Spend the Summer in an Anna Maria Island Vacation Rental

Believe the rumors – staying in an Anna Maria rental is much better than forking over your cash to spend it in a cramped up hotel room. Anna Maria is Florida’s best kept secret. With its pristine beaches, crystal blue ocean, and year-round sunshine, you’ll fall in love with its laid back vibe. Finding a waterfront Anna Maria rental is easy. Don’t let settling on accommodations slow you down. You’ll still need time to plan everything you want to do during your beach vacation.

Exploring All Anna Maria Island Has to Offer


Of course anyone who visits Anna Maria Island is going to want to spend a good amount of time playing at the beach. Find an Anna Maria house rental that’s near it all. From beach volleyball and wind surfing, to sunbathing with a good book to fishing off the coast for that night’s dinner, you’ll find several fun things to do in the Gulf. In addition, there is plenty around the island to keep you occupied (while staying dry). Sign up for an eco tour for the chance to see the unique flora and fauna indigenous to this particular part of Florida.

Stay Busy on Anna Maria Island


If you’ve never stayed in a vacation rental home before, never fear. It’s easy to find a beach rental on Anna Maria Island by using HomeAway.com. Just browse through the large selection of property listings that feature photos – so you know what you’re signing up for. You may modify your search according to different options like price, size, type, and even amenities like swimming pools or hot tubs. Then, contact the owner directly to inquire about booking. It’s as simple as going to the beach! Search for your Anna Maria house rental today!

Expand your search for Florida vacation rentals to include Miami rentals and rentals in South Florida, Destin vacation rentals and Siesta Key rentals on the Gulf Coast, Bradenton Beach rentalsOrlando vacation home rentals near Disney.


Check out HomeAway's guide to the Anna Maria Island vacations.

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Anna Maria Island: Houses, Condos & More(1,240)

1,240 Results
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(57)
4 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(12)
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(24)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(10)
$1,325 - $2,195
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(14)
3 - 5 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
(11)
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
(12)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(10)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(10)
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(8)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(8)
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
(13)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(8)
$125 - $225
per night
4 - 5 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
(7)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(11)
7 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(26)
$1,900 - $3,300
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(17)
3 - 28 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(9)
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(29)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(7)
7 night minimum stay
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
(8)
3 - 5 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
(6)
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(6)
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
(7)
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(8)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(8)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(4)
1 - 6 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
(4)
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
(6)
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(6)