5 Romantic Anna Maria Island Beach Rentals for 2017

Here is our list of five romantic Anna Maria Island beach rentals to visit this year. While Valentines day is just around the corner, these rentals are great for a romantic getaway anytime.

Romantic Anna Maria Island Beach Rentals

Sugaree

Sugaree is a stylish elevated duplex in Holmes Beach just a short walk to the beach. This is the perfect spot for a romantic island vacation. You’ll enjoy the private heated pool, outdoor space and updated amenities.

Romantic Anna Maria Island Beach Rentals
Sugaree in Holmes Beach – Gold Rated.

Sleep up to six guests at Sugaree! Not only is this rental close to the beach, but it’s also near the quiet Holmes Beach town center.

Holmes Beach Rental
Everything is updated in this rental with fantastic amenities.

Cayman Bay

Cayman Bay is a lovely canal front rental just a short walk to Tampa Bay beaches. You’ll absolutely adore the master suite at Cayman Bay! Here you’ll find a private balcony with canal views, fireplace, wet bar and a stunning master bathroom. while this home offers spacious accommodations for up to eight you’ll feel like you have your own private getaway in the large master suite.

Romantic Anna Maria Island beach rentals
Cayman Bay in Anna Maria – Gold Rated.

Enjoy the heated pool and spa in this gorgeous backyard. Guests have access to the boat dock, and the canal leads out to Bimini Bay and also Tampa Bay.

romantic vacation rental
Enjoy a one of a kind Master suite at Cayman Bay.

 

Sangria Sunrise

When you visit Sangria Sunrise you’ll have your very own strip of beach with amazing sunrise views. This is truly a romantic Florida vacation spot with the beach right at your feet. You’ll enjoy water views from the master bedroom too.

romantic beach vacation destination
Sangria Sunrise in Anna Maria – Silver Rated.

This Anna Maria beach rental sleeps up to seven guests with three bedrooms. You’ll be close to Pine Avenue shopping and dining while you visit Sangria Sunrise!

beach vacation rentals
Enjoy a romantic beach vacation at Sangria Sunrise.

Bradenton Beach Club B

Bradenton Beach Club B has everything you’ll want for a romantic beach front vacation. During your stay you’ll have spectacular views in a well-appointed condominium in an amazing location.

Romantic Bradenton Beach Rentals
Bradenton Beach Club B in Bradenton Beach – Gold Rated.

This direct gulf front beach rental sleeps up to six guests with 2 bedrooms. Also enjoy the heated pool over looking the gulf of mexico and powder fine sand.

Romantic Anna Maria Island vacation rentals
Bradenton Beach Club B has a great coastal style and location.

Vitamin Sea

Vitamin Sea offers fantastic updated amenities and is just a block to the beach! You’ll love this destination for a romantic beach getaway. Enjoy the updated style, vibrant decor, and plenty of space for your entire group to spread out.

Romantic Anna Maria Island beach rentals
Vitamin Sea in Holmes Beach – Gold Rated.

While you visit, you’ll fall in love with the view from the private master suite balcony.

Holmes Beach rental Anna Maria Island
You’ll find a well-appointed master bedroom during your stay at Vitamin Sea.

 

Enjoy a romantic paradise vacation with your special someone when you visit these great Anna Maria Island beach rentals.

Best Anna Maria Island Roof Top View Rentals

Anna Maria Island roof top view rentals are great when looking to see the beach without paying gulf front prices! It’s always amazing when you can simply head to the roof for sunshine or nightly sunsets.

Anna Maria Island Roof Top View Rentals

Here is our list of the best Anna Maria Island beach rentals with roof top views!

Seashell Sunsets

While this Platinum rental offers stunning gulf views from the roof, it’s also less than a block to the beach! Access the spiral staircase leading to the roof from the upper living level balcony.

Anna Maria Island Roof Top View Rentals
Seashell Sunset in Holmes Beach.

Seashell Sunsets offers four bedrooms with accommodations for up to eight guests. This recently built beach rental also has a heated pool and spa along with a modern style.

Anna Maria Island Beach Rental
Seashell Sunsets

Palm Isle Village 3210

Palm Isle Village is among the island’s most popular cottage beach rental complexes. This Holmes Beach rental is just across the street from gulf beaches and offers a roof top view.

Holmes Beach roof top view rental
Palm Isle Village 3210 

Gold rated, Palm Isle 3210 sleeps up to four guests with one bedroom. Enjoy the community heated pool and a central island location too.

