Vacation Rentals
100% refund if canceled at least 30 days before check-in; 50% refund if canceled 14-30 days before check-in.
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.Hurricane Update:The entire complex is built on pillars more than 20 fe
Anna Maria Island Beach Bay Breeze
2 BR 2BA Condo
$124.00 - $469.00 / 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 Bridge Port Beach Resort
2 BR 2BA Condo
$110.00 - $450.00 / per night
2
bedrooms
2
baths
6
guests
5
(16)
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 PoolHurr
Anna Maria Island Beach Sands 101
2 BR 2BA Condo
$235.00 - $825.00 / per night
2
bedrooms
2
baths
6
guests
5
(60)
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 7A
2 BR 2BA Condo
$125.00 - $473.00 / per night
2
bedrooms
2
baths
6
guests
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!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
$120.00 - $470.00 / 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 203
2 BR 2BA Condo
$131.00 - $532.00 / per night
2
bedrooms
2
baths
5
guests
4.9
(48)
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
$122.00 - $485.00 / 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 Sands 201
2 BR 2BA Condo
$218.00 - $825.00 / 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!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
$7,000.00 - $20,200.00 / per night
5
bedrooms
3
baths
10
guests
✨ Completely Remodeled Florida Vacation Tropical Dream ✨Welcome to your perfect Florida getaway! This stunning vacation rental has been fully remodeled from top to bottom to offer the ultimate in comfort, style, and modern living.Step into a brand-new designer kitchen featuring elegant quartz countertops, sleek stainless steel appliances, and ple
Anna Maria Island Runaway Tropical Dream-One Minute Walk To The Beach-Heated Pool
2 BR 2BA Condo
$125.00 - $534.00 / per night
2
bedrooms
2
baths
6
guests
5
(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!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
$136.00 - $542.00 / 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 5B
2 BR 2BA Condo
$154.00 - $609.00 / per night
2
bedrooms
2
baths
6
guests
5
(24)
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