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Unique and unspoiled, Anna Maria Island, with its seven-mile stretch of white sands, traditional clapper-board houses and friendly people, is truly once visited, never forgotten. It's easy laidback lifestyle makes it perfect for a romantic getaway or family holiday. There's so much to enjoy from glorious beaches where you can watch an abundance of wildlife, including playful dolphins, to activities such as golfing, fishing from the piers, tennis, boules and water sports. Cycle or take advantage of free trolley buses to visit markets, craft shops and boutiques scattered round the island. And, when it comes to food, there really is something for everyone from casual beach bars and bistros to exclusive restaurants serving candlelit dinners.
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The Beach House, Beachfront, Sleeps 6 on white sandy beach - Beach Vacation Rentals in Anna Maria Island, Florida on Beachhouse.com
Featured
House
$371

The Beach House, Beachfront, Sleeps 6 on white sandy beach...

Beachfront Anna Maria Island Vacation Rental House

 2.0    Sleeps: 6
  Pets: No

Nightly Rate: $371-$500

  
 Pool: No
Minimum Stay: 4 nights
Beachcomber - 2 br, 2 ba - Beach Vacation Rentals in Anna Maria Island, Florida on Beachhouse.com
Featured
House
$149

Beachcomber - 2 br, 2 ba...

Anna Maria Island Vacation Rental House

 2.0    Sleeps: 4
  Pets: No

Nightly Rate: $149-$198

  
 Pool: No
Minimum Stay: 4 nights
Seabreeze Cottage, 2 br 2 ba, Sleeps 6, Steps to the beach - Beach Vacation Rentals in Anna Maria Island, Florida on Beachhouse.com
Featured
Cottage
$149

Seabreeze Cottage, 2 br 2 ba, Sleeps 6, Steps to the beach...

Anna Maria Island Vacation Rental Cottage

 2.0    Sleeps: 6
  Pets: No

Nightly Rate: $149-$198

  
 Pool: No
Minimum Stay: 4-7 nights
Starfish Cottage, Sleeps 4, Shared Pool - Beach Vacation Rentals in Anna Maria Island, Florida on Beachhouse.com
Featured
Cottage
$220

Starfish Cottage, Sleeps 4, Shared Pool...

Anna Maria Island Vacation Rental Cottage

 1.0    Sleeps: 4
  Pets: No

Nightly Rate: $220-$320

  
 Pool: Yes
Minimum Stay: 4-7 nights
Shared Pool & Hot Tub
Shell Cottage, Cozy 1 br 1 ba, Shared Pool, Sleeps 2 - Beach Vacation Rentals in Anna Maria Island, Florida on Beachhouse.com
Featured
Cottage
$149

Shell Cottage, Cozy 1 br 1 ba, Shared Pool, Sleeps 2...

Anna Maria Island Vacation Rental Cottage

 1.0    Sleeps: 2
  Pets: No

Nightly Rate: $149-$116

  
 Pool: Yes
Minimum Stay: 4-7 nights
Shared Pool
Seahorse Cottage, Spacious 1 br, 1 ba, Shared Pool - Beach Vacation Rentals in Anna Maria Island, Florida on Beachhouse.com
Featured
Cottage
$157

Seahorse Cottage, Spacious 1 br, 1 ba, Shared Pool...

Anna Maria Island Vacation Rental Cottage

 1.0    Sleeps: 2
  Pets: No

Nightly Rate: $157-$248

  
 Pool: Yes
Minimum Stay: 4-7 nights
Shared Pool
Idyllic Holiday Properties
Showing 10 beach properties within 20 miles:
NEW TO RENTAL MARKET! BAYFRONT UPDATE RUNAWAY BAY CONDO - Beach Vacation Rentals in Bradenton Beach, Florida on Beachhouse.com
Condo
$138

NEW TO RENTAL MARKET! BAYFRONT UPDATE RUNAWAY BAY CONDO...

