Owner Direct Vacation
Rentals in Anna Maria
The Best Owner Direct Vacation Rentals in Anna Maria. Explore thousands of vacation home rentals, large cabins, and villas near Anna Maria
GUESTS
Explore the Best Anna Maria Vacation Homes
Looking for the perfect place to stay in Anna Maria? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Anna Maria character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
- Air Conditioner
- Parking
- Pool
- Parking
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Pool
- View
- Ocean View
- Pet Friendly
- Pool
- Sports/Activities
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pool
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Pet Friendly
- Sports/Activities
- Fireplace/Heating
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Anna Maria
- Air Conditioner
- Parking
- Pool
- Parking
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
Popular Neighborhoods for Anna Maria Vacation Rentals
What are the best areas to stay in Anna Maria
Discover the top neighborhoods in Anna Maria and choose a place that suits your stay.
Friday Apr 17
Anna Maria, Florida
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Anna Maria vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Anna Maria
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
How to Reserve Your Anna Maria Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Anna Maria Vacation Rental FAQs
There are a lot of options in Anna Maria. If you plan on staying in the Anna Maria area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals 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
- BEACH NEST IS GETTING A RENOVATION! WE WILL BE BACK! CHECK BACK FOR UPDATES! XOX
- Dragonfly - Southern charm on the North end of Anna Maria Island
- Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!
- Cozy North end hideaway! 5-min walk to beautiful white sand beach at Bean Point.
- 2nd House from the Beach with No Roads to Cross
- Charming House with Private Heated Pool, Lanai. Great location to beach & shops
- Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!
There are 879 vacation rentals with private pools near Anna Maria. Top-rated homes that have access to a swimming pool include:
If you are looking for a family-friendly vacation home in Anna Maria, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Anna Maria:
Currently, the total number of properties listed in 2026 is over 1623 in the Anna Maria area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Anna Maria.