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 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
Hot HOT 20
Paradise Palms-Private Beach Access-Heated Pool-Water Views From Every Room
2 BR 2BA Condo
$163.00 - $609.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 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 PoolWhat
Hot HOT 22
Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach
2 BR 2 1/2 BA Condo Pet Friendly
$136.00 - $492.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 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!​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
Hot HOT 20
Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants
2 BR 2BA Condo
$190.00 - $707.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 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 Pool​Hur
Anna Maria Island Beach Palms 2A
2 BR 2BA Condo
$141.00 - $500.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (28)
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 24
Anna Maria Island Beach Palms 6B
2 BR 2BA Condo
$141.00 - $500.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 (39)
This sun-drenched 2br/2ba beach cottage centrally located by Holmes Beach in the heart of Anna Maria has been described as one of the “prettiest vacation homes on the island.” This authentic 1947 beach bungalow has been completely (and splendidly!) renovated with raised ceilings, travertine floors, and showers, granite countertops in the kitchens a
Hot HOT 40
Anna Maria Island Edgewater Bungalow
2BR 2BR House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 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 Pool​Hur
Hot HOT 21
Anna Maria Island Beach Sands 201
2 BR 2BA Condo
$237.00 - $808.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (46)
Relax on the screened-in Balcony overlooking sparkling waters of Palma Sola Bay. Palm fronds rustle in sea breeze, a great egret takes flight into an azure sky. Perico Bay Club is a nature-lovers paradise! This 2BR/2BA luxury condo is a short walk or bike ride from three nature preserves; the Robinson Preserve, the Neal Preserve, and Perico Preserv
Perico Coastal Bay
2 BR 2BA Condo
$119.00 - $617.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 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 Pool​Hur
Hot HOT 50
Anna Maria Island Beach Palms 2B
2 BR 2BA Condo
$161.00 - $532.00 / 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 Pool​Hur
Anna Maria Island Beach Palms 8B
2 BR 2BA Condo
$141.00 - $473.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 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 Pool​Hur
Hot HOT 25
Anna Maria Island Beach Waves
2 BR 2BA Condo
$187.00 - $662.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (23)
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
Anna Maria Island Beach Sands 202-Private Beach Access-Heated Pool
2 BR 2BA Condo
$227.00 - $846.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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