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Vacation Home with pool/canal front/3 blocks to Gulf beach on Anna Maria Island

12 Reviews
Bedrooms 2
Half Baths1
Property type house
Minimum Stay 7 nights


Half Baths
Minimum Stay
7 nights


Anna Maria House Rental Photos and Description

House, 2 Bedrooms + Convertible bed(s), 2.5 Baths, (Sleeps 4-6)

3 short blocks to the sugar sand beaches of the Gulf of Mexico and 5 blocks to Tampa Bay. This traditional Florida home is on a canal, with bikes, fishing gear & a kayak for your recreational use. 2 bedrooms, 3 bathrooms, living room, kitchen and traditional Florida room overlooking a large patio and pool and our dock on the canal. We also have a screened porch for relaxing on warm sunny afternoons, or you could grab your morning cup of coffee and sit out on the dock and watch the fish jump. The perfect place to relax; lots of wildlife, beautiful beaches and a quiet neighborhood with friendly, helpful neighbors.

There are a local corner store, Post Office, bar, restaurants & shops within walking distance. You can take the free trolley around the island, to the supermarket, library and more shops and restaurants. Para-sailing, motor scooter rentals, kayaking, biking, and above all swimming in the beautiful Gulf of Mexico, make this an ideal location. Attractions off the island include the Asolo Florida State Theater, Mote Marine Laboratory, Selby Botanical Gardens and upscale shopping at Saint Armand's Key. There are also several natural preserves nearby for walking and observing nature. Please note: ours is a "green" house where we use unscented products including soap and laundry detergent. We try to provide this for all guests, however, should we run out, please buy only unscented products usually called "free and clear" or unscented for use in the house. Thank you.

Keywords: bungalo, cottage, casita, water front

More Details
  • children welcome
  • non smoking only
  • pets not allowed

Property Manager
Margaret Hudgings
Member since: 2012
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
October 21, 2016
Call Manager

About Margaret Hudgings

Jim is a Florida native who vacationed on Anna Maria Island as a child. His grandparents built a cottage here in 1941, having originally come over to the island in the early 1920's by steam ship! Margaret and Jim met in the 3rd grade, married after college and have 3 grown children--Graham, Ian and Meg--and 5 grandchildren. All of us love this island. Our main residence is in West Chester, PA, in an 1876 Victorian town house. Jim is a mechanical engineer who taught in a community college, and Margaret worked as a school psychologist in an independent school. We have hosted many international students in our home and been involved in exchange programs around the world and especially in Japan and the UK. We just retired and are enjoying time with family and lots of travel. This year we visited Germany, the Czech Republic and Switzerland.

Margaret Hudgings purchased this house in 1981

Why Margaret Hudgings chose Anna Maria Island

We bought this property in 1981 because of Jim's family connection here and because it is simply the most beautiful beach spot in the world. We knew we wanted to spend time here in retirement and felt we needed to buy early. In December 2011 we completed a renovation of the property, adding a large salt water pool, a screened porch and extra half bath near the pool--and created a totally new 'old' look with a peaked metal roof and 1930s look furnishings. We also added lots of insulation for summer and winter comfort and Florida native landscaping with palms and wild flowers. The location is ideal --a couple blocks from beach and bay, on a wide canal which is like a lake. Iris Street is a cul de sac --so not much traffic and wonderful neighbors.

What makes this house unique

We chose this property for location, location and location. The proximity of the gulf beach, the canal with dock and jumping fish, the lack of traffic--and all on the quiet north end of the island and yet close to unique shops and good restaurants--especially the Sand Bar where you can eat--on the beach. (See one of our photos.)


based on 12 traveler reviews

Vacation Home with pool/canal front/3 blocks to Gulf beach on Anna Maria Island
average rating of 5.0 based on 12 reviews

Awesome! Exceeded all expecations.

