Couples Getaway! It's also great for someone who is looking for a Nice Peaceful Relaxation Spot. Approx 1.5 Miles to the Beach. It's Very Secluded with a Privacy Fence Surrounding it. Beautifully Updated Inside with Granite Counters & Blue Colorful Epoxy Floors. Super-Fast Wi-Fi & 50" Smart TV with Free Movies & Apps. There's a Large Screened in Lanai with a Table, A Gas BBQ Grill, Washer & Dryer & a Big Fenced in Yard. We are Pet Friendly!

Nov. 19 – 26

$211 CAD per night

Popular amenities for Anna Maria vacation rentals

Stay near Anna Maria's top sights

Bean Point Beach67 locals recommend
The Sandbar Restaurant168 locals recommend
Rod and Reel Pier111 locals recommend
The Waterfront Restaurant99 locals recommend
The Donut Experiment66 locals recommend
Two Scoops26 locals recommend

Other great vacation rentals in Anna Maria

Guest favourite

Home in Anna Maria

5.0 out of 5 average rating, 11 reviews

Lamantin- 2 bed/2bath North End, beach 2 min walk

Aug. 29 – Sep. 5

$660 CAD per night
Guest favourite

Home in Anna Maria

5.0 out of 5 average rating, 28 reviews

ami skyview

Sep. 25 – Oct. 2

$1,487 CAD per night
Guest favourite

Home in Anna Maria

5.0 out of 5 average rating, 19 reviews

Stunning new 4 bed/4.5 bath home with heated pool

Dec. 13 – 20

$1,761 CAD per night
Superhost

Home in Anna Maria

4.87 out of 5 average rating, 23 reviews

SunKissed Cottage

Aug. 23 – 30

$1,479 CAD per night
Guest favourite

Home in Anna Maria

5.0 out of 5 average rating, 57 reviews

New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean

Sep. 7 – 14

$1,235 CAD per night
Guest favourite

Home in Anna Maria

5.0 out of 5 average rating, 28 reviews

Amie House Chef’s kitchen Fun pool - walk to beach

Oct. 27 – Nov. 3

$1,640 CAD per night
Superhost

Home in Anna Maria

4.92 out of 5 average rating, 36 reviews

Island in the Sun

Sep. 29 – Oct. 6

$816 CAD per night
Guest favourite

Home in Anna Maria

5.0 out of 5 average rating, 74 reviews

Manatee Harbour - heated pool, with canal access

Guest favourite

Condo in Bradenton Beach

4.99 out of 5 average rating, 89 reviews

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

Sep. 1 – 8

$675 CAD per night
Guest favourite

Home in Holmes Beach

4.91 out of 5 average rating, 23 reviews

Enjoy AMI sunsets | Chic home w/ Saltwater pool!

Dec. 6 – 13

$324 CAD per night
Superhost

Home in Anna Maria

4.92 out of 5 average rating, 39 reviews

Gulf Coast Paradise

Jan. 15 – 22

$1,226 CAD per night
Guest favourite

Home in Anna Maria

4.88 out of 5 average rating, 34 reviews

Bean Pt. Bungalow - Half duplex w/private pool

Dec. 5 – 12

$635 CAD per night

Quick stats about vacation rentals in Anna Maria

Total rentals

830 properties

Rentals with a pool

670 properties have a pool

Pet-friendly rentals

270 properties allow pets

Family-friendly rentals

770 properties are a good fit for families

Total number of reviews

10K reviews

Nightly prices starting at

$14 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Manatee County
  5. Anna Maria