Holmes Beach Rental
Palm Isle Village 3210

Island Oasis

Island Oasis is a great platinum beach rental with roof top views of the Gulf of Mexico. This Holmes Beach rental sleeps 10 guests with five bedrooms.

Anna Maria Island Gulf view Beach Rental
Island Oasis

While visiting enjoy the heated pool and spa, outdoor kitchen lounge and pool table too.

Anna Maria Island Roof Top View Rentals
Island Oasis

 

Heron Heaven

While the deck at Heron Heaven only offers partial roof top views, it’s still good enough to make the list! This lovely outdoor space is just off the living room and offers plenty of seats for relaxing beach side.

beach rental with a view
Heron Heaven

This spacious two bedroom is just across the street from gulf beaches, and offers a great old Florida style. Find the nearest beach access just steps away!

Anna Maria Island Beach Rental
Heron Heaven

 

Water Colors

When you visit Water Colors you are sure to fall in love with roof top island views.

Anna Maria Island beach rental with a view
Water Colors

This platinum Anna Maria rental has all the amenities you could ever want! Enjoy the heated pool/spa and a gorgeous sophisticated beach style. Sleep up to eight guests with four bedrooms.

Anna Maria vacation rental
Water Colors

Top 5 Anna Maria Island January Activities

During your next winter visit you have to try these top five Anna Maria Island January activities! This is a great time of year for a warm Florida vacation as northerners experience the cold, snow and ice.

Top 5 Anna Maria Island January Activities

While January is cool, it’s still a fantastic time of year for a rental on the beach!

Anna Maria Island January Activities
Enjoy January on Anna Maria Island!

Mini Golf on Bridge Street

Head over to the Fish Hole Miniature golf course on Bridge Street! A great place for family fun, the Fish Hole is a great cool weather activity. You’ll find 18 holes along this well-kept course. You can feed the beautiful Koi fish, and watch the pond of turtles sunning themselves on their logs. The Fish Hole also offers soda and Dippin’ Dots Ice Cream.

Bella by the Sea Boutique

Check out Bella by the Sea for a unique boutique shopping experience. This great shop offers women’s clothes, jewelry, handbags and more. This is a great place to visit during a January day on island time.

Anna Maria January Activities
Visit Bella by the Sea Boutique on Pine Avenue.

Star Gazing on the Beach

A clear January night on Anna Maria Island is perfect for star gazing. January 3rd, 2017 is the peak of the Quadrantid Meteor shower, and the Full Moon is on January 12th, 2017. Bundle up and head to the beach for beautiful skies and sounds of the tides. Check out this helpful Star Gazing Guide too!

Cocktails at The Doctor’s Office

You must visit Anna Maria Island’s newest night spot, The Doctor’s Office! Here you’ll find the island’s hottest craft cocktails and delicious chef inspired small plates. The Doctor’s Office is the newest establishment owned by Sean Murphy of the Beach Bistro.

Anna Maria Island January Activities
Visit The Doctor’s Office in Holmes Beach.

Bike over the Bridge

Rent a bike or snag one from the new Bike sharing racks, and go for a ride over the Manatee Bridge! You’ll enjoy the fresh bay air, sights of the Skyway and tons of sea birds flying overhead. January is the perfect time for a brisk bike ride.

8 Unusual Attractions Near Anna Maria Island

Looking for unusual attractions near Anna Maria Island? Check out this list of ideas! For an authentic Florida vacation you must see something unique or weird! This list is not just your usual collection of roadside stops, but a collection of artistically inspired places to visit.

8 Unusual Attractions Near Anna Maria Island

While some of these places are local, all the attractions on our list are under two hours away.

Mr. Bones BBQ in Holmes Beach.

Mr. Bones offers the areas best Barbecue in a unique atmosphere. This is a must stop for those looking for a different experience. When you enter you’ll find a coffin full of ice cold beers along with the restaurants mascot skeleton. Serve yourself a beer from their large selection and you’ll be seated in the dining room. The walls are covered with interesting masks with decor as eclectic as the menu too! Not only do they have the best barbecue, but you’ll find vegan and Indian dishes as well.

Unusual Attractions Near Anna Maria Island
The dining room at Mr. Bones BBQ

A word of advise for those visiting this funky family owned eatery, do not ask for salt, pepper or ketchup!

Mr. Bones BBQ Holmes Beach
Don’t even ask!

The Sea Hagg in Cortez Fishing Village.

You never know what you’ll find in Cortez Fishing Village, but there are three things you can always count on. Fresh off the boat seafood, the “Real” old Florida atmosphere, and The Sea Hagg. This Gift shop is one of the most interesting places to find everything nautical. The front yard of The Sea Hagg is referred to as the Salvage Garden. Here you’ll find old boats, sculptures and an array of interesting items. Once inside you’ll find floor to ceiling Nautical curiosities, antiques and gifts.

