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 Island Rentals

1 - 42 of 272 rentals
  PrevNext  
Wed 31 Dec Thu 1 Jan Fri 2 Jan Sat 3 Jan Sun 4 Jan Mon 5 Jan Tue 6 Jan Wed 7 Jan Thu 8 Jan Fri 9 Jan Sat 10 Jan Sun 11 Jan Mon 12 Jan Tue 13 Jan Wed 14 Jan Thu 15 Jan Fri 16 Jan
Coquina Beach Club 204 - Bradenton Beach, FL Vacation Rental
Palm Tree Beach House  - Holmes Beach, FL Vacation Rental
La Casa Karen - Holmes Beach, FL Vacation Rental

La Casa Karen

Holmes Beach, FL
3 Bed 2.5 Bath Sleeps 6
Bay Breeze - Anna Maria, FL Vacation Rental

Bay Breeze

Anna Maria, FL
4 Bed 3 Bath Sleeps 8
Turquoise Paradise East  - Holmes Beach, FL Vacation Rental
Serenity Now - Holmes Beach, FL Vacation Rental

Serenity Now

Holmes Beach, FL
2 Bed 2 Bath Sleeps 6
Turquoise Paradise West - Holmes Beach, FL Vacation Rental
Bay View Inn 101-308 2nd St  - Bradenton Beach, FL Vacation Rental
Island Walk - Holmes Beach, FL Vacation Rental

Island Walk

Holmes Beach, FL
3 Bed 2.5 Bath Sleeps 6
LaMedeira 305 Unit A - Holmes Beach, FL Vacation Rental

LaMedeira 305 Unit A

Holmes Beach, FL
3 Bed 3 Bath Sleeps 6
Hidden Cove #2 - Holmes Beach, FL Vacation Rental

Hidden Cove #2

Holmes Beach, FL
2 Bed 2.5 Bath Sleeps 4
Hidden Cove Unit 3 - Holmes Beach, FL Vacation Rental

Hidden Cove Unit 3

Holmes Beach, FL
2 Bed 2.5 Bath Sleeps 4
Coral Reef  - Holmes Beach, FL Vacation Rental

Coral Reef

Holmes Beach, FL
5 Bed 3.5 Bath Sleeps 10
A Gulf Front Getaway - Holmes Beach, FL Vacation Rental

A Gulf Front Getaway

Holmes Beach, FL
1 Bed 1.5 Bath Sleeps 4
Blue Manatee Retreat - Holmes Beach, FL Vacation Rental

Blue Manatee Retreat

Holmes Beach, FL
3 Bed 3 Bath Sleeps 6
Bradenton Beach Club Unit B - Bradenton Beach, FL Vacation Rental
Sunset Beach 204 - Holmes Beach, FL Vacation Rental

Sunset Beach 204

Holmes Beach, FL
2 Bed 2 Bath Sleeps 4
Fernweh - Holmes Beach, FL Vacation Rental

Fernweh

Holmes Beach, FL
4 Bed 4 Bath Sleeps 8
Water's Edge 105 South - Holmes Beach, FL Vacation Rental

Water's Edge 105 South

Holmes Beach, FL
1 Bed 1.5 Bath Sleeps 4
Tropical Oasis - Holmes Beach, FL Vacation Rental

Tropical Oasis

Holmes Beach, FL
2 Bed 2 Bath Sleeps 6
West Winds - Holmes Beach, FL Vacation Rental

West Winds

Holmes Beach, FL
2 Bed 2 Bath Sleeps 4
Sandy Pants  - Holmes Beach, FL Vacation Rental

Sandy Pants

Holmes Beach, FL
2 Bed 1.5 Bath Sleeps 5
211 Elm A  - Anna Maria, FL Vacation Rental

211 Elm A

Anna Maria, FL
2 Bed 1 Bath Sleeps 6
Blue Lagoon 5: Sandpiper - Holmes Beach, FL Vacation Rental
La Mer - Holmes Beach, FL Vacation Rental

La Mer

Holmes Beach, FL
4 Bed 3 Bath Sleeps 6
Beachy Blue - Holmes Beach, FL Vacation Rental

