Anna Maria: Vacation Rental By Owner

Just updated 2020, with state of the art finishes! 5 BR 2 King Sleep Sofas, 1.5 Chaise Lounger, 5 BA Duplex with direct views of Skyway Bridge and Tampa Bay in... ...more

******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you are interested in starting or ending on a... ...more

Kick off your shoes and promise yourself not to put them on again. Take off your watch and tell time by the location of the sun. Watch the sailboats bob by and... ...more

Sea breeze cottage is located at north end of anna maria island. Brand new renovation, 2 bedroom with 2 bath room, with private dock, sailboat direct to bimini... ...more

Welcome to 'Sky way view', one of the most exclusive homes on Anna Maria Island. It is located in one of the most spectacular spots on Anna Maria Island on South... ...more

Come enjoy a large home/duplex on one of Anna Maria’s tranquil family beaches. Emerald Shores is perfect for large family gatherings. It is a six-bedroom, four... ...more

Before you Book: Usually, we prefer to rent Saturday to Saturday. Want to rent starting or ending on a different day? Contact us before you book by clicking the... ...more

******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you are interested in starting or ending on a... ...more

PLUMFISH - A gorgeous water front cottage, nestled between the mangroves, overlooking the Hammock Bayou. Canal side. Private deck on the water. North End... ...more

Minimum Stays Required Based on Dates - Inquire Directly Note: Municipal Declarations require the public to wear a mask when social distancing is not possible.... ...more

Anna’s Cottage is a completely renovated island home that is perfectly located on Spring Avenue in the city of Anna Maria. Only 2 blocks west is the beautiful... ...more

Located just a short walk away from bustling Pine Avenue and beautiful white sand beaches, this vacation rental is perfect for anyone looking for a relaxing... ...more

o Description ? It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. ? With canal access, you have the... ...more

Relaxing 'Home Away from Home' Tropical Paradise - 3 Houses from the beach. Located on the quiet, North end of the Island. Perfect location for Amazing Sunsets... ...more

This brand new rebuild on Anna Maria Island located within Anna Maria city has 3 Bedrooms, 3 Bathrooms home plus loft that is professionally decorated throughout,... ...more

Beach chic meets casual elegance in this brand new three story house only steps away from the best beach on Anna Maria Island. Ocean views await you from almost... ...more

Welcome to Sea Mist! Elevated 3 Bed, 2 Bath in Anna Maria, Florida just STEPS to Pine Avenue & Anna Maria City Pier This home is under new management so does... ...more

Welcome to Decked Out! 2 bed 2 bath, Sleeps 4 (Max: 6) Anna Maria, FL 34217 A gorgeous home filled with luxurious furnishings, high-end touches, and smart... ...more

Sea La Vie Beach House Newly Constructed Single Family Waterfront Home with Pool & Spa on Deepwater Canal 4 Bedroom, 4 1/2 Bath Anna Maria, FL 2825 sq. ft. ?... ...more

Welcome to Salty Pirate! Newly Renovated Single Family Waterfront Home with Pool & Spa 4 Bedroom, 3 Bath Anna Maria, FL 2512 sq. ft. Need more room? Reserve... ...more