Compare Cottages, Resorts, & Rentals in Anna Maria, Florida, USA
About Anna Maria Vacation Rentals
There are over 1565 amazing vacation rentals available in Anna Maria. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Anna Maria.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Anna Maria, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Anna Maria. The average size of places to stay near Anna Maria is approximately 1651.05 ft², with prices averaging US $939 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Anna Maria. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Anna Maria, FL
Frequently Asked Questions About Anna Maria?
What are the top cottages, summer homes, and lake houses in Anna Maria?
- Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
- Beautiful, Gulf-Front Home on Bean Point-Halcyon House
- Cozy Cottage w private Beach Access,AC&WiFi -Quiet North End AMI. Tropical Oasis
- Dragonfly - Southern charm on the North end of Anna Maria Island
- Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
- 2nd House from the Beach with No Roads to Cross
- Cozy North end hideaway! 5-min walk to beautiful white sand beach at Bean Point.
- Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
- Charming House with Private Heated Pool, Lanai. Great location to beach & shops
- Anna Maria Island Rentals - Beach Front - "Angels Envy" -Rod & Reel Pier Retreat
How many rentals, hotels, or resorts are available in Anna Maria?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 1565 properties listed by Vacation Cottage in the Anna Maria area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Anna Maria.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Key Royale Rental Cottages and Private Getaways in Sarasota, Florida | 4918 |
