Newly Listed

34 properties available

We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolWelcome

HOT 38

Anna Maria Island Blue Bella Bliss - Private Heated Pool

Anna Maria Island Blue Bella Bliss - Private Heated Pool 2

Anna Maria Island Blue Bella Bliss - Private Heated Pool 3

Anna Maria Island Blue Bella Bliss - Private Heated Pool 4

Anna Maria Island Blue Bella Bliss - Private Heated Pool

Holmes Beach

$7,000^.00 - $19,788^.00 / per night

5 bedrooms

3 baths

10 guests

We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most flexible cancellation policy in Anna Maria Island!100% refund if canceled at least 30 days before check-in; 50% refund if canceled 14-30 days before check-in.Experience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolThe

HOT 33

Anna Maria Island Runaway Tropical Escape

Anna Maria Island Runaway Tropical Escape 2

Anna Maria Island Runaway Tropical Escape 3

Anna Maria Island Runaway Tropical Escape 4

Anna Maria Island Runaway Tropical Escape

2 BR 2BA Condo

$120^.00 - $530^.00 / per night

HOT 20

Island Time-Private Beach Access-Heated Pool-Water Views 3

Island Time-Private Beach Access-Heated Pool-Water Views 4

Island Time-Private Beach Access-Heated Pool-Water Views

2 BR 2BA Condo

$154^.00 - $532^.00 / per night

Anna Maria Island Beach Waves

2 BR 2BA Condo

$145^.00 - $646^.00 / per night

This sun-drenched 2br/2ba beach cottage centrally located by Holmes Beach in the heart of Anna Maria has been described as one of the “prettiest vacation homes on the island.” This authentic 1947 beach bungalow has been completely (and splendidly!) renovated with raised ceilings, travertine floors, and showers, granite countertops in the kitchens a

HOT 40

Anna Maria Island Edgewater Bungalow

Anna Maria Island Beach Palms 2B

2 BR 2BA Condo

$157^.00 - $528^.00 / per night

Gulf Breeze Ami-2BD-2BA-Condo-Private Beach Access-Heater Pool-Water Views From Every Window 3

Gulf Breeze Ami-2BD-2BA-Condo-Private Beach Access-Heater Pool-Water Views From Every Window 4

Gulf Breeze Ami-2BD-2BA-Condo-Private Beach Access-Heater Pool-Water Views From Every Window

2 BR 2BA Condo

$145^.00 - $488^.00 / per night

HOT 44

Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants 3

Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants 4

Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants

2 BR 2BA Condo

$169^.00 - $665^.00 / per night

HOT 40

Anna Maria Island Beach Palms 5B

2 BR 2BA Condo

$167^.00 - $587^.00 / per night

HOT 29

Anna Maria Island Bay Watch Bungalow

2 BR 2BA Condo

$157^.00 - $528^.00 / per night

HOT 30

Anna Maria Island Beach Palms 8B

2 BR 2BA Condo

$134^.00 - $469^.00 / per night

Relax on the screened-in Balcony overlooking sparkling waters of Palma Sola Bay. Palm fronds rustle in sea breeze, a great egret takes flight into an azure sky. Perico Bay Club is a nature-lovers paradise! This 2BR/2BA luxury condo is a short walk or bike ride from three nature preserves; the Robinson Preserve, the Neal Preserve, and Perico Preserv