Holiday Homes in Anna Maria Island

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Featured Holiday Homes in Anna Maria Island

Charming Cottage Near Bay and Beach

Anna Maria
9.6 out of 10, Exceptional, (4)
"My husband & I enjoyed this little cottage for our recent trip to Anna Maria Island. The location is perfect, just a short walk to restaurants, the beach, shops and everything else you might want to do. The house is clean and quiet...had everything we needed."
United States
Jennifer W.
The price is AU$509
includes taxes & fees
17 Nov - 18 Nov
Charming Cottage Near Bay and Beach

Emerald Shores East! Walk to Beach!

2.5 star property
Anna Maria
9.6 out of 10, Exceptional, (5)
"It was good "
United States
Jennifer
The price is AU$609
includes taxes & fees
18 Nov - 19 Nov
Emerald Shores East! Walk to Beach!

Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

Bradenton Beach
9.6 out of 10, Exceptional, (12)
"Perfect size unit for my husband and I. Unit is in a great location, right across the street from the beach. Easy to walk to restaurants or little driving too. Great vacation! "
United States
Jamie S.
The price is AU$476
includes taxes & fees
18 Nov - 19 Nov
Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

Tiny Tides: Adorable Cozy House!

Anna Maria
10.0 out of 10, Exceptional, (2)
"The weather and peacefulness of the island. "
United States
karen l.
The price is AU$447
includes taxes & fees
18 Nov - 19 Nov
Tiny Tides: Adorable Cozy House!

Sunset View Pet Friendly w/Pool Beach Home

2.0 star property
Bradenton Beach
10.0 out of 10, Exceptional, (26)
"Beautiful property. We loved the location. Having a private pool was great."
United States
Greidys V.
The price is AU$1,025
includes taxes & fees
19 Nov - 20 Nov
Sunset View Pet Friendly w/Pool Beach Home

Bo’s Beach Bungalow! Steps to Beach, Shops and Dining

Anna Maria
9.0 out of 10, Wonderful, (6)
"Nice quiet area. About a block from beach! Short walk to Pine Ave with many restaurants and shops. House was nothing fancy but clean and comfortable. Had everything we needed. Only compliant was could use some more silverware. Hope it's available for us next year!"
United States
Julie P.
The price is AU$435
includes taxes & fees
18 Nov - 19 Nov
Bo’s Beach Bungalow! Steps to Beach, Shops and Dining

Cute Cottage Near Beach and Shops

Anna Maria
10.0 out of 10, Exceptional, (4)
"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 AU$574
includes taxes & fees
17 Nov - 18 Nov
Cute Cottage Near Beach and Shops

Dog friendly cottage - One block to the Bay!

Anna Maria
9.4 out of 10, Exceptional, (10)
"Check in and out process very easy!"
United States
Kelly G.
The price is AU$507
includes taxes & fees
17 Nov - 18 Nov
Dog friendly cottage - One block to the Bay!

Beachside Duplex w/ Pool and Private Suite

2.5 star property
Anna Maria
8.0 out of 10, Very good, (1)
"We have stayed here over the years and have enjoyed the perfect location to the beach. The house is a bit dated and needs a few upgrades but overall the house was very clean and comfortable. Please note there were no beach umbrellas supplied but did have plenty of beach chairs. You may want to plan on alternate shade options once there as the sun is intense and can be challenging. We would stay there again as the price was very affordable. "
United States
Mark T.
The price is AU$600
includes taxes & fees
17 Nov - 18 Nov
Beachside Duplex w/ Pool and Private Suite

