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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927


Bedrooms 4
Property type house


About the property

4 Bedroom, 2 Bath, (Sleeps 8)


Newly renovated home within walking distance from the bay and the Gulf of Mexico

4 bedrooms and 2 bathrooms

1 King, 2 Queens, 2 Twins and 1 Bunk Bed--Sleeps a total of10

Spacious backyard with grill and seating for poolside dining

Private heated pool with jetted spas and a screened lanai

5 flat screen tvs- 1 in living room and 1 in each bedroom, wifi and cable

Umbrellas, beach toys, beach towels, beach chairs, tow cart and cooler for guests

Washer and Dryer in property


Short walk to Pine Avenue restaurants and shops

Short walk to free trolley access

Beach Retreat

252 Gladiolus St.

Anna Maraia, FL 34216

SPECIAL!! $250 off any booking at Beach Retreat!! Call the office for more information 941-216-3793

Welcome to Gulf to Bay Getaway, an Anna Maria Island retreat designed with the needs of vacationing families in mind. The home is newly renovated with tasteful beach-themed décor, and sleeps up to 8 guests comfortably with 4 bedrooms and 2 bathrooms. The property is within walking distance to the bay, gulf beaches, Pine Avenue and access to the free Island Trolley.

The home boasts a large backyard, deluxe pool, sun patio, outdoor shower and screened lanai for guests to enjoy at their leisure. Stairs lead from the patio up to the lanai on the second level of the home, which is separated from the living room and dining room by a set of sliding glass doors. The fully stocked kitchen is perfect for preparing a gourmet meal, with lacquered wood counter tops, stainless steel appliances and a skylight to provide pleasant, natural lighting while you cook.

Curl up on the massive living room couch with your family and enjoy movie night on the deluxe flat screen TV and entertainment center, or pick from a multitude of board games kept at the home for game night. When the weather's nice you're free to enjoy the big backyard and pool, or take a pleasant stroll around Anna Maria and make the most of your island vacation.

**If you would like to rent a golfcart for your stay, please contact our office at (941)-216-3793.


This two story home has 4 bedrooms, each equipped with their own flat screen TV, and two bathrooms. On the first level of the home are two bedrooms, one of which is a master bedroom. The downstairs master bedroom has a queen-sized bed, a small sitting area, garage access and an en-suite bathroom with a walk-in shower. On the opposite side of the hallway there is a second bedroom, with two twin beds and a set of twin bunks. Just up the stairs is the second bathroom, adjacent to the washer and dryer, and the remaining two bedrooms. Directly in front of the stairs is an upstairs master bedroom, with a plush king-sized bed, large closet and recliner. To the left is the fourth bedroom, which has a queen-sized bed and a large closet. The home comfortably sleeps 10 people and makes the ideal resting place for your family after a long day exploring the island.


This home has an enormous, beautifully landscaped backyard with a tiled back patio where you can lounge by the pool and enjoy the sunshine. Rinse off the sand and saltwater in the outdoor shower before you take a dip in the pool and enjoy the jetted spas under the palm trees. Barbeque a nice meal for your family on the outdoor grill, or take a short walk over to Pine Avenue where you can find many delicious restaurants, cute local shops and art galleries. If you'd like to venture further, walk over to the nearby trolley stop and enjoy a ride around Anna Maria for free. If you'd like to check the surf and go for a swim in the Gulf of Mexico, just walk a mere 4 blocks to the beaches. If you'd rather watch the ships go by or observe bayside wildlife, you can walk a block from the house to the Bayfront. The home is in a prime location on the island, and gives you access to many of the great things Anna Maria has to offer, which makes Gulf to Bay Getaway the ideal vacation rental for your beach

** If you would like to have your pool heated, we kindly ask that you please contact Beach House Real Estate at least 10 days prior to your arrival so that it ensures us ample time to fulfill your request. We do offer pool heat as needed as a courtesy to our guests at no additional charge. All of our pools and pool equipment are closely monitored by the pool company for your safety, we kindly ask that the controls not be tampered with- most of the systems are locked for this reason. Due to the island's strict 10pm noise ordinance, the pool heaters will not run overnight. Please remember, outdoor spas are not hot tubs (some properties have a spa, some have a hot tub). Generally speaking, our winter months are considered from November through April. During these months we do our best to ensure that the pools are heated to a temperature of 82 degrees. However, please be aware that even in Central Florida we do occasionally get cold spells that can send the temperatures down into the 30's for a few nights in a row. This will cause the pool water temperature to draw down to in the 70's and a pool pump will automatically shut down if the outside temperature gets too cold. The pump will then kick back on in the morning and begin re-heating of the pool back to 82, which may take several days depending on the severity of the cold spell. Ultimately, these situations are beyond our control. Other issues such as severe weather conditions, equipment malfunction, temporary loss of use of equipment or amenities due to maintenance purposes or other items do happen for time to time. Please know that in the rare event of pool equipment malfunction during your stay,  Beach House Real Estate will do everything in our power to expedite repairs as quickly as possible as we certainly want you to enjoy your heated pool and Florida sunshine to the fullest extent possible!

