Vacation Rentals in Anna Maria Island Area - Page 2 of 17

Beautiful lakeside views - This peaceful waterside community is located within 15 minutes drive of gulf beaches at Longboat Key and Anna Maria Island.

Anna Maria Island Vacation/Holiday Rental. 4 bedroom /3.5 bathroom, *Elevator to all floors, *Large Garage, *Private electric & solar heated Swimming Pool,...

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

Located near IMG Academy in West Bradenton. This house has been described as a 'happy' house. There is a lake view from the master bedroom, kitchen, dining area...

This 3 Bed / 2 Bath home is on a larger than usual plot and in the prestigious gated community of Heritage Harbour. It has its own heated pool offering great South...

Enjoy a taste of 'Old Florida' when you escape to one of the state's best-kept secrets...Anna Maria Island. Sea Pirate Condo #8, located at 3301 Gulf Drive in...

Key West style pool private home on the coveted north end of the island has easy access to both the gulf and the bay. Each bedroom has it's own private bathroom.

This newly built, open-plan, child friendly, air-conditioned villa is comfortably furnished & situated in a select welcoming community which comprises a mix of...

Adriel's Place...an ample, serene waterfront home with all the conveniences and privacies in a superb locale. Located in prestigious family neighborhood, out of the...

See Rates section for special discounted rates! Beautiful 4 bedroom, 3.5 bath private resort home is in the quiet neighborhood of Anna Maria.

ISLAND OASIS says it all! Beautiful dark bottom tropical pool surrounded by a lush, tropical setting on a deep water canal leading out to Tampa Bay!

This beautiful condo is two blocks from the Gulf beach, and is right next to a quiet nature reserve overlooking the Sarasota Bay and the Sandy Pointe swimming pool.

Stunning pool home on Imperial Lakewoods, 550 acre award winning Golf Course overlooking course and lakes. The course has 14 lakes and a host of wildlife - an...

Watch the dolphins and marvel at the fantastic gulf views from this condo, situated directly on a white sugar sand beach on the Gulf of Mexico on Anna Maria Island.

Little Palms Villa is situated on the smart residential villa community of Sabal Harbour. We are positioned at the head of a lovely lake, with a south facing aspect...

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

The Ultimate Romantic Getaway!!! Experience Old Florida the way it was meant to be. The romantic sunset view down this native Florida river is spectacular.

Relax watching the dolphins play and listening to the gentle surf from the spacious balcony of this beautiful condo which is situated directly on a sugar soft white...

Come experience the magic of Palma Sola in this 2800 sq. ft. luxury home. The property is bright, spacious and by the crystal clear Gulf Coast waters of western...

Within 100 feet to the white sandy walkway leading to 7 1/2 miles of white beach which borders the Gulf of Mexico. Beach lovers will love watching pelicans dive,...