Vacation Rentals in Anna Maria Florida

ANNA MARIA

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ANNA MARIA ISLAND AREA DESTINATIONS

Map of Anna Maria

The Vacation Rental Properties listed below are professionally managed by Vacation Rental Management Companies who know the Anna Maria area.

Vacation Rental Management Companies provide local hospitality, professional rental services, and the very best in rates and availability while managing vacation rentals that are safe for you and your family. They will assist you in finding the perfect rental property for your vacation.


Anna Maria Florida Vacation Rentals

Pelican Paradise by Anna Maria Island Accommodations
$530/night
Home in Anna Maria Florida
4 Beds • 4 Full Baths • Sleeps 8
Anna Maria Island Accommodations

Silky Sand Beaches and Aqua Waters are Steps Away
$114/night
Duplex in Anna Maria Florida
2 Beds • 1 Full Bath • Sleeps 5
BeachRentals.mobi

Endless Summer - AMI Locals
$690/night
Home in Anna Maria Florida
5 Beds • 6 Full Baths • Sleeps 14
AMI Locals Luxury Vacation Rental Properties

Banyan Manor
$600/night
Home in Anna Maria Florida
4 Beds • 4 Full Baths • Sleeps 8
Anna Maria Island Accommodations

Sugar Plum Beach East
$350/night
Duplex in Anna Maria Florida
3 Beds • 2 Full Baths • Sleeps 6
Anna Maria Vacations

Private Pool
$480/night
Home in Anna Maria Florida
4 Beds • 4 Full Baths • Sleeps 12
Seabreeze Vacation

Southern Breeze 1 - By Anna Maria Vacations
$115/night
Duplex in Anna Maria Florida
2 Beds • 1 Full Bath • Sleeps 6
Anna Maria Vacations

Gypsy Sol
$350/night
Home in Anna Maria Florida
4 Beds • 2 Full Baths • Sleeps 8
Anna Maria Island Accommodations

Compass Rose - By AMI Locals
$1,135/night
Home in Anna Maria Florida
9 Beds • 8 Full Baths • Sleeps 8
AMI Locals Luxury Vacation Rental Properties

Incredible pool
$450/night
Home in Anna Maria Florida
3 Beds • 2 Full Baths • Sleeps 5
Beach House Real Estate

Bean Point Bungalow - AMI Locals
$410/night
Home in Anna Maria Florida
3 Beds • 2 Full Baths • Sleeps 8
AMI Locals Luxury Vacation Rental Properties

Kay's Landing-05
$725/night
Home in Anna Maria Florida
6 Beds • 6 Full Baths • Sleeps 8
AMI Locals Luxury Vacation Rental Properties

Sunset Point- Direct beach
$500/night
Home in Anna Maria Florida
4 Beds • 3 Full Baths • Sleeps 8
Beach House Real Estate

Casa Murati - By Anna Maria Vacations
$215/night
Home in Anna Maria Florida
4 Beds • 3 Full Baths • Sleeps 8
Anna Maria Vacations

Private Heated Pool
$500/night
Home in Anna Maria Florida
5 Beds • 4 Full Baths • Sleeps 8
Seabreeze Vacation

Pelican Villa - By Anna Maria Vacations
$270/night
Home in Anna Maria Florida
4 Beds • 3 Full Baths • Sleeps 8
Anna Maria Vacations

Palmetto Pointe - AMI Locals
$615/night
Home in Anna Maria Florida
5 Beds • 5 Full Baths • Sleeps 8
AMI Locals Luxury Vacation Rental Properties

EXTERIOR
$350/night
Home in Anna Maria Florida
2 Beds • 2 Full Baths • Sleeps 4
Mike Norman Realty

Exterior View
$860/night
Home in Anna Maria Florida
4 Beds • 4 Full Baths • Sleeps 10
Anna Maria Island Accommodations

Tahiti Bay - AMI Locals
$690/night
Home in Anna Maria Florida
5 Beds • 4 Full Baths • Sleeps 12
AMI Locals Luxury Vacation Rental Properties

Beachcombers - By AMI Accommodations
$235/night
Home in Anna Maria Florida
3 Beds • 2 Full Baths • Sleeps 8
Anna Maria Island Accommodations

Carefree Cay-Private Pool
$260/night
Home in Anna Maria Florida
3 Beds • 2 Full Baths • Sleeps 6
Anna Maria Island Accommodations

