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Barefoot Gypsy = Steps to beach | Near Bayfront Park | Bean Point | Rod & Reel

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Private kitchen
Property grounds
Terrace/patio
Property grounds
Terrace/patio
Reviews
10 out of 10 Exceptional
2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • Free WiFiFree WiFiFree WiFi
  • WasherWasherWasher
  • DryerDryerDryer
  • Air conditioningAir conditioningAir conditioning

Check out the area

Map
Anna Maria, FL
  • Popular LocationAnna Maria Beach2 min walk
  • Popular LocationBean Point Beach8 min walk
  • Popular LocationAnna Maria City Pier11 min walk
  • AirportTampa, FL (TPA-Tampa Intl.)71 min drive

Most relevant reviews

Rooms & beds

2 bedrooms (sleeps 4)

2nd Bedroom

1 Queen Bed

Master Bedroom

1 Queen Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub · Toilet · Shower only · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Hair dryer

Spaces

Porch or lanai
Kitchen
Garden
Dining Area

About this property

Barefoot Gypsy = Steps to beach | Near Bayfront Park | Bean Point | Rod & Reel

The Barefoot Gypsy is an enchanted cottage tucked in the north end of Anna Maria Island in the City of Anna Maria, .Florida, mere steps to the white powder sands of Tampa Bay leading to Bean Point and the Gulf of Mexico.

For a taste of Old Florida Charm, meander a few steps to the Rod & Reel Pier, built in 1947. This is a favorite of locals and visitors alike to see dolphins, manatee, and an abundance of shore birds. If you are looking for a special place to dine on local fare, you won't be disappointed.

:Beautifully decorated, the cottage features two large bedrooms with queen beds in each room. Also, a large hall bath with a separate shower and tub, a half bath off the master bedroom, and an updated fully equipped kitchen are creatively appointed. The original terrazzo floors are flawless! There is also a bonus room with work space/art space and a full sized washer and dryer. Four bikes, beach wagon, beach chairs, beach umbrella, and beach towels, and a propane grill are also provided.

The living room, dining room, and kitchen along with a vaulted ceiling are covered with reclaimed wood from an original cottage on Bean Point. Just outside the front door, a delightful porch area is the perfect place to grill up your fresh catch or to sip coffee or wine and simply watch beach goers stroll by. .

The Barefoot Gypsy will be a home to revisit through the years for rest and relaxation and especially to take a step back in time and experience the charm of a true beach cottage.

I welcome you to the cottage and hope you will feel the warmth and charm I share with you. Welcome! "The Barefoot Gypsy"

Property manager

Glenna Walton
Premier Host
Premier Host

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted
Quiet time on the island is from 10pm to 8am and is strictly enforced by law enforcement. Violations will result in fines and eviction from property.
No lights (except red) allowed on beach at night during turtle nesting season (May1-Oct 31). This includes flash photography and flashlights.
Bicycles, pets, and golf carts are not allowed on the beach. Remove all umbrellas, chairs, etc. from beach and fill in holes upon departure.

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is not required for transport to and from this property

About the area

Anna Maria

Located in Anna Maria, this cottage is near the beach. The area's natural beauty can be seen at Anna Maria Beach and Bean Point Beach. AMI Paddleboard Adventures and Fish Hole Adventure Golf are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Anna Maria, FL

What's nearby

  • Anna Maria Beach - 2 min walk
  • Bradenton Beach - 8 min walk
  • Bean Point Beach - 8 min walk
  • Anna Maria City Pier - 11 min walk
  • Anna Maria Island Museum and Historical Park - 15 min walk

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 38 min drive

Restaurants

  • Anna Maria Island Beach Cafe - 9 min drive
  • The Waterfront Restaurant - 12 min walk
  • Sandbar Seafood & Spirits - 3 min drive
  • The Ugly Grouper - 7 min drive
  • Harry's Grill - 3 min drive

Frequently asked questions

Is Barefoot Gypsy = Steps to beach | Near Bayfront Park | Bean Point | Rod & Reel pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Barefoot Gypsy = Steps to beach | Near Bayfront Park | Bean Point | Rod & Reel?

Check-in begins at 4:00 PM.

What time is check-out at Barefoot Gypsy = Steps to beach | Near Bayfront Park | Bean Point | Rod & Reel?

Checkout is at 10:00 AM.

Where is Barefoot Gypsy = Steps to beach | Near Bayfront Park | Bean Point | Rod & Reel located?

Situated by the sea, this cottage is within a 10-minute walk of Anna Maria Beach and Bean Point Beach. Bayfront Park and Bradenton Beach are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 31 out of 31 reviews" "
Rating 8 - Good. 0 out of 31 reviews" "
Rating 6 - Okay. 0 out of 31 reviews" "
Rating 4 - Poor. 0 out of 31 reviews" "
Rating 2 - Terrible. 0 out of 31 reviews" "

9.8/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Scott B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Another delightful visit
This was our second time at this location. Very comfortable and peaceful. Lots of amenities and very responsive management. Excellent location. A short stroll to a nice big white-sand beach. Very few people on the beach, too. Rod and Reel Pier right across the street. The perfect place for an island get-away!
Stayed 5 nights in Dec 2023

10/10 Excellent

Margaret W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
My husband and I and our two 5 yo thoroughly enjoyed our stay at Barefoot Gypsy. The location is perfect! It's right across the street from the beach and pier. It's set away from the shops so there isn't a crowd but close enough to shops and restaurants that it's not an inconvenience either. The house itself is stocked with everything you need and even additional small conveniences that we much appreciated. The bonus room was a fun play space for the kids. We would stay there again without hesitation!
Stayed 4 nights in Jul 2023

10/10 Excellent

Tracy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect
Loved our stay. Everything was perfect.
Stayed 4 nights in Jul 2023

10/10 Excellent

Tina H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Anniversary Trip
Everything about this cottage was absolutely perfect! We Loved it !
Stayed 6 nights in Jun 2023

10/10 Excellent

Erin R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Cottage
My mom and I had a wonderful stay at the cottage! Close to the beach, clean, and cozy with lovely ambiance. It had brand new furniture that we enjoyed settling in on at the end of our fun days out on the beach or shopping. Plenty of gear to get to and from the beach with ease. We hope to be back!!
Stayed 4 nights in May 2023

About the host

Hosted by Glenna Walton

Host profile image
My first visit to Anna Maria Island was almost twenty years ago. I knew upon arrival I would want to be connected to her forever.

Why they chose this property

During those years it was a very quiet community ~ the white sand beaches ~ riding my cruiser bike ~ exploring each neighborhood and getting to know the locals. I needed nothing more. Today it is much the same ~ beautiful white sand beaches ~ quiet neighborhoods ~ cruising through the neighborhoods ~ maybe a few more restaurants ~ but the magic and charm will never change.

My hope is that you will find the charm I found many years ago. Welcome to Anna Maria Island ~ please take care of our special island ~ leave her just the way you found her ~ we share the magic with you.

What makes this property unique

The amazing location of The Barefoot Gypsy on North Shore Drive is steps to Tampa Bay beaches and two short blocks from the incomparable natural beauty of Bean Point. These waters are bustling with wildlife on land, in the sea, and in the air. If you love dolphins, manatees, shore birds, sea turtles, and an abundance of fish, you will be thrilled!

The beaches boast amazing views ~ not only of the gorgeous blue/green clear waters - but also of Egmont Key, the Sunshine Skyway, Fort DeSoto Park and on most days the skyline of St. Petersburg. The shops and restaurants of Pine Avenue and Gulf Drive are also within walking distance of The Barefoot Gypsy.

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