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

Anna Maria
10.0 out of 10, Exceptional, (4)
"We had a great stay at Feelin Salty. The pool and hot tub were an awesome touch. Would recommend to stay! "
Australia
Natalia R.
The price is AU$1,025
includes taxes & fees
17 Nov - 18 Nov
Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria
8.4 out of 10, Very good, (33)
"Nice little place if you just need a place to sleep at night. I wouldn't pick this place if I was hoping to hang out in my rental at all, but it worked great for our purposes of just a place to sleep. Clean and simple!"
United States
Elizabeth A.
The price is AU$486
includes taxes & fees
17 Nov - 18 Nov
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Anna Maria
10.0 out of 10, Exceptional, (25)
"The cottage was clean, well appointed with great proximity to the beach. Would definitely stay here again. "
United States
Melissa E.
The price is AU$978
includes taxes & fees
2 Dec - 3 Dec
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria
8.2 out of 10, Very good, (28)
"Could not have asked for more."
United States
Scott L.
The price is AU$486
includes taxes & fees
17 Nov - 18 Nov
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Adorable Cottage moments to beach w/ pool, beach gear, bikes

Anna Maria
9.8 out of 10, Exceptional, (13)
"Great stay . Close to the beach . Property was cute, clean . Felt at home . We enjoyed it very much . Highly recommend. "
United States
Jennifer
The price is AU$961
includes taxes & fees
18 Nov - 19 Nov
Adorable Cottage moments to beach w/ pool, beach gear, bikes

Bayfront Villa: Dock, Walk to Beach and Bridge Street

Bradenton Beach
9.8 out of 10, Exceptional, (10)
"Nice place. Private dock was nice. 2 blocks from the downtown area with shopping and restaurants. Most definitely walking distance to beach. Theres also a little bar on the other side of the marina. Quiet. Sunrise on the inlet was very pretty. We slept 3 teenagers 2 adults and 1 10 year old for a week. Easy parking. Id definitely rebook here if we stay in that area. It is only the top half of the house though, but definitely suitable for a family. Also, washer and dryer in lower part of house...
United States
Jake G.
The price is AU$587
includes taxes & fees
17 Nov - 18 Nov
Bayfront Villa: Dock, Walk to Beach and Bridge Street

Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!

Anna Maria
9.6 out of 10, Exceptional, (34)
"Had a very nice stay abd the property mgr was very nice and helpful."
United States
Jill M.
The price is AU$1,120
includes taxes & fees
1 Dec - 2 Dec
Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!

2nd House from the Beach with No Roads to Cross

Anna Maria
10.0 out of 10, Exceptional, (171)
"Wonderful stay for our little family of 4! Perfect location to beach and surrounding area! We loved the Sandbar restaurant. The house was very very clean and owners were accommodating to any needs. "
United States
Molly S.
The price is AU$875
includes taxes & fees
22 Nov - 23 Nov
2nd House from the Beach with No Roads to Cross

Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!

Anna Maria
10.0 out of 10, Exceptional, (29)
"This was our second time to the island, first time to the Flirty Flamingo and we absolutely loved it. My 5 year old loved all the toys available for the beach. Location was great - easy walk to the beach and very close to restaurants. We are already planning our next visit!"
United States
Amanda A.
The price is AU$1,222
includes taxes & fees
1 Dec - 2 Dec
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!

Private Home with Pool and Hot Tub, just 5 Houses to the Water!

Anna Maria
9.4 out of 10, Exceptional, (29)
"Wow!! This place had everything we needed for the perfect beach vacation! The management company was amazing! We loved everything about the property! "
United States
Carrie J.
The price is AU$706
includes taxes & fees
17 Nov - 18 Nov
Private Home with Pool and Hot Tub, just 5 Houses to the Water!

Coastal-chic cottage, two blocks from the Beach! Freshly renovated 2-bed, 2-bath sleeps up to 8 and blends relaxed island style with modern comforts. Enjoy a full kitchen for easy at‑home meals, smart TVs in every room, and an amazing coastal patio

Bradenton Beach
The price is AU$670
includes taxes & fees
17 Nov - 18 Nov
Coastal-chic cottage, two blocks from the Beach! Freshly renovated 2-bed, 2-bath sleeps up to 8 and blends relaxed island style with modern comforts. Enjoy a full kitchen for easy at‑home meals, smart TVs in every room, and an amazing coastal patio
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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