Vacation Rentals

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 - Anna Maria Island Vacation Rentals
From $700 /Night
SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 1 , Sleeps: 4
Quiet family friendly resort with access to the Bay and the Gulf
From $130 /Night
AMI Waterfront Beach Condo w Pool!
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Watch sunrise over the bay, walk across the street to enjoy the beach. Restaurants & shopping all within walking distance! - Anna Maria Island Vacation Rentals
From $1,250 /Week
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 $800 /Week
Gorgeous AMI Villa with private pool & just steps to the beach!
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 3 , Sleeps: 8
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 $300 /Night
Edge of Paradise at Margaritaville - 5 Night Min
OFFER
Edge of Paradise at Margaritaville - 5 Night Min
South West FL > Anna Maria Island
Condo , Bedroom(s): 3 , Sleeps: 7
Luxe Condo I Resort Amenities I Near Anna Maria Island I Margaritaville - Anna Maria Island Vacation Rentals
From $170 /Night
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 - Anna Maria Island Vacation Rentals
From $480 /Night
Cozy Cabana West - Anna Maria Island Vacation Rentals
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 2 , Sleeps: 6
2Bed/2Bath, Private Heated Pool!
From $170 /Night
Sunshine Cottage Anna Maria Island - Waterfront Pool Home Steps to Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
1/2 block from beach, private 16' x 30' deep heated pool, 30' boat dock, 3 bedroom, 2 bath, modern kitchen, 100 5-star reviews!
From $389 /Night
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
Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach
South West FL > Anna Maria Island > Holmes Beach
Bungalow , Bedroom(s): 3 , Sleeps: 6
3 bedroom, 2 bath duplex bungalow with its own private backyard and pool. Beautifully decorated, 3 minute walk to beach, walk to restaurants, marina, shops.
From $229 /Night
The Happy Hibiscus Island Oasis with Ocean Views
South West FL > Anna Maria Island
House , Bedroom(s): 4 , Sleeps: 8
The perfect getaway with a pool and hot tub, putting green, pool table, foosball table and more fun!
From $1,000 /Night
Professionally Decorated Pool Home Just Steps To The Beach
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
Debby's Place is sure to please! Just 2/10 of a mile from the white sandy beaches and the beautiful waters of Anna Maria Island.
From $240 /Night
July 31-AUGUST 7 AVAILABLE - BOOK YOUR ANNA MARIA ISLAND SUMMER VACATION NOW!
OFFER
July 31-AUGUST 7 AVAILABLE - BOOK YOUR ANNA MARIA ISLAND SUMMER VACATION NOW!
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 in a tropical backyard and is just steps (Less than 100!) to the white sand beach!
From $315 /Night

OFFER May Prices Reduced!

Special offer period: Apr 30, 2021 - Jun 27, 2021

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 Anna Maria Vacation Rental for large groups
From $1,999 /Week
Sirenia Beach House 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 $1,799 /Week
Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 4 , Sleeps: 8
4 bedrooms, 3.5 baths, max. 8 guests, max. 4 vehicles
From $2,800 /Week
Anna Maria Island Beach Front
South West FL > Anna Maria Island > Holmes Beach
Condo , Bedroom(s): 2 , Sleeps: 4
Anna Maria Island Tiffany Place Beautiful Views, Perfect Location, Free Trolley, 2 Bedroom, 2 bath, Beach Front, Extra Large Balcony, heated pool
From $180 /Night
Luxury Canalfront Home w Pvt. Boat Dock, PoolSpa, Bikes, Kayaks, SUP!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
4 Bed 3 Bath
BRAND NEW GORGEOUS ISLAND HOME! 3 Bedroom Block to Beach w Pool
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
BRAND NEW CONSTRUCTION 3 Bedroom, 2 Bath Single Family Home with Heated Pool
From $300 /Night
Paradise Found 6 bed 6.5 bath Heated Pool & Hot TUB Bikes Free Wifi
South West FL > Anna Maria Island
House , Bedroom(s): 6 , Sleeps: 14
BOOK WITH CONFIDENCE ALL NEW RESERVATIONS ARE 100% REFUNDABLE IF CANCELED AT LEAST 48 HOURS BEFORE ARRIVAL For pricing and more photos: www.BeachRetreatsFL.com
From $349 /Night
PRIVATE POOL ONLY 3 MINUTE WALK TO BEACH -SLEEPS 6
South West FL > Anna Maria Island > Holmes Beach
Townhouse , Bedroom(s): 3 , Sleeps: 6
Only 2 blocks to the blue water and white sand beaches as well as just around the corner to amazing restaurants & fabulous shops you might never want to leave.
From $169 /Night
CASA AMIGA 4 b, 4 b, heated pool and spa, rooftop deck, water views , elevator
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 10
BOOK WITH CONFIDENCE ALL RESERVATIONS MADE AFTER FEBRUARY 18TH 2021, WILL BE REFUNDED 85% OF THE TOTAL BOOKING COST IF CANCELED AT LEAST 14 DAYS BEFORE ARRIVAL
From $449 /Night
Direct Beachfront Anna Maria Island Condo Rental
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 1 , Sleeps: 4
Walk out your door and onto the beach on beautiful Anna Maria Island!
From $250 /Night
Gone Coastal: Beautiful Pet-Friendly Home w Heated Saltwater Pool
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 2 , Sleeps: 4
Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area!