Vacation Rentals
100% refund if canceled at least 30 days before check-in; 50% refund if canceled 14-30 days before check-in.
33 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 Beach View 208
2 BR 2BA Condo
$123.00 - $445.00 / per night
2
bedrooms
2
baths
4
guests
4.7
(9)
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
$124.00 - $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 Bay Watch Bungalow
2 BR 2BA Condo
$146.00 - $585.00 / per night
2
bedrooms
2
baths
5
guests
4.8
(25)
Experience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolHurricane Update:The entire complex is built on pillars more than 20 feet off the ground. The condo sustained no damage, we have been accepting guests for several weeks, the pool has been completely drained, acid washed, refilled and we have installed a new pump, a new filter and
Anna Maria Island Beach Sands 202-Private Beach Access-Heated Pool
2 BR 2BA Condo
$208.00 - $805.00 / per night
2
bedrooms
2
baths
6
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 Waves
2 BR 2BA Condo
$140.00 - $616.00 / 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 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!Cancel 14 days prior to arrival receive 100% refundCancel 7-13 days prior to arrival receive 50% refundExperience 24/7 Live Customer ServiceElevatorPrivate Beach AccessHeated Pool
Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-Elevator-2 Pools-HotTub-Private Beach Access
3 BR - 2BR Condo
$188.00 - $655.00 / per night
3
bedrooms
2
baths
6
guests
4.8
(9)
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
Paradise Palms-Private Beach Access-Heated Pool-Water Views From Every Room
2 BR 2BA Condo
$149.00 - $569.00 / 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 PoolAnna
Anna Maria Island Beach Palace
4BR 3BA House
$375.00 - $1,416.00 / per night
4
bedrooms
3
baths
8
guests
4.9
(66)
✨ 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 - $515.00 / 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!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 Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants
2 BR 2BA Condo
$188.00 - $644.00 / per night
2
bedrooms
2
baths
5
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!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
$228.00 - $825.00 / per night
2
bedrooms
2
baths
6
guests
4.9
(46)
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