Perfect Anna Maria Island Rainy Day Entertainment, a Movie

Perfect Anna Maria Island Rainy Day Entertainment, a Movie

Rainy days while at the beach can be difficult however I have fond memories as a child seeing the Star War series while on several vacations with my family.  Watching a movie is perfect evening or rainy day entertainment while staying on Anna Maria, Florida.  The Oakmont Theater is a short 15 minute drive from Anna Maria Island.  The theater has eight very nice individual theaters that play the latest releases.  The Oakmont is recently renovated and has stadium style seating that allows everyone to get a great view of the movie.

The movie theater is located on Cortez Road West on the South side just 15 minutes from Anna Maria Island, Fl.  Of course the theater has plenty of popcorn, drinks, candy, and snacks.   If you are looking for dining before or after your movie there are plenty of choices that you will pass by on your way to the Oakmont from Anna Maria Island.

Regal Oakmont 8
4801 Cortez Road West
Bradenton, Fl, 34210
(941) 954-5768

Want more rainy day entertainment ideas?

Attending the 2024 Florida Extreme Cup

Attending the 2024 Florida Extreme Cup

The Florida Extreme Cup is a premier youth soccer tournament held in Lakewood Ranch, Florida. The tournament is open to teams from U9 to U19, and it attracts over 100 teams from around the country. The tournament is played at the Premier Sports Campus, which is a world-class facility with 23 fields.

In addition to great soccer, the Florida Extreme Cup also offers a variety of other activities for players and families. There is a vendor village with food, drinks, and merchandise, as well as a skills challenge and a free kick competition. The tournament also hosts a coaches clinic and a player combine.

If you’re looking for accommodations during the tournament, look no further than Island Real Estate Vacations! We offer a wide variety of properties to choose from, including condos, villas, and beach houses. All of their properties are fully furnished and equipped, with a variety of amenities, such as pools, hot tubs, and balconies.

To book with us, simply visit our website or call the office. They will be happy to help you find the perfect property for your needs.

If you need to practice some soccer before the big match and staying on Anna Maria Island then the GT Bray park in Bradenton may be a good fit or the public park in Holmes Beach.

Holy Cow Ice Cream Shop on Anna Maria Island

Holy Cow Ice Cream Shop on Anna Maria Island

Holy Cow Ice Cream shop fits the bill on several different levels. The shop is located in Holmes Beach on East Bay Drive and surrounded by lots of various shop. The largest of which is Ace Hardware. The reason we say Holy Cow has it all is because it is a gift shop and ice cream shop all in one.

Let’s start with the most important part, ICE CREAM. They offer hard scoop ice cream as well as soft serve. Lots of variations of dessert. Milkshakes, cones, candy, lots of choices.

If you want to walk off a little of that dessert be sure to walk around the shop. They have small gifts, candy, trinkets, lots of choices. While you are at it, check out some of the nearby shops.

Holy Cow can be found in the East Bay drive shopping market located just off State Route 64.

If you are looking for some Vacation Rentals within a walk away. Check out Palm Isle Village. Here is one of several Palm Isle Village vacation rentals as well as Casa Sierra.

Major PGA at Concessions Golf Club

Major PGA at Concessions Golf Club

In December, the Lakewood Ranch area will be graced by some of professional golf’s all-time stars, namely Ernie Els, Darren Clarke, and Jim Furyk, as they participate in the new World Champions Cup, the PGA at Concessions Golf Club.

The competition will revolve around three teams: Team USA, Team Europe, and Team International. This exciting event is set to take place over three days, specifically on December 7th, 9th, and 10th. Each day will feature eight matches, with all nine holes showcasing team formats and singles.

Points will be awarded for every hole won, not just for the overall matches. This means there will be no “close outs” where the match ends prematurely due to one player leading by more than the remaining holes. Every hole will be crucial, irrespective of a team or player’s position on the scoreboard.

The three legendary golfers, Els, Clarke, and Furyk, will serve as captains for Team International, Team Europe, and Team USA, respectively. Furthermore, all three captains will also participate as players. Each team will be complemented by five other skilled players.

For golf enthusiasts and viewers, the event will be televised on both ESPN and ABC, ensuring a broad audience can witness the thrilling matches and cheer on their favorite teams and players.

If you’d like to learn more, visit their website here

Looking for accommodations during the event? Island Real Estate Vacations has you covered. Check out our rental inventory where you can find lovely homes, condo units, and great resorts. Or give us a call!

Columbia Restaurant on St. Armand’s Circle, Sarasota

Columbia Restaurant on St. Armand’s Circle, Sarasota

The Columbia restaurant is mainstay in Sarasota as well as Tampa.  If you are looking for fine dining with some shopping before or after, the Columbia on St. Armand’s circle is a great choice.  They serve elegant dinners and lunches all year around.  Located on St. Armand’s circle the restaurant makes for a great day trip from Anna Maria Island.  Grab a lunch at the Columbia, walk around and go Shopping on St. Armand’s circle and pick up an ice cream as a mid afternoon snack.  Be sure to try their fantastic cuban bread along with their fantastic salad.