Bradenton Beach Vacation Rental Condo

 2.0    Sleeps: 4
  Pets: No

Nightly Rate: $138-$214

  
 Pool: Yes
Minimum Stay: 7 nights
Communal Pool
Pass-A-Grille Beach Pool Hot Tub Slps - Beach Vacation Rentals in St Pete Beach, Florida on Beachhouse.com
House
$839

Pass-A-Grille Beach Pool Hot Tub Slps...

St Pete Beach Vacation Rental House

 3.0    Sleeps: 10
  Pets: No

Nightly Rate: $839-$1,199

  
 Pool: Yes
Minimum Stay: 5 nights
Pool
Treasure Island Crystal Palms Penthouse Pool Hot - Beach Vacation Rentals in Treasure Island, Florida on Beachhouse.com
Condo
$249

Treasure Island Crystal Palms Penthouse Pool Hot...

Treasure Island Vacation Rental Condo

 3.0    Sleeps: 10
  Pets: No

Nightly Rate: $249-$1,060

  
 Pool: Yes
Minimum Stay: 2 nights
Shared Pool
Pass-A-Grille Marina Bay Direct Beachfront - Beach Vacation Rentals in St Pete Beach, Florida on Beachhouse.com
Condo
$346

Pass-A-Grille Marina Bay Direct Beachfront...

Beachfront St Pete Beach Vacation Rental Condo

 2.0    Sleeps: 6
  Pets: No

Nightly Rate: $346-$884

  
 Pool: Yes
Minimum Stay: 90 nights
Shared Pool
Pass-A-Grille Beach - Beach Vacation Rentals in St Pete Beach, Florida on Beachhouse.com
Cottage
$149

Pass-A-Grille Beach...

St Pete Beach Vacation Rental Cottage

 1.0    Sleeps: 4
  Pets: No

Nightly Rate: $149-$399

  
 Pool: No
Minimum Stay: 2 nights
Pass-A-Grille Beach - Beach Vacation Rentals in St Pete Beach, Florida on Beachhouse.com
Cottage
$125

Pass-A-Grille Beach...

St Pete Beach Vacation Rental Cottage

 1.0    Sleeps: 4
  Pets: No

Nightly Rate: $125-$299

  
 Pool: No
Minimum Stay: 2 nights
Pass-A-Grille Beach - Beach Vacation Rentals in St Pete Beach, Florida on Beachhouse.com
Cottage
$125

Pass-A-Grille Beach...

St Pete Beach Vacation Rental Cottage

 1.0    Sleeps: 4
  Pets: No

Nightly Rate: $125-$299

  
 Pool: No
Minimum Stay: 2 nights
NEW to rental market! Book it while you have the chance - Beach Vacation Rentals in Bradenton Beach, Florida on Beachhouse.com
Condo
$144

NEW to rental market! Book it while you have the chance...

Bradenton Beach Vacation Rental Condo

 2.0    Sleeps: 4
  Pets: Yes

Nightly Rate: $144-$276

  
 Pool: Yes
Minimum Stay: 7 nights
Fenced Pool
Anna Maria Island Sunshine Kiss Villa - Beach Vacation Rentals in Holmes Beach, FL on Beachhouse.com
Condo
$168

Anna Maria Island Sunshine Kiss Villa...

Holmes Beach Vacation Rental Condo

 0.0    Sleeps: 6
  Pets: No

Nightly Rate: $168-$537

  
 Pool: No
Minimum Stay: 4 nights
Anna Maria Island Beach Paradise 6 - Beach Vacation Rentals in Holmes Beach, FL on Beachhouse.com
Condo
$153

Anna Maria Island Beach Paradise 6...

