Anna Maria Island Restaurants Open Christmas and New Year’s

Here is a list of Anna Maria Island Restaurants open Christmas and New Year’s! While it’s always nice to enjoy a home-cooked meal for the holidays, sometimes it’s just nicer to let someone else do the work.

Anna Maria Island Restaurants Open Christmas and New Year’s

Not only does this list have island restaurants, but includes places from the surrounding areas too. Find high-end places like Beach Bistro or Euphemia Haye. Nicer chain restaurants like Carrabba’s and Bonefish Grill. Then some real laid back spots like Ugly Grouper.

When you look at the list you’ll notice most places are closed Christmas Day and a few on New Year’s Day. Be sure to call or visit these places online to find out what they will be serving. Some places may have special menu options, buffets and additional holiday offerings. Places like Chart House offer a limited menu and chef specials. Some of these will require reservations so be sure to call ahead, and find out. It’s a good idea to call early because many places fill up their reservation list way before hand.

Anna Maria Island Restaurants open Christmas and New Years

If you don’t see any restaurants here that interest you, or are unsure, give us a call at the office, and we might have more details 877-778-6066. You can also inquire about holiday dining in the Facebook Group called Anna Maria Island Vacation Travel. Just send this fantastic group a join request. Once you’re added you can ask tons of island questions! This large group has friendly and knowledgeable users who love everything AMI!

As soon as you book your Anna Maria Island holiday beach rental be sure to secure yourself a seat for your holiday dinner!

Top 10 Anna Maria Island 2018 Activities

There are some things in life that you just can’t pass up, and the top 10 Anna Maria Island 2018 activities is packed full of must do’s. While there’s always fun happenings on Anna Maria Island, this list is our suggestions for 2018.

Top 10 Anna Maria Island 2018 Activities

Top 10 Anna Maria Island 2018 Activities

A new year means new experiences. Try out these fun things to do this year on Anna Maria Island.

1 Eat at SmoqeHouse

One of the island’s newest eateries, SmoqeHouse, offers BBQ fusion for those who love meaty sandwiches. While not your traditional BBQ joint, here you’ll find something both gourmet and filling. Just about every menu item has a smoked component. From the meats and cheeses to fruits and veggies, find an unusual selection of in-house smoked delights.

Smoqe House
Smoked chicken, port wine+fig+goat cheese spread, arugula and pickled red onion

2 Feed Flamingos at Sarasota Jungle Gardens

If you’ve never made it to Sarasota Jungle Gardens this is the year to finally do it. This lovely facility isn’t too big making it the perfect morning or afternoon off-island activity. They offer a great selection of wildlife and peaceful garden trails. When you visit you simply must spend the extra $3 to feed the Flamingos. Grab a bag of Flamingo food at the front entrance. These gorgeous birds are very friendly, and will gently eat right from your hand. An experience of a lifetime!

Sarasota Jungle Garden
Feed the Flamingos at Sarasota Jungle Gardens. Photo Credit: Hector Ferran

3 Egmont Key Adventures and Scott’s Deli Picnic

When visiting the island there is nothing more quintessential then chartering a boat tour. Egmont Key Adventures offers the perfect charter for any group. From fishing to sunset cruises, these tours are great for a day of snorkeling and exploring Egmont Key.

Don’t forget to bring along a lunch on your adventure! Just give Scott’s Deli a call and they’ll make some gourmet sandwiches for your ride.

Egmont Key Adventures
Egmont Key Adventures for a boat ride.

4 Pick up some bling at Island Charms

Island Charms is an adorable shop on Pine Avenue in the city of Anna Maria. Here you’ll find a great selection of jewelry for any style. This is also a really great spot for finding souvenirs with so many great gift options. Purses, art work, pottery, home accessories and more. You’ll love Island Charms!

Island Charms
Island Charms

5 Get a Brew at Darwin’s

Darwin’s Brewery might be one of the most popular spots in Bradenton for a great local made beer. In the downtown area, this is a fun hangout for locals and visitors alike where you’ll find food trucks, trivia and live entertainment. You’ll also be close to McKechnie Field making this a great pre-game destination for beers with friends.

Darwin Brewing Company
Darwin Brewing Company

6 Eat Mullet from Cortez Fishing Village

If you’re from Manatee County, you undoubtedly have an appreciation for Mullet. A huge seafood staple of the Cortez Fishing Village, this fish is something you have to try when visiting the area. Smoked and served with a side of mustard sauce is a very typical preparation enjoyed by the locals, but you’ll also find it fried or blackened too.

Cortez Fishing Village
Cortez Fishing Village

7 Take the Ferry to Sarasota 

For years now there’s been local chatter about Ferry services and water taxis connecting Anna Maria Island with Sarasota. Set to start in early 2018, this ferry service will connect Bradenton Riverwalk, Anna Maria Island and Sarasota! Find out more information here about this highly anticipated service!

