Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!


Properties Available 42 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!​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 Pool​Hurrica
Specials Tag Special
Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!

Anna Maria Island Bay Watch Bungalow
2 BR 2BA Condo
$170.00 - $609.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 (24)
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
Specials Tag Special
Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!

Perico Coastal Bay
2 BR 2BA Condo
$156.00 - $680.00 / 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!​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
Specials Tag Special
Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!

Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated Pool- Walk To 14 Restaurants
2 BR 2BA Condo
$187.00 - $682.00 / 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!​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 Pool​Hurrica
Specials Tag Special
Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!

Anna Maria Island Beach Palms 5B
2 BR 2BA Condo
$175.00 - $626.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 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!​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 PoolHurrican
Specials Tag Special
Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!

Anna Maria Island Beach Sands 101
2 BR 2BA Condo
$242.00 - $905.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (60)
Steps to the beautiful white sand beach and turquoise waters of the Gulf of Mexico this 2nd floor house is DIRECTLY ON THE BEACH!As you walk out the door and sink your toes into the sand of our award winning beach your perfect Anna Maria Island vacation begins.This Gulf Front house has sliding glass doors and large windows that perfectly frame the
Specials Tag Special
Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!

Anna Maria Island Beach Watch
1BD 1BR
$2,110.00 - $7,174.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.6 (5)
Relax on the 3rd floor veranda, and gaze out across the serene aquamarine waters of the Gulf of Mexico. The sea breeze is scented with jasmine and frangipani. Fresh air and sounds of the surf will lower your blood pressure and make you glad to be alive! This elegant, sunshine-yellow, 4br/3ba, Victorian-style vacation home will help you to cherish e
Specials Tag Special
Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!

Anna Maria Island Sun's Up A
4BR 3BA House
$3,000.00 - $7,243.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (12)
The Sunshine Kissed Villa has everything you need for a complete holiday! Our villa has all you need for staying in, and when you are ready to get out you are moments away from anything that sparks your interest. Your dream tropical getaway awaits on Anna Maria Island, Florida! Located on the Gulf of Mexico, less than 1-hour from Tampa or Sarasota
Specials Tag Special
Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!

Anna Maria Island Sunshine Kiss Villa
2 BR 2BA Condo
$114.00 - $431.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (10)
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 Pool​Hurrica
Specials Tag Special
Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!

Anna Maria Island Beach Palms 2B
2 BR 2BA Condo
$175.00 - $626.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (57)
This sun-drenched 3br/3ba tropical 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 k
Specials Tag Special
Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!

Anna Maria Island Surfside Bungalow
3BR 3BR House
$4,000.00 - $9,745.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (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!​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 Pool​Hurrica
Specials Tag Special
Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!

Anna Maria Island Beach Palms 2A
2 BR 2BA Condo
$140.00 - $501.00 / 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!​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 PoolThe prim
Specials Tag Special
Welcome Back Promo – Save $150!

Enjoy $150 off any stay when you book before June 28th.
Just use the code Welcome Back at checkout to claim your discount!

Anna Maria Island Runaway Tropical Escape
2 BR 2BA Condo
$164.00 - $561.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (36)

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