Palmetto Paradise - By AMI Locals
$750/night
Home in Anna Maria Florida
4 Beds • 4 Full Baths • Sleeps 8
AMI Locals Luxury Vacation Rental Properties

7
$2,000/night
Home in Anna Maria Florida
2 Beds • 1 Full Bath • Sleeps 4
Anna Maria Island Beach Rentals


Anna Maria Holiday Rentals

Looking for a getaway that feels like home? Anna Maria vacation rentals are here to make your dream vacation a reality. With a wide variety of rentals to choose from, you can find the perfect place to relax and unwind. Whether you're looking for a cozy cottage or a luxurious beachfront villa, Anna Maria Island has it all. So pack your bags, grab your flip flops, and get ready to experience the ultimate vacation in paradise.

Overview of Anna Maria Island

If you're looking for a vacation destination that offers beautiful beaches, stunning sunsets, and a laid-back atmosphere, then Anna Maria Island is the place for you. With its pristine white sand beaches, charming shops and restaurants, and abundance of outdoor activities, there's something for everyone to enjoy. Whether you want to relax on the beach, go fishing or kayaking, or explore the island's unique wildlife and nature preserves, Anna Maria Island has it all.

Why Visit Anna Maria Vacation Rentals

When you stay at Anna Maria Vacation Rentals, you will experience the beauty and charm of Anna Maria Island firsthand. This small barrier island located on the Gulf Coast of Florida offers a tranquil and picturesque setting for your vacation. With its pristine white sandy beaches, clear turquoise waters, and stunning sunsets, it's no wonder why Anna Maria Island is a popular destination for beach lovers. But the island has more to offer than just its natural beauty. You can explore the quaint shops and boutiques in the historic village of Anna Maria, indulge in delicious seafood at the local restaurants, and take part in various outdoor activities such as fishing, kayaking, and biking. Whether you're seeking relaxation or adventure, Anna Maria Vacation Rentals is the perfect place to make lasting memories.

Types of Anna Maria Vacation Rentals

Looking for the perfect vacation rental in Anna Maria? You're in luck! There are a variety of options to choose from, including beachfront condos, private pool homes and villas, beach houses and cottages, and even pet-friendly vacation homes. Whether you want to relax by the ocean, enjoy a private swimming pool, or bring your furry friend along, there's a rental that suits your needs.

Beachfront Condo Rentals

For the ultimate beachfront experience, consider renting a condo in Anna Maria for your vacation. Beachfront condo rentals in Anna Maria offer stunning views of the ocean and convenient access to the beach. Here are three reasons why beachfront condo rentals are a great choice for your Anna Maria vacation:

  • Unbeatable Views: Imagine waking up to the sound of crashing waves and stepping out onto your balcony to enjoy a breathtaking sunrise over the ocean. With a beachfront condo rental, you can have uninterrupted views of the beach and enjoy the beauty of Anna Maria Island right from your doorstep.

  • Easy Beach Access: With a beachfront condo rental, you don't have to worry about lugging your beach gear for long distances. Simply step out of your condo and onto the sandy shores of Anna Maria Island. Spend your days sunbathing, swimming, and building sandcastles without any hassle.

  • Convenient Amenities: Beachfront condo rentals often come with a range of convenient amenities. From private pools and hot tubs to BBQ areas and beach chairs, you'll have everything you need for a comfortable and enjoyable stay. Plus, you'll have easy access to nearby restaurants, shops, and attractions.

Choose a beachfront condo rental for your Anna Maria vacation and make lasting memories by the beach.

Private Pool Homes and Villas

If you're looking for a luxurious and private accommodation option, consider renting a private pool home or villa for your Anna Maria vacation. These types of vacation rentals offer the perfect blend of comfort, privacy, and relaxation. With your own private pool, you can enjoy a refreshing swim whenever you please, without having to worry about sharing the space with other guests. Imagine lounging by the pool with a cold drink in hand, soaking up the warm Florida sun. Many of these pool homes and villas also come with additional amenities such as spacious outdoor patios, fully equipped kitchens, and beautifully landscaped gardens. Whether you're traveling with family or friends, a private pool home or villa is a fantastic choice for an unforgettable vacation experience on Anna Maria Island.