Paradise Boat Tours
Paradise Boat Tours

8 Hike Grassy Point Preserve

Few visitors ever make it to Grassy Point Preserve, making it somewhat of a hidden gem. This 34 acre plot of undeveloped Mangrove Coastline is just stunning. Find it tucked back into the northern end of Avenue C in Holmes Beach. This Preserve has boardwalk and shell paths providing a peaceful spot to stroll through nature.

Grassy Point Preserve
Grassy Point Preserve

9 Visit the Floating Jungle Gym

The floating gym is a new attraction just off the south end of Anna Maria Island. Something truly unique, this is a great family fun adventure. While only accessible by boat, the floating gym is worth it! Saturday and Sunday from 11am to 6pm you’ll see this half gym half boat structure parked Between Beer Can Island and Jew fish Key in Sarasota Bay. Welcoming folks of any age, enjoy climbing and jumping on the water for $15/person. If you need to rent a boat to get to the gym check out BluWave boat rentals.

Floating Jungle Gym
Floating Jungle Gym

10 See What’s new at P&N

The always adorable Pine Avenue shop Pink & Navy is under new ownership! With these new changes you can still expect to find all the trendiest of island gear. Stop by and see what’s new in the shop! While you’re there, be sure to head next door to Bella by the Sea too!

Pink & Navy
Pink & Navy

Book the perfect vacation rental, enjoy the beach, celebrate another new year and check out these fantastic Anna Maria Island 2018 activities!

 

Anna Maria Island Short Stay Beach Rentals – 3-5 night stays open for 2017!

Anna Maria Island short stay beach rentals are the perfect way to take an easy trip! While most of the time island vacation rentals offer strict seven day Saturday to Saturday stays, we have 3 and 5 night availability for the rest of 2017!

Anna Maria Island Short Stay Beach Rentals

Short stay beach rentals

We have put together a list of nine homes to check out for your shorts stays this year! While we only have a small selection listed, we have tons of rentals available for abbreviated vacays. So, if you don’t see one on our list that fits your group, give the Island Real Estate Reservations Team a call at 877-778-6066. They will gladly give you additional options!

Bay View Inn 201 – 1 Bedroom

The Bay View Inn is a great four unit complex just a short walk from gulf beaches, Historic Bridge street and free trolley stops. This unit sleeps up to four guests, and offers a heated shared pool, full kitchen and a relaxing beachy style. This would make a perfect spot for a romantic weekend, or short trip for a small family.

Anna Maria Island short stay beach rentals
Bay View Inn 201

Blue Lagoon 2 – 2 Bedroom

Blue Lagoon is a great complex of cottage style villas all situated around one of Anna Maria Island’s best pools! Here you’ll find accommodations for six guests just two blocks to the beach. Enjoy great outdoor entertaining space, and even bring pets on this vacation!

Blue Lagoon 2 Holmes Beach rental
Blue Lagoon 2

Short BoardLong Board – 5 Bedroom

This duplex is just a short walk from gulf beaches with no roads to cross. Both units sleep up to six guests each however Short Board has 2 bedrooms and Long Board has 3 bedrooms. These units can be rented individually or together for larger gatherings of 12! Enjoy the heated shared pool and pet friendly too!

White Avenue beach rental
Short Board and Long Board

Casa Sierra 203 A – 2 Bedroom

Located less than two blocks from the gulf, Casa Sierra sleeps up to six guests with a laid back resort feel. Enjoy a relaxed beach style. Not only are you close to the beach, but you can walk to shopping, dining and free trolley stops. Enjoy heated community pool and pet friendly up to 50 pounds.

Casa Sierra 203 A
Casa Sierra 203 A

Palm Isle Village 3204 – 2 Bedroom

Palm Isle Village is an always popular spot in Holmes Beach. This great complex of cottage style villas is just across the street from gulf beaches. Enjoy heated community pool and roof top views with peeks of the gulf. Sleep up to six guests.

Palm Isle Village 3204
Palm Isle Village 3204

Little Miss Magic – 3 Bedroom

This adorable single family home is perfect for a short trip to the island, and we’re sure you won’t want to leave! Sleep six guests with a heated cocktail pool and an updated feel throughout. All just two blocks from the gulf.

Anna Maria Island beach rental
Little Miss Magic

Tina’s Piece of Paradise – 4 Bedroom

Tina’s Piece of Paradise is a great spot for up to eight guests. This spacious home really allows your group to spread out and enjoy a short dose of island living. Find a great updated kitchen, heated pool and a central island location near everything!

anna maria island beach rental
Tina’s Piece of Paradise

 

Squeeze in one more little trip to paradise this year with Anna Maria Island short stay beach rentals!

