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
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 NZ$586
includes taxes & fees
13 Nov - 14 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 NZ$690
includes taxes & fees
11 Nov - 12 Nov
Emerald Shores East! Walk to Beach!

The Hideaway! Beach Block, Near Pine Avenue!

Anna Maria
9.4 out of 10, Exceptional, (12)
"Awesome little house right by the beach, central to EVERYTHING!"
United States
Maria R.
The Hideaway! Beach Block, Near Pine Avenue!

Beach Sunrise Villa! Outdoor Dining, Beach Cart & 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 NZ$553
includes taxes & fees
7 Dec - 8 Dec
Beach Sunrise Villa! Outdoor Dining, Beach Cart & Gulf Breezes

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 NZ$661
includes taxes & fees
11 Nov - 12 Nov
Cute Cottage Near Beach and Shops

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

Anna Maria
8.6 out of 10, Excellent, (4)
"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 NZ$501
includes taxes & fees
11 Nov - 12 Nov
Bo’s Beach Bungalow! Steps to Beach, Shops and Dining

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 NZ$690
includes taxes & fees
11 Nov - 12 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 NZ$1,109
includes taxes & fees
18 Nov - 19 Nov
Adorable Cottage moments to beach w/ pool, beach gear, bikes

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 NZ$664
includes taxes & fees
11 Nov - 12 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 NZ$867
includes taxes & fees
11 Nov - 12 Nov
Tropical Oasis with Private Pool and Game Room! 3 Blocks to Beach or Bay!

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 NZ$683
includes taxes & fees
12 Nov - 13 Nov
Bayfront Villa: Dock, Walk to Beach and Bridge Street

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 NZ$1,313
includes taxes & fees
10 Dec - 11 Dec
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

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 NZ$1,327
includes taxes & fees
2 Dec - 3 Dec
Anna Maria Beach Cottage 110 Traditional beach cottage, moments from the sand!

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!

Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

Anna Maria
9.4 out of 10, Exceptional, (35)
"Seamless process and beautiful property!"
United States
K S.
Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!

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 NZ$1,461
includes taxes & fees
2 Dec - 3 Dec
Flirty Flamingo Cottage Updated beach cottage, moments from the sand, w/pool!

Luxury bungalow with pool and spa! Canal front with dock!

Anna Maria
9.8 out of 10, Exceptional, (36)
"very nice place, good location, loved the neighborhood, walking distance to beach and to food"
United States
Carrie E.
Luxury bungalow with pool and spa! Canal front with dock!

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 NZ$1,246
includes taxes & fees
11 Nov - 12 Nov
Feelin' Salty-Pool Modern Beach House w/Pool/Spa

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 NZ$813
includes taxes & fees
11 Nov - 12 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.
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
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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