Vacation Rentals in Anna Maria Island Area

Spacious 5-bedroom elevated home across the street from Bean Point beach on the secluded northern tip of Anna Maria. Sleeps 10.

Ultra Luxury Beach Home, a short 1 minute stroll to the beach - only 200 ft! 3 Floors with elevator serving all floors, handicapped accessible.

Backing on to unspoilt 'Preserve' land bordering the Manatee River, this 2 storey, 5 bedroom / 4 bath 'executive home' sleeps up to 10 people comfortably and is...

Escape from the busy world and reconnect with your family in this direct gulf-front 4 bedroom/3 bath luxury beach house! Located at the North End on 'Millionaire's...

Adorable Anna Maria Island ground level home The home features 4 bedrooms or can break down into 2 completely separate 2 BR villas for a smaller family.

Need to escape from the busy world and reconnect with your family and friends? This great five bedroom gulf-front home is located on the North end of Anna Maria...

The Captain Billy Fulford House is a one-of-a-kind home with 20' x 40' private, heated pool, located in the Historic Village of Cortez just steps from Sarasota Bay...

Overlooking a lake teeming with bird life, this newly built luxury villa is situated within the prestigious River Strand gated golfing community at Heritage Harbour.

Lakeside location in quiet area within 15 - 20 minutes drive of Sarasota and the elegant shops of St Almands Circle. Local 'neighborhood' restaurants and...

View sunsets from this bright and comfortable elevated 4BR/2BA plus loft with queen-size bed, two-car garage, two decks, large kitchen, stainless steel appliances...

These family owned luxury villas are decorated and furnished to a very high standard. They offer spacious living areas complete with every luxury to ensure you and...

Escape from your hectic life to this luxury beachfront 4 bedroom/3 bath Spanish-style beach house! Delight in the wonderful ambiance of this private Gulf-front...

Fantastic new private home with limited Gulf Views and large heated pool equipped with Tiki hut in tropical paradise setting.

Luxurious Mediterranean-style home with beach views (less than 100 yards to beach) and rooftop patio with 360 degree view of both beach and bay.

Come enjoy a large gulf view home/duplex on one of Anna Maria's tranquil non-crowded family beaches. Seashells by the Sea is perfect for large family gatherings.

7314 Gulf Drive #7, Anna Maria Island, FL 34217--Luxury is yours with this brand new direct gulf front three bedroom three full baths plus library luxury condo.

Celebrate the day with the brilliant sunshine, glorious sunsets and star-studded skies! This luxury three-bedroom two-bath Gulf-front beach home is located in a...

Brand new 4 bedroom/2.5 bath home with an over sized garage and private elevator access to all 3 levels! Gorgeous tropical pool setting with large deck, and plenty...

The Whitecaps, located at 749 Jacaranda in the historic City of Anna Maria has it all! The brand new five bedroom, three and one-half bath executive pool home will...

Breakers 3 - Tropical Paradise! Celebrate the day with brilliant sunshine, glorious sunsets and star-studded skies! This luxury three-bedroom, two-bath Gulf-front...