Anna Maria Island Vacation Rentals

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Vacation Rentals in Anna Maria Island

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (287)
"This was an amazing property and we can’t wait to come back on our next trip to the island."
$232 nightly
The price is $263
Aug 13 - Aug 14
Total includes taxes and fees
Pelican Post at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

3.0 star property
8.8 out of 10, Excellent, (24)
"Great location"
$283 nightly
The price is $320
Aug 5 - Aug 6
Total includes taxes and fees
Seabreeze at Anna Maria Island Inn

Bridgewalk A Landmark Resort

3.5 star property
9.2 out of 10, Wonderful, (731)
"We loved the remodeling and location. We only stayed one night but the room was amazing with enough space for a family four. Can't wait to stay again."
$331 nightly
The price is $374
Aug 4 - Aug 5
Total includes taxes and fees
Bridgewalk A Landmark Resort

Adorable Beach cottage just steps Bean Point beach!

9.8 out of 10, Exceptional, (57)
"Our family of 6enjoyed our stay!"
$953 nightly
The price is $1,063
Aug 1 - Aug 2
Total includes taxes and fees
Adorable Beach cottage just steps Bean Point beach!

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (381)
"Great experience! We loved staying here. This is our second time coming and it never disappoints "
Tradewinds Beach Resort

Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!

9.6 out of 10, Exceptional, (37)
"Dolphins everyday. Great spot. Can’t really think of any negatives. Really a nice place."
Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!

Beachfront Home | Pool + Spa | Games | Ocean Views

10.0 out of 10, Exceptional, (38)
"This property was a dream to stay at! It truly has everything you need. The property was beautiful, all the amenities, great communication with/from owner. Our families had a wonderful vacation and can’t to come back!"
Beachfront Home | Pool + Spa | Games | Ocean Views

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

10.0 out of 10, Exceptional, (179)
"The Bungalow was spotless, I had a fantastic stay, thank you !!!"
Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!

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

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

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (222)
"This is a great condo. Super clean, super spacious. Host was very responsive. It’s right across the street from the beach. I highly recommend and would stay again."
$322 nightly
The price is $359
Aug 3 - Aug 4
Total includes taxes and fees
Anna Maria Beach Condo 1/1

Anna Maria Sunsets - studio

9.2 out of 10, Wonderful, (231)
"Perfect retreat from the beach. Wonderful shower, all you need for a beach day staycation."
$207 nightly
The price is $231
Aug 7 - Aug 8
Total includes taxes and fees
Anna Maria Sunsets - studio

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

🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

10.0 out of 10, Exceptional, (86)
"Exactly as pictured, well equipped kitchen, pool with tikki bar were great after returning from the beach. The location is perfect walk to the shops, restaurants & beach. Loved everything about the house!"
🏝 LOCAL LANDMARK. The BLUE HOUSE on PINE 🐬Casa Caliente🐬

~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!

9.6 out of 10, Exceptional, (10)
"We loved our time here and can’t wait to book it for next year!"
~NEW! OCEAN VIEW+ ROOFTOP DECK+ SWIMSPA+POOL TABLE +PUTTING GREEN- SLEEPS 14!!!

Tropical Paradise On The Beach Permit VRC17-000168

9.4 out of 10, Exceptional, (135)
"Quaint beach cottage tucked away from the hustle an bustle of the island. The upper unit had a spectacular view of the beach and sunsets.Communication with the property managers was great!We have already booked again for next year!Thank you for a wonderful stay!"
Tropical Paradise On The Beach Permit VRC17-000168

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

9.0 out of 10, Wonderful, (2)
"Well maintained propert and enjoyed our stay."
$1,303 nightly
The price is $1,459
Aug 11 - Aug 12
Total includes taxes and fees
Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!

Wonderful and updated 2 bedroom/2 bath direct beach front. Panoramic views!

9.0 out of 10, Wonderful, (38)
"Great location, great amenities, and great communication from Mike Norman Realty. "
Wonderful and updated 2 bedroom/2 bath direct beach front. Panoramic views!

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

10.0 out of 10, Exceptional, (272)
"So many great features at this house in Bean Point including great access to the beach, Pine Street and a pool area that has it all. Thank you Dan and Lori for a wonderful stay!"
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool

9.8 out of 10, Exceptional, (56)
"We had an amazing stay! Can’t wait to return!"
South Bay Beach House: Bay Front Luxury Beach Villa with Heated Pool

Escape to Anna Maria Island!

10.0 out of 10, Exceptional, (117)
"Our stay was fantastic. Easy walking access to the beach, trolley and restaurants. "
Escape to Anna Maria Island!
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