Vacation Rentals

100% refund if canceled at least 30 days before check-in; 50% refund if canceled 14-30 days before check-in.


Properties Available 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 PoolAnna
Hot HOT 28
Anna Maria Island Beach Palace
4BR 3BA House
$375.00 - $1,380.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (66)
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 Pool​Hur
Hot HOT 78
Anna Maria Island Bay Watch Bungalow
2 BR 2BA Condo
$136.00 - $630.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 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 Pool​Hur
Hot HOT 38
Anna Maria Island Beach Palms 2B
2 BR 2BA Condo
$130.00 - $624.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 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 View 208
2 BR 2BA Condo
$120.00 - $501.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 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 Pool​Hur
Hot HOT 67
Anna Maria Island Beach Sands 201
2 BR 2BA Condo
$238.00 - $930.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 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 Pool​Hur
Anna Maria Island Beach Palms 7A
2 BR 2BA Condo
$125.00 - $541.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 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 PoolEnch
Hot HOT 61
AMI Gulf Lookout-Views Of The Gulf From Every Room-Rooftop Terrace
3BR 2BR House
$275.00 - $1,040.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (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!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
Hot HOT 23
Anna Maria Island Beach Bay Breeze
2 BR 2BA Condo
$110.00 - $529.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (8)
✨ Completely Remodeled Florida Vacation ​T​ropical 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
Hot HOT 92
Anna Maria Island Runaway Tropical Dream-One Minute Walk To The Beach-Heated Pool
2 BR 2BA Condo
$147.00 - $532.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
Experience 24/7 Live Customer ServicePrivate Beach AccessHeated Pool​Hurricane 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
Hot HOT 54
Anna Maria Island Beach Sands 202-Private Beach Access-Heated Pool
2 BR 2BA Condo
$155.00 - $854.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 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.The coastal morning is serene; white sand beaches glow golden at sunrise
Hot HOT 22
AM Island Beach To Bay Bliss
2 BR 2BA Condo
$120.00 - $566.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 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
Hot HOT 62
Anna Maria Island Beach View 207
2 BR 2BA Condo
$120.00 - $527.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (18)

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