  • 5 of 5

We went into the vacation with high expectations and this home and AMI still exceeded them. This was our first visit to the island and we'll certainly be back after this experience. The pictures don't do the house justice. It's spacious, clean, perfect location. Truly amazing time. The pool was perfect. Sitting on the dock at night was one of my favorite parts. We watched multiple storms roll by at night and the fish constantly jump in the canal. We rented a boat for four days and what an experience that was to have it docked right in your back yard. The walk to the beach was easy and it's not crowded in that area at all. We boated alongside dolphins, swam with a manatee on the ocean side and just had a fabulous time. We made good buddies with the resident heron "Sherlock". He added a lot of personality to the property and was fun whenever he'd pop over for a visit. The location is private. And my oh my, sooo quiet. Which is what we truly loved about it. I think we talked in a whisper almost the whole vacation because it was so quiet and serene around the home. From start to finish this was a great experience and I'd encourage anyone to come visit Anna Maria and to stay at Simplicity Cottage.

Also, we were here in mid-August. Yes it was hot, but there's water all around you to keep you cool. And I was really surprised that it wasn't buggy at the home. Maybe we got lucky because I thought there'd be a lot of bugs being on a quiet canal setting. But they weren't a bother at all. Didn't see a single mosquito (except as we walked through to dunes to get to the beach briefly).

My only regret is we didn't stay longer!

  • Submitted: Aug 21, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
Owner's Response: Hi Walter--Wow! Thanks for the great review. it is a bit of paradise, isn't it. Concerning the lack of bugs--that has been our experience too. That is why we chose to keep the pool uncaged. The cages are ugly and unnatural and not needed on AMI. The breeze seems to keep the bugs away. Glad you liked the serenity. We love being there and always come away renewed and refreshed. Many thanks for taking the time to write, Margaret and Jim
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The best VRBO we have ever stayed at

  • 5 of 5

We stayed at AMI for our first time for over a week and just returned from our trip this afternoon. I fell in love with the laid back feeling of the island. It took us nearly 5 weeks to decide on the perfect house to suit our family of 6, and boy did we find it with this one. It literally has everything you could possibly need for your stay, especially for young children, beach needs, pool fun, cooking...there is not one thing we were without. Check in and check out was a breeze. The house is even more beautiful and spacious than the pictures show. We loved fishing off the dock and kayaking to the ocean, where two manatees and dolphins were spotted. We will return to AMI and when we bring the entire family, we will rent this house! Thank you for sharing your beautiful home with us. This was the first trip for our 7 and 10 year olds to FL and it couldn't have been more perfect.

  • Submitted: Jul 23, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
Owner's Response: Wow, Christy! Thanks for the awesome review. So glad that Simplicity Cottage worked out so well for your family. We hope to welcome you back soon. Margaret
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Peaceful family getaway!

  • 5 of 5

This was our 3rd year traveling to AMI and our first time at Simplicity Cottage. We are a family of 4 with two children. We loved the house to much. The home was clean, plenty of towels and linens, plenty of beach toys and supplies. The back pool area cannot be beat. The canal is so nice in that area, and the dock was perfectly shaded much of the day, so we could enjoy just sitting out there and watching the fish jump. The pool was clean, perfect sized for a family and we spent much of our time outdoors enjoying the pool and canal! The kayak was a huge hit with our family, we took it out daily! We have no complaints about this home, the location is wonderful, within walking distance to the best areas of AMI! We'd stay here again for sure. Highly recommend!

  • Submitted: Jun 7, 2016
  • Stayed: May 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for your review, Dawn. Glad that our house met your expectations. Hope that you will come back to stay with us in the future. Best wishes, Margaret and Jim
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So many great things to love...

  • 5 of 5

This was our 2nd trip to AMI and we agonized over location, pool, beach walk, beds, etc….Simplicity Cottage finally won us over and we couldn't be happier! The home was exceptionally clean and the linens were plentiful and cozy. We absolutely loved the private back yard with canal access and spent most of our time out there. The birds who visited every day were quite a joy to watch and look forward to. The pool was a nice size and we enjoyed it thoroughly. We loved the fact that the sliding doors opened up to the backyard giving full view of the natural landscape from the kitchen/living space. The neighborhood was extremely quiet and peaceful with just a quick stroll to the beach. The bikes and kayak were a nice added bonus as well as the quality beach chairs. We've fallen in love with AMI and hope to be back many more times with our 2 growing boys. The owners of Simplicity Cottage were super quick to respond to any questions. A very easy and wonderful stay.

