Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Anna Maria Island Cottage Rentals(70)

70 Results
$750 - $950
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(16)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
2 night minimum stay
(35)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 7 night minimum stay
(26)
$125 - $225
per night
4 - 5 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 5 night minimum stay
(7)
$106 - $121
per night
3 - 30 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 30 night minimum stay
(9)
$1,300 - $1,800
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(13)
$750 - $950
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(5)
$75 - $135
per night
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
(37)
  • 4 BR,
  • 4 BA,
  • Sleeps 14
7 night minimum stay
(7)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(14)
$104 - $189
per night
5 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 10
5 - 7 night minimum stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 6
4 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 10
4 - 7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
$175 - $430
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
$160 - $185
per night
2 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 night minimum stay
(20)
$75 - $170
per night
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
$950 - $1,050
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
$1,000 - $1,300
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(14)
50 more choices from the HomeAway Network
  • 2 BR,
  • 2 BA,
  • Sleeps 8
4 - 7 night minimum stay
(6)
$100 - $210
per night
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
$180 - $640
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night minimum stay
$225 - $380
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
$140 - $390
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
$70 - $180
per night
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 8
7 night minimum stay
$90 - $260
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
$450 - $820
per night
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
$215 - $410
per night
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
$60 - $160
per night
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
 

Recent Anna Maria Island Reviews

Best place on the island

5 of 5
Returning in 2015 for our fifth stay at Bill's Fish Camp. Have made some good friends and we really enjoy the area. Relaxation is our # 1 priority and the cottage lends itself to that objective. The sunrises are as spectacular as the sunsets. Everything we need is close by. Joe and Linda, Vermilion OH
  • Submitted: Oct 7, 2014
  • Stayed: Mar 2014

Everything was perfect!

5 of 5
The photos that were presented on the website are accurate. We had 4 adults and 2 children and there was plenty of room to move around! VERY NICE and EXCEPTIONALLY CLEAN! Within walking distance to eating, shopping, and especially the beach! And mere steps to the pool! LOVED Anna Maria -- will definitely return!
  • Submitted: Aug 31, 2014
  • Stayed: Aug 2014

Larry & Jackie North Syracuse,N.Y.

5 of 5
We stayed 1 week in April,& wished we stayed the month. Absolutely loved everything ! The location was perfect,right across the street from the beach. We could actually unlock our car from the beach chairs.Our only disappointment was that the Little Mermaid was already booked for the time we wanted for 2015. Betty however gave us a list of properties she knew of that may be available. What more could you ask for !
  • Submitted: Aug 26, 2014
  • Stayed: Apr 2014