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Anna Maria Island House Rentals with pool(437)

437 Results
  • 4 BR,
  • 2 BA,
  • Sleeps 11
3 - 29 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
(22)
  • 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
(16)
  • 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)
$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)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
7 night min stay
(3)
$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)
$250 - $300
per night
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(11)
$136 - $296
per night
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night min stay
(3)
$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 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(10)
$2,100 - $2,600
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
(9)
  • 6 BR,
  • 4 BA,
  • Sleeps 12
7 night min stay
(3)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
4 - 7 night min stay
$4,000
per week
7 night min stay
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
7 night min stay
(16)
$399 - $499
per night
3 night min stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 11
3 night min stay
(5)
$300 - $440
per night
6 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
6 - 7 night min stay
(17)
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Recent Anna Maria Island Reviews

A most relaxing holiday...

5 of 5
This was our 5th visit to AMI and our 4th time staying in one of Ramona’s properties (our other stays were in Sapphire Surf). As always the property met our expectations and Ramona has done a wonderful job in making us feel very welcome. The house is in a very peaceful spot yet close enough to the beach and Pine Ave that we never felt too secluded. The amenities in the house were great and the pool area is a great place for the whole family to have fun. There is also a boat dock at the end of the garden which is great if you want to rent a kayak for a few days or just sit on the dock and try a spot of fishing. There is a trolley in the garage along with a beach umbrella and folding chairs, pretty much everything you will need to spend the day at the beach (just bring the sun block!!!).
  • Submitted: Apr 20, 2015
  • Stayed: Mar 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

Great location - casual "cottage like" vibe

4 of 5
We stayed at the Beach House for two weeks in February. Prior to arriving I had a number of questions and the owner responded promptly to my enquiries. It is exactly as described and photographed on the website - no surprises - I really value that. We were visiting from Toronto where the temperatures we the lowest recorded in history for February so even though it wasn't seasonal temps in Florida we didn't mind 20 degree Celsius and in the backyard by the pool it was much warmer in the sun and no problem lying around in bathing suits and swimming. When it did get colder there were lots of things to do and explore in the area so no complaints. We travelled with 4 grown children in their 20's and they drove off to Orlando one cold day to see Harry Potter World and loved it. Lots of great places to eat close by - we walked to Lobstahs, Hurricane Hanks, and took the free trolley to the pier in Anna Maria and had lunch there as well as into Bradenton beach where we had lunch at the pier there and dinner at Bridge Tenders as well as the Beachhouse. All great restaurants! The Publix grocery store and Wallgreens liquour store are close by. We bought a basketball at the Ace hardware as there are community basketball courts just a short walk away. We didn't bring tennis racquets and couldn't rent any but there are also community tennis courts close by. The beach is beautiful - we didn't spend much time on it just because it was too cool and windy but great for walking on while we were there - just not laying out - although there were some real beach lovers who were! Anna Maria Beach Café is also a great place to hang out and watch the sunset and have a cocktail. Everything you need to cook at home is provided. As the pictures show the table in the dining room area only accommodates 4 so with a party of 6 a couple of people have to eat at the bar - no issues from our perspective as our meals at home were more casual anyway. We had hoped to eat outside more by the pool when we bbq'd at home but the weather didn't cooperate. If you're looking for a 5 star resort holiday this is not the place for you. If you're looking for a great place to hang out comfortably with family and feel relaxed in a casual setting this is definitely the place for you.
  • Submitted: Mar 5, 2015
  • Stayed: Feb 2015