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

Bedrooms 2
Half Baths1
Space 1,200 sq. ft.
Property type house
Minimum Stay 7 nights


About the property

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

Property Manager
Margaret Hudgings
Member since: 2012
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
March 17, 2018

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

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.)


Anna Maria House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 1200 sq. ft.
House Rules:
  • Max. occupancy: 6
  • children welcome
  • pets not allowed
  • non smoking only
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
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.


Exceptional! 5/5 -
(22 traveler reviews)

95% Complete
4% Complete
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Vacation Home with pool/canal front/3 blocks to Gulf beach on Anna Maria Island
average rating of 4.9545455 based on 22 reviews

Hidden gem

  • 5 of 5

Didn't want to write a review as we loved everything about Simplicity Cottage and selfishly wanted to keep a secret!

We stayed for almost three weeks in October - fifth time to the Island. Simplicity Cottage is in the perfect location for us - quiet and not a lot going on. We walked the beach once if not twice a day, sat on the dock loads just watching the wildlife. Got to meet Sherlock and his friends. Just relaxed; we could definitely have stayed longer and hope to return to the Island again. Would rent Simplicity Cottage again without doubt as it was so comfortable. Pool was by far the best we have ever had in a rental and sunrise from the dock was not to be missed.

  • Submitted: Nov 6, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much for the wonderful review, Sue. So glad you enjoyed the house, beach, dock and pool. We would love to have you return.
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Memphis, TN

Perfect Getaway...

  • 5 of 5

Everything about this cottage is as advertised... simple, beautiful, quiet, the perfect place for rest & relaxation. Can't wait to visit again!

  • Submitted: Mar 3, 2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
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Hudson, NH

Lovely Cottage Home

  • 5 of 5

Such a beautiful cottage right on a canal with kayak and close to the gorgeous beach. My husband and I thoroughly enjoyed our two week vacation on Anna Maria Island. The weather could not have been more perfect. Such quaint unique shops and restaurants. Can't wait to return to this piece of paradise! Highly recommend Simplicity Cottage!

  • Submitted: Feb 27, 2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much for the lovely review, Susan. So glad you enjoyed your stay at Simplicity Cottage. Anna Maria Island is really a gem, a piece of old Florida in the best sense--no high rises, no chain stores--just beautiful beaches and unique mom and pop stores and great restaurants. Yes, close to a perfect spot. Glad you love it as we do.
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Rochester, NY

Fantastic Location

  • 5 of 5

This was our first time staying on Anna Maria and we loved it. This house has a the best location: on the canal, short walk to the beach, north of Pine where it is quieter and a pool. There are not many properties out there in this price range that have all of these variables. The view outside from in the house is incredible and we had lots of fun kayaking with the included kayak. The living space/seating areas are ok, the kitchen had a lot of equipment and the view and location are fantastic. The owner was very responsive to questions.

  • Submitted: Feb 7, 2018
  • Stayed: January 2018
  • Source: VRBO, from HomeAway
Owner's Response: Thanks, Kate, for the great review. So glad you enjoyed Simplicity Cottage. Hope you will come back to visit us again. You are most welcome. Best regards, Margaret and Jim
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0 0

Nice house at perfect location

  • 4 of 5

Nice house at a perfect location. The house is well equipped and nicely maintained. The garden is really a relaxing area and the size of the pool is perfect for a family. Unfortunately the pool was bad maintained and dirty when we arrived and there was no cleaning during our stay even if it was supposed to be. We would definitely recommend this house to a family for a relaxing and nice stay at AMI.

  • Submitted: Jul 18, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for your review. So sorry that the pool was in poor condition during your stay. It is supposed to be cleaned every Friday so might have had leaves, etc. blow in from a storm over Friday night and look bad for your arrival. According to our instruction book at the house, if you have any such issue with the house, you should be in touch with Sato Real Estate, the place where you picked up the keys and checked in. They take care of the house for us. You could also have contacted me. Both my email and phone number are provided to our guests. Again, my apologies for the problem. Next time be in touch and we can sort out any issue for you.
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1 0
Covington, la

Perfect size and it was nice to use the kayak

  • 5 of 5

Loved it. The location was perfect. We lounged at the beach in the morning, kayaked to the bay in the afternoon and enjoyed the pool after dinner.

  • Submitted: Jul 15, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
Owner's Response: Glad you had a good time. Come back soon, 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

Taxes and fees are additional

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.