Beach House and Cottage Rentals

When planning your Anna Maria vacation, consider the variety of beach house and cottage rentals available for a cozy and charming stay. These rentals offer a unique experience, providing you with a home-away-from-home atmosphere and a more intimate setting. Here are some reasons why beach house and cottage rentals are a great choice:

  • Privacy: Enjoy the privacy of your own space, with no shared walls or common areas.
  • Character and charm: Beach houses and cottages often have unique architectural features and are decorated with a personal touch.
  • Proximity to the beach: Many of these rentals are located just steps away from the beach, allowing you to easily enjoy the sand and surf.

Pet-Friendly Vacation Homes

Consider bringing your furry friend along on your Anna Maria vacation by choosing from the variety of pet-friendly vacation homes available. Anna Maria vacation rentals offer a range of options for pet owners, allowing you to enjoy your vacation with your four-legged companion by your side. These pet-friendly vacation homes are equipped with all the amenities you need, ensuring a comfortable stay for both you and your pet. Whether you're looking for a cozy cottage or a spacious beach house, there are plenty of options to choose from. Many of these vacation homes also feature fenced-in yards or easy access to pet-friendly beaches, providing a safe and enjoyable environment for your pet. So why leave your furry friend behind when you can create lasting memories together on your Anna Maria vacation?

Things to Do in Anna Maria Island

Looking for things to do in Anna Maria Island? You're in luck! With beautiful beaches to relax on, the charming city of Anna Maria to explore, and the opportunity to experience the vibrant Tampa Bay area, you'll have plenty of options for fun and adventure. Don't forget to take a trip to Coquina Beach and Holmes Beach for even more beachside relaxation and outdoor activities.

Relax on the Beautiful Beaches

You can enjoy the pristine beauty of Anna Maria Island's beaches. The island is home to some of the most stunning and serene beaches in Florida. Whether you're looking to relax, soak up the sun, or take a leisurely stroll along the shoreline, Anna Maria Island has it all. Here are three reasons why the beaches on Anna Maria Island are a must-visit:

  • White sandy shores: The beaches on Anna Maria Island boast soft, powdery white sands that are perfect for lounging or building sandcastles.
  • Crystal clear waters: The turquoise waters surrounding the island are incredibly clear, making it ideal for swimming, snorkeling, and even spotting marine life.
  • Peaceful atmosphere: Unlike some of the more crowded beaches in Florida, Anna Maria Island offers a tranquil and peaceful environment where you can unwind and escape the hustle and bustle of everyday life.

Explore the City of Anna Maria

There are plenty of activities and attractions to discover in the charming city of Anna Maria. Whether you're a nature lover, a food enthusiast, or an art aficionado, this city has something for everyone. Explore the beautiful beaches, take a stroll along the historic Pine Avenue, or rent a bike and ride through the scenic streets. If you're looking for some adventure, try paddleboarding or kayaking in the crystal-clear waters. And don't forget to indulge in the local cuisine at one of the many restaurants offering fresh seafood and delicious tropical flavors. To help you plan your itinerary, here is a table highlighting some of the must-visit places in Anna Maria:

Activities Attractions Dining
Beach hopping Historic Pine Ave Fresh seafood
Paddleboarding Anna Maria City Pier Tropical flavors
Kayaking Bean Point Coastal cuisine
Biking Anna Maria Island Museum Outdoor dining

With so much to see and do, you're guaranteed to have a memorable time exploring the city of Anna Maria.

Experience Tampa Bay

If you're interested in exploring beyond Anna Maria Island, experience the vibrant attractions and activities of Tampa Bay. Just a short drive away, Tampa Bay offers a multitude of things to do and see. Here are three must-visit places in Tampa Bay:

  • Busch Gardens: Enjoy thrilling rides, encounter exotic animals, and watch live shows at this renowned theme park.
  • The Florida Aquarium: Immerse yourself in the wonders of marine life as you explore exhibits featuring sharks, dolphins, and colorful coral reefs.
  • The Tampa Riverwalk: Take a leisurely stroll along the scenic Riverwalk, lined with parks, restaurants, and cultural venues.

Whether you're seeking adventure, education, or relaxation, Tampa Bay has something for everyone. So, why not venture beyond Anna Maria Island and make the most of your vacation?

