Vacation Rentals

Absolute Anna Maria
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 5
WELCOME TO OUR FAMILY FRIENDLY CONDOMINIUM
From $131 /Night
Gorgeous AMI Villa with private pool & just steps to the beach!
OFFER
Gorgeous AMI Villa with private pool & just steps to the beach!
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 3 , Sleeps: 6
Welcome to AMI Villa! When you come to Anna Maria Island, make this charming Mediterranean 3 bed & 3 bath villa with a private pool your home away from home!
From $225 /Night

OFFER Last Minute Deal-$2,160 per week ALL IN (including all taxes and fees!)

Special offer period: Oct 31, 2020 - Nov 21, 2020

Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi
OFFER
Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Ground level living, 3 bedrooms, 2 baths, sleeps 8. Private Home with Waterfront Dock, Pool, Hot Tub, Wifi
From $300 /Night

OFFER November Escape - $300/per Night, 4 Night Minimum

Special offer period: Nov 7, 2020 - Nov 21, 2020

Edge of Paradise at Margaritaville - 5 Night Min - monthly's wanted
South West FL > Anna Maria Island
Condo , Bedroom(s): 3 , Sleeps: 8
Luxe Condo I Resort Amenities I Near Anna Maria Island I Margaritaville
From $170 /Night
Anna Maria Island Paradise❤️Close to beach, shops&restaurants, heated pool, private lanai!
OFFER
Anna Maria Island Paradise❤️Close to beach, shops&restaurants, heated pool, private lanai!
South West FL > Anna Maria Island > Holmes Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Book a relaxing vacation at our condo, situated in a private complex on the beautiful Anna Maria Island, only a short walk to the beach, shops and restaurants!
From $100 /Night

OFFER Last Minute Deal - $1,105 per week ALL IN (including all taxes and fees!)

Special offer period: Oct 24, 2020 - Nov 28, 2020

Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
The Blue Heron is a beautiful 4 bedroom 3.5 bath brand new luxury home on Anna Maria Island for rent.
From $480 /Night
Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 5 , Sleeps: 12
Picture yourself vacationing in a huge 5 Bedroom luxurious tropical villa, the perfect vacation rental for large groups on beautiful Anna Maria Island.
From $1,999 /Week
Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 10
Sirenia Cove is the perfect vacation home to nature lovers. Located directly on the waterfront, you are perched on a prime location to enjoy everything.
From $1,799 /Week
Oct 3 - Oct 10 Deal! - Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 10
Sirenia Beach House ~ Beach Resort Style Luxury - Waterfront - Dock - Htd Pool - Spa - Backyard Beach - Tiki Hut - Hammock and more!
From $233 /Night
Blue Turtle Cottage Anna Maria Island Available For Christmas & New Years!
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
Blue Turtle Cottage Anna Maria Island has a sparkling private pool and is just steps to the white sand beach!
From $256 /Night
Beautiful, Gulf-Front Home --Halcyon House
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
As seen in Coastal Living Magazine, this is a 3 bedroom beachfront home on desirable Bean Point with with direct access to Bean Point Beach.
From $750 /Night
Anna Maria Island Retreat
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 6
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!
From $153 /Night
Bay Watch Bungalow
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 5
Bay Watch Bungalow: Water Views from Every Room & Upgrades Galore
From $118 /Night
The Anna Maria Island Beach Sands 203
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 5
The Anna Maria Island Beach Retreat, 2 bedrooms, 1 bathroom, sleeps 6 maximum
From $152 /Night
22 North End Beach House near Bean Point Beach!!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 2 , Sleeps: 4
Located on the desirable North end of Anna Maria Island just steps away from the famous Bean Point Beach, Rod N Reel Pier and Bayfront Park!
From $269 /Night
PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 4
LUXURY CONDO 2 Bed 2 Bath * SEE SUNSET FROM LANAI * WALK TO SHOPS/RESTAURANTS
From $171 /Night
One-of-a-Kind 33 Luxury Beach House on the desirable North End of Anna Maria!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Come relax and enjoy this stunning retreat with a modern, clean beach style ambiance. The white sandy beaches of Bean Point are only a 5 minute stroll away!
From $448 /Night
Tropical Setting and Heated Lagoon Style Pool at "Your Own Oasis"
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
Your Own Oasis is a newer, 3bed/2bath Retreat with a Private Lagoon Style Pool, close to both Bay and Beach and the free trolley stop is just one block away!
From $157 /Night
North End Luxury Beach Cottage STEPS TO THE BEACH Heated Pool and Outdoor Living Area
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 4
Seahorse Cottage is one of our most popular properties located on the desirable North End of Anna Maria with a Heated Pool and Outdoor Living Area
From $291 /Night
The Anna Maria Island Beach Castle
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 6
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!
From $152 /Night
The Anna Maria Island Beach Castaway 1
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 6
FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!
From $101 /Night
The Anna Maria Island Beach View 208
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 4
FAMILY/CHILD FRIENDLY CONDOMINIUM!!!
From $131 /Night
Renovated 22 Cottage North End-Steps to Beach Tropical LandscapingHeated Jetted Pool
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 4
SURF’S UP has been completely and lovingly renovated from top to bottom and is gorgeously decorated!
From $291 /Night
Spectacular Location Desirable North End wHeated Pool!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Moon Shadow South's location can't be beat with peeks of Passage Key in Tampa Bay.
From $243 /Night
Boaters Delight Canal Front Home - with Private Dock - Pool and Spa
South West FL > Bradenton
House , Bedroom(s): 3 , Sleeps: 6
Great Canal Front Views, Huge Screened in Pool and Spa, Private Boat Dock and Only 3 miles to Anna Maria Island Beaches!!
From $160 /Night