Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Anna Maria Cottage Rentals with Air Conditioning(35)

35 Results
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
(25)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
(12)
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(7)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(8)
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(3)
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(14)
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
(5)
4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(6)
4 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
(3)
$210 - $390
per night
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
$170 - $390
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 31 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(10)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(14)
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 Review
17 more choices from the HomeAway Network
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(11)
4 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(7)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(8)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(6)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
(29)
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(10)
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
(8)
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
1 Review
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(12)
4 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 Reviews
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
(12)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(19)
Advertisement
 

Recent Anna Maria Reviews

Beautiful Condo in a Quaint Little Village, Great Beach Access and Awesome Location!

5 of 5
Although we have visited many beaches on the Gulf, this was our first visit to Anna Maria Island and it will definitely not be our last! We loved this beautiful pink condo from the moment we pulled into the drive. The tropical feel of the village was amazing and the condo was beautifully decorated. We immediately felt right at home with the decor, comfortable bedding and fully stocked kitchen. Attention to detail was impeccable and the showers were nicely done. The private patio for grilling was perfect along with the Widow Watch that does have ocean views even though you can not see it in the pictures. We enjoyed watching the amazing Gulf sunsets and the town has so many cool restaurants with good food and great atmospheres. This location has Walgreens right around the corner and also the Publix and a shopping center. We met lots of friendly folks and had one of the best trips so far in our almost 20 years of traveling. We will definitely be back to Anna Maria and highly recommend this Condo with Susan who was great to work with. Our care package with maps and directions and a tote came in the mail a few days before we were to leave for the trip which was really nice to set the mood. Susan is very thoughtful and helpful with questions and accommodations. Thank you for a great family vacation on the island!
  • Submitted: Jul 23, 2014
  • Stayed: Jul 2014

Nice Little House with normal Comfort and Charakte

4 of 5
Best you can get on the Island if you want a quiet holiday . Close to the Beach , Restaurants Baer by and a nice Garden. Less Comfort but enough for a 14 Day Stay. Absoult Perfect for couples with ne Child. Outdoor Shower is also nice.
  • Submitted: Jun 21, 2014
  • Stayed: Jun 2014

A charming getaway - minutes from paradise!

5 of 5
The home was beautifully decorated, clean and organized. Our two kids were huge fans of the swimming pool and the back yard was the perfect sized retreat for our family. The location is outstanding and so close to the beaches, pier and shops. We had a fantastic stay and hope to return again very soon!
  • Submitted: Apr 20, 2014
  • Stayed: Apr 2014