5675+ Private Villas and Holiday Rentals in Anna Maria Island |
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  2. Florida
  3. Anna Maria Island

Anna Maria Island Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Anna Maria Island

Discover more than 5675 vacation rentals available in Anna Maria Island. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Anna Maria Island.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Anna Maria Island, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Anna Maria Island. On average, places to stay near Anna Maria Island offer 1366.9 ft², with nightly prices averaging GB £438.

With Casai, finding and comparing holiday rentals in Anna Maria Island is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Things to Know Before You Visit Anna Maria Island

Anna Maria Island in Manatee County, Florida is a popular travel destination in the United States. Its right off the coast of Tampa in the north and Sarasota in the south. With its beautiful beaches and friendly people, this island is full of life! Although its been around for years, Anna Maria Island is still a relatively unknown, excellent travel spot with so much to do!

Anna Maria Island is full of fun activities thatll keep you busy for at least a week or two. Since theres so much to do on this travel destination, it only makes sense that you stay for longer than just a day.

The #1 thing to do on this travel destination is to go out on the water. While enjoying the island simply for its stunning, white sand beaches will bring plenty of excitement to your vacation, youll love getting a different view of the island from a boat.

There are so many different things to do on the island but one of the best is renting a boat and doing some fishing or just sight-seeing. Whether youre an experienced fisherman or youve never gone fishing in your life, this is definitely a must-try activity on the island.

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Top Accommodation Types in Anna Maria Island

Type Count
Vacation Homes 3673
Holiday Apartments 297
Cottages 171
Villas 147

Use these Quick Filters to Find a Holiday Rental in Anna Maria Island

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Anna Maria Island.

Weather in Anna Maria Island, FL

View the weather forecast for Anna Maria Island before booking your Anna Maria Island Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Anna Maria Island, FL

Casai offers a large selection of top attractions around Anna Maria Island . Research things to do on your vacation before you visit Anna Maria Island.


Coquina Beach
Anna Maria Beach
Bean Point Beach
Cortez Beach
Manatee Public Beach
Bradenton Beach Marina
Bayfront Park
Brandenton Beach
Island Players
Anna Maria Island Museum and Historical Park
Anna Maria City Pier
Holmes Beach Beaches
Aluna Wellness Center & Spa
Historic Bridge Street Pier
West Coast Surf Shop
Sweet Pea's
Palmetto Avenue Beach
Coquina Baywalk
AMI Paddleboard Adventures
Historic Green Village

Other Places to Stay in Anna Maria Island, FL


Manatee Public Beach 7,088 Properties
West Coast Surf Shop 7,027 Properties
AMI Paddleboard Adventures 7,013 Properties
Sweet Pea's 6,991 Properties
Island Gallery West 6,981 Properties
Holmes Beach Beaches 6,960 Properties
Key Royale 5,699 Properties
Aluna Wellness Center & Spa 5,649 Properties
Holmes Beach 590 Properties
Bradenton Beach 414 Properties
Anna Maria 352 Properties
Ilexhurst 45 Properties

Frequently Asked Questions About Anna Maria Island?

What are the top holiday rentals in Anna Maria Island?

With numerous options available in Anna Maria Island, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Anna Maria Island:

How many holiday rentals have private pools in Anna Maria Island?

Discover a selection of holiday rentals with private pools near Anna Maria Island with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Anna Maria Island are best for families?

If you're searching for a family-friendly holiday home in Anna Maria Island, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Anna Maria Island:

How many Casai.uk holiday rentals are available in Anna Maria Island?

As of 2025, Casai boasts over 5675 properties listed in the Anna Maria Island area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Anna Maria Island.

Nearby Neighborhood (2) 
Neighborhood Property Count
Ilexhurst Vacation Rentals in Florida 45
Key Royale Vacation Rentals in Florida 5699

People Also Ask

There are 5675 Anna Maria Island, FL Holiday Rentals

Recently Booked Holiday Rentals in Anna Maria Island