Anna Maria Island is the Perfect Ladycation

Anna Maria Island is the perfect ladycation beach destination for your squad. From beautiful beaches to fantastic accommodations and activities, the island is an amazing spot to gather your best gal pals and relax in paradise.

Anna Maria Island is the Perfect Ladycation

While on Anna Maria Island you and your girl friends will have a blast. Follow this great ladycation beach guide for an authentic beach experience! No matter your age or where you are from, women always know how to have fun on island time!

Anna Maria Island is the Perfect Ladycation
Gather your best gal pals and plan an Anna Maria Island Ladycation to the beach!

 Beaches and Outdoor Activities

While it’s no secret that Anna Maria Island has some of the best beaches in Florida, fewer know about the great outdoor adventures available.

When your gal group finally gets its fill of powder sand, sun kissed skin and turquoise gulf, try one of these outdoor activities.

  • Sup Yoga is a fun way to try your hand at both Paddle boarding while getting a good relaxing stretch!
  • Horse Surfing is a great activity. There is nothing like riding a horse on the beach.
  • Nature walk at Robinson Preserve. Find Manatee Counties best green space just off Anna Maria Island.
  • Biking through Anna Maria is a fun way to see the sights, shop in the boutiques and get a little exercise too.
  • Segway tour on Coquina Baywalk. Coquina beach offers a gorgeous trail along the gulf that is just perfect for Segways.
  • Kayaking in Anna Maria Sound. Reserve a guided tour of Anna Maria Sound with Fun and More rentals.
  • Stroll the piers. Anna Maria Island offers three public piers. All are great for sight seeing, fishing and a meal with a view.

Dining and Nightlife

Anna Maria Island is home to many fantastic eateries and does offer a unique nightlife. You’re sure to find a great place for your gals to enjoy a glass of wine, fantastic food and fun conversation.

Just about anywhere you dine on island time, you’ll find the experience pleasant. From high-end gulf front seafood like the Beach Bistro to family friendly pizza joints like Oma’s. There is something for every taste.

When the sun sets its time to head out for drinks and entertainment. There are many night spots to try. Historic Bridge Street is a popular option for drinks and live music with places such as the Bridge Tender. In Holmes Beach you can find craft cocktails at The Doctors Office, and live music at Ugly Grouper.

One of the nicest features of Anna Maria Island is the free trolley service. From 6am to 10:30pm find free air-conditioned trolleys with one passing about every 20 minutes. This is not only great for those looking to visit the bars, but makes it easy to see and do everything stress free.

Salons and Shopping

Anna Maria Island is home to a ton of adorable locally owned boutiques and amazing full service salons.

While visiting Anna Maria Island you and your lady friends must do a little shopping. You’ll find unique shops all around the area. Grab the gang and head to Pine Avenue, the city center of Holmes Beach, Bridge Street and everywhere in between!

If your crew is into pampering, then Anna Maria Island Salons have you covered! From massages to full on make overs, you can have it all with this list of Salons and Spas.

Anna Maria Island Accommodations and Beach Rentals

Whatever your group budget, there are tons of beach rental options on Anna Maria Island. From direct beach front luxury to laid back villas and old cozy cottage charmers, there are hundreds of rentals to pick from. Because the island is a mile across at the widest, you’ll be close to the beach anywhere you stay. Check the selection of rentals below or see a full list here.

Bring the entire squad to My Sister’s Beach House.

Anna Maria Island beach rental
My Sister’s Beach House is a great spot for your gals getaway! Sleeps up to 12 guests in luxury! You’ll love the pool and amenities too.

 Gal palling around at Tina’s Piece of Paradise.

Holmes Beach rental
Tina’s Piece of Paradise sleeps up to 8 guests. You’ll really have space to spread out here with 3 king beds, a double bunk, 2 sleeper sofas and an air mattress!

A besties getaway at Appletini.

Anna Maria Island gals getaway
Appletini sleeps up to 6 guests with 2 bedrooms. This destination is super cute and just a short walk to the beach!

 

Once you and your friends visit you’ll understand exactly why Anna Maria Island is the Perfect Ladycation beach destination! Gather your gals, ditch the guys at home and plan your trip today!

Anna Maria Island Thanksgiving Guide

An Anna Maria Island Thanksgiving is a great way to spend the holiday with friends and family by the beach! Once you arrive, enjoy a relaxed location with family friendly activities and accommodations. You’re sure to love filling up on a turkey feast in tropical paradise.