Holmes Beach Vacation Rental Condo

 2.0    Sleeps: 6
  Pets: No

Nightly Rate: $153-$495

  
 Pool: Yes
Minimum Stay: 7 nights
Pool: Heated

Beach House Rentals North Captiva Island, FL


Anna Maria Island - Beach Information - Fun Things to Do - Tips

Unique and unspoiled, Anna Maria Island, with its seven-mile stretch of white sands, traditional clapper-board houses and friendly people, is truly once visited, never forgotten. It's easy laidback lifestyle makes it perfect for a romantic getaway or family holiday. There's so much to enjoy from glorious beaches where you can watch an abundance of wildlife, including playful dolphins, to activities such as golfing, fishing from the piers, tennis, boules and water sports. Cycle or take advantage of free trolley buses to visit markets, craft shops and boutiques scattered round the island. And, when it comes to food, there really is something for everyone from casual beach bars and bistros to exclusive restaurants serving candlelit dinners.
Surfing For All Levels

Surfing in Anna Maria Island, FL Whether you're an advanced surfer or want to try this exhilarating sport for the the first time, Anna Maria Island offers superb opportunities. Anna Maria Island's best surfing can be found off the White Avenue beach. All levels of surfers can be catered for and lessons are available. The floor of the Gulf of Mexico offers very favorable surfing conditions. The surf isn't world class, but on rough days all levels of surfers can be found on the beach. If you are vacationing at Anna Maria Island with the kids and want to really get them involved in the water and make the most of local area you have to check out one really popular event, which takes place over 8 weeks each summer, Eternal Summer Surf Camp. Bringing in over 200 sign ups from children each year is hugely popular and is free for them to attend. The surf camp was set up by surfers and operates solely on donations from people and organizations. It is situated between Park and White Avenue on the island and gets very busy so it is best to book your place whilst you're making your booking with us for your place to stay.
Fishing From Beach, Pier Or Boat

With the sea on your doorstep fishing is a popular pastime for most coastal cities in Florida. Fishing On Anna Maria Island you can rent equipment and fish from the Rod and Reel or City piers, or from the beaches and jetties around the island. Just don't forget to arrange a fishing permit ahead of your trip. For a town so small, the fact that there are two fishing piers on offer is nothing short of impressive. The City Pier stretches 700 feet out into the bay, while the Rod and Reel Pier, just a few hundred yards away, is half that size. Both offer great vantage points onto the bay, and they are not that far from the pass, so there is always the chance of a nearshore beauty along with the inshore favorites!
It's no surprise that an island with sandy beaches offers up great surf fishing options. These white stretches contrast beautifully with the crystal blue waters of the bay and Gulf, giving you the perfect setting to camp for the day. Whether Gulf-side or in the shallows, there are miles and miles to explore, with jetties only adding to the prime locations on offer. Most locals like to get out first thing in the morning or last thing before sunset. This is when the fish come close by to feed. Head to the southern beaches facing the Gulf, where the strong current will give you an advantage, and it will make sure that you do not get tangled up with any swimmers! If you are looking to hit the bay, then wading in the Sarasota Bay or Palma Sota is sure to land you some rewards. Everything from family trips and reef fishing to shark fishing is available for you to try.
Sail Away On An Adventure

Sailing A multitude of boat trips offer you a chance to explore and enjoy the coast and ocean in Florida. Sailing adventure trips from Anna Maria Island offer you a different perspective, the freedom of the ocean, the chance to watch the sun set over the Gulf of Mexico or experience a feast of nature. Enjoy sightings of dolphins, manatees, anhingas, cormorants, osprey, bald eagle and views beyond compare. Dolphins Going on a Sailboat Cruise while vacationing on Anna Maria Island couldn't get any easier, just go to the Mainsail Marina located in Holmes Beach, right across the street from the only gas station on the island. Daily Excursions & Private Charters for up to 11 persons, Complimentary Bottled Water & Parking! BYOB / Pack a Picnic / Catering Available.

Kathleen D. Sailing Catamarans: Keys Marina 5501 Marina Dr. Holmes Beach, FL 34217 If a fun and relaxing sailing excursion is more your style, you'll love Kathleen D. Sailing Catamarans. Options include dolphin watches, Egmont Key excursions, sunset sails, and private charters for up to 20 people.