Top 7 Anna Maria Island Thanksgiving Beach Rentals

Another Fall is here and there couldn’t be a more perfect time for Anna Maria Island Thanksgiving beach rentals!

Anna Maria Island Thanksgiving Beach Rentals

Anna Maria Island Thanksgiving Beach Rentals

Here is our list of the top seven beach rentals to visit with family and friends while we all give thanks. We have picked a variety of rentals from one bedroom all the way up to six bedrooms, so you’ll find something here for any size group. Take a look and see what Anna Maria Island Thanksgiving beach rentals fit your vacation plans!

Villa 4 – Sleeps 4 

Villa 4 is a great one bedroom home a short walk from gulf beaches in the city of Bradenton Beach. This cozy five unit complex offers a heated pool, bbq grills and is just a few blocks from Historic Bridge Street.

Bradenton Beach rental villa 4
Villa 4 in Bradenton Beach – one bedroom.

Comes with a full kitchen too! Reserve your stay at Villa 4 November 18-25 for $1,119.60 – all in.

Bradenton Beach rental
Kitchen at Villa 4.

Turtle Nest – Sleeps 6

This is a comfortable two bedroom duplex with a private heated pool about two blocks from the beach.

Holmes Beach rental
Turtle Nest Holmes Beach – one bedroom.

At Turtle Nest you’ll find a nice relaxing spot to enjoy the beach with family. Find a lovely balcony, outdoor shower and plenty of comfortable seats around the pool. Reserve Turtle Nest November 18-25 for $1,377.20 – all in.

 Beach Rental Holmes Beach
Kitchen at Turtle Nest

Sweet Retreat Cottage – Sleeps 8

Sweet Retreat is a vibrant three bedroom beach house just across the street from coveted north-end beaches. Not only is this location amazing, but well-appointed too! The stylish blue and white kitchen here will make preparing that Turkey feast a pleasure, and find enough seating for everyone.

Holmes beach cottage rental
Sweet Retreat Cottage Anna Maria – three bedroom.

The backyard has a private heated pool with waterfall feature for the perfect family getaway! Reserve November 18-25 for $2,682.00 – all in.

Sweet Retreat Cottage Anna Maria
Kitchen at Sweet Retreat

Living the Dream – Sleeps 8

Living the Dream is a true luxury beach rental with four bedrooms in the city of Anna Maria. This house was updated recently with amenities you don’t find everyday. Enjoy the canal front beach patch next to the heated pool and outdoor lounge complete with a flat screen T.V and bar.

Living the dream
Living the Dream Anna Maria – four bedroom.

The beach is just short walk away along with Pine Avenue! You’ll love this high-end kitchen perfect for Thanksgiving meals! Reserve November 18-25 for $4,787.60 – all in.

Living the dream anna maria beach rental
Kitchen at Living the Dream

Pineapple Cottage – Sleeps 8

Pineapple Cottage is a great old Florida rental in the city of Anna Maria with a sophisticated beachy style. This four bedroom home is just a short walk to both gulf and bay beaches.

Pineapple Cottage Anna Maria
Pineapple Cottage Anna Maria – 4 bedroom

Find a whimsical feel throughout, but with high-end touches like stainless steel appliances and a heated pool and spa! Relax in the backyard like you have found your own private oasis. Reserve November 18-25 for  $3,415.60 – all in.

Pineapple Cottage Anna Maria rental
Kitchen at Pineapple Cottage

Au Soleil – Sleeps 10

This unique rental is great for larger groups with a spacious floor plan and five bedrooms. Thanksgiving was made for gathering together all your friends and family to give thanks, and this is the spot!

Anna Maria
Au Soleil Anna Maria – five bedroom.

While Au Soleil has great amenities it’s also just across the street from north-end beaches. Enjoy the heated pool and spa, covered outdoor lounge and both indoor and outdoor seating areas. Reserve November 18-25 for $3,314.80 – all in.

Au Soleil Anna Maria
Kitchen at Au Soleil

Coral Escape – Sleeps 12

Coral Escape is the ultimate big family Thanksgiving beach rental and it has EVERYTHING! From location to amenities this home is a gem. Inside you’ll find 6 bedrooms to comfortably sleep your group, and a kitchen fit for preparing that huge Thanksgiving dinner.

Coral Escape
Coral Escape Holmes Beach – 6 bedroom.

The backyard has a heated pool and spa along with covered lounge, bar and flat screen television. Your family will have a blast! Reserve November 18-25 for $5,151.60 – all in.