Anna Maria Island Thanksgiving Guide

We have put together a list of everything you need to know about spending Thanksgiving on Anna Maria Island. Get ready for a family gathering you won’t soon forget with this helpful guide!

Anna Maria Island Beach Rentals and Accommodations

Island holiday rentals fill up fast on Anna Maria Island, but Island Real Estate still has availability! Whether you are looking to sleep a couple or even a large group, we have openings.

Bay View Inn 102
This Bradenton Beach Condo sleeps up to 4 guests with 1 bedroom. You’ll be just a couple blocks from gulf beaches, shopping, dining and free trolley stops!

Anna Maria Island Thanksgiving beach rentals
Bay View Inn 102

Sunfish 104 
Sunfish sleeps 4 guests with 2 bedrooms. This Holmes Beach duplex rental has a shared heated pool and is less than a block to gulf beaches.

Anna Maria Island beach rental holmes beach
Sunfish 104

La Casa O’Bar 
A luxury beach front rental, La Casa O’Bar sleeps 6 guests with 3 bedrooms. Enjoy glimpses of the gulf and the heated community pool too.

Anna Maria Island rental on the beach
La Casa O’Bar

Fernweh
This Holmes Beach rental sleeps 8 with 4 bedrooms. Enjoy a private heated pool and spa, and tons of kitchen space for making Thanksgiving dinner.

Anna Maria Island vacation rental Holmes Beach
Fernweh

Sunset Glow
Just two blocks from gulf beaches, Sunset Glow sleeps 10 guests with 5 bedrooms. This platinum rated rental offers a heated pool and spa along with a gorgeous kitchen.

Anna Maria Island thanksgiving rentals by the beach
Sunset Glow

Thanksgiving Restaurant Openings

There are many restaurants open for Thanksgiving on and around Anna Maria Island. Here is our list of the five places to dine out for Thanksgiving on Anna Maria Island. These are not the only local options, but rather, just the places open on island.

Sign of the Mermaid 
Open for Breakfast and Lunch 9-1pm and Dinner 4-9pm with the regular menu.

Bridge Tender
Open 11:30am-midnight, The Bridge Tender will be serving the regular menu plus Turkey dinner too!

Bridge Street Bistro 
Open Noon-8pm. Will be serving both the regular menu plus Turkey. Great for dinner with a sunset view.

Lobstah’s 
Open 12pm-10pm Lobstah’s will be offering a limited menu with traditional Thanksgiving offerings.

Anna Maria Island Cafe on the Beach
Open noon-5pm. Enjoy a Thanksgiving buffet, or the regular menu. You’re sure to love dining on Turkey with your toes in the sand at this beach front restaurant.

Anna Maria Island Thanksgiving
Restaurant open for the Holiday on and around Anna Maria Island

Island Style Thanksgiving Recipes

When you visit an Anna Maria Island beach rental for the holiday try out some of these great Florida style Thanksgiving recipes!

Mojo Turkey with Black Beans and Key lime Pie
Florida Spiny Lobster with herb butter, citrus and olives
Cranberry Mojitos
Clam Stuffing

Thanksgiving Activities

There are some fun things to do during an Anna Maria Island Thanksgiving. Keep your friends and family entertained during the day with activities!

Beach It! A Thanksgiving on Anna Maria Island isn’t complete without a trip to the beach. The water might be a tad crisp, but the weather is sure to be warm enough for beach time.

Bike Rides are a great activity for the family. Enjoy sightseeing while you burn off all that food you ate!

Nature walks are a lovely and relaxing Thanksgiving activity. Head over to Leffis Key or Robinson Preserve for beautiful wildlife viewing. Both these preserves are open dusk until dawn.

Trolley Hop. Ride around the island with the free trolley. This is the best way to explore those hard to find beach accesses of north end.

Pier Fishing. Head over to one of the island’s three public piers and bring your fishing pole too! All public piers have a blanket fishing license, so even visitors can catch their own island style Thanksgiving dinner. Fish off the Bradenton Beach city pier at the end of Bridge Street. Also find the Rod and Reel Pier and the Anna Maria City Pier located near Pine Avenue.

Top Tikitastic Anna Maria Island Beach Rentals

What could be more fun than spending a vacation at Anna Maria Island beach rentals with fantastic Tiki huts? Tiki huts are a fun retro style perfect for a tropical destination like the island.