The Sea Hagg in Cortez
The Sea Hagg is a unique stop for nautical gifts, antiques and more.

Arte Coyoacano in Downtown Bradenton’s Village of the Arts.

In the southern portion of downtown Bradenton there is a residential- commercial neighborhood full of arts, galleries, specialty shops and restaurants. The Village of the Arts is full of early 20th century bungalows adding an interesting touch to this quaint community. While the area is peppered with interesting finds, Arte Coyoacano gallery has some of the most unusual.

Village of the Arts
Visit the Village of the Arts and Arte Coyoacano for a unique look at a work play live neighborhood. Alfredo Garcia Sculptures.

Artist Alfredo Garcia’s sculptures and paintings are truly authentic Mexican Folk Art. His works are both technically brilliant and whimsical too. He implements bright colors and traditional Mexican Folk art themes in one of the areas most unique gallery/studios.

Village of the Arts
Alfredo Garcia Acrylic on canvas “La virgen”

Marietta Museum of Art and Whimsy in Sarasota.

The Marietta Museum of Art and Whimsy is a lovely place to visit with the entire family. You’ll find a large variety of interesting works to see from fine art to kitsch. There is no entrance fee, but there is a suggested donation of $5 per person to this wonderful non-profit. The Marietta Museum not only offers a traditional museum setting, but a beautiful sculpture garden too. The museum is open November through May.

 

Marietta Museum of Art and Whimsy
Flaming in the sculpture garden at Marietta Museum.

Founder and Curator Marietta Lee is passionate about sharing the works in her Museum. She wanted to create an interesting space for people to relax and enjoy art. She wanted art to be inclusive to all. A unique feature of this museum is half the artists are women, half men, and almost all are still living.

Marietta Museum
A wax figure dutifully sits at the Marietta Museum.

Solomon’s Castle in Ona.

Solomon’s Castle is like nothing you’ll ever see. Tucked into a wooded area of Ona, Florida this attraction is the makings of an artists dream. Howard Solomon is a metal artist who began creating his castle in 1972. The large metallic structure houses his works. This not so average roadside attraction has gained international attention.

Solomon's Castle
Solomon’s Castle in Ona, Florida is a one of a kind attraction.

The Salvadore Dali Museum in St. Petersburg.

The Salvadore Dali Museum celebrates the works of the artists entire life from 1904 to 1989. This collection includes over 2000 pieces in addition to rotating featured exhibits from other artists. Salvadore Dali was an influential artist know for his interesting style across several mediums. If you are looking for a unique attraction this is a sure bet.

The Dali
The Dali Museum in St. Petersburg

Whimzeyland in Safety Harbor.

Whimzeyland, also known as the Bowling Ball House, is an interesting attraction and the creation of two artists. In 1985 Todd Ramquist and Kiaralinda bought a house in Safety Harbor. They began decorating their yard and house with an artistic touch. After coming upon 10 free bowling balls at a Flea Market, the two really started to push the house into a new realm of creativity. They decorated the balls and began accepting artists bowling balls from all over.  Since 1985 the couple has purchased adjacent properties in their neighborhood employing the same fun themes. The grounds are free to wonder, but are not open all year.

Whimzeyland The Bowling Ball House
Whimzeyland in Safety Harbor

Dysfunctional Grace Art Co in Tampa’s Ybor City.

Dysfunctional Grace Art Co is a collaborative gallery of true art oddities. You wont soon find a more unusual collection of works. From the adorable to the deplorable, and everything in between, this Tampa art shop is a must visit.

Dysfunctional Grace Art Co
Dysfunctional Grace Art Co in Ybor City

Enjoy these unusual attractions near Anna Maria Island and enjoy a true Florida experience!

5 New Anna Maria Island Activities You’ve Never Tried

This is our list of 5 new Anna Maria Island activities you might not have tried yet! While the sunset tours, dolphin cruises and kayak trips are always great here are some new suggestions.

Top 5 New Anna Maria Island Activities to Try

There is always something new and fun to try on Anna Maria Island!

Horseback on the Beach

When you come to Anna Maria Island over the Manatee bridge you will see people on horseback. This is a fun way to spend a morning for all ages of the family. The horses love being in the water, and so will you! There are two different companies that offers “Horse Surfing” C Ponies and Beach Horses. Tickets will run you about $130 to $150 per a rider. Book your trip online first then meet at the Palma Sola Causeway just before the Bradenton mainland.