Coral Escape
Kitchen at Coral Escape

 

Anna Maria Island Thanksgiving Beach Rentals are the perfect thing your family and friends need this year! Book your stay now!

Anna Maria Island Fall Shopping Guide

With so many great boutiques on the island, here is our Anna Maria Island Fall shopping guide to help you find the latest in local trends!

Anna Maria Island Fall Shopping Guide

Find something for everyone while you enjoy a little retail therapy – island style! Not only does this guide have hot new items, but you’ll love these options for the change of the season too.

Anna Maria Island Fall Shopping Guide

Bella by the Sea – All the cute socks!

We are in love with all these adorable socks from Bella. Perfect for those crisp fall nights, and also so fun. Visit Bella online.

Bella By the Sea
Bella By the Sea – Pine Avenue in the city of Anna Maria.

Pink & Navy – Mermaid gear

P & N has everything you need to feel like a Mermaid this Fall. We’re done adulting this year… lets be Mermaids!

West Coast Surf Shop – Cool Weather Clothes

While they may have all your surfing needs, West Coast also stocks a great selection of cool weather items like this trendy lightweight women’s thermal!

West Coast Surf Shop
West Coast Surf Shop in Holmes Beach.

 

Restless Natives – Wood Jewelry

Can you say CUTE!? These local made earrings are sure to fly off the shelf. And only $12… Just take our money already! Visit them online too!

Beach House – Gift Shop Goodies

Do you love eating at the Beach House as much as we do? Snag some of their branded merchandise and let everyone know your spot for toes in the sand dining!

 

Our #giftshop is bursting with the hottest fall fashions!#beachhouseami #annamariaisland #lovefl #srq #fashion #beachlife #gulfofmexico

A post shared by The Beachhouse Restaurant (@thebeachhouseami) on

Irene’s Resort Wear- White and Silver Chic

Loving this style with white clothes, silver accessories and beachy handbags. Such a chic look perfect for a day on Anna Maria Island.

Irene's Resort Wear
Irene’s Resort Wear in Holmes Beach

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Enjoy the change of the season on Anna Maria Island with this fun Fall shopping guide during your next island vacation!

Anna Maria Island Beach Rentals with Salt Pools

The ultimate luxury is finding the perfect Anna Maria Island beach rentals with salt pools! This is a hard amenity to come by, but Island Real Estate has four to offer.

Anna Maria Island Beach Rentals with Salt Pools

While some are sensitive to chlorine, others just love the feel of a salt water pool! Here is our list of options. All of these are not only salty, but they are heated and private too.

Almost Gulf Front – Holmes Beach

This salty pool and spa offer an island oasis you will adore! There is a fun waterfall feature, swim up Tiki umbrella with cocktail table too. Under the backyard covered lounge area you’ll find a Tiki style wet bar and entertainment area.

Inside this home you’ll find plenty of space for 12 guests with 6 bedrooms. Everything about this rental has a casual yet high-end feel perfect for large groups.

Anna Maria Island Beach Rentals with Salt Pools
Almost Gulf Front has an awesome backyard for large family getaways

Down by the Sea – City of Anna Maria

This is a lovely three bedroom home situated on the northern end of Anna Maria Island. In addition to the salt water pool you’ll find a great paved patio area for relaxing in the sun.

The Master bedroom here has access to the pool area too for a fun resort feel. Sleep up to six guests just a short walk to gulf beaches. Your group is sure to feel at home in this spacious ground level beach house!

Anna Maria Salt water pool
Down by the Sea has a fantastic backyard with tons of sunshine for relaxing!

Dream Maker – City of Anna Maria

Dream Maker is a luxury rental unlike any other home you’ll find on Anna Maria Island. The heated salt water pool is only the beginning of the list of amenities you’ll enjoy.

The backyard offers a lush manicured landscape for extra privacy. Inside this three bedroom rental you’ll find an open feeling with floor to ceiling windows and high ceilings. From the custom kitchen to the decor, your group will love Dream Maker.

Dream Maker Anna Maria Salt water pool
Dream Maker has a gorgeous and secluded backyard near some of the islands best beaches!

Promise Kept – Holmes Beach

This Mid-Century home has a chic style unique to Anna Maria Island. While the salt water pool and spa will keep you entertained outside, the fun retro style will have you feeling comfortable inside.

Promise Kept is also just a short walk to gulf beaches and free trolley stops. Hop on the free trolley and ride up and down the island for dining, boutique shopping and sightseeing island style!

Promise Kept Holmes Beach salt pool
Promise Kept offers and awesome pool and a super cool Mid-Century style.

When planning your next getaway, book your stay at one of Island Real Estate’s Anna Maria Island Beach Rentals with Salt Pools!