Tiki Culture in the United States

This theme stems from Americans use of Polynesian culture starting in the 1930’s. While not considered a fine art form by Polynesian styles, the theme loosely stems from cultural mythology and art. However, Americans now associate Hawaiian and Tropical themes with the Tiki style. There has been a resurgence of the style that has directly coincided with the trendy craft cocktail movement.

Tiki Drinks

Fruity tropical drinks are a must for any Tiki party. Typically they include different fruit juices, and are rum based. These drinks are usually tasty, very alcoholic and also use multiple rums or liquors. Serve them in funky totem head shaped mugs for a retro look, or use any pretty tall glass. Little umbrellas, fruit, spices, and herbs all make nice garnishes. Check out great recipes here. Also enjoy kid friendly versions of these drinks – just omit the alcohol. The combinations of fruit juices are fantastic on their own, just add a garnish and enjoy!

Below is a list of our top tikitastic Anna Maria Island beach rentals! These homes offer fun huts and bars perfect for entertaining in tropical island style!

Top Tikitastic Anna Maria Island Beach Rentals

Pelican Landing offers a Tiki by the heated pool! This rental sleeps 8 with 3 bedrooms. Relax and enjoy a tropical island experience!

Anna Maria Island Beach rentals
Pelican Landing AMI 306 55th Street in Holmes Beach.

Starfish also has a backyard Tiki hut, and a swim up Tiki umbrella in the heated pool. This hut is a nice spot no matter the weather. Sleep 6 in this rental with 3 bedrooms.

Anna Maria Island vacation rentals Holmes Beach
Starfish 6802 Marina Drive.

A Sassy Seahorse has a Tiki area in the backyard in addition to heated pool and spa! A shady spot for cool drinks on a hot day. Sleep 6 in this 2 bedroom rental.

Beach rental anna maria island Florida
A Sassy Seahorse 264 Gladiolus in Anna Maria.

Summer Breeze offers a fun covered Tiki bar too! Here you’ll find a swinging chair, Foosball table and flat screen T.V. Sleep 10 at this 4 bedroom rental.

Anna Maria Beach rental
Summer Breeze 313 61st Street in Holmes Beach.

Island Time offers a large pool side Tiki Umbrella. The perfect spot for watching the day drift by with a cold drink. Sleep 8 in this 3 bedroom with heated pool.

Holmes Beach vacation rental
Island Time 309 62nd Street in Holmes Beach.

Coral Reef is an Anna Maria Island beach rental with a great Tiki and laid back feel. Sleeps 10 with 5 bedrooms.

Anna Maria Island Beach Rental
Coral Reef 215 64th Street in Holmes Beach.

Mango Breeze has a Tiki just a short walk to Gulf beaches! Relax by the heated pool with 8 in this 4 bedroom rental!

Anna Maria Island beach rental
Mango Breeze 141 50th Street Holmes Beach.

Anna Maria Island Tiki Restaurants

While visiting Anna Maria Island beach rentals you’ll also find great local Tiki style restaurants too! On Bridge Street you’ll find The Bridge Tender Inn and Dock Side Bar. Here you’ll enjoy views of Sarasota Bay in addition to great food and drinks. Also in Bradenton Beach, there is Gulf Drive Cafe and Tiki bar. This restaurant offers direct gulf views. Finally, In Holmes Beach you will find an outdoor Tiki atmosphere at The Ugly Grouper.

Anna Maria Island Fall Tourist Guide

The Anna Maria Island fall tourist guide is a great resources for visitors and locals alike! After a hot summer, fall welcomes cooler weather and fun activities! Along with these great activities, also check out suggested Fall family beach rentals.

Anna Maria Island Fall Tourist Guide

Here are our top eight things to do, and know during Fall on Anna Maria Island. Furthermore, find out why this is a fantastic time of year to plan an Anna Maria Island beach vacation!

Anna Maria Island Fall Tourist Guide
Fall is a lovely time of year for an Anna Maria Island Vacation! Enjoy the Anna Maria Island Fall Tourist Guide, and plan your stay today!

Morning Beach Walk

Fall is an amazing time for a quiet walk on the beach with the sunrise. This is also a great time to catch up on some beach combing. Early morning temperatures are beautiful in Autumn. However, you will find that fall doesn’t necessarily mean it won’t be hot by mid day. For this reason, it’s nice to get up early while there is a crisp morning breeze off the gulf. Grab a cup of coffee, slip on your flip flops, and enjoy the peace of the beach at day break!

