Search Vacation Homes in Anna Maria Island

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Charming Cottage Near Bay and Beach

Anna Maria
10.0 out of 10, Exceptional, (3)
"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 HK$971
HK$2,527 total
includes taxes & fees
16 Nov - 17 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 HK$1,158
HK$3,109 total
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 HK$777
HK$2,391 total
includes taxes & fees
18 Nov - 19 Nov
Beach Sunrise Villa! Outdoor Dining, Beach Cart and Gulf Breezes

Dog friendly cottage - One block to the Bay!

Anna Maria
9.4 out of 10, Exceptional, (9)
"Check in and out process very easy!"
United States
Kelly G.
The price is HK$971
HK$2,551 total
includes taxes & fees
17 Nov - 18 Nov
Dog friendly cottage - One block to the Bay!

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

Anna Maria
8.8 out of 10, Excellent, (5)
"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 HK$668
HK$2,199 total
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 HK$1,259
HK$2,886 total
includes taxes & fees
16 Nov - 17 Nov
Cute Cottage Near Beach and Shops

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 HK$1,088
HK$3,015 total
includes taxes & fees
14 Nov - 15 Nov
Beachside Duplex w/ Pool and Private Suite

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 HK$1,777
HK$4,828 total
includes taxes & fees
17 Nov - 18 Nov
Adorable Cottage moments to beach w/ pool, beach gear, bikes

Do you love the beach?

Anna Maria
10.0 out of 10, Exceptional, (149)
"This place is just wonderful - location is outstanding, with less than a minute's walk to the beach, everything was well set up, and was simply a lovely place to stay!"
United States
Peter W.
The price is HK$2,032
HK$4,502 total
includes taxes & fees
19 Nov - 20 Nov
Do you love the beach?

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 HK$1,832
HK$4,893 total
includes taxes & fees
2 Dec - 3 Dec
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

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 HK$816
HK$3,497 total
includes taxes & fees
16 Nov - 17 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

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 HK$1,166
HK$2,954 total
includes taxes & fees
16 Nov - 17 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 HK$2,093
HK$5,632 total
includes taxes & fees
1 Dec - 2 Dec
Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!

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 HK$1,002
HK$2,902 total
includes taxes & fees
16 Nov - 17 Nov
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

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 HK$2,252
HK$6,144 total
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 HK$1,554
HK$3,550 total
includes taxes & fees
17 Nov - 18 Nov
Private Home with Pool and Hot Tub, just 5 Houses to the Water!

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 HK$1,002
HK$2,902 total
includes taxes & fees
16 Nov - 17 Nov
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Tropical Oasis with Private Pool and Game Room! 3 Blocks to Beach or Bay!

Anna Maria
9.6 out of 10, Exceptional, (43)
"Wonderful days in a wonderful beach house! The house was beautiful, very well maintained and hosts were very attentive and prompt on assisting upon our request. Location was amazing, walking distance to Bean Point. Cant wait to go back!"
United States
Roberta S.
The price is HK$1,632
HK$3,890 total
includes taxes & fees
14 Nov - 15 Nov
Tropical Oasis with Private Pool and Game Room! 3 Blocks to Beach or Bay!

Beach getaway in Holmes Beach - sleeps 6

Holmes Beach
The price is HK$777
HK$3,423 total
includes taxes & fees
29 Nov - 30 Nov
Beach getaway in Holmes Beach - sleeps 6

Private Home 1 Block to Beach with Pool and Hot Tub!

Anna Maria
9.8 out of 10, Exceptional, (43)
"Great home with everything needed for the beach, great location and communication with property management."
United States
Jennifer V.
Private Home 1 Block to Beach with Pool and Hot Tub!
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 Island Hotel Reviews

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