 

Anna Maria Island Mancation

An Anna Maria Island Mancation is an amazing way to gather all your best buds for a week of fun on the beach. There are so many activities and things to do with the guys, your group won’t want to leave.

Anna Maria Island Mancation

What’s better than getting all your guy pals together for a week? Doing it by the beach! Check out our Anna Maria Island Mancation guide for the perfect week of beach side fun.

Anna Maria Island Mancation

Anna Maria Island Beach Rentals and Accommodations for dudes

Island Real Estate has tons of guy-friendly spots to pick for any size group! All of these units have propane BBQ grills and unique features men love. While these options are extremely comfortable, they’re luxurious too. Deny it all you want, but we know men love to feel pampered in paradise!

A Pirate’s Cove is a great spot for groups of up to six guests. Here you’ll be less than a block from the beach, and there is a heated pool too. Find one king bed, a double bed and a twin bunk bed in this two bedroom Bradenton Beach rental.

Bradenton Beach vacation rental
A Pirate’s Cove is a great cottage rental with old Florida charm, and super close to the beach!

Fish House is an awesome rental for up to eight guests. This canal front home offers a boat dock and is just a short ride from the deep waters of Tampa Bay! If your group loves to fish, this is the spot! Find a room with 4 twin bunks plus a king bed and one queen bed.

Anna Maria beach rental
Fish House is great for mid-sized groups with a rustic Fish Camp atmosphere.

Waterfront Retreat will have your guys feeling like they won the vacation rental jackpot! Sleeping up to 14 guests with 6 bedrooms, your group will have everything when staying in this luxury home. Canal front with boat dock, pet friendly, heated pool, super awesome bar area, close to the beach and so much space! Find two king beds, three queens and two sets of twin bunks!

Anna Maria vacation rental
Your group will have their own private bar when visiting Waterfront Retreat!

Activities for men to bond over

The beach is the most obvious Anna Maria Island activity. There is nothing better than relaxing on the beach with friends and cold drinks! However, there are so many other fun activities to check out while vacationing.

Fishing trips and boat tours

Reserve a trip with one of the many local boat captains! Whether your group likes fishing, or just wants to sandbar hop, there are so many great options for boat tours!

AMI Charters – Fishing, Fly-Fishing, Sunsets and Fun Runs. Accommodates 6. Captain Scott Kinsman.

Anna Maria Inshore Fishing – Inshore Fishing, Intracoastal, Manatee River. Accommodates 4. Captain Kyle Taylor.

Captain Ryan Taylor Fishing –  Inshore Fishing from Tampa Bay to Sarasota Bay. Accommodates 4. Captain Ryan Taylor.

If you have a large group Captains, and brothers, Kyle and Ryan will team up to accommodate your needs!

AMI Charters
Book a Fishing tour or fun run boat cruise with AMI Charters!

Visit Bradenton Breweries

While Anna Maria Island doesn’t have any breweries, you will find several just a short drive away in the downtown area of Bradenton. Check out our Bradenton Breweries Guide!

Darwin Brewing
Visit Breweries in Downtown Bradenton

Adrenal Rush Activities

Anna Maria Island has fun activities to get your blood pumping! Flyboarding, Jet Surfing and Parasailing are all great options for a screaming good time! Find out more about these local vendors here!

Flyboarding
Top Gun Flyboards are a super fun Anna Maria Island activity for a brocation!

Bunch of Beach Bums!

Your group will definitely want to hang out and soak up the sun on the beach. Why not do something a little extra fun and rent some beach equipment? Stand up paddle boards and kayaks are always a popular option. If you happen to visit when the gulf is churning up some waves, rent a surfboard and head to White Avenue! This spot is a locals secret. Impress your buddies with your insider knowledge of the AMI salt life.

equipment rentals
Equipment rentals are a fun way to kick your beach day up a notch!

Where to eat?

After all day fun on Anna Maria Island, your group will undoubtedly work up a big appetite! Surely your guys will want to enjoy some steaks on the grill in your beach rental, but who wants to cook every meal on vacation?

Peaches is a fantastic spot for big hearty breakfasts before a long day on the beach. Find all the traditional breakfast options with fast friendly service.

Poppo’s Taqueria will be a favorite with your group. Promise you! Find huge burritos, craft beers and a casual atmosphere. Even better, Poppo’s offers organic produce, hormone free meat and locally sourced ingredients for the conscious minded consumer.

Slim’s Place offers a classic sports bar atmosphere, but with food that is much better than your typical pub-grub. Be sure to check out their “No Shower Happy Hour”! Find live music and, of course, sports on the T.V.

Slim's Place
Slim’s Place is a great spot for a casual bite to eat with friends!

Round up the crew, grab your swim trunks and plan the perfect Anna Maria Island Mancation today!