New Anna Maria Island Activities
Go Horse Surfing with Beach Horses!

Fly Boarding

Top Gun FlyBoards are one of the hottest new activities in the area. Also located on the Palma Sola Causeway this is a fun activity for teens and adults. Flyboards attach to your feet and propel you up and into the air. Most learn to flyboard in about 10 minutes of practice. Top Gun offers 30 minute, 60 minute, four hour and all day experiences. Prices range from $99 up to $1199. Riders must be 18, or between 15-17 with a parent waiver. Additionally riders must be between 100 and 300 pounds. Book a Top Gun Flyboard session online.

Top Gun Flyboards
Top Gun Flyboarding on Anna Maria Island

Parasailing

YOLO Adventures offers parasailing among their list of services. You’ll soar above the island and enjoy stunning aerial views. YOLO offers group excursion, tandem flights, water dips and great fun. They offer two different locations to leave from. Find them at 127th Street in Cortez Village or at the end of Bridge Street in Bradenton Beach. Tickets cost $79 per a person and riders must be under 300 pounds.

YOLO Parasailing
Fly High with Yolo Parasailing

Snorkel trips at Egmont Key

Coastline Excursions offer snorkel trips off of Egmont Key State Park. This unique island is only accessible by boat and offers a light house, sunken ruins and a nature preserve. When you snorkel here you’ll find tropical fish and ruins from the Dade Fort. Snorkel excursions will run anywhere from $75 per person to $426 for private tours. In addition to their Egmont snorkel tour Coastline Excursions offers dolphin trips and a sand bar snorkel trip for a little as $53.25 per person. Book online!

Coastline Excursions Snorkeling at Egmont Key
Snorkeling at Egmont Key state park

Jet Surfing

Jet surfing is the latest activity to come to Anna Maria Island. Surfs Up Jet Surfing is great for days when the water is too calm for traditional surfing. Prior to use a half hour lesson is required to get users acclimated. Your first 45 minute trip with lesson will cost $100. After that it’s $50 for a half hour. Surfs up Jet Surfing Boards can be found at AMI Beach Rentals in Holmes Beach.

Surfs Up Jet Surfing on Anna Maria Island
Surfs Up Jet Surfing

Top 10 Anna Maria Island Holiday Gifts Guide

Anna Maria Island Holiday Gifts are a great way to show your family and friends you love them during the season of giving. Check out our list of the hottest top 10 holiday gifts to pick up on the island. While you’ll not only support local island shops, these gifts are sure to please.

Top 10 Anna Maria Island Holiday Gifts Guide

Forget the fruit cake and seasonal sweaters, get your loved ones something really great! Not only will they love these gifts, but these items will always remind them of time spent on AMI!

Leather Wallets from Salt Air

These ladies leather wallets are super cute! They have several different colors to pick from along with a nice gold detail for $26.95. Pick them up at the Salt Air Boutique in Holmes Beach at 5508 Marina Drive.

Salt Air AMI
Ladies Wallets at Salt Air AMI

Quay Australia Sunglasses from Pink & Navy Boutique

Pink and Navy Boutique is one of the islands trendiest stores offering items for both men and women. Pick up a pair of these super hot Quay Australia sunglasses for a special person in your life. Find the Pink & Navy Store on Pine Avenue in the city of Anna Maria.

Pink & Navy Boutique Anna Maria
Quay Australia Sunglasses with all the most popular styles at Pink & Navy.

Donate to Wildlife Inc. in a Loved Ones Name

This is a fantastic gift idea for that someone who has everything! Wildlife Inc. is an Anna Maria Island based non-profit that rescues and rehabilitates birds and animals. They provide an amazing local service, and will come out to rescue any injured wildlife big, small, sick or even venomous. Wildlife Inc. operates exclusively by donations.

Head over to their website and make a donation. You may even be able to set up a tour of their Bradenton Beach facility for your loved one too.

Wildlife Inc. Anna Maria Island animal rescue
Donate to Wildlife Inc. in a loved ones name. They’ll think it’s a HOOT!

Face Plant Footsie Slippers at Egrets Nest

The Egrets Nest offers a variety of ladies resort wear, jewelry, children’s gifts and more. Stop by their shop and pick up a pair of these cute Face Plant Footsie slippers. These would be especially great for the ones on your gift list who live in cold weather climates. The Egrets Nest and sister store The White Egret are at the corner of Pine Avenue and Gulf Drive.

Egrets Nest Anna Maria Island
Face Plant Footsie Slippers from the Egrets Nest.

