Search Vacation Homes in Anna Maria Island

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Check prices for these dates

Next weekend
16 Jum. I - 18 Jum. I
In two weeks
23 Jum. I - 25 Jum. I
In one month
6 Jum. II - 8 Jum. II
In two months
4 Raj. - 6 Raj.

Compare 1381 Vacation Homes in Anna Maria Island with updated reviews, rates, and availability.

Anna Maria Beach Condo 1/1
Property grounds

Anna Maria Beach Condo 1/1

9.8 out of 10, Exceptional, (174)
"The Condo was in a perfect location. Steps to the beach, steps to the free Trolley which was amazing to use to get around and see all of the Island. Was a perfect location!"
The price is SAR 675
SAR 1,491 total
includes taxes & fees
27 May - 28 May
Anna Maria Beach Condo 1/1
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Fridge, microwave, oven, stovetop

Waterfront dog-friendly home with heated private pool, dock, views, and lanai

8.0 out of 10, Very Good, (67)
"walk to sunset bar with great food, monkey bus will take you anywhere on island quickly!!"
The price is SAR 1,125
SAR 2,524 total
includes taxes & fees
11 May - 12 May
Waterfront dog-friendly home with heated private pool, dock, views, and lanai
Near Bean Point!! Short stays available! Heated Pool
Exterior

Near Bean Point!! Short stays available! Heated Pool

9.4 out of 10, Exceptional, (43)
"Great location, walking distance to beach. Quiet and relaxing. "
Near Bean Point!! Short stays available! Heated Pool
Heavenly Sunset: Paradise on Anna Maria Island
On the beach

Heavenly Sunset: Paradise on Anna Maria Island

10.0 out of 10, Exceptional, (1)
"We had a fantastic relaxing time. My niece and her family were visiting from Australia so there was 7 of us and everything was perfect - layout, cleanliness, equipped with everything one might need for a beach getaway. Would definitely recommend and book this again when having a large party of 7 or more people. "
Heavenly Sunset: Paradise on Anna Maria Island
Quiet North End Home Only 2 Blocks to Beach with Private Pool
A heated pool

Quiet North End Home Only 2 Blocks to Beach with Private Pool

9.0 out of 10, Wonderful, (44)
"Clean property and cute inside. The location was fantastic and very quiet area. The pool was lovely and the sound of the waterfall was a nice surprise. I would definitely recommend this property. "
Quiet North End Home Only 2 Blocks to Beach with Private Pool
Beachwalker Apartment: Duplex within 100 steps to the sand.
Outdoor dining

Beachwalker Apartment: Duplex within 100 steps to the sand.

9.2 out of 10, Wonderful, (26)
"Close to beach. Walking distance to Publix and restaurants. Enjoyed our stay. "
Beachwalker Apartment: Duplex within 100 steps to the sand.
Brand New Luxury Home with Pool and Rooftop Deck: Just Pearly
Pool

Brand New Luxury Home with Pool and Rooftop Deck: Just Pearly

9.8 out of 10, Exceptional, (7)
"We’ve rented on the island many times but this was the best experience and best home we’ve ever stayed in. It’s breathtaking. New, fresh, luxury everything. The pool and interior design really elevated our experience and it was in a really ideal location for us to visit all our favorite spots - and of course, the beautiful AMI beach. We already rebooked and can’t wait to return. Thanks for hosting us."
Brand New Luxury Home with Pool and Rooftop Deck: Just Pearly
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
Aerial view

Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!

9.6 out of 10, Exceptional, (11)
"Great location, well appointed!"
Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!
Bella Vista: Bay front with gorgeous views and outdoor living space.
Terrace/patio

Bella Vista: Bay front with gorgeous views and outdoor living space.

9.4 out of 10, Exceptional, (9)
"It’s the perfect getaway right on the bay, beautiful home with a amazing view. This house has everything we wanted and needed for a wonderful vacation"
Bella Vista: Bay front with gorgeous views and outdoor living space.
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
Sun loungers, beach towels

Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay

9.8 out of 10, Exceptional, (115)
"The house was perfect. Great location and the outdoor space is phenomenal!"
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!
Beach nearby, sun loungers, beach towels

Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!

