Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Condos
Cottages
Homes
Townhomes
Villas
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Estates
Farmhouses
Hotels
Lodges
Studios
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Anna Maria Island Luxury Vacation Rentals(57)

57 Results
$250 - $343
per night
5 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 7 night minimum stay
(16)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
(3)
$1,050 - $1,300
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(8)
$496 - $568
per night
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 10
7 night minimum stay
(4)
$2,299 - $3,964
per week
7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
7 night minimum stay
(9)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
  • 3 BR,
  • 3 BA,
  • Sleeps 6
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 31 night minimum stay
(6)
$1,100 - $1,250
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night minimum stay
(30)
$290 - $351
per night
4 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
4 night minimum stay
2 Reviews
$750 - $1,200
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(4)
$650 - $1,100
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night minimum stay
(6)
$121 - $186
per night
1 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 7 night minimum stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
10 night minimum stay
(9)
$1,200
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 3
7 night minimum stay
(12)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
$250 - $257
per night
4 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(10)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
2 Reviews
$443 - $800
per week
14 - 60 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
14 - 60 night minimum stay
1 Review
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(21)
$3,300
per week
7 night minimum stay
  • Studio,
  • Sleeps 8
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night minimum stay
From $150
per night
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 Reviews
 

Recent Anna Maria Island Reviews

Amazing!

5 of 5
This is an outstanding rental property. It was exactly as advertised and wanted for nothing. The house is spacious and beautifully appointed. The 4 bedrooms and bathrooms are very comfortable. Pool area is amazing and very sheltered. Even though we had cool weather we were able to use the pool area every day. Rental company were a delight to work with and could not have been more helpful. We had a lot of family stop by to see the house and everyone fell in love with it. I would highly recommend this property. Only steps away from good restaurants and neat boutiques.
  • Submitted: Jan 10, 2014
  • Stayed: Nov 2013