Costa Trucker Hats from West Coast Surf Shop

The Trucker Hat has been a popular style with both men and women, and these awesome ones from Costa brand are no exception! They have three different styles of neon to choose from. While visiting West Coast Surf Shop check out their selection of awesome surfer gear, clothes, shoes and more. Find West Coast Surf Shop near the Manatee Public Beach Access in Holmes Beach.

West Coast Surf Shop Anna Maria Island
Costa Trucker Hats are super cool for the surfers on your gift list!

Handmade Scarves from Restless Natives

These handmade scarves would make an awesome gift for your friends who love lots of color and a Boho style. Local artist Glenna makes them from recycled silk, and gives them a shaggy look. Check out more fun gift ideas when you visit Restless Natives.

Restless Natives Anna Maria Island
Handmade Boho Silk Scarves at Restless Natives

Schedule an Anna Maria Inshore Fishing Charter with Captain Kyle.

If you live locally, plan on visiting, or will be on AMI for the holiday give your friends a fishing charter. Captain Kyle knows all the best inshore places to catch fish! He offers four or seven hour excursions leaving from the mouth of the Manatee River.

Anna Maria Inshore Fishing
You’re sure to catch dinner when you schedule a charter with Captain Kyle

Gift Cards from The Beach House, Sandbar and Mar Vista Restaurants

Gift Cards are always an easy gift that everyone loves. This is especially true when it comes to the Chiles group of restaurants. When you purchase a holiday gift card of $50 or more you’ll receive a bonus of 25% of the value of the card. Give a gift and get a gift too!

Sandbar Restaurants
Gift Cards for The Beach House, Sandbar and Mar Vista Restaurants.

Love Rocks at AL’s Studio

These adorable artist made Love Rocks are a fun treasure. Annabel’s gallery offers great works with regularly featured artists. Check out these fun Love Rocks and give the gift of art with a positive message. Find AL’s Studio on Pine Avenue in the city of Anna Maria.

AL's Studio Anna Maria
Love Rocks on Anna Maria Island!

 

Beach Vacation

Surprise your family with a vacation to Anna Maria Island with Island Real Estate! Giving the gift of travel is a great way to make memories and have new experiences too. Nothing brings family and friends closer together than lounging on the beaches of Anna Maria Island! Island Real Estate has the areas largest selection of Anna Maria Island Beach Rentals your family will love!

Here’s a fun idea to try! First plan your stay. Next print out your reservation confirmation and put it in the biggest wrapped box you can find. Everyone at your holiday gathering will get a good laugh when they open it!

Anna Maria Island Holiday Gifts
Give the Gift of an Anna Maria Island Beach Vacation!

 

Top 11 Bradenton Activities – Visit the Mainland from Anna Maria Island

There are tons of great Bradenton Activities to explore while visiting Anna Maria Island. Just a short drive over the Manatee Bridge, Bradenton is on the mainland of Manatee County. This area has a quaint downtown with both family friendly things to do along with a great night life.

Top 11 Bradenton Activities

When you visit Anna Maria Island it’s totally worth driving inland for Bradenton activities!

Downtown Bradenton Old Main Street

If you want to shop, dine, and unwind then Old Main Street is the perfect spot. This is truly the heart of Bradenton. Here you’ll find boutiques, tons of bars and  restaurants too. Old Main Street offers quaint old architecture reminiscent of a small southern town, and fewer modern structures. It’s really a pleasant place to relax while taking in the scenes and window shopping.

Wander down the street to the Riverfront and you’ll find the Pier and Twin Dolphin Marina. The pier not only offers great views of the Manatee River, but also has a very nice restaurant called Pier 22.

If you are looking for a night spot this is the best place for a bar crawl. You’ll find many different bars, pubs and lounges all along Old Main Street. Each bar is unique and draws a different crowd. Just be sure to drink responsibly!

Riverwalk – Free outdoors entertainment.

The Bradenton Riverwalk is a great place to stroll along the Manatee River and enjoy Florida’s year round perfect weather. This strip of public space offers a splash park, playground, day docks, picnic areas, skate park and butterfly garden. Enjoy sights of the river while relaxing too.

Mixon Fruit Farms

Mixon Fruit Farm is a short drive east of downtown. Here you’ll find many fun family attractions including farm tours, wildlife refuge, and a large gift shop too. Be sure to try a free sample of fresh squeezed orange juice and grab a piece of fudge from the gift shop.

Bradenton, Florida things to do
Mixon Fruit Farms offers many family fun things to do in Bradenton

 

Mckechnie Field

While visiting Anna Maria Island in the Spring, you can catch the Pittsburg Pirates Spring training games at Mckechnie Field. Check out their schedule to see all the different activities happening at this amazing facility.

