Holiday Homes in Anna Maria Island

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Featured Holiday Homes in Anna Maria Island

Our top choices for Anna Maria Island holiday homes

SEPT,-OCT. SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

9.6 out of 10, Exceptional, (185)
"Bay view was nice "
The price is AU$1,277
includes taxes & fees
12 Sept - 13 Sept
SEPT,-OCT. SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

2nd-floor duplex near beach with heated pool, grill, balcony, & W/D

8.8 out of 10, Excellent, (28)
"Nice place"
2nd-floor duplex near beach with heated pool, grill, balcony, & W/D

Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!

9.4 out of 10, Exceptional, (3)
"Well maintained propert and enjoyed our stay."
The price is AU$2,297
includes taxes & fees
14 Sept - 15 Sept
Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (185)
"Excellent location, great condo, good local restaurants. "
The price is AU$534
includes taxes & fees
9 Sept - 10 Sept
Anna Maria Beach Condo 1/1

Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa!

10.0 out of 10, Exceptional, (1)
"Excellent stay"
Pineapple Paradise~WATER SLIDE/ Heated Pool & Spa!

Steps from Beach & Trolley to Local Hotspots! Stay at Sunny Side Down!

2.0 star property
9.8 out of 10, Exceptional, (9)
"Wonderful stay ! Our family loved it ! "
Steps from Beach & Trolley to Local Hotspots! Stay at Sunny Side Down!

LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!

9.4 out of 10, Exceptional, (130)
"This house worked perfectly for our annual girls trip! Beautifully remodeled - had everything we needed! Great pool/hot tub! We enjoyed ourselves!!"
LOCATION, COMPLETE REHAB 1/1. Great pool, close to beaches, twin family rooms!

Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park

9.8 out of 10, Exceptional, (90)
"Excellent place for relaxing beach vacation"
Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park

2nd-floor duplex near the beach & bay with heated pool, grill, patio, W/D, AC

8.6 out of 10, Excellent, (19)
"Open and bright accommodations, perfect for a small group. Cute Place, was clean and neat. Location was great-walkable to the beach, trolly pickup nearby. Pool is nice, but is shared so don't expect to have all to yourself. Only issue was limited pots and pans, but we made due just fine. Would stay here again!! "
2nd-floor duplex near the beach & bay with heated pool, grill, patio, W/D, AC

Gulf-views inside home, Pool, duplex, SUP+Kayak+Firepit+Patio+Crows Nest+Grill

10.0 out of 10, Exceptional, (189)
"First trip as a family of 4. House was great we had the upstairs unit. Short walk to beach. Im really tall so was ducking fans but we enjoyed it. We would go again. We go to the AMI area every year and this was another enjoyable stay."
The price is AU$926
includes taxes & fees
8 Sept - 9 Sept
Gulf-views inside home, Pool, duplex, SUP+Kayak+Firepit+Patio+Crows Nest+Grill

Brand-new bayfront home with a private pool.

9.0 out of 10, Wonderful, (100)
"Great place! We really enjoyed the property and would definitely stay there again. "
Brand-new bayfront home with a private pool.

Cozy Cottage

9.6 out of 10, Exceptional, (21)
"Wonderful little place for the little getaway my daughter and I needed"
Cozy Cottage

Rooftop Deck - Island Oasis by SeaBreeze Vacation

9.6 out of 10, Exceptional, (9)
"This was a great place for our family to stay for the weekend. Several of the rooms had ensuites, giving our adult children privacy. So close to the beach, and the rooftop was amazing. "
Rooftop Deck - Island Oasis by SeaBreeze Vacation

Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views

9.8 out of 10, Exceptional, (53)
"We originally booked Point's Hideaway, but ended up staying at Serenity Now due to hurricane clean up challenges. While we wish we'd be informed of the necessary relocation more than 2 weeks prior to our arrival, it all ended up working out GREAT. We loved the home and location of Serenity Now - it was perfect for 6 adults. OUAB staff was very attentive and responsive. We'd certainly stay with them (and at that home) again! "
Point's Hideaway - Luxury Retreat w/ Private Pool & Deck, Stunning Bay Views

Island Retreat! Pool, Spa, Rooftop Views and Covered Outdoor Dining

9.2 out of 10, Wonderful, (64)
"This house was perfect! The pool was warm. We had dolphins and a manatee who swam by the house many times during our stay. The sunrise is amazing! Location is perfect away from the busy resorts. Would rent again! "
Island Retreat! Pool, Spa, Rooftop Views and Covered Outdoor Dining

Beach pool House Family Vacation Home.

9.8 out of 10, Exceptional, (226)
"Love this property! This was our second stay here. What is so awesome is proximity to beaches, restaurants and shops. Just pack your bags and enjoy! "
Beach pool House Family Vacation Home.

Coral Cove: Walk to the Beach! Heated pool! Prime North End!

10.0 out of 10, Exceptional, (67)
"This property was a great place to stay in Anna Maria. Very walkable to the beach and lots of shops and restaurants. The host also provided a great list of recommendations on the island that was extremely helpful for people who have never been before!! "
Coral Cove: Walk to the Beach! Heated pool! Prime North End!

Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach

9.8 out of 10, Exceptional, (61)
"Perfect home for a family getaway "
The price is AU$745
includes taxes & fees
9 Sept - 10 Sept
Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach

Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes

9.8 out of 10, Exceptional, (119)
"Such a beautiful property! We can't wait to go back!"
Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes

Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT

The price is AU$2,022
includes taxes & fees
9 Sept - 10 Sept
Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT
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

Find out more about Anna Maria Island

Find out more about Anna Maria Island

Anna Maria Island Holiday Homes information

Number of reviews
Accommodation
1428 Holiday Homes
Lowest Price
AU$534
Highest Price
AU$2,297

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