Beachy Blue

Holmes Beach, FL
4 Bed 4 Bath Sleeps 8
Paradise Pointe - Anna Maria, FL Vacation Rental

Paradise Pointe

Anna Maria, FL
3 Bed 2 Bath Sleeps 8
All Decked Out - Anna Maria, FL Vacation Rental

All Decked Out

Anna Maria, FL
5 Bed 3 Bath Sleeps 12
A Pirate's Cove - Bradenton Beach, FL Vacation Rental

A Pirate's Cove

Bradenton Beach, FL
2 Bed 1 Bath Sleeps 6
Casa Sierra - Holmes Beach, FL Vacation Rental

Casa Sierra

Holmes Beach, FL
2 Bed 2 Bath Sleeps 6
Island Time  - Holmes Beach, FL Vacation Rental

Island Time

Holmes Beach, FL
3 Bed 2 Bath Sleeps 6
Au Soleil - Anna Maria, FL Vacation Rental

Au Soleil

Anna Maria, FL
5 Bed 3 Bath Sleeps 10
Holly Hideaway - Anna Maria, FL Vacation Rental

Holly Hideaway

Anna Maria, FL
2 Bed 2 Bath Sleeps 4
Starfish Beach Unit 1 - Holmes Beach, FL Vacation Rental

Starfish Beach Unit 1

Holmes Beach, FL
2 Bed 2 Bath Sleeps 6
Coco's Island Retreat - Bradenton Beach, FL Vacation Rental
A Sunset Dreamer East - Holmes Beach, FL Vacation Rental

A Sunset Dreamer East

Holmes Beach, FL
2 Bed 2 Bath Sleeps 6
Sea Pirate #2 - Holmes Beach, FL Vacation Rental

Sea Pirate #2

Holmes Beach, FL
2 Bed 1 Bath Sleeps 4
Heron Heaven  - Holmes Beach, FL Vacation Rental

Heron Heaven

Holmes Beach, FL
2 Bed 2 Bath Sleeps 6
Pelican Landing AMI - Holmes Beach, FL Vacation Rental

Pelican Landing AMI

Holmes Beach, FL
3 Bed 2 Bath Sleeps 6
Sundance Cottage - Anna Maria, FL Vacation Rental

Sundance Cottage

Anna Maria, FL
3 Bed 2 Bath Sleeps 6
Starfish Beach Cottage #3 - Holmes Beach, FL Vacation Rental
Dream Maker - Anna Maria, FL Vacation Rental

Dream Maker

Anna Maria, FL
3 Bed 3.5 Bath Sleeps 6
Page 1 of 7

About Anna Maria Island

Ready for an escape to Florida's tropics? Your perfect Anna Maria Island vacation rental awaits! This charming island draws visitors out to Florida's beautiful beaches and family-friendly activities on the Gulf coast every time of year. Only 60 miles south of Tampa, Anna Maria Island is hidden in plain sight amidst the attractions of central Florida.

Family Activities on Anna Maria Island

Explore Leffis Key and test your bird watching skills while taking in the beauty of the wetlands. Skaters of all ages will want to test their chops at the island skate park - just don't forget to wear a helmet! Families looking for a quieter playground should check out Anna Maria Bayfront Park and head to Rod and Reel Pier for lunch afterward.

Anna Maria Island's Beaches

Of course, we can't blame you for wanting to spend all day at one of Anna Maria Island's gorgeous beaches. Manatee Public Beach is popular for its pristine sands and volleyball nets - an excellent option for a family beach day. Coquina Beach, on the southern end of the island, is also lovely. Check out less-frequented Bradenton Beach for a chance to possibly avoid the crowds.

Come to Anna Maria Island for a taste of the dreamy Florida vacation you've envisioned. You may not be far from the mainland here, but you're worlds away from the stresses of everyday life. Reserve one of our Anna Maria Island vacation rentals and see what it's all about!

Photo Credit: Mark Vance via Flickr
  • Searching ...
  • 42 of 272
No results in this area. Move map or change filters for more rentals.
  • More Map
  • Less Map
Search Here