The Columbia restaurant originally started in the Tampa area and you can find the Columbia in Tampa, St. Pete, Clearwater and several other Florida locations.  As soon as you walk up to the restaurant you feel a positive vibe.  There is limited seating outside of about 25-30 seats with at least 100 inside.  The elegant restaurant has a large interior bar and the exterior is made to feel like an extension of the interior.’ Continue reading “Columbia Restaurant on St. Armand’s Circle, Sarasota”

Hurricane Season Information

Hurricane Season Information

“Hurricane Season” is from June 1st until November 1st, with the statistics showing that the months of September and October are when hurricanes are most active. Per NOAA, 2023 is looking to be uneventful as compared to previous years. However, anyone who visits our beautiful island during Hurricane Season should always check the weather leading up to their vacation and during their stay if concerned. Travel Insurance is also available in the case of a mandatory evacuation that interrupts 50% or more of your stay.  Our team also provides updates on our website for any Hurricane nearing Anna Maria Island. Other than being hurricane season there are perks to traveling to Anna Maria Island this time of year:

  1. Lowest vacation rental prices of the entire year – Search Rentals
  2. Lowest crowds on beaches and in shops/restaurants
  3. Lowest amount of traffic coming and going

Luckily, Anna Maria Island has been spared for the most part from a direct hit by any major hurricane, with the most recent scares being IRMA and IAN. Many say that this is because the Tampa Bay currents “kick” hurricanes to the North or South of our area. Also the warm water, that feed storms, is more shallow off the coast of Anna Maria Island than the surrounding areas.

Oma’s Restaurant Bradenton Beach – Pizza and Italian Classics

Oma’s Restaurant Bradenton Beach – Pizza and Italian Classics

Oma’s restaurant Bradenton Beach is run by the Mannino family, and has been on Anna Maria Island since 1982. The owners origin is from Sicily so you may find the tomato sauce a little sweet. They serve beer and wine as well as normal beverages. Their claim to fame is pizza and Italian so give it a try if you have the time. Patience is the key at Oma’s as the meals and service can take a bit longer than usual.

They serve the normal Italian meals; ziti, chicken parmesan, spaghetti, meatballs, salads, sandwiches, and desserts. In the past few years their prices have become average for the island. However a pizza can be very economical for a larger family. If you are in the mood for Pizza and Italian this is one of the better choices on Anna Maria Island. See their web site below where they offer their menu without prices.

Additionally, Oma’s does deliver on the island. This is great for a lazy lunch or dinner in your Anna Maria Island beach rental.

If you decide to dine in, there is also a lovely patio area. You can almost make out a sunset from the patio, and definitely enjoy gulf breezes. Oma’s has many booth seats indoors for a comfortable and relaxing spot to eat.

Want another great choice for pizza?  Try The Feast!  Better yet, check out our Pizza and Italian information page that provides a list of Anna Maria Island Pizza choices.

Oma Pizza and Italian Restaurant
201 Gulf Drive North
Bradenton Beach, FL, 34217
(941) 778-0771
(941) 778-0772

Top 7 Dog-Friendly Florida Vacation Rentals on Anna Maria Island

Top 7 Dog-Friendly Florida Vacation Rentals on Anna Maria Island

Most people would agree, a vacation it’s really complete without the furriest members of the family present. Whether you want to stroll the boardwalk, check out the restaurants, do some shopping, or check out the variety of beachfront activities the island has to offer, dogs make vacations even better. We know you don’t want to leave your dog behind when you hit Florida’s west coast for your next vacation, so we’re here to help make your search for the best dog-friendly beachfront Anna Maria rental in Florida as easy as possible!

While dogs may not be allowed on public beaches on Anna Maria Island per city orders, we want to make sure you still have the best place to stay with your dog while visiting. Our dog-friendly Florida vacation rentals include pools, gorgeous ocean views, outdoor areas for hangouts and grillings, as well as luxury amenities your whole family can enjoy.

Below we highlight some of our most popular dog-friendly vacation rentals on Anna Maria Island. There are plenty more, so if you need more options please check out our wide selection of pet-friendly vacation rentals available across Anna Maria Island

On This Page:
Holmes Beach dog-friendly rentals
Bradenton Beach dog-friendly rentals
Anna Maria City dog-friendly rentals
Book your pet-friendly rental today

Dog-Friendly Rentals on Holmes Beach


Aquarius is one of our most popular pet-friendly rentals on Holmes Beach. This luxury rental can fit up to 8 people in 4 spacious rooms and includes 3 full bathrooms. This rental is located in the heart of Holmes Beach and within walking distance of a number of restaurants and activities you and your family can enjoy with your dog. 


Martinique vacation rental condo is a well-known beachfront escape on Anna Maria Island. Located in the central part of Holmes Beach, there is plenty of shopping and restaurants within walking distance. Plus, this condo is just a short walk to both north and southbound free trolley stops. This dog-friendly beachfront condo features 2 bedrooms and 2 full baths, perfect for the whole family!