Village of the Arts

The Village of the Arts is a commercial-residential community on the southern side of the downtown area. Here you’ll find art galleries, specialty shops and restaurants. The first Friday of each month the Village holds an artwalk, however, some of the shops are open Tuesday-Saturday weekly.

Bradenton Activities
Village of the Arts is a fun and vibrant neighborhood filled with art and local culture too.

Manatee Performing Arts Center

The Manatee Performing Arts Center has a long history of producing plays and entertaining Bradentonians since the late 1940’s. First started by the Bradenton Junior Women’s Club, the troupe became known as the Manatee Players. Now with a new large facility and location the thespian tradition continues. Check their calendar to see what is happening!

Red Barn Flea Market

The Red Barn Flea Market is a Bradenton tradition. Here you’ll find the areas best Flea Market with produce, restaurants, and a unique assortment of vendors. Open Tuesday through Sunday.

South Florida Museum

The South Florida Museum offers a great look at prehistoric Florida. From Dinosaurs to early native inhabitants, this museum is an impressive facility. You’ll find Paleontology and Archaeology featured in addition to local history too. See the oldest living Manatee in Captivity in their aquarium and also learn about outer space in their planetarium.

Bradenton Activities near Anna Maria Island, Florida
Visit Snooty the Manatee at the South Florida Museum

Ghost Tours

The Bradenton Ghost Tours are a newer feature to the downtown area. Learn about encounters and documented stories from locals. While taking you through areas with unusual encounters you’ll also learn about Bradenton History. Not only are the tours offered in Bradenton, but you can catch a tour on Anna Maria Island’s Bradenton Beach too.

Manatee Village Historic Park

Learn about Bradenton’s past when you visit Manatee Village Historic Park. Here you’ll find relics from the past including Fogarty Boat Works, The Baldwin Steam Locomotive and the old school house.

Breweries

Visit Bradenton Breweries for a nice local cold one. Motorworks and Darwin’s Brewers are both on the south side of Downtown on 9th Street West. While the local handcrafted beer movement takes off, Bradenton has hopped on the trend.

Things to do near Anna Maria Island
There is always something fun happening at Motorworks Brewery.

During your next visit to Anna Maria Island be sure to head into the Mainland and try these Bradenton Activities!

Bradenton Vacation Rentals

Looking for a vacation rental in Bradenton? Island Real Estate has several rentals here just a short drive to gulf beaches. These units are on Perico Island just between the Mainland and Anna Maria Island. Check out these Perico Bay Club homes.

Bradenton vacation rentals
Aerial View of the Perico Bay Club Vacation Rentals in Bradenton

Anna Maria Island Mediterranean Style Vacation

Island Real Estate has what you need for an Anna Maria Island Mediterranean style vacation! Why travel across the world for beautiful beaches when they are waiting right here on the Florida Gulf Coast?

Anna Maria Island Mediterranean Style Vacation for Less

A Mediterranean vacation is full of relaxation, blue seas, and beautiful sunshine. The countries around the Mediterranean offer great sight seeing and interesting history too. All of these things are on Anna Maria Island! An exotic destination, with perfect weather and fun leisure activities is waiting for you. All you need is the quintessential Mediterranean style beach rental to set the tone for your Anna Maria Island vacation. Best of all, you won’t break the bank during your coastal siesta to Anna Maria Island!

Mediterranean Style Beach Rentals

Under the Tuscan Sun

This beach rental is about two-three blocks from gulf beaches, and one of the island’s most popular public accesses. Under the Tuscan Sun offers 3 bedrooms and 3 bathrooms with plenty of space for up to 9 guests. Not only will you be close to the beach, but you’ll be able to walk to shops, restaurants and free trolley stops! Enjoy the private heated pool too.

Anna Maria Island Mediterranean style vacation beach rental
Under the Tuscan Sun 4005 5th Avenue in Holmes Beach.

Beach Escape

Beach Escape is three blocks from Gulf beaches and also centrally located to Anna Maria Island activities and attractions. This 3 bedroom, 3 bath rental offers accommodations for up to 8 guests. Inside you’ll find an updated style with the cool blues and whites characteristic of Mediterranean decor. Enjoy the heated pool and spa, or open air balconies at this fantastic Anna Maria Island beach rental!

