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!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 PoolHur
Anna Maria Island Bay Watch Bungalow
2 BR 2BA Condo
$161.00 - $529.00 / per night
2
bedrooms
2
baths
5
guests
4.8
(25)
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 PoolHur
Anna Maria Island Beach Palms 6B
2 BR 2BA Condo
$136.00 - $470.00 / per night
2
bedrooms
2
baths
6
guests
4.6
(39)
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 PoolHur
Anna Maria Island Beach Waves
2 BR 2BA Condo
$146.00 - $630.00 / per night
2
bedrooms
2
baths
6
guests
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!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 PoolHur
Anna Maria Island Retreat
2 BR 2BA Condo
$162.00 - $554.00 / per night
2
bedrooms
2
baths
6
guests
4.9
(90)
Welcome to the Gulf to Bay Island Oasis—where the Gulf breeze, water views, and the island’s most convenient location come together for the perfect Anna Maria Island getaway.Just a one minute walk from the sugar-white sands, this beautifully updated condo offers the best of both worlds: the peaceful Intracoastal Waterway right outside your balcony
Gulf to Bay Island Oasis
2 BR 2BA Condo
$141.00 - $556.00 / per night
2
bedrooms
2
baths
5
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 PoolHur
Anna Maria Island Beach View 207
2 BR 2BA Condo
$143.00 - $468.00 / per night
2
bedrooms
2
baths
6
guests
4.9
(18)
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 PoolHur
Anna Maria Island Beach Sands
2 BR 2BA Condo
$226.00 - $1,237.00 / per night
2
bedrooms
2
baths
5
guests
4.9
(61)
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.Hurricane Update:The entire complex is built on pillars more than 20 fe
Anna Maria Island Beach Bay Breeze
2 BR 2BA Condo
$142.00 - $468.00 / per night
2
bedrooms
2
baths
6
guests
5
(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!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 PoolHur
Anna Maria Island Beach Sands 201
2 BR 2BA Condo
$219.00 - $804.00 / per night
2
bedrooms
2
baths
6
guests
4.9
(46)
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 PoolHur
Gulf Breeze Ami-2BD-2BA-Condo-Private Beach Access-Heater Pool-Water Views From Every Window
2 BR 2BA Condo
$149.00 - $489.00 / per night
2
bedrooms
2
baths
6
guests
5
(2)
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 PoolHur
Anna Maria Island Beach Palms 2B
2 BR 2BA Condo
$161.00 - $529.00 / per night
2
bedrooms
2
baths
6
guests
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!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 PoolHur
Anna Maria Island Beach Palms 8B
2 BR 2BA Condo
$137.00 - $470.00 / per night
2
bedrooms
2
baths
6
guests
5
(21)
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