Newly Listed

42 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 PoolDiscover

Runaway Tropical Waves-Pet Friendly

2 BR 2BA Condo

$132^.00 - $514^.00 / per night

2 bedrooms

2 baths

4 guests

Anna Maria Island Beach Palms 5B

2 BR 2BA Condo

$178^.00 - $679^.00 / per night

Welcome to Cottage Lighthouse! This beautiful and charming holiday home located in Bradenton Beach is a short walk to the beautiful white sands of the Gulf of Mexico. This quaint cottage offers air-conditioned accommodations with its very own private backyard with patio eating area, propane grill and free WiFi. It features 1 bedroom (Queen bed) wit

HOT 26

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks 2

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks 3

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks 4

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks

1BR 1BR Cottage

$3,000^.00 - $7,246^.00 / per night

The fourth bedroom is located in the adjoining cottage. This property has a maximum occupancy of eight people including the adjoining cottage. Violation of this policy will result in immediate eviction without compensation. Welcome to the good life. This custom-built, waterfront, 4bd/4ba island palace is nestled by Bean Point at the north end of An

HOT 48

Anna Maria Beach Serenity

4BR 4BR House

$5,000^.00 - $13,925^.00 / per night

HOT 30

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach 3

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach 4

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

2 BR 2 1/2 BA Condo

$146^.00 - $540^.00 / per night

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% refundThe coastal morning is serene; white sand beaches glow golden at sunrise. Th

AM Island Beach To Bay Bliss

2 BR 2BA Condo

$132^.00 - $604^.00 / per night

Relax on the 3rd floor veranda, and gaze out across the serene aquamarine waters of the Gulf of Mexico. The sea breeze is scented with jasmine and frangipani. Fresh air and sounds of the surf will lower your blood pressure and make you glad to be alive! This elegant, sunshine-yellow, 4br/3ba, Victorian-style vacation home will help you to cherish e

HOT 29

Anna Maria Island Sun's Up A

4BR 3BA House

$3,000^.00 - $7,243^.00 / per night

Anna Maria Island Runaway Tropical Dream-One Minute Walk To The Beach-Heated Pool 3

Anna Maria Island Runaway Tropical Dream-One Minute Walk To The Beach-Heated Pool 4

Anna Maria Island Runaway Tropical Dream-One Minute Walk To The Beach-Heated Pool

2 BR 2BA Condo

$165^.00 - $643^.00 / per night

HOT 33

Anna Maria Island Beach Sands 203

2 BR 2BA Condo

$161^.00 - $650^.00 / per night

This sun-drenched 3br/3ba tropical 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 k

HOT 28