Anna Maria Island Vacation Rental
Beach Escape 4105 5th Avenue in Holmes Beach

Blue Waters

Located in Anna Maria, Blue Waters is a platinum rated rental on direct canal front. This 4 bedroom, 4 bath home sleeps 8 guests, and is a few blocks from coveted Anna Maria gulf beaches. You’ll find luxury amenities including a large heated pool and spa, boat dock and a lovely Mediterranean style. You’ll truly love this one of a kind destination.

Anna Maria vacation rental
Blue Waters 230 Willow in Anna Maria.

Casa Sierra Rentals

Casa Sierra is a small 4 unit condo complex just a short two blocks from gulf beaches. These great Mediterranean style condos offer 2 bedrooms and 2 baths with accommodations for up to 6 guests. These rentals are relaxed, however, they do have all the great amenities that come with their gold rating. Enjoy the community heated pool along with a fabulous location too. Casa Sierra Unit 205 A, Unit 205 B, Unit 203 A.

Holmes Beach rental Anna Maria Island
Casa Sierra Complex located on 36th Street in Holmes Beach.

L’Plage

The L’Plage complex is on direct gulf front in Holmes Beach. This luxury condo offers everything you’ll need for the perfect Mediterranean style holiday. Enjoy the community heated pool and spa just steps from the powder white sands of the Gulf of Mexico. Inside this unit you’ll find 3 bedrooms and 3 baths with room for up to 8 guests too!

Anna Maria Island Luxury beach rental
L’Plage 6420 Gulf Drive unit 3 in Holmes Beach

Beach House on 5th

Beach House on 5th is a great spot for up to 10 guests! This 3 bedroom 3 bath rental is less than 3 blocks to gulf beaches, shopping, dining and free trolley stops too. You’ll love the heated pool and the fun coastal decor in this Mediterranean style home.

Mediterranean style Anna Maria Island beach rental
Beach House on 5th 4107 5th Avenue in Holmes Beach

Vista Grande

You’ll enjoy direct gulf front views when you spend a holiday at Vista Grande. This lovely platinum rated villa sleeps 6 guests with 3 bedrooms and 3 bathrooms. Not only does this beach rental have million dollar views, but also luxurious amenities fit for a Mediterranean style vacation.

Anna Maria Island beach villa
Vista Grande 5622 Gulf Drive in Holmes Beach

The Oasis

Perfect for a family getaway, The Oasis has accommodations for up to 6 guests with 3 bedrooms and 3 bathrooms. You’ll be 3 blocks from pristine Gulf of Mexico beaches, and centrally located on Anna Maria Island. Enjoy the heated pool during your stay!

Anna Maria Island Holmes Beach Rental
The Oasis 4004 6th Avenue in Holmes Beach.

La Casa Costiera 

The La Casa Costiera is a gorgeous luxury condo complex right on the Gulf of Mexico. Here you’ll find many well-appointed rentals to pick from. These units sleep 6 or 8 guests, and each has unique tropical decor. They have 3 bedrooms and either 2, 2.5 or 3 bathroom. Enjoy the heated pool and spa or relax all day long on the beach.

La Casa Costiera Anna Maria Island luxury beach rental
La Casa Costiera 7318 Gulf Drive in Holmes Beach

Cayman Bay

This canal front Anna Maria rental is just a short walk to Tampa Bay beaches. You’ll love the fantastic style and amenities at Cayman Bay. Sleep up to 8 guests with 4 bedrooms and 4 bathrooms. Each of the bedrooms at this home have a great luxury feel. Enjoy the beautiful backyard with a heated pool and spa. Dock your boat in the canal too!

Anna Maria beach rental
Cayman Bay 505 Magnolia Avenue in Anna Maria.

Anna Maria Island Winter Fun – Cold Weather Activities

An Anna Maria Island Winter is absolutely wonderful! While temperatures vary, typically you won’t see day time cold weather below 50 degrees Fahrenheit during island winters.

Anna Maria Island Winter Fun Activities

Follow our list of cold weather activities and you’re sure to have a great time for your Anna Maria Island Winter vacation!

Sand Angel and Sand Men too!

We don’t have snow in Florida, but we do have sand. Tons of it! On Anna Maria Island there is over seven miles of powder fine sand coastline ready for you to play in. Instead of the traditional snow angels and snow men try your hand at a sand man or sand angel.

Anna Maria Island Winter
Build a sand man during your Anna Maria Island winter break!

Dining and Shopping

Naturally, when visiting even warm winter climates, you’ll want to have indoor activities. Luckily, Anna Maria Island has tons of great dining and shopping spots! You’ll find shopping and dining spots peppered across the island, but there are a few hubs to keep in mind. Pine Avenue in the City of Anna Maria offers great boutiques and restaurants. The Central city of Holmes Beach has a commercial district at the corner of Marina and Gulf Drive. Then a second spot on East Bay Drive and Manatee Avenue. Bradenton Beach, the southern island city, offers great shopping and dining on Bridge Street.