Beach Markets

Mid Fall, usually in November, is when all the beach markets begin their season. With the produce growing season underway, and weather that’s a tad less hot, markets are a great fall attraction. The Coquina Beach Market and Bridge Street Market are the two most popular on Anna Maria Island. However, here is a list of local markets to visit off island as well.

Wildlife Viewing, fall migration and local parks

As early as late summer you will notice an increase in local wildlife. For the expert wildlife viewers, it’s no secret that fall is the height of migration in Florida. This is when both the human and feathered snow birds make their early descent to Anna Maria Island.

Fall is an amazing time of year to get out to our local parks and preserves. Again, the weather is starting to cool, so enjoying the outdoors is more bearable than the summer months. During your visit check this list of parks and preserves on or around the island. These great locations give you the opportunity to get up close with Florida wildlife!

Go Swimming!

That’s right, you can still go for a swim in the Autumn months! Gulf of Mexico temperatures hang around 70-80 degrees Fahrenheit between September and December. This is not to say we don’t occasionally get below the 70’s, but these water temperatures are still swimable. Especially if you are visiting from the north, you will find Gulf temperatures very nice. On the other hand, locals tend to stop swimming a bit earlier. Really personal preference plays a big part in Fall island swimming.

Stone Crabs and Fishing

Stone Crab season starts mid October for the Florida gulf coast. While one of the countries oldest fishing villages lies just inland from Anna Maria Island; this is an anticipated time of year. Cortez fishing village is a great place to find fresh off the boat seafood. You’ll find Stone Crab so fresh it goes from the boat, to the boiling pot to your mouth! Going on in early November, check out the Cortez Stone Crab Festival too!

Anytime of year is great for Florida fishing, and Fall isn’t too bad either! Florida boasts the title “Fishing Capital of the World” because of great year round weather and angling. Fishing charters are just as popular in the fall as any time of year on the island!

Fall Festivals

This is the time of year when festival season starts for Islanders. There are several annual events that happen as the weather starts to change. You’ll find the Fall Festival, The Trail O Treats, Arts Hop and Bay Fest all going on throughout Autumn.

Find Fall colors with a sunset

While the trees and leaves may not turn to the striking hues of ocher, umber and rust orange, the sunsets surly do! Experience the turning of the season with one of the sunsets the Florida west coast is know for. Gather your family and friends to enjoy the peace of a sunset. This is one of the best times of day for beach photography too!

Anna Maria Island Fall Tourist Guide Beach Rentals

Autumn is a lovely time of year to gather the family at a beach rental! What Anna Maria Island Fall tourist guide would be complete without suggested accommodations? Island Real Estate has the island’s largest selection of homes to choose from, so plan your vacation today!

Anna Maria Island beach rentals

Casa Sierra 205 B is an excellent beach rental just a short walk from the gulf. This condo style home sleeps up to 6 guests with 2 bedrooms and 2 bathrooms. Fall family beach trips were never so relaxed!

Anna Maria Island beach rentals
Casa Sierra 205 B 36th Street in Holmes Beach. 2 Bedroom.

A Mermaid Crossing is a lovely family gathering place for up to 6 guests with 3 bedrooms and 3 bathrooms. This spacious home offers a heated pool and decor with a designer look. Less than a block to the beach!

Beach rental Anna Maria Island
A Mermaid Crossing 120 50th Street in Holmes Beach. 3 Bedroom.

Beachy Blue is just down the street from gulf beaches, and offers lovely accommodations. Enjoy the heated pool and spa with great coastal decor! Sleep up to 8 guests with 4 bedrooms and 4 bathrooms.

Anna Maria Island vacation rentals Holmes Beach
Beachy Blue 129 52nd Street in Holmes Beach. 4 Bedroom.

My Sisters Beach House sleeps up to 10 guests with 5 bedrooms and 3.5 bathrooms. This fun house offers a gorgeous heated pool and spa along with canal views and a short walk to Tampa Bay beaches! You’re family will love the game room and outdoor balconies too!

Anna Maria vacation beach rentals
My Sisters Beach House 520 Bay view Place in Anna Maria. 5 Bedroom.

Waterfront Retreat is a unique canal front home made for entertaining large groups! This 6 bedroom house offers accommodations for 14 guests with 3 full bath and 2 half baths. Enjoy the heated pool, canal views and fantastic bar area!

Anna Maria beach rentals
Waterfront Retreat 5132 Loquat in Anna Maria. 6 Bedroom.

