Language and Currency

Select your language and currency preferences for the site. Please note that all transactions will be processed in USD

Calendar View
  • Dates
    Any
  • Occupancy
    Any
    - +
    - +
    - +
  • Rooms
    Any
  • Price Range
    Any
  • Amenities
    Any
  • List
  • Map
  • Calendar

Anna Maria Vacation Rentals

1 - 20 of 20 rentals
  PrevNext  
Sun 25 Feb Mon 26 Feb Tue 27 Feb Wed 28 Feb Thu 1 Mar Fri 2 Mar Sat 3 Mar Sun 4 Mar Mon 5 Mar Tue 6 Mar Wed 7 Mar Thu 8 Mar Fri 9 Mar Sat 10 Mar Sun 11 Mar Mon 12 Mar Tue 13 Mar
Warner's Bayou Rest - Bradenton, FL Vacation Rental

Warner's Bayou Rest

Bradenton, FL
3 Bed 1.5 Bath Sleeps 6
- - - - 152 164 169 168 159 169 167 155 177 182 239 191 189
Sunsetter on Sapphire Shores - Sarasota, FL Vacation Rental
- - - - 218 203 - - - - - - - 194 236 246 246
Madeira Bay Resort: The Baysider  - Madeira Beach, FL Vacation Rental
- - 139 140 - - - - - - - - - - - - -
Forrest Lakes Retreat - Sarasota, FL Vacation Rental

Forrest Lakes Retreat

Sarasota, FL
3 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Gulf Gate Getaway - Sarasota, FL Vacation Rental

Gulf Gate Getaway

Sarasota, FL
3 Bed 2 Bath Sleeps 8 (6 Adults Max)
- - - - - - - - - - - - - - - - -
Boathouse View - Bradenton, FL Vacation Rental

Boathouse View

Bradenton, FL
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Vanilla Getaway - Bradenton, FL Vacation Rental

Vanilla Getaway

Bradenton, FL
4 Bed 2 Bath Sleeps 8
- - - 167 173 - - - - - - - - - - - -
The Fairway View - Bradenton, FL Vacation Rental

The Fairway View

Bradenton, FL
3 Bed 2 Bath Sleeps 6
- - - - - 135 - - - 139 - - - 155 232 181 -
A Manatee's Retreat - Bradenton, FL Vacation Rental

A Manatee's Retreat

Bradenton, FL
3 Bed 2 Bath Sleeps 6
- - - - - - 152 168 - - - - - - - - -
Peaceful Easy Livin - Bradenton, FL Vacation Rental

Peaceful Easy Livin

Bradenton, FL
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Seventh Heaven at Harbor Hills - Bradenton, FL Vacation Rental

Seventh Heaven at Harbor Hills

Bradenton, FL
3 Bed 2.5 Bath Sleeps 8 (6 Adults Max)
- - - - - - - - - - - 146 - - - - -
The Escape - Bradenton, FL Vacation Rental

The Escape

Bradenton, FL
4 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Water's Edge - Bradenton, FL Vacation Rental

Water's Edge

Bradenton, FL
3 Bed 2 Bath Sleeps 6
- - - - - - - 138 - - - - - - - 155 -
A Golden Ray Getaway - Bradenton, FL Vacation Rental

A Golden Ray Getaway

Bradenton, FL
4 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Sunrise Dawn Villa - Bradenton, FL Vacation Rental

Sunrise Dawn Villa

Bradenton, FL
4 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Riverstone Estate - Bradenton, FL Vacation Rental

Riverstone Estate

Bradenton, FL
4 Bed 2 Bath Sleeps 8
- - - - - 153 - - - - - - - - - - -
Mahogany Run At Heritage Oaks - Sarasota, FL Vacation Rental
- - - - - - - - - - - - - - - - -
Sleepy Lagoon - Longboat Key, FL Vacation Rental

Sleepy Lagoon

Longboat Key, FL
3 Bed 2.5 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
The Waterford - Sarasota, FL Vacation Rental

The Waterford

Sarasota, FL
3 Bed 2 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
A Peachy Escape - Bradenton, FL Vacation Rental

A Peachy Escape

Bradenton, FL
4 Bed 2 Bath Sleeps 8
- - - - - - - - - - - - - - - - -

About Anna Maria

Treat yourself to a seaside getaway filled with sun-soaked days and easy beach breezes when you pay a visit to Anna Maria. Offering postcard-perfect beaches, easy access to deep sea fishing and ocean adventures, as well as the tranquility of a small town, this hidden Florida vacation destination is perfect spot to let the stress melt away as you slip into vacation mode. 

With family-friendly outings, wonderful nightlife options, and seasonal festivals, there is something for everyone to dive into no matter what time of year you plan to visit our Anna Maria vacation rentals.

Where is Anna Maria, FL?

Located at the tip of Anna Maria Island at the south end of Tampa Bay, you'll be surrounded by the tranquility of swaying palm trees while escaping the typical Florida crowds. An easy drive from Bradenton on the mainland and only 44 miles south of the picturesque shores of Madeira Beach, our Anna Maria vacation rentals have the best of it all!

Things to Do in Anna Maria, FL

Grab a spot underneath one of the beautiful Australian Pines on Manatee Beach and enjoy a bit of lunch before you head out onto the water with a rented stand-up paddleboard. Stroll down the walking path at Coquina Beach and slip into the beach lifestyle, then treat yourself to a bit of shopping at St. Armands Circle.

Grab the famed Anna Maria Island Trolley to one of the local aquariums to learn about the local marine life, then take a water shuttle along the coast to see some dolphins jumping and snap some photos of the sweeping ocean views. Treat yourself to a seaside happy hour and a plate of fresh, mouthwatering seafood while you watch the waves rolling in during sunset.

With a bevy of family-friendly offerings, vibrant nightlife hotspots, and a seemingly endless array of ocean adventures, our Anna Maria vacation rentals put memory-making fun at your fingertips!

Photo Credit: Anna via Flickr 

  • Searching ...
  • 20 of 20
No results in this area. Move map or change filters for more rentals.
  • More Map
  • Less Map
Search Here