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.Experience 24/7 Live Customer ServicePrivate Beach AccessHeated PoolWhat
Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach
2 BR 2 1/2 BA Condo
$138.00 - $491.00 / per night
2
bedrooms
2
baths
6
guests
5
(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 PoolGulf
Absolute Anna Maria-Private Beach Access-Heated Pool-Water Views From Every Room
2 BR 2BA Condo
$196.00 - $648.00 / per night
2
bedrooms
2
baths
5
guests
4.9
(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.The coastal morning is serene; white sand beaches glow golden at sunrise
AM Island Beach To Bay Bliss
2 BR 2BA Condo
$152.00 - $502.00 / 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!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
$176.00 - $679.00 / per night
2
bedrooms
2
baths
6
guests
5
(24)
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
$196.00 - $671.00 / 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
Anna Maria Island Beach View 207
2 BR 2BA Condo
$144.00 - $478.00 / 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 Palms 6B
2 BR 2BA Condo
$149.00 - $543.00 / 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 PoolAnna
Anna Maria Island Beach Palace
4BR 3BA House
$375.00 - $1,364.00 / 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
$165.00 - $538.00 / 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 Bay Watch Bungalow
2 BR 2BA Condo
$168.00 - $611.00 / 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 8B
2 BR 2BA Condo
$148.00 - $543.00 / per night
2
bedrooms
2
baths
6
guests
5
(21)
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
$168.00 - $611.00 / per night
2
bedrooms
2
baths
6
guests
4.9
(57)
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