  • Submitted: Jan 5, 2016
  • Stayed: Dec 2015
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for taking the time to write a review. We are so glad that you enjoyed your stay at Simplicity Cottage and would be happy to welcome you and your family back in the future. Margaret and Jim
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Honeymoon Hideaway

  • 5 of 5

We couldn't have asked for a better place to enjoy our honeymoon. Simplicity Cottage is located in a quiet cul-de-sac on the north end of the island. We loved how the family room opens wide to the very private backyard and pool. House is well-appointed (including a lovely master bath) and well-equipped. We really appreciated having the bikes to tour the island and the chairs/umbrella/towels to enjoy the beach. We didn't find time to use the kayak (perhaps on our next trip!) All these extras really helped make our stay perfect. October is 'off season' so the island was quiet and uncrowded which we enjoyed, but we also found that several restaurants, shops and the island museum were closed. The house is small, so perfect for the two of us, but would also work for a couple/2 kids.

Owners Margaret and Jim were great to work with, and we really appreciate being able to rent such a lovely vacation retreat.

  • Submitted: Nov 1, 2015
  • Stayed: Oct 2015
  • Source: VRBO, from HomeAway
Owner's Response: We are so pleased to hear that you enjoyed your stay, Rebecca, and hope that you will return soon. Kind regards, Margaret and Jim
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Perfect home...Perfect vacation!

  • 5 of 5

This house is as beautiful and peaceful as you can imagine. We would wake up each morning and sit out back watching the sunrise over the water with a cup of coffee. It was perfect!! One day we saw a group of Dolphins and one Manatee right out back! AMAZING!!!! It is so convenient to the shops and restaurants downtown. If you're looking for a relaxing, tropical getaway this is the home for you! We can't wait to go back!

  • Submitted: Jun 8, 2015
  • Stayed: May 2015
  • Source: HomeAway
Owner's Response: We are thrilled that you had such a wonderful time at Simplicity Cottage. Do come back again soon. Best regards, Margaret and Jim
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Nearest Airport
56 Miles
Tampa (TPA) / Sarasota-Bradenton (SRQ) 20mi
Nearest Barpub
0.9 Miles
The Sandbar
Nearest Golf
3.6 Miles
Key Royale Golf Club
Nearest Motorway
2.9 Miles
State Route 64 (Manatee Ave)
Nearest Restaurant
0.9 Miles
The Sandbar
Nearest Ski
1200 Miles
Pocono Mtn
Nearest Beach
0.3 Miles
Newton Lane at the Gulf of Mexico
Car: recommended


Rates & Availability

Anna Maria House Rental Rates

Rental Basis:
per property
Manager accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly Event
Standard pricing
7 night minimum stay

Additional information about rental rates

Call owner at 610-692-3849 or Sato Real Estate at 941-778-7200 for rates.

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.
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Anna Maria House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Location Type:
  • Water View ...
  • Waterfront ...
  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Covered Parking ...
  • Fitness Room / Equipment ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Parking Off Street ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster ...
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • 1 Half Bath
  • Bathroom 2 - toilet , combination tub/shower , One sink in a vanity cabinet
    Bathroom 1 - toilet , shower , Two sinks in a vanity cabinet
    Bathroom 1 - toilet , Handy for kids coming out of the swimming pool. Toilet/sink
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 queen
    Bedroom 2 - 2 twin/ single
    Convertible bed(s) - 1 sleep sofa /futon
  • Books ...
  • DVD Player ...
  • Games ...
  • Satellite / Cable ...
  • Television ...
  • Toys ...
  • Bicycles ...
  • Deck / Patio ...
  • Kayak / Canoe ...
  • Lanai / Gazebo ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Water Sports Gear ...
  • 4 bicycles
  • children welcome
  • non smoking only
  • pets not allowed
Pool / Spa:
  • Heated Pool
  • Private Pool ...
  • churches
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • recreation center
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • horseshoes
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • parasailing
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
'Pack-and-play' and highchair available with advance notice. Kids enjoy fishing from our dock.

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