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 43 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 PoolReady to
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 Dream-One Minute Walk To The Beach-Heated Pool
2 BR 2BA Condo
$167.00 - $581.00 / 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!​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
$179.00 - $645.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (23)
Relax on the lanai, sip your morning coffee or freshly squeezed citrus juice. The sea breeze is scented with jasmine and frangipani. Fresh air and the sounds of the surf will lower your blood pressure and make you glad to be alive! Anna Maria Island Coquina Tropics is a second-floor, 2br/2ba condo in the seashell-pink Coquina Moorings development,
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!

Coquina Tropics-3 Bedrooms- Bathroom-Water Views From Every Room
3 BR - 2BR Condo
$211.00 - $717.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (12)
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
$166.00 - $578.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (36)
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 PoolWelcome
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 Blue Bella Bliss - Private Heated Pool
Holmes Beach
$289.00 - $1,387.00 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
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)
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)
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
$199.00 - $704.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 (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!​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 PoolEnchanti
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!

AMI Gulf Lookout-Views Of The Gulf From Every Room-Rooftop Terrace
3BR 2BR House
$297.00 - $1,011.00 / 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!​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 Waves
2 BR 2BA Condo
$199.00 - $701.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (23)
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)
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 Sands 201
2 BR 2BA Condo
$267.00 - $934.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (46)

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