Starfish Beach 2

This gorgeous dog-friendly beachfront rental is a short 5-minute walk to gulf beach! This rental is perfect for your dog and family to relax and soak in the Florida sunshine. The backyard featuring a pool is enclosed to allow for private family gatherings outside. Starfish beach condo fits up to 6 guests, plus the family dog, in 2 comfortable bedrooms and 2 full bathrooms. Don’t miss out on this gem your entire family is sure to love!

Blue Lagoon 5

Blue Lagoon 5 is one of the most sought-after dog-friendly vacation rentals in Florida. This 2 bedroom, 2 bath rental features a huge tropical pool with a 10-foot waterfall right outside your back door! This rental villa is also close to the Holmes Beach dog park located within Central Park.


This dog-friendly rental on Anna Maria Island is a mere 200 steps from the sandy white beaches. Featuring 3 bedrooms, 2.5 baths and a heated pool, this Holmes Beach rental with a pool is not one to miss!

Dog-Friendly Rentals on Bradenton Beach

South Beach Village 111

This beautiful Bradenton beach rental condo is nestled in the heart of Bradenton Beach and within walking distance of many shops and restaurants, not to mention white sandy beaches. Enjoy an eat-in kitchen, open family room, and attached balcony along with 3 bedrooms and 2.5 baths; plenty of room to house 6 people and your furry friends. 

Dog-Friendly Rentals Anna Maria Island City

Sand Dollar Dream

This Sand Dollar Dream vacation rental on Anna Maria Island is ready to welcome you and your family along with your smaller dogs. This rental fits up to 8 people in 4 bedrooms and 2 full baths. Inside there is enough room for the whole family to spend time together in the spacious kitchen, dining, and family room open-concept design. Outside, enjoy a screened-in porch that opens up to a gorgeous in-ground pool and hot tub combo. 

Book Your Anna Maria Island Dog-Friendly Rental Today

No matter where on the Island you want to stay, Island Real Estate can help you find the best dog-friendly Florida rental you will love. There are a plethora of choices to pick from on our list of Vacation Rentals on Anna Maria Island, from last-minute deals to monthly rentals and much more. Just make sure to check off the “dog-friendly” filter at the top to make sure the rental allows your furry friends. Check out the rental calendar to see the number of rentals available for your desired dates. If you need help planning your trip, our vacation specialists are a phone call away to help with that and more. Call us at 877-778-6066.

See What a Happy Island Real Estate Vacations Customer Says About Our Rentals on Google

We have used multiple rental agencies over the years and decided to try Island Real Estate. Never have we had such prompt and courteous service. Had a minor issue with the microwave not working. Briana answered our email within minutes and was at the door in an hour with a new microwave……on a Sunday! Also, our pool was not due for cleaning yet but we had written and asked for it to be earlier and the guy was at our rental within 15 minutes. Great service. Thank you!
Jen M.

Airport Transportation to Anna Maria Island

Airport Transportation to Anna Maria Island

Recently more airport transportation businesses have decided to service Anna Maria Island. Between local vendors and Uber, there are tons of airport transportation options to AMI – regardless of your destination, from Bean Point to Bradenton Beach!

While services below focus on transport from the Tampa International, other Florida airports are also serviced. Sarasota/Bradenton airport is so close to Anna Maria Island most visitors grab a taxi. However, many options are now available.

Review the vendors below and call Island Real Estate with any questions.

Airport Transportation to Anna Maria Island
Coastal Elite Limousine

This services offers a fleet of Town and Country Luxury Minivans and Ford Expedition Sport Utility Vehicles meet any transportation needs. This local Driver was born and raised on AMI. Driver is familiar with state roads and venues well! For more rates including hourly, call now . (941) 348-4971.  Coastal Elite Limousine rates include gratuity! Coastal Elite Limousine is great for transportation for airports, restaurants, theme parks, doctors and to the Tampa port authority for Cruises.

Anna Maria Isle Transportation

This vendor has been a Member of the Chamber of Commerce since 2008. They offer clean non smoking Lincoln’s and Cadillacs too. Car and booster seats are provided at no extra cost for children. Also no charge for those picking up keys for a vacation rental. Six person SUV now available with Tampa/St.Pete.  Call them at (941) 527-5602.

Cartier Limousine Services 

Cartier is a member of the Anna Maria Island Chamber of Commerce.  They offer airport transportation as well as transportation for special venues such as weddings or special events.  They have several vehicles to choose from and transportation to Tampa International airport for one person is an option.  Call at (612) 868-7290 or visit their Anna Maria Island transportation airport rates page for more details.

Shuttle Services of AMI

Shuttle Services of AMI focus their business on Anna Maria Island.  While you visit the area we suggest this service for any unique transport needs. Additionally, this company has a large service area. Rates include automatic gratuity. This service offers a fleet of sedans and larger vehicles upon request. Rides to Orlando and Ft. Myers also available. Call (941) 580-5777  for Anna Maria Island Shuttle.

Did you know there is a hotel connected to the Tampa international airport.  No walking outside, works perfect for a very early international flight.  Sorry, Island Real Estate focuses on Anna Maria Island accommodations only, no Tampa resorts.

This information has been gathered as a convenience for our guests. We cannot guarantee the rates.  Please call individual vendor for details. Info. current as of August 2022.