Anna Maria Island Vacation Rentals and Rental By Owner

Featuring miles of unspoiled sugar white sand beaches alongside the shimmering green waters of the Gulf of Mexico, Anna Maria Island is a hidden Florida beach destination perfect for a relaxing getaway. This seven mile island is home to gorgeous beaches, plenty of outdoor amusements, wonderful restaurants and shopping and more. The three cities of Anna Maria Beach, Holmes Beach and Bradenton Beach are home to a variety of diversions perfect for exploring during an Anna Maria Island vacation.   Read more...
 
Find Anna Maria Island vacation rentals below. Sort the property list by clicking Bed, Bath, Sleeps, Pool, or Type at the top of each column.
 
Title Baths Beds Sleeps Pool Type Intro
Whitecaps of Anna Maria 4 5 10+ Y House 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 p...
Gulf Stream Beach Resort 2 2 6 Y Condo Elegant furnishings and amenities throughout Two-bedroom, two bath condominium residences that comfortably sleep six Central air conditioning and he...
Smuggler's Cove Resort 1 1 4 Y Condo Elegant furnishings and amenities throughout Two-bedroom, two bath condominium residences that comfortably sleep six Central air conditioning and he...
Umbrella Beach Resort 2, 1 Half 2 6 Y Townhome Our townhomes feature 1500 square feet of living space decorated with elegant tropical interior designs and lush furnishings throughout: Two bedroo...
Luxury Vacation Villa on Palma Sola Bay, Fish/Boat/Swim in your backyard! Anna Maria Is 4 min drive 3, 1 Half 4 7 Y Villa 4200 S/F Bayfront Villa. Fishing/Boating/Beach paradise! 1st class luxury awaits you! Lg bdrms/bthrms. Gourmet Kit, Jacuzzi, XL showers, his/her grani...
Hacienda del Mar -- Luxury Beachfront Home! 3 4 10+ N House Direct gulf-front Spanish-style beach home that sits directly on the Gulf waters! Delight in the wonderful ambiance of this luxury Gulf-front ''hacien...
Beachfront duplex on Anna Maria Island sleeps 10 2 2 6 Y Duplex Right on the beach. Two units side by side with a 2 bedroom 2 bath side with King beds in each bedroom. Then the other side has a 2 bedroom 1 bath wit...
Anna Maria Island Gulf Watch 2 2 4 Y Condo Anna Maria Island... Located on Florida's Renowned West Coast, Seven-mile long Anna Maria Island is situated just south of Tampa Bay and is surroun...
Gulf Beach Place 2 2 6 Y Condo 2br/2bth condo just 30 yards to the beach with no streets to cross! Come and relax on the rooftop terrace with unobstructed views of the gulf. Enjoy w...
***** Villa Rosa ***** 2 3 6 Y Villa Villa Florentine Villa Montebello Villa Provence ? Villa Rosa Villa Tuscany The Marbella Villa Cassandra Villa Francesca Villa Miranda Vil...
***** The Beach Front ***** 2 3 6 Y Condo The Beach Front This absolutely gorgeous direct beachfront condo is newly available for rental. The Beach Front has the ultimate view ? a broad sweep...
***** Villa Montebello ***** 3 3 6 N Villa Villa Montebello A magnificent brand-new 3-story villa situated on a quiet avenue in the Holmes Beach area of Anna Maria Island. Enter through beaut...
***** Villa Tuscany ***** 3 3 6 Y Villa Villa Tuscany is a charming villa which has hand crafted wooden shutters, a soft creamy exterior and is set in a walled lush tropical garden wit...
***** Villa Cassandra ***** 3 3 6 Y Villa Villa Cassandra Brand new. An exceptional collection of superb island villas, each with own private gardens and own swimming pool. Special emphasis ...
***** Villa Provence ***** 3 3 6 Y Villa Villa Provence Nestled on a corner lot with views towards the bay waters of Anna Maria Sound, enchanting Villa Provence is surrounded by walls toppe...
***** Villa Francesca ***** 3 3 6 Y Villa Villa Francesca Brand new. An exceptional collection of superb island villas, each with own private gardens and own swimming pool. Special emphasis ...
***** Villa Florentine ***** 3 3 6 Y Villa Villa Florentine A magnificent brand new 3-story villa which exudes character and charm, situated on a quiet avenue near to our Villa Provence and V...
Anna Maria Island Weather Forecast
Day High Low
Friday 88°F 80°F
Mostly sunny early in the morning then becoming partly cloudy. Isolated thunderstorms in the morning...then scattered thunderstorms in the afternoon. Highs in the lower 90s near the coast and in the mid 90s inland. Light winds becoming southwest 5 to 10 mph in the afternoon. Chance of rain 30 percent. Highest heat Index readings 108 to 109 in the afternoon.
Saturday 87°F 82°F
Partly cloudy. Isolated thunderstorms in the morning...then scattered thunderstorms in the afternoon. Highs in the lower 90s near the coast and in the mid 90s inland. Light winds becoming southwest around 5 mph in the late morning and afternoon. Chance of rain 30 percent. Highest heat Index readings around 110 in the afternoon.
Sunday 88°F 82°F
Partly sunny. Isolated thunderstorms in the morning... Then scattered thunderstorms in the afternoon. Highs in the lower 90s near the coast and in the mid 90s inland. Light winds becoming west around 5 mph in the afternoon. Chance of rain 30 percent. Heat Index readings 102 to 107.
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Location Of The Above Anna Maria Island Vacation Rentals
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Anna Maria Island Vacation Activity Recommendations
Fun and Sun Parasail - Having Fun is Our Business!
Fun and Sun Parasail - Having Fun is Our Business! Gently floating high above the clear, blue water of the Gulf of Mexico, you'll see dolphins, turtles, rays, fish and stunning views of Anna Maria Island, Longboat Key and Lido Key. Parasailing with us will be the most exciting thing you do all year! One, two or three can fly together side by side. You'll have a dry take off from the back deck of the boat and return to the back deck, so you never get wet unless you want your feet dipped in the water as you return to the deck. Our courteous, experienced Coast Guard licensed crew enjoys making sure you have the experience of a lifetime! Our family-run business has been awarded the USCG Parasail "Seal of Safety"!
 
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Anna Maria Island Rentals By Owner

Featuring miles of unspoiled sugar white sand beaches alongside the shimmering green waters of the Gulf of Mexico, Anna Maria Island is a hidden Florida beach destination perfect for a relaxing getaway. This seven mile island is home to gorgeous beaches, plenty of outdoor amusements, wonderful restaurants and shopping and more. The three cities of Anna Maria Beach, Holmes Beach and Bradenton Beach are home to a variety of diversions perfect for exploring during an Anna Maria Island vacation.
 
Surrounded by three bodies of water - the Gulf of Mexico, Sarasota Bay and Anna Maria Bay along the eastern shore, this seven mile island is a haven for vacationers from near and far. The beautiful sugar white sand of Anna Maria Island beach areas are the perfect backdrop for an Anna Maria vacation full of relaxing good times. Whether your idea of a perfect beach getaway involves reading a good book with your toes in the sand or something a little more strenuous, you'll find what you're looking for during Anna Maria Island travel. Rent a sea kayak and take on the waves, hit the links for a challenging round of golf or just walk along the water and take in the amazing views. It's all here. With award-winning restaurants, unique boutiques and charming antique stores and galleries, something new awaits around every corner.
 
For the best by owner vacation rentals Anna Maria Island has to offer, choose one of the Anna Maria rentals showcased on ScenicRentals.com.
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