1555+ Private Villas and Holiday Rentals in Anna Maria |
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  2. Florida
  3. Sarasota
  4. Anna Maria

Anna Maria Holiday Rentals

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

Discover more than 1555 vacation rentals available in Anna Maria. 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.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Anna Maria, 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. On average, places to stay near Anna Maria offer 1670.36 ft², with nightly prices averaging ZA R14,960.

With Casai, finding and comparing holiday rentals in Anna Maria 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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Top Accommodation Types in Anna Maria

Type Count
Vacation Homes 1379
Villas 37
Cottages 36
Holiday Apartments 29

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

★ 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.

Weather in Anna Maria, FL

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

December - February
High 75°F       Low 58°F
March - May
High 86°F       Low 61°F
June - August
High 91°F       Low 76°F
September - November
High 89°F       Low 63°F

Top Attractions Around Anna Maria, FL

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


Anna Maria Beach
Bayfront Park
Island Players
Anna Maria Island Museum and Historical Park
Anna Maria City Pier
Historic Green Village
AMI Outfitters Coastal Gear & Apparel
Lido Beach
John's Pass Village & Boardwalk
Tropicana Field
Salvador Dali Museum
St. Armands Circle
IMG Academy
Vinoy Park
Fort De Soto Park
Coquina Beach
Eckerd College
Sarasota Jungle Gardens
Mote Marine Laboratory & Aquarium
Sarasota Memorial Hospital

Other Places to Stay in Anna Maria, FL


Island Players 3,995 Properties
Anna Maria Island Museum and Historical Park 3,926 Properties
AMI Outfitters Coastal Gear & Apparel 3,914 Properties
Historic Green Village 3,914 Properties
Anna Maria City Pier 3,846 Properties
Bayfront Park 3,631 Properties
Anna Maria Beach 3,331 Properties

Frequently Asked Questions About Anna Maria?

What are the top holiday rentals in Anna Maria?

With numerous options available in Anna Maria, 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:

How many holiday rentals have private pools in Anna Maria?

Discover a selection of holiday rentals with private pools near Anna Maria 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 are best for families?

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

How many Casai.co.za holiday rentals are available in Anna Maria?

As of 2026, Casai boasts over 1555 properties listed in the Anna Maria 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.

Nearby Neighborhood (1) 
Neighborhood Property Count
Key Royale Vacation Rentals in Sarasota, Florida 4887

People Also Ask

There are 1555 Anna Maria, FL Holiday Rentals

Recently Booked Holiday Rentals in Anna Maria