Holiday Homes in Anna Maria

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Featured Holiday Homes in Anna Maria

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$2,097
includes taxes & fees
1 Sept - 2 Sept
Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!

Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views

10.0 out of 10, Exceptional, (1)
"Exceptional property! We truly had the most amazing stay. The property is so beautiful and clean. It has a ton of charm, and the view off the entire back of the home of the emerald green bay is unmatched!Between waking up to amazing sunrises, hearing the sound of the water, while enjoying the bay breeze and watching all of the dolphins swim by, it was one of the most serene and tranquil experiences. The pool and spa are brand new and we loved having options to swim in the pool, paddle board...
Mimosa Bay: Waterfront Oasis w/ Heated Pool, Hot Tub & Bay Views

Near Bean Point!! Short stays available! Heated Pool

9.6 out of 10, Exceptional, (51)
"Good property with access to the beach "
Near Bean Point!! Short stays available! Heated Pool

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$2,131
includes taxes & fees
24 Aug - 25 Aug
Tortuga Bay~Canal & Waterslide Putt Putt! KAYAKS & TIKI HUT

Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-

9.8 out of 10, Exceptional, (96)
"Everything about this house was perfect for us close to the beach, quiet end of the island and the pool was perfect, will be returning again "
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-

Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

10.0 out of 10, Exceptional, (180)
"The Bungalow was spotless, I had a fantastic stay, thank you !!!"
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

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

9.6 out of 10, Exceptional, (183)
"Great location. Private beach with great sun rise view. Close to local shops and restaurants "
The price is AU$1,158
includes taxes & fees
17 Sept - 18 Sept
SEPT,-OCT. SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...

9.0 out of 10, Wonderful, (16)
"Easy to rent. Great location to the beach, shopping and food."
Adorable Cottage ONLY STEPS to Anna Maria Beach, No Roads to Cross! FREE WiFi...

CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley,...

9.0 out of 10, Wonderful, (45)
"Second time staying in this great location one block from Rod and Reel pier at bean point. Cute place with a great little pool."
CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley,...

⚓Mermaid Sunrise! Coastal beach home w/pool 200 steps to beach!⚓

10.0 out of 10, Exceptional, (1)
"This property was very clean and convenient to everything! We could Walker one street over to the beach or drive our golf cart over easily. The communication was great even when there was a small problem they came out quickly to take care of things. I would absolutely come back and stay again! "
⚓Mermaid Sunrise! Coastal beach home w/pool 200 steps to beach!⚓

Luxury beachfront home with private pool, putting green, golf cart and bikes!

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! "
Luxury beachfront home with private pool, putting green, golf cart and bikes!

Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool.

10.0 out of 10, Exceptional, (114)
"This home was perfect for our family getaway to Anna Maria. It is clean, close to the beach and the pool with the view of the canal was wonderful. Margeret and Jim were quick to respond to any communication prior to our arrival as well as during our stay. Would definitely stay again! Delightful :)"
Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool.

September Golf Cart Special

9.8 out of 10, Exceptional, (13)
"Enjoyed"
September Golf Cart Special

Short stays available! Located on North End of Island.

9.2 out of 10, Wonderful, (51)
"I brought my daughter down for the weekend to celebrate her 16th birthday and the accommodations were perfect! 10/10 would highly recommend."
Short stays available! Located on North End of Island.

Wave n Sea - Close to the Beach with Pool - Anna Maria Island - By Island Real E

9.4 out of 10, Exceptional, (19)
"This home was absolutely beautiful! Everything was very clean, nicely taken care of, and the backyard and pool were fantastic. It was walking distance to lots of great shops and even to the beach, which was fantastic. We would definitely be back!"
Wave n Sea - Close to the Beach with Pool - Anna Maria Island - By Island Real E

September Golf Cart Special

10.0 out of 10, Exceptional, (3)
"Loved this house! Quick 5 minute walk to the beach, perfect pool for little kids"
September Golf Cart Special

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

10.0 out of 10, Exceptional, (64)
"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!

Adorable Beach cottage just steps Bean Point beach!

9.8 out of 10, Exceptional, (59)
"Our family of 6enjoyed our stay!"
The price is AU$858
includes taxes & fees
25 Aug - 26 Aug
Adorable Beach cottage just steps Bean Point beach!

Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar

3.0 star property
9.4 out of 10, Exceptional, (12)
"The location and amenities are amazing. Would definitely stay here again."
Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar
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 Hotel Reviews