9.2 out of 10, Wonderful, (61)
"Fun and convenient location. Nice property. Had a blast."
Anna Maria Northshore beauty W/ Private Pool. 1 block from Anna Maria Beach!!!
The Wee Cottage | House in Anna Maria
TV, DVD player, books, video library

The Wee Cottage | House in Anna Maria

8.4 out of 10, Very Good, (15)
"The Wee cottage was the perfect couple spot. Secluded enough to relax outside, and perfect location to get to the beach within minutes. We can't wait to book again."
The Wee Cottage | House in Anna Maria
~NEW 4BDRM+ OCEAN VIEW+ ROOFTOP DECK+ POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
Property grounds

~NEW 4BDRM+ OCEAN VIEW+ ROOFTOP DECK+ POOL TABLE +PUTTING GREEN- SLEEPS 14!!!

9.8 out of 10, Exceptional, (6)
~NEW 4BDRM+ OCEAN VIEW+ ROOFTOP DECK+ POOL TABLE +PUTTING GREEN- SLEEPS 14!!!
Escape to an island adventure!
Interior

Escape to an island adventure!

10.0 out of 10, Exceptional, (113)
"We LOVED our stay here!! It was perfect. Great location and the game room downstairs is so cute.Also, don’t forget they have BIKES!!! Loved!"
Escape to an island adventure!
Captain's Quarters: 1 Block to Beach, Dog Friendly, Pool
A heated pool

Captain's Quarters: 1 Block to Beach, Dog Friendly, Pool

10.0 out of 10, Exceptional, (44)
"First time on Anna Maria Island. This property was excellent and would definitely stay here again."
Captain's Quarters: 1 Block to Beach, Dog Friendly, Pool
Sail Away Cottage Large Deck Overlooking Pool Steps To Sugar Sand Beach
A heated pool

Sail Away Cottage Large Deck Overlooking Pool Steps To Sugar Sand Beach

9.2 out of 10, Wonderful, (49)
"House was great and the location to the beach is amazing."
Sail Away Cottage Large Deck Overlooking Pool Steps To Sugar Sand Beach
The TipSea Turtle managed by Beach Retreats FL Anna Maria Island
A heated pool

The TipSea Turtle managed by Beach Retreats FL Anna Maria Island

10.0 out of 10, Exceptional, (16)
"Wonderful time at The TipSea Turtle. The kids had a blast at the pool and playing mini golf!! The beach was close by Thank you"
The TipSea Turtle managed by Beach Retreats FL Anna Maria Island
Golf Cart, Stonehenge by SeaBreeze Vacation
Beach nearby

Golf Cart, Stonehenge by SeaBreeze Vacation

10.0 out of 10, Exceptional, (19)
"Amazing Stay!"
Golf Cart, Stonehenge by SeaBreeze Vacation
Luxury home with Pool, Putting Green, Bradenton Beach, FL
A heated pool

Luxury home with Pool, Putting Green, Bradenton Beach, FL

9.8 out of 10, Exceptional, (32)
"Absolutely stunning house! Decor is beautiful, beds are comfortable, porch is amazing, location is great and pool/spa is perfect!! Best house we have ever stayed in! Would recommend to all my family and friends. "
Luxury home with Pool, Putting Green, Bradenton Beach, FL
MAY SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
Exterior

MAY SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

9.6 out of 10, Exceptional, (176)
"Although we had not so nice weather we managed to sit and enjoy the view! Lots of fun moments with friends and family. Enjoyed local eateries and shopping. Thanks again!"
The price is SAR 1,594
SAR 3,429 total
includes taxes & fees
20 May - 21 May
MAY SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
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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Other property types in Anna Maria Island

Anna Maria Beach Resort
On the beach, white sand, beach towels

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (202)
"This is a very good place to have relaxed days. The room was perfect, with all that we needed. The view was perfect. All the amenities help to have fun."
The price is SAR 1,965
SAR 2,487 total
includes taxes & fees
11 May - 12 May
Anna Maria Beach Resort
Pelican Post at Anna Maria Island Inn
Garden

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (269)
"Lights from outside shining thru the blainds."
The price is SAR 1,146
SAR 1,451 total
includes taxes & fees
26 May - 27 May
Pelican Post at Anna Maria Island Inn
Tradewinds Beach Resort
Private beach nearby, sun loungers, beach towels

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (375)
"Staff was friendly and welcoming. Location was amazing. Pool was very nice. Very pleasant stay. Will be back!"
Tradewinds Beach Resort
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.