Anna Maria Island Beach Rental Near Bridge Street Pier

Enjoy an Anna Maria Island Beach rental near Bridge Street Pier, so you can experience the quaint character of Bradenton Beach. Located on the southern end of Anna Maria Island, the Bridge Street Pier is full of Florida charm. Bradenton Beach is home to quirky characters, comfortable restaurants and funky little beach shops. When you visit the Bridge Street Pier you’ll fall in love with Bradenton Beach.

Bradenton Beach Bridge street Pier
The Bridge Street Pier is the historic site of the Cortez Bridge. Find great old Florida charm when you visit!

The Bridge Street Pier

The Bridge Street Pier is the historic site of the first bridge connecting the Island to the main land. When you visit, you’ll notice the newer Cortez Bridge just to the north. Walking along the Bridge Street Pier you can almost feel the history, and imagine days past. Take in the smells of the Intracoastal Waterway, and the sights of people fishing. If you are lucky you just may see someone catch something!

Pier Activities

When you visit the Bridge Street Pier you’ll experience a relaxing atmosphere. Bring your fishing pole, and try your hand at Florida fishing. If you don’t have a pole you can rent one from the little shop at the base of the pier. Schedule a dolphin tour at the same shop, and you’ll get to see island wildlife. Boats tours are a fabulous way to view the island!

Next to the Dolphin tours shop you’ll also find a cute jewelry store with hand made silver items along with local artwork.

Dining on the Pier

Anna Maria Oyster Bar is also located at the base of the pier. Here you’ll find fresh seafood, and a laid back island style atmosphere. Slurp down a belly full of Oysters while taking in the views of Sarasota Bay.

Bridge Street

Heading off the pier you’ll find more activities and dining along Bridge Street. Bridge Street Merchants provide a variety of wares, and funky Florida souvenirs perfect for remembering your stay. There is also a miniature golf course located on Bridge Street for family fun, or find night life at pubs for adult time fun.

Anna Maria Island Beach Rental near Bridge Street Pier

Finding the perfect Anna Maria Island beach rental near Bridge Street Pier is easy. Island Real Estate offers many Anna Maria Island beach rental options to suit any need. Additionally, Island Real Estate has the largest selections of homes you’ll find on the island. Call Island Real Estate first at 877-778-6066 when choosing the perfect vacation destination on Anna Maria Island!

Anna Maria Island Club Beach Rentals

The Anna Maria Island Club is a gorgeous direct gulf front condo complex, and are just a short drive North of the Bridge Street Pier. Island Real Estate offers several Anna Maria Island Club units all with direct gulf front balcony views with two bedrooms and two bathrooms. Some of these units accommodate four guests while some sleep up to six guests. 2016 Base rates for these condos range from $1260-$2625/week depending on the unit, or even the time of year you decide to visit. These Condos have a heated pool and spa over looking the beach, so you can experience the perfect Anna Maria Island beach rental!

Anna Maria Island beach rental
Anna Maria Island Club condos make a great Bradenton Beach rental.

South Beach Village Beach Rentals

South Beach Village is just across the street from gulf beaches. These units offer gulf views, bay views or both. The South Beach Village condos are also just north of Bridge Street in Bradenton Beach comfortably accommodating six guests each. All units offers three bedrooms and two and a half bathrooms. South Beach Village units welcome pets under 25 pounds with a pet fee. This complex also offes a heated community pool. 2016 Base rates range from $1000-$2260/week depending on the unit and time of visit.

Anna Maria Island beach rental
South Beach Village is a relaxed beach rental on Bradenton Beach.

Bradenton Beach Club Beach Rentals

The Bradenton Beach Club is also just north of the Bridge Street Pier. Some of these condo units have direct gulf views while others are nestled across the street further in the complex. The beach side units have a heated pool while the bay side units have a heated pool and spa. Bradenton Beach Club condos sleep six guests with two bedrooms and two bathrooms. 2016 Base rates range from $1100-$2625/week. This rate depends on the specific unit, time of visit, and is at the higher end for direct gulf views. This complex stretches from the gulf side to the bay side of the island, and also offers a great fishing dock on the bay side.

Anna Maria Island beach rental
Bradenton Beach Club is a great Anna Maria Island beach rental condo complex!

More Anna Maria Island Beach Rentals

For additional suggested Anna Maria Island beach rentals head over to IslandReal.com, and explore homes through the Advanced Search Page. Island Real Estate also offers Holmes Beach rentals and Anna Maria beach rentals, so you are sure to find the best beach accommodations in Florida!