Vacation Rentals
Cancel 14+ days before arrival for a 100% refund or 7-13 days before for a 50% refund.
43 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 PoolHurrica
Anna Maria Island Beach View 208
2 BR 2BA Condo
$164.00 - $545.00 / per night
2
bedrooms
2
baths
4
guests
4.7
(9)
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 the sounds of the surf will lower your blood pressure and make you glad to be alive! This elegant, sunshine-yellow, 4br/3ba vacation home will help you to cherish every sunrise
Anna Maria Island Sun's Up B
4BR 3BA House
$3,000.00 - $7,593.00 / per night
4
bedrooms
3
baths
8
guests
5
(11)
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
Anna Maria Island Blue Bella Bliss - Private Heated Pool
Holmes Beach
$275.00 - $1,422.00 / 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!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 207
2 BR 2BA Condo
$156.00 - $516.00 / per night
2
bedrooms
2
baths
6
guests
4.9
(18)
Relax on the lanai, sip your morning coffee or freshly squeezed citrus juice. The sea breeze is scented with jasmine and frangipani. Fresh air and the sounds of the surf will lower your blood pressure and make you glad to be alive! Anna Maria Island Coquina Tropics is a second-floor, 2br/2ba condo in the seashell-pink Coquina Moorings development,
Coquina Tropics-3 Bedrooms- Bathroom-Water Views From Every Room
3 BR - 2BR Condo
$211.00 - $717.00 / per night
3
bedrooms
2
baths
6
guests
5
(12)
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 Palms 6B
2 BR 2BA Condo
$151.00 - $516.00 / per night
2
bedrooms
2
baths
6
guests
4.6
(37)
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
$2,156.00 - $7,341.00 / per night
2
bedrooms
2
baths
6
guests
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% refundThe coastal morning is serene; white sand beaches glow golden at sunrise. Th
AM Island Beach To Bay Bliss
2 BR 2BA Condo
$130.00 - $516.00 / per night
2
bedrooms
2
baths
6
guests
5
(7)
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% refundHurricane Update:The entire complex is built on pillars more than 20 feet o
Anna Maria Island Beach Bay Breeze
2 BR 2BA Condo
$156.00 - $516.00 / per night
2
bedrooms
2
baths
6
guests
5
(8)
The Sunshine Kissed Villa has everything you need for a complete holiday! Our villa has all you need for staying in, and when you are ready to get out you are moments away from anything that sparks your interest. Your dream tropical getaway awaits on Anna Maria Island, Florida! Located on the Gulf of Mexico, less than 1-hour from Tampa or Sarasota
Anna Maria Island Sunshine Kiss Villa
2 BR 2BA Condo
$114.00 - $431.00 / per night
2
bedrooms
1
baths
6
guests
5
(10)
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 Palms 8B
2 BR 2BA Condo
$152.00 - $516.00 / per night
2
bedrooms
2
baths
6
guests
5
(20)
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
Anna Maria Island Beach Palace
4BR 3BA House
$416.00 - $1,496.00 / per night
4
bedrooms
3
baths
8
guests
4.9
(65)
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