Top 10 Fall Anna Maria Island Beach Rentals 2017

Here are 10 Fall Anna Maria Island beach rentals to help you get ready for the change of season. Summer was hot this year, but these rentals will help cool you down! Check out our list and get to planning your Fall vacation now!

Top 10 Fall Anna Maria Island Beach Rentals 2017

Top 10 Fall Anna Maria Island Beach Rentals 2017

Our list includes rentals across Anna Maria Island’s three cities and is organized by number of bedrooms. Find both luxury and budget rentals to fit any group!

Runaway Bay Club – Sleeps 2

This lovely one bedroom unit is the perfect couples getaway by the beach. Enjoy the heated community pool, short walk to the beach and a bay viewing dock too! You’ll be close to shopping, dining and free trolley stops.

Holmes Beach Vacation Rental
Fall 2017 base rates start at $500/week – Holme Beach.

Water’s Edge 105 South – Sleeps 4

You’ll be steps from the beach when you visit Water’s Edge. Sleep four guests with one bedroom and 1.5 baths. The community pool looks over the gulf and makes a wonderful spot to relax island style. The luxury rental you’ve been searching for!

Fall Beach rentals Anna Maria Island
Fall 2017 base rates start at $1400/week – Holmes Beach

Sea Esta – Sleeps 5

Sea Esta was just completely remodeled Summer 2017, and is on the coveted north end of Anna Maria Island. This beach renal has it all! Find two stylish bedrooms along with fun new amenities too! Walk to Rod & Reel Pier and secluded Bean Point beaches.

Anna Maria Fall beach rentals
Fall 2017 base rates start at $950/week.

North Beach Village 55 – Sleeps 6

The North Beach Village complex is a quiet Holmes Beach community just a couple blocks from gulf beaches. This three bedroom unit is spacious and offers lovely balconies for to enjoy fresh salt breezes. The central location of this town house makes everything close by!

North Beach Village Holmes Beach rental
Fall 2017 base rates start at $950/week – Holmes Beach

Sugar Plum Hideaway West – Sleeps 6

Less than a block from the beach, this three bedroom unit will have you feeling relaxed in paradise. Find a fun style and updated amenities. Sugar Plum Hideaway West offers a heated shared pool, and welcomes pets up to 25 pounds with fee.

Anna Maria beach rental
Fall 2017 base rates start at $1400/week – Holmes Beach

Rest Assured – Sleeps 6

Rest Assured is a comfortable single family home with a heated caged pool, three bedrooms and three bathrooms. Everyone will have plenty of space to spread out here like your own private beach resort! The beach is less than two blocks away making this an excellent location.

Anna Maria Island Fall Rental
Fall 2017 base rates start at $2200/week – Holmes Beach

Sandy’s Getaway – Sleeps 8

This raised single family home is less than a block from gulf beaches with no major roads to cross. Beach trips were never this easy! Find three bedrooms, two bathrooms and two sleeper sofas to comfortably accommodate all eight guests. Dogs welcome with pet fee!

Anna Maria Fall vacation rental
Fall 2017 base rates start at $950/week – Anna Maria

Playa Casanas Family Home – Sleeps 8

The Playa Casanas Family Home is a direct beach front duplex in central Holmes Beach. Each unit sleeps 4 guests with a combined total of four bedrooms and two bathrooms. This is a great spot for a no-frills trip to beach! Spend all day in the sun, or walk to shopping and dining!

Direct gulf front rental Anna Maria Island
Fall 2017 base rates start at $2100/week – Holmes Beach

Beachy Blue – Sleeps 8

This is a luxury rental your family will adore! The style and amenities are high-end, accommodating and all just a short walk to gulf beaches. With four bedrooms you’ll have tons of space for eight guests. The backyard offers a private heated pool and spa along with a covered lounge area for ultimate relaxation.

Luxury Holmes Beach Rental
Fall 2017 base rates start at $2150/week – Holmes Beach

Coral Escape – Sleeps 12

Coral Escape is an amazing location for those large family beach getaways. Six bedrooms and four bathrooms allow for your group to feel comfortable in paradise. Just a block from the beach, this home has a fantastic heated pool and spa in the backyard. Enjoy the covered outdoor lounge with pool table, barbecue and flat screen television.

Fall vacation rental holmes beach florida
Fall 2017 base rates start at $2500/week – Holmes Beach.

Enjoy these Fall Anna Maria Island beach rentals for the perfect Florida vacation this year!

 

How to Spend a Week on Anna Maria Island

For many, there is no questions on how to spend a week on Anna Maria Island. However, first time visitors often wonder about what there is to do beyond the beach.

