Updating...

Enter dates for more accurate prices

Anna Maria Rentals

Filter

Anna Maria Rentals

90 rentals

BEACH NEST *Pool* Hottub*Dock*Steps to Gulfside beach *Shelling! SPOIL YOURSELF!

Anna Maria house

4 bedrooms / 3 bathrooms / Sleeps 8

“Wedding weekend” The home was absolutely beautiful! Liza was GREAT! She had left us a bottle of wine and a cake for out check-in and when we asked about the use of her kayak she was at our house within 10 minutes! We will definitely be coming back! Th

$357

1 / 23

Ocean View 3 bedroom, pool, North Shore Drive

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 6

“Amazing Oceanview Pool Home and Perfect Location On Anna Maria Island” Let me first say that Mark (the home owner) exceeded any and all expectations for our 15th wedding Anniversary! We booked last minute and when we wanted to stay an additional day M

$307

1 / 123

BON AMI: 3BR Family-Friendly Pool Home

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 7

“Bliss” Villa was exactly what we were looking for infact better than what I imagined,location great all it's amenities good and very well kept and presented would recommend to others

$220

1 / 24

Cast Villa 1

Anna Maria villa

2 bedrooms / 1 bathroom / Sleeps 6

$150

1 / 35

Starfish Dreams: 2BR Canal Home w/Dock & Pool

Anna Maria house

2 bedrooms / 2 bathrooms / Sleeps 6

“excellent week..beautiful place just what we wanted !!” loved the access to the canal and straight into the bay, had the perfect week !! House was even better than expected and AMI coastal cottages made it even better !! Loved the huge porch on back

$214

1 / 24

Tequila Sunset: 2BR Pet-Friendly with Heated Pool

Anna Maria house

2 bedrooms / 2 bathrooms / Sleeps 4

$228

1 / 24

BEACHFRONT HOME, TRUE PARADISE , DOGS STAY FREE, GREAT VIEWS, WALKING BEACH

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 8

$175

1 / 22

Villa Marianne: 5BR Awesome Pool Home

Anna Maria house

5 bedrooms / 4 bathrooms / Sleeps 10

$300

1 / 24

AMI Retreat: 3BR Pool Home 200 Steps from Beach

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 8

“Beautiful and relaxing” The property was wonderful. The house was maintained very well, the pool was clean, and it came almost fully stocked with plates,pots and pans and every day necessities that you would need. Everyone enjoyed being so comfortabl

$228

1 / 24

A Mermaid's Lair

Anna Maria cottage

2 bedrooms / 2 bathrooms / Sleeps 4

$171

1 / 23

Crescent Wave

Anna Maria house

4 bedrooms / 3 bathrooms / Sleeps 8

“Absolutely wonderful!!” This house is even better than it looks in the pictures .... everything you might want or need while on vacation is provided. It was extremely clean, and the location is perfect. The center across the street is a real bonus w

$314

1 / 44

742 Jacaranda Rd

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 6

$200

1 / 30

Little Slice of Paradise: 2BR Canal-Front Condo

Anna Maria apartment

2 bedrooms / 1 bathroom / Sleeps 4

$96

1 / 24

Anna Cabana B

Anna Maria bungalow

1 bedroom / 1 bathroom / Sleeps 4

$128

1 / 24

Jacaranda Artist Retreat

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 6

$210

1 / 17

Anna Cabana A

Anna Maria house

2 bedrooms / 1 bathroom / Sleeps 5

$150

1 / 24

Salt Box Cottage

Anna Maria cottage

2 bedrooms / 1 bathroom / Sleeps 4

$140

1 / 19

Blue Heron Waterfront House Anna Maria island

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 6

$269

1 / 23

The Lime Door

Anna Maria house

2 bedrooms / 2 bathrooms / Sleeps 6

$243

1 / 29

April 21 - 25 Availability - Sunshine Cottage - Private 30' Pool and Boat Dock

Anna Maria house

3 bedrooms / 3 bathrooms / Sleeps 8

$219

1 / 39

Pineapple Cottage: 2BR Quaint Pet-Friendly Cottage

Anna Maria cottage

2 bedrooms / 1 bathroom / Sleeps 6

“Fall vacation” The weather was nice several of the days and we really enjoyed less people than we encounter in July. Lots of beach walks and bike rides. My only issues were the dirty rug in dining area and flat pillows on all of the beds.

$171

1 / 21

Whispering Pines: 2BR Classic Cottage Near Beach

Anna Maria cottage

2 bedrooms / 2 bathrooms / Sleeps 6

“Perfectly Charming” We had the most wonderful stay at Whispering Pines, a beautiful cottage on Anna Maria Island. It couldn't have been more perfect. My parents, my two 12 year-olds and I thoroughly enjoyed this charming cottage, a few steps from the

$200

1 / 24

Island Time

Anna Maria house

2 bedrooms / 2 bathrooms / Sleeps 4

$171

1 / 25

Absolutely Anna

Anna Maria house

2 bedrooms / 2 bathrooms / Sleeps 5

$225

1 / 24

209 Spring

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 8

$275

1 / 57

Dolphin Pointe

Anna Maria house

3 bedrooms / 3 bathrooms / Sleeps 8

$257

1 / 39

Anna Maria's Best

Anna Maria house

4 bedrooms / 3 bathrooms / Sleeps 8

$642

1 / 24

Pelican Roost 505

Anna Maria house

5 bedrooms / 5 bathrooms / Sleeps 10

$464

1 / 33

Paradise at the Bayou

Anna Maria condo

2 bedrooms / 1 bathroom / Sleeps 4

$140

1 / 20

Cast Villa 2

Anna Maria villa

2 bedrooms / 1 bathroom / Sleeps 6

$145

1 / 20

Sea Oats: 2BR Elderly-Friendly Pool Home on Canal

Anna Maria house

2 bedrooms / 1 bathroom / Sleeps 4

$185

1 / 23

Anna Maria Island "High End" Vacation Rental

Anna Maria house

2 bedrooms / 2 bathrooms / Sleeps 6

$300

1 / 21

Yellowbird

Anna Maria house

4 bedrooms / 3 bathrooms / Sleeps 8

$600

1 / 32

Mangoes on Magnolia: 3BR Classic Beach Home w/Pool

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 8

“Paradise Found” Fabulous location on the beautiful north end of Anna Maria Island. Lovely days starting with a walk to the Gulf. Back to Ginny and Jane E's for brunch. A swim in the pool followed by relaxing in the spa. A walk to a nearby restaurant f

$188

1 / 24

Beach Walk: 2BR Family-Friendly Pool Home on Canal

Anna Maria house

2 bedrooms / 1 bathroom / Sleeps 4

$185

1 / 24

Bradley's Beach House: 4BR Pool Home Steps From Beach

Anna Maria house

4 bedrooms / 3 bathrooms / Sleeps 8

“We enjoyed a week in paradise.” We rented the house for a family Christmas vacation. The process was easy and the staff at AMI were very helpful and friendly. The house was large enough for our family of 8 to enjoy. It was a nice surprise to arrive an

$335

1 / 24

Life is Good at the Beach: 3BR Family/Pet-Friendly

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 6

$232

1 / 22

Charming 2 Bedroom/2 Bath Cottage on a Canal

Anna Maria house

2 bedrooms / 2 bathrooms / Sleeps 4

$269

1 / 19
Viewing 38 of 90
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more