401 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Anna Maria Island House Rentals(401)

401 Results
$193 - $250
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(65)
  • 4 BR,
  • 2 BA,
  • Sleeps 11
3 - 7 night min stay
(37)
$1,400 - $2,499
per week
4 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
4 - 7 night min stay
(24)
$450 - $700
per night
4 - 6 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 6 night min stay
(18)
  • 5 BR,
  • 2 BA,
  • Sleeps 13
7 night min stay
(19)
$450 - $700
per night
4 - 6 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
4 - 6 night min stay
(25)
$195 - $280
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night min stay
(17)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
6 - 7 night min stay
(15)
$2,520 - $6,500
per week
7 night min stay
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
7 night min stay
(7)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(16)
$1,800 - $2,000
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(19)
$215 - $329
per night
4 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
4 - 5 night min stay
(10)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 - 7 night min stay
(6)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
7 night min stay
(4)
$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 6
5 - 7 night min stay
(32)
$1,700 - $2,100
per week
7 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 - 14 night min stay
(39)
$1,435 - $2,100
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(21)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night min stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 20 night min stay
(16)
$250 - $300
per night
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(12)
$136 - $296
per night
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night min stay
(3)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
7 night min stay
(5)
$159 - $169
per night
6 night min stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 5
6 night min stay
(3)
$1,399 - $2,399
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(7)
$1,400 - $3,000
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
(5)
$2,030 - $3,080
per week
7 night min stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
7 night min stay
(24)
$2,100 - $2,600
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(11)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(4)
 View map Map
Advertisement
 

Recent Anna Maria Island Reviews

Comfortable place to stay

5 of 5
We stayed with some friends of ours and this home could not have been more perfect. We both had babies under a year old and were honestly nervous about how vacation would go. There was plenty of space as well as the layout worked out really well! We didn't even hear each other if one of the babies woke up in the middle of the night. Everything we needed was there including plenty of towels and beach toys. Truly a great property and not too far from the beach. The pool was probably our favorite thing about the home since it was so easy to just take the babes down there and be close to home if we needed anything. Ginny and Janes and the donut experiment was probably our favorite places to go. Can't wait to go back and enjoy this gem of a place!
  • Submitted: Apr 29, 2015
  • Stayed: Apr 2015

Wonderful beach condo and location!!

5 of 5
Location was perfect and right across from the beach with views from our balcony! The condo looked just as pictured and was very clean and well equipped with everything we needed. Our favorite part was how spacious and clean the condo was- we had 6 people fit comfortably and could have easily fit two more. The beach was very nice with great food, music, and drinks. The condo is in the heart of everything- grocery store, Walgreens and lots of restaurants are nearby on both Bridge Street and Pine Ave. We took a short drive down to St. Armand's Circle in Sarasota one night as well. All so fun! The owner, Parvenah, took wonderful care of us! We loved it and wish we could have stayed forever! Thank you :)
  • Submitted: Apr 28, 2015
  • Stayed: Apr 2015

Excellent!

5 of 5
This property was very clean and well decorated. The linens and furnishings felt like they were purchased for the owner and not renters. Everything you needed was provided and even some of the basic spices were there which was a pleasant surprise. The backyard is very private with a gorgeous pool which we enjoyed immensely. The fact that this was a single story home was especially convenient since both of us had some lower back issues on this visit. Ramona is great to work with and having a lockbox on the door is so much nicer than having to pick up and drop off keys. We have rented on Anna Maria previously and usually stayed further north and closer walking distance to the activities on Pine, but the free trolley stops just a block away to take you all over the island. Overall, I'd say Diamond Surf is one of the nicest homes we've rented and would definitely recommend it to others.
  • Submitted: Apr 10, 2015
  • Stayed: Mar 2015