261 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Anna Maria Island Waterfront Vacation Rentals(261)

261 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 8
4 - 7 night min stay
(27)
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night min stay
(23)
$1,800 - $3,200
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(20)
$89 - $157
per night
2 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 4
2 night min stay
(16)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night min stay
(12)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 7 night min stay
(27)
$2,520 - $6,500
per week
7 night min stay
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
7 night min stay
(7)
$693 - $1,400
per week
7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(38)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(10)
$1,900 - $2,800
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(4)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 - 7 night min stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 night min stay
(4)
$2,100 - $2,600
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(11)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(9)
$2,100 - $2,600
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night min stay
(12)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
4 - 7 night min stay
$2,200 - $4,200
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(9)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
1 Review
  • 4 BR,
  • 4 BA,
  • Sleeps 10
7 night min stay
(4)
$850 - $2,895
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(50)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(10)
$1,200 - $1,950
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(19)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night min stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
$2,600 - $3,200
per week
7 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 16
7 night min stay
(5)
 View map Map
Advertisement
 

Recent Anna Maria Island Reviews

One Of The Best

5 of 5
This is our 2nd year to rent Joel & Denise’s condo. We are so sad we can’t rent next spring break; as there is a conflict with a previous renter. We have rented many different condos on the island, and this one is one of the best when it comes to location, accommodations, & price. We hope to be back soon ...
  • Submitted: Mar 30, 2015
  • Stayed: Mar 2015

Fun time ...

4 of 5
We had a nice vacation. Great location and comfortable house with a spectacular pool and lagoon access.
  • Submitted: Mar 10, 2015
  • Stayed: Feb 2015

Peaceful and Relaxing! Fantastic Views!

5 of 5
We stayed at Jean's condo for 4 months and loved every minute! The condo is spacious, luxurious and very well appointed. Amenities abound. The grounds and landscaping are very well kept. The view from the condo is gorgeous as well as being very peaceful. You can watch dolphins playing in the bay and birds like the great blue heron, osprey, pelicans, white ibis, snowy egret visit the grounds daily. There is a great area to launch a kayak or paddle board right outside the condo. The heated pool and hot tub is a great place to meet the neighbors. All of the people we have met here have been very friendly. The condo is centrally located on the island; very close to the main hub of Holmes Beach. You can walk to restaurants, pubs, shops marinas and the beach. The white sand gulf beach is amazing; you can walk the beach for miles! There is also a free trolley that will take you the length of the island. And best of all, the sunsets here are breathtaking; the most beautiful I have ever seen!
  • Submitted: Mar 9, 2015
  • Stayed: Dec 2014