More Details

Property Manager
Erika Chetlain
Member since: 2010
Speaks: english
Response time:
Within a few days
Response rate:
Calendar last updated:
January 12, 2018

About Erika Chetlain


Why Erika Chetlain chose Anna Maria

Our location is very private, the home has a brand new large pool, private fenced yard for the kids, walking distance to the beach, shopping and restaurants.


Anna Maria House Accommodation and Amenities

Property Type:
  • house
House Rules:
  • Max. occupancy: 8
  • children welcome
  • pets not allowed
  • non smoking only
  • Air Conditioning
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Dining Room
  • 2 Bathrooms
  • Bathroom 1 - toilet , shower , Bathroom description: 1
    Bathroom 2 - toilet , tub , shower , Bathroom description: 2
  • 4 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 queen , bedroom description: 1
    Bedroom 2 - 1 twin/ single , 1 bunk bed , bedroom description: 2 two twins and a twin sized bunk bed
    Bedroom 3 - 1 queen , bedroom description: 3
    Bedroom 4 - 1 king , bedroom description: 4
  • DVD Player
  • Games
  • Satellite / Cable
  • Television
  • Outdoor Grill
Pool / Spa:
  • Heated Pool
  • Private Pool


Wonderful! 4.9/5 -
(17 traveler reviews)

88% Complete
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average rating of 4.882353 based on 17 reviews

Great Location, easy to book

  • 4 of 5

We stayed the week of Thanksgiving. Erika was great to work with. We had an issue with the pool heat and she had someone out immediately to fix. The dishwasher was not working which was a bummer. The fridge in the kitchen is small for a large group however there is a large unit in the garage that was a nice surprise & we utilized all week. Overall it was a great experience and the house offered more than expected. Easy bike ride to shops and beach. Would stay in one of Erika’s properties again.

  • Submitted: Nov 27, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Great place!

  • 5 of 5

Great place to stay! Well maintained property close to shops and beach! Loved it and will definitely stay again!

  • Submitted: Aug 1, 2016
  • Stayed: July 2016
  • Source: VRBO, from HomeAway
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What a fabulous place to stay!!

  • 5 of 5

We stayed the week of 5/28 (Memorial Holiday)...cannot provide enough praises!! My entire family enjoyed it immensely! The ONLY thing they did not provide was a cook/butler and a maid...everything you can imagine (and more) was there...the pool was awesome, the set up was perfect for my large family. The reservation process, very easy...thanks for helping us create wonderful memories!

  • Submitted: Jun 17, 2016
  • Stayed: May 2016
  • Source: VRBO, from HomeAway
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LOVE The house and location

  • 5 of 5

We went for 5 nights with my 18 month old son and it was the easiest vacation we have had with him! The beach was so close, we would walk home for naps and let him sleep while we lounged in the pool. The house is immaculate and some amazing restraunts were a short walk away(also easy access with a stroller). I would def come back for a week with the family or with my girlfriends!

  • Submitted: Feb 27, 2016
  • Stayed: October 2015
  • Source: VRBO, from HomeAway
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Best family vacation!,

  • 5 of 5

This house and the location surpassed our expectations! We had a wonderful family vacation. The house is very well equipped. We would love to come and stay again.

  • Submitted: Jan 5, 2016
  • Stayed: December 2015
  • Source: VRBO, from HomeAway
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Very clean

  • 5 of 5

It was awesome ! Cool swimming pool, perfect for little and big kids. The house was very clean and had everything we needed plus awesome locarion. Very close to the amazing/ tropical beach (white sands). Quiet beautiful place to be !

  • Submitted: Dec 9, 2015
  • Stayed: November 2015
  • Source: VRBO, from HomeAway
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Welcome to the city of Anna Maria. This quaint historic fishing village has become one of the top travel destinations by travelers from around the world.

Known for world class beaches, top rated restaurants, fishing/boating and laid back atmosphere. This spectacular remodeled 4 bedroom home feels and lives like a private resort! The village of Anna Maria is located on Pine Avenue (5 minute walk from home) where you will find small locally owned coffee shops, restaurants, clothing boutiques, olive oil outpost, spice shops, the city pier and the list goes on. Come join us and find out why we are proud to call this island our home!


Rates & Availability

Taxes and fees are additional