How to Spend a Week on Anna Maria Island

How to Spend a Week on Anna Maria Island

Here is a helpful daily itinerary on how to plan the perfect week and make the most of your visit to Anna Maria Island. A week may seem like a long vacation, but with so many local attractions seven days will fly by in a flash!

Saturday – Arrival

Typical check-in for Anna Maria Island vacation rentals will be 4:30. If you arrive on the island before check-in you’ll have to keep yourself occupied with easy local things to do. This is a great time to grab something to eat, or even begin exploring different beach accesses.

Hold off on the big grocery shopping trip because you won’t have anywhere to stash your groceries until you have access to your accommodations.

Get situated and don’t over plan for Saturday

Once you arrive at your vacation rental we recommend first getting situated. Divvying up bedrooms, finding where everything is and figuring out how things work. Half the fun of an Anna Maria Island vacation is enjoying a luxury home for a week.

Slip into relaxation mode then find the nearest beach access. Nearly all Anna Maria Island vacation rentals are within walking distance to the beach. Spend your first evening with a relaxing walk to the beach at sunset.

Don’t over plan your first night as you’ll likely be tired from traveling. However, Saturday arrival day is a perfect time to grab something to eat at one of Anna Maria Island’s outdoor dining restaurants. What better way to kick-off your vacation than with seafood and a view?

Sunday – Beach Day All Day

Sunday will be your first full day on Anna Maria Island. Your group will undoubtedly be excited to get the fun started.

Wake up at dawn and go for a morning beach walk. Totally worth the getting up early on vacay!

Plan to spend most of Sunday on the beach, but be careful not to get sunburned. Remember to apply a high SPF 20 minutes before you go out and reapply every 2 hours.

For those that sunburn easily, you may want to take a mid day break from the sun. This is an excellent time to put together a large grocery shopping list and plan out the meals you’ll be preparing at your rental. Stock up on food, beverages, and beach accessories.

Monday – Shopping and Trolley hopping

Now that your group has had a full day to enjoy what they came to the island for, the beach, Monday is a great time to explore island shopping!

This is the perfect time to use the free trolley too. Find the nearest trolley stop, hop on, and cruise up and down the entire island to find all the fun boutiques and souvenir shops. Some spots to stop include Historic Bridge Street in Bradenton Beach, The Island Shopping Center in Holmes Beach and Pine Avenue in the city of Anna Maria.

No shopping trip is complete without stopping for lunch! Stop just about anywhere for lunch really, all island restaurants are great!

Tuesday – Explore Beyond the island

While some folks prefer to spend their entire vacation on Anna Maria Island, some like to explore the many surrounding activities. Below we have suggestions on things to do off-island.

Cortez Fishing Village

  • Eat fresh off the boat seafood at Starfish Market.
  • Boat Tours of the Intracoastal.
  • Maritime Museum

Sarasota

Bradenton

  • South Florida Museum
  • Bradenton Riverwalk
  • Downtown nightlife on Old Main Street

St. Petersburg 

  • Downtown Central Ave. art districts – galleries, shops and restaurants
  • Salvador Dali Museum
  • Museum of Fine Art

Tampa

Wednesday – Early Breakfast, Eco-Tours and Wildlife Viewing

Anna Maria Island has really unique wildlife, and an eco-tour is a great way to get close. Get up early and go out for a big breakfast. This will give you plenty of fuel for a day of outdoors adventuring.

There are many local options for kayak and Stand up Paddle boarding tours. Explore beautiful Mangrove coastline. Hire a boat tour for a few hours, and your sure to see dolphins, Manatees and an array of aquatic life.

If eco-tours aren’t your forte, then head to one of the local preserves for a nature walk. Leffis Key is a fantastic spot! Located on the south end of the island, this preserve is just under a mile of walking trails. You’ll experience Mangrove tunnel board walks, salt marsh and shrubby uplands. See small mammals, an impressive variety of birds, and sea life along Sarasota Bay.

Thursday – Sightseeing

When  you visit Anna Maria Island there are certain things you must see!

Anna Maria City Jail and Historic Society

Having your picture taken at the old Anna Maria City Jail is the quintessential island sightseeing activity. For some it’s tradition! The Historic Society Museum is a great way to learn island history. Find out unique facts like why we call Anna Maria “The City that Fig Newtons Built”.

Piers

Find three public piers along the bay side of the island. Each is different, but all offer fishing, dining and gorgeous water views.

Friday – Beaches and a Big Night Out

Friday will be your last full day on Anna Maria Island. You’ll really want to just relax on the beach, swim in the pool at your rental, and soak up every last bit of the island life.

This is also the perfect time to splurge on a big night out! Make reservations at one of the fine dining restaurants like Beach Bistro in Holmes Beach, or Euphemia Haye on Longboat Key. After dinner head over to Bridge Street for cocktails and live music!

