Compare Vacation Rentals & Rent By Owner Homes in Anna Maria Island, Florida, USA
About Anna Maria Island Vacation Rentals
With more than 5711 Anna Maria Island vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Anna Maria Island.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Anna Maria Island, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Anna Maria Island. Places to stay near Anna Maria Island are 1363.51 ft² on average, with prices averaging AU $921 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Anna Maria Island with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Anna Maria Island, FL
Frequently Asked Questions About Anna Maria Island?
What are the top vacation rentals in Anna Maria Island?
- Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
- Best Little Beach House on Anna Maria Island! With a pool & steps to the beach!
- Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.
- Beautiful, Gulf-Front Home on Bean Point-Halcyon House
- Beachfront Condo, Newly renovated! Heated Pool on the beach. GulfView 102.
- BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX
- Cozy Cottage w private Beach Access, AC&WiFi - NorthEnd AMI. No hurricane damage
- Gulf-views inside home, Pool, duplex, SUP+Kayak+Firepit+Patio+Crows Nest+Grill
- Blue Sky: Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!
- Dragonfly - Southern charm on the North end of Anna Maria Island
How many Rentbyowner vacation rentals are available in Anna Maria Island?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 5711 in the Anna Maria Island area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Anna Maria Island.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Ilexhurst Vacation Rentals in Florida | 140 |
| Key Royale Vacation Rentals in Florida | 5699 |