Take a Trip to Coquina Beach and Holmes Beach

Explore the beautiful beaches of Coquina Beach and Holmes Beach, two must-visit destinations in Anna Maria Island. Coquina Beach is known for its pristine white sand and clear turquoise waters, perfect for sunbathing and swimming. Take a leisurely stroll along the shoreline, feeling the soft sand between your toes and listening to the soothing sound of the waves. Holmes Beach, on the other hand, offers a more laid-back atmosphere, with its quieter and less crowded shores. Grab a beach chair and relax under the shade of an umbrella, while enjoying the breathtaking views of the Gulf of Mexico. Don't forget to bring your camera to capture the stunning sunsets that paint the sky in a vibrant array of colors. Whether you're looking for adventure or simply want to unwind, Coquina Beach and Holmes Beach offer the perfect beach experience.

Shopping and Dining Experiences

Indulge in a variety of shopping and dining experiences during your stay at Anna Maria Vacation Rentals. As you explore the island, you will discover a plethora of options to satisfy your taste buds and shopping desires. Here are some highlights:

  • Unique Boutiques: Anna Maria Island is home to charming boutiques offering one-of-a-kind clothing, accessories, and home decor items. From bohemian chic to coastal-inspired treasures, you'll find something special to take home as a memento of your vacation.

  • Farmers Markets: Immerse yourself in the local culture by visiting the vibrant farmers markets. Taste freshly picked fruits, sample gourmet cheeses, and browse handmade crafts. Engaging with local vendors is a wonderful way to support the community and experience the island's vibrant atmosphere.

  • Waterfront Restaurants: Treat yourself to exquisite dining experiences with breathtaking views of the Gulf of Mexico. Enjoy mouthwatering seafood, savor tropical cocktails, and indulge in decadent desserts while soaking in the island's natural beauty.

Whether you're hunting for unique souvenirs, indulging in farm-fresh produce, or enjoying a romantic dinner by the water, Anna Maria Island offers an array of shopping and dining experiences to enhance your vacation.

When staying at Anna Maria Vacation Rentals, you'll want to make sure to visit the City Pier in Anna Maria City. This popular attraction offers stunning views of the water and is a perfect spot for fishing or simply enjoying a leisurely stroll. Don't forget to bring your camera to capture the beautiful sunsets that can be seen from the pier.

The City Pier in Anna Maria City

You'll love visiting the iconic City Pier in Anna Maria City during your stay at Anna Maria Vacation Rentals. The City Pier is a must-visit attraction that offers stunning views of the Gulf of Mexico and the chance to spot dolphins and manatees. Here are three reasons why the City Pier should be at the top of your itinerary:

  • Fishing: The City Pier is a popular spot for fishing enthusiasts. Whether you're a beginner or an experienced angler, you can cast your line and try your luck at catching a variety of fish, including snook, redfish, and trout.

  • Dining: The City Pier Restaurant is a favorite among locals and tourists alike. Enjoy delicious seafood dishes while overlooking the water and watching the sunset. Don't forget to try their famous fish tacos!

  • Sightseeing: Take a leisurely stroll along the City Pier and take in the breathtaking views of the surrounding area. The picturesque scenery and charming atmosphere make it the perfect spot for a romantic walk or a family outing.

Make sure to include a visit to the City Pier in your itinerary for an unforgettable experience during your stay at Anna Maria Vacation Rentals.

Trending in Anna Maria


What an amazing beach town Anna Maria, FL is with both gulf and bay side beaches plus iconic family shops and restaurants. When vacationing on Anna Maria Island choose a home or cottage in the town of Anna Maria, located on the northern part of the island. 

 

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Most shops and restaurants are all located close to Pine Ave in downtown Anna Maria, FL. Enjoy all the parks and piers located and easy stroll from downtown where you'll discover one of Anna Maria Islands secret fishing holes. The Rod and Reel pier is very popular so walk or get dropped off as parking might be your biggest challenge. The pier offers anglers the opportuity at all the Gulf and Tampa Bay have to offer. 

 

Anna-Maria-FL-Fishing-Vacations

 

 

Anna Maria city pier is another outstanding option for fishing, shopping, eating, dolphin watching, sunsets and more. Located at the end of Pine Ave surronding by shopping and various eateries. Parking is always a challenge so it's best to rent a vacation home in the city of Anna Maria, FL from one of our local vacation rental managers and walk where you want to go.

 

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