Saturday – Leaving is hard, but there is always next time!

Typical check-out is 10am, but this doesn’t mean you have to leave right away! Once you hand back in your keys, you can still enjoy the beach. The three big public beaches all have bathrooms and showers. (Manatee Public, Coquina and Bay Front Park) Squeeze in one last beach trip before you go, and we’ll see you next year!

Don’t forget to book your stay for the following year. Many visitors come back every year, so be sure to book your favorite rental before someone else does!

Anna Maria Island Off-Season Rentals make the BEST Florida Vacation

Anna Maria Island off-season rentals are the best! While many visitors prefer to vacation around popular times, many have found the “Floridian’s secret” about off-season vacations.

Anna Maria Island Off-Season Rentals make the Best Florida Vacation

You’re probably wondering exactly when is the off-season? Traditionally, Florida’s high season is from mid-December to mid-April, but that isn’t exactly the case for Anna Maria Island. Our high season does coincide with this time range, but things don’t entirely calm down until after 4th of July. Since the island is a super family friendly destination, when the kids go back to school the island really gets quiet. August through November is that off-season sweet spot.

Anna Maria Island Off-Season Rentals

 

Anna Maria Island Off-season vacation perks

Now that we’ve established when the slow season happens, lets explore why it is sooooo amazing!

No crowds, less traffic.

When off-season hits it’s like a switch flips. The transition really is that drastic. While Floridians love our visitors, we really do, we all enjoy a little break from the crowds.

Perhaps the most noticeable aspect of the off-season for locals is the traffic. Suddenly your morning/evening commute is shorter and there are far fewer cars on the road.

Everything is just a little easier in the off-season. You don’t get stuck trying to cross the bridges, grocery store lines are a breeze, and there is no wait for a table at ANY of your favorite restaurants. Crazy right?

Beach rentals are cheapest in the off-season

Across Anna Maria Island’s off season you’ll see the prices on beach rentals drop to the lowest rates of the entire year. This is the perfect time to plan a vacation, or even a last minute getaway. Suddenly that direct beach front, luxury single family home you’ve always dreamed of is now totally in your price range!

This is the time to search for the best deals. You might even luck out and find discounts stacked on top of these already low rates. Many vacation rental owners purchase their homes for investment purposes, and are willing to slash prices to ensure their investment continues to earn all year. When high season comes around discounts are not super common, however, always be sure to check the Island Real Estate Sunshine Specials for an up to date list of discounts any time you are planning a visit.

See the “real Florida”

When you visit Anna Maria Island in the off-season there are fewer tourists, and therefore, you really can get a feel for the authentic local flavor. That “real Florida” vibe that only locals know about is a bit watered down when there are so many visitors. When slow season comes around you’ll find locals are just a little calmer, and have more time to chat about the island life.

Weather, rain and Florida heat

You may notice the off-season coincides with a very hot time of year, and also hurricane season. While this may not seem like the ideal time for a vacation, Floridians will disagree.

There are several benefits to planning a vacation in the middle of the hot summer. First, it’s a great time for swimming. That is obvious. Second, your relatives will think it’s too hot and won’t want to come with you. Not that family vacations aren’t fun, but it can be hard to manage the vacation schedule of a large group. You’ll actually get to relax on this vacation!

Florida off-season weather may be a deterrent, but really, you can plan a vacation ANY time of year in Florida and end up with more rain than forecasts predict. If you are worried about a hurricane interrupting your stay then opt for travel insurance. It will cover you in the event a named storm makes land fall and evacuation is necessary.

There is something special about experiencing a heavy Florida storm. They seemingly come out of nowhere, and disappear just as fast. The booming thunder and crack of lighting can be both exhilarating and relaxing at once. Snuggling up in a luxury vacation rental with Netflix while rain falls outside is a nothing short of paradise to any Islander.

Enjoy hard core air conditioning

Any Floridian will tell you ALL buildings and indoor places have air conditioning. We aren’t just talking about little window units either. Hard core, blasting on ultra high, fresh air conditioning. Yes it will be hot outside, but Floridians know how to keep cool.

Customer service standards don’t suffer

When visiting during the off-season you’ll still find the same great customer service and friendly faces that you experience during the high season. This time of year may be a break from the hustle bustle, but employees in the travel and tourism industry work just as hard to impress visitors no matter the time of year. In fact, you may even find people are just a little friendlier and have more time to really go the extra mile.

 

Anna Maria Island high season
Anna Maria Island beaches in high season.
Anna Maria Island beaches in off-season.
Anna Maria Island beaches in off-season.

 

Anna Maria Island Off-Season Rentals are the best, so what are you waiting for? Plan the best Florida vacation you’ve ever experienced today with Island Real Estate!