Find the best Anna Maria Island vacation rentals on Tripping.com. With over 1325 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Anna Maria Island range from $50 a night. Many rentals can also be booked directly online.Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 1284 homes in Anna Maria Island offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 781 rentals with pool or jacuzzi, or relax with the family in one of the 1259 homes with cable TV.For all those pet owners with dogs or cats, Anna Maria Island offers 295 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com.Search properties from 9 vacation rental sites in Anna Maria Island where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 458 HomeAway rentals, 429 Booking.com short term rentals and 198 TripAdvisor vacation rentals.