Newly Listed


Properties Available 42 properties available
Welcome to Cottage Haven! This charming cottage located in Bradenton Beach is a very short walk to the beautiful white sand beaches. Featuring its own private backyard you can sit back and unwind on one of the loungers as you enjoy a home-cooked meal from the propane grill. The ground level home is nicely decorated and exudes a sunny, quaint “Old F
Hot HOT 25
Cottage Haven-One Minute Walk To The Beach-Private Yards-Keyless Locks
2BR 2 BR Cottage
$3,000.00 - $7,169.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (6)
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 Pool​Hurrica
Anna Maria Island Beach Palms 5B
2 BR 2BA Condo
$175.00 - $626.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (23)
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 Pool​Hurrica
Hot HOT 24
Anna Maria Island Beach Palms 8B
2 BR 2BA Condo
$139.00 - $501.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (20)
Boasting a large, resort style heated outdoor pool with a hot tub, and a prime location on Anna Maria it's easy to fall in love with this island getaway. The private location on the north end of Anna Maria Island, near Bean Point is ideal to give you space and privacy and only a five minute walk to all local food and activities.Perfect for a romant
Serenity Cottage
2BR 2 BR Cottage
$2,000.00 - $4,779.00 / per night
Bedrooms 1 bedrooms
Guests 4 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!​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 PoolHurrica
Anna Maria Island Beach View 208
2 BR 2BA Condo
$145.00 - $525.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.7 (9)
Steps to the beautiful white sand beach and turquoise waters of the Gulf of Mexico this 2nd floor house is DIRECTLY ON THE BEACH!As you walk out the door and sink your toes into the sand of our award winning beach your perfect Anna Maria Island vacation begins.This Gulf Front house has sliding glass doors and large windows that perfectly frame the
Anna Maria Island Beach Watch
1BD 1BR
$2,110.00 - $7,174.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 (5)
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 Pool​Hurrica
Hot HOT 20
Anna Maria Island Beach Palms 7A
2 BR 2BA Condo
$140.00 - $501.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (29)
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 PoolGulf of
Absolute Anna Maria-Private Beach Access-Heated Pool-Water Views From Every Room
2 BR 2BA Condo
$198.00 - $675.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (23)
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
Anna Maria Island Surfside Bungalow
3BR 3BR House
$4,000.00 - $9,745.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (8)
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
Anna Maria Island Edgewater Bungalow
2BR 2BR House
$2,138.00 - $7,221.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (8)
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 Pool​Hurrica
Anna Maria Island Beach Palms 2B
2 BR 2BA Condo
$175.00 - $626.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (57)
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 PoolAnna Mar
Hot HOT 24
Anna Maria Island Beach Palace
4BR 3BA House
$413.00 - $1,435.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (66)

Tell us what you're looking for and someone will contact you with available options.

I agree