Beach Combing

Since there are fewer people on the beach in the winter, your chances of finding the best seashells increases. Beach combing is a relaxing pass time. Bundle up with a thick sweater and head out to the beach for some great winter shelling!

Hot Chocolate with an Island Twist

Cold winter months were made for curling up with a blanket and a cup of hot chocolate! This is a great way to relax at an Anna Maria Island beach rental during the cold months. Try this recipe for Toasted Coconut Hot Chocolate and you’ll have an island twist for an old standby.

Kayak Trips

Winter is a lovely time for kayak trips around Anna Maria Island. Since the Gulf may be too cold for your liking, you can still get out and not get wet with a kayak. Often, during winter, you will find the Gulf is flat like glass. This makes kayaking fun, safe and relaxing. You could also head over to the Intracoastal side of the island to find Mangroves and diverse wildlife.

Dolphin Watching

Dolphins are not hard to find around Anna Maria Island. This is especially true when you book a boat tour. Many of the local charter captains know where to find pods of Dolphins jumping and playing around the island. A trip to the island isn’t complete without spotting a dolphin.

Winter Fishing

Fishing is great anytime of year in Florida, and winter is no exception! Head to a pier, or book a fishing charter. Either way you’re sure to catch something good!

Winter Beach Rentals

While visiting Anna Maria Island in the summer is fun, the cooler months still bring a great opportunity to visit the gulf coast. You will find great economy options on beach rentals during the winter. Especially during January, rental prices are at some of their lowest! You won’t have to break the bank to escape the winter snow and ice.

Anna Maria Island winter beach rental
Play Longer Pay Less in the winter! Visit AMI Beach House 4 weeks in January, 2017, and only pay for 3!

Salt a Margarita instead of your driveway!

Don’t spend winter salting your driveway, come to Anna Maria Island and salt a Margarita instead!

The Ultimate Anna Maria Island Bucket List – 29 Must Do Activities

This is the ultimate Anna Maria Island Bucket List! There are tons of great activities to enjoy during your visit, however, there are some must dos. Follow this great list and you’ll be sure to have a blast on Anna Maria Island!

Anna Maria Island Bucket List
The Ultimate Anna Maria Island Bucket List.

The Ultimate Anna Maria Island Bucket List

  1. Visit an Anna Maria Island vacation rental on the beach. – This is the best way to visit Anna Maria Island!
  2. Eat a burger from both Duffy’s and Skinny’s. Locals are divided about the best burger on island, so find out for yourself.
  3. Rent a golf cart and ride to the beach.
  4. Go Dolphin watching with a boat tour.
  5. Catch sunrise and sunset on the same day. Since the island is narrow this is easy to do.
  6. Stroll along all three piers.
  7. Visit the Historical Society and the Old City Jail.
  8. Swim at all the popular beach spots – Coquina Beach, Manatee Public Beach and Bean Point.
  9. Visit Westcoast Surf Shop in Holmes Beach. This is one of the oldest surf shops in the state.
  10. Take a Segway tour along Coquina Beach.
  11. Bike ride over the Manatee Bridge.
  12. Head over to Cortez Fishing Village for some fresh off the boat seafood. This is one of the countries oldest working fishing villages, and the best local spot for seafood too!
  13. Go Scuba Diving on the Sugar Barge wreck off Bradenton Beach.
  14. Get Ice cream at Joe’s Eats and Sweets.
  15. Take a boat ride to Egmont Key State Park.
  16. Shop on Pine Avenue in the city of Anna Maria.
  17. Eat a grouper taco.
  18. Ride the free trolley. Once you hop on the trolley, you’ll want to take it everywhere.
  19. Find a shark tooth on Bean Point.
  20. Go to the beach and don’t get burned. Hard for some, but it’s totally possible!
  21. Get a drink at the Bridge Tender Inn on Bridge Street.
  22. Swim in both the Gulf of Mexico and Tampa Bay.
  23. Take a photo of a live Sand Dollar. However, be sure to put it back unharmed!
  24. Find a coconut palm. Anna Maria Island has coconuts!
  25. Go surfing at the White Avenue beach access, one of the most popular surfing spots on Anna Maria Island.
  26. Rent a kayak and explore Robinson Preserve.
  27. Play a round of Miniature Golf at the Fish Hole on Bridge Street.
  28. Walk through Leffis Key nature preserve.
  29. Read a book on the beach.