Anna Maria Island Vacation Rentals

August-September $2,200 All-In - includes all taxes and fees!
OFFER
August-September $2,200 All-In - includes all taxes and fees!
South West FL > Anna Maria Island > Bradenton Beach
Townhouse , Bedroom(s): 4 , Sleeps: 10
HEATED SALTWATER POOL-PRIVATE ELEVATOR+STEPS TO GULF BEACH! SLEEPS 10- FULLY EQUIPPED-ULTRA-CLEAN! WALKING DISTANCE TO SHOPS, RESTAURANTS, NIGHT SPOTS!
From $395 /Night

OFFER 2019 Special - $2,000/Week +Taxes and Fees - Write Us to Get This Deal!

Special offer period: Aug 31, 2019 - Nov 22, 2019

Anna Maria Island Condo~Close to the beach, shops&restaurants, heated pool, private lanai!
OFFER
Anna Maria Island Condo~Close to the 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 $90 /Night

OFFER AUGUST & SEPTEMBER DEAL-$90 per night and $630 per week* for all new reservations on available dates in August & September 2019. *Plus fees and taxes. Please ask for a detailed quote.

Special offer period: Aug 19, 2019 - Sep 30, 2019

Waterfront Bradenton Beach Condo w Pool!
OFFER
Waterfront Bradenton Beach Condo w Pool!
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Watch sunrise over the bay and walk across the street to enjoy the beach. Restaurants, bars and shopping all within walking distance!
From $860 /Week
Blue Turtle Cottage - 3 Bedroom, Private Pool, Steps To The Beach
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 8
Blue Turtle Cottage is an Anna Maria Island vacation rental less than a minute walk to the sugar white beach that Anna Maria Island is famous for.
From $299 /Night
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 with 3 bedrooms, 2 baths and water-view.
From $290 /Night

OFFER Fall Special and 4 Day Rentals!

Special offer period: Aug 24, 2019 - Sep 6, 2019

Alecassandra Vacation Villas - Family Reunion Location, Villa4 & Villa5, 4B4B
South West FL > Anna Maria Island > Bradenton Beach
Villa , Bedroom(s): 4 , Sleeps: 12
Listing #1038 Alecassandra Vacation Villas On Anna Maria Island Villa #4 & #5, Sleeps 8-12 Guests 4 Bedroom - 4 Bath
From $2,800 /Week
Alecassandra Vacation Villas - Family Reunion Location, Villa#3, 3B2B - Listing #1047
South West FL > Anna Maria Island
Villa , Bedroom(s): 3 , Sleeps: 8
Villa #3, 3 Bedroom, 2 Bath, 1 Kitchen, 1 Living Room, 1 Dining Room, Large Patio, Sleeps up to 8 (King, Queen, 2 Twins & Queen Sleeper Sofa)
From $250 /Night
SPECIAL $650 8-24 to 8-31, DIRECTLY ON BEACH. HEATED POOL
OFFER
SPECIAL $650 8-24 to 8-31, DIRECTLY ON 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

OFFER SPECIAL OFFER. $650 WEEK.

Special offer period: Aug 24, 2019 - Aug 31, 2019

Sea Life Happy - Heated Pool Spa Dock Waterfront Steps to Beaches - Pine Ave
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
Minimum stay: 7-nights Sleeps: 8 maximum Bedrooms: 4 Bathrooms: 3 Private Home Waterfront Dock Hot Tub Wifi Internet No Pets
From $2,275 /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 $1,204 /Week