Entire home

CHARMING COTTAGE | Steps to Bean Point Beach | Private Heated Pool | Family-Friendly Island Retreat | FREE WIFI /Trolley, Dog*(See Note) Friendly!

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Photo gallery for CHARMING COTTAGE | Steps to Bean Point Beach | Private Heated Pool | Family-Friendly Island Retreat | FREE WIFI /Trolley, Dog*(See Note) Friendly!

Beach towels
Fridge, microwave, oven, stovetop
Outdoor pool, a heated pool
Beach towels
4 bedrooms, iron/ironing board, WiFi, bed sheets

Reviews

9.0 out of 10
Wonderful

Entire home

4 bedrooms3 bathroomsSleeps 81400 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning

Explore the area

View in a map
Anna Maria, FL
  • Place, Anna Maria Beach
    ‪2 min walk‬
  • Place, Bradenton Beach
    ‪3 min walk‬
  • Place, Bean Point Beach
    ‪4 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪47 min drive‬

Room options

About the neighborhood

Anna Maria

This vacation home places you next to Anna Maria Beach and within a 5-minute walk of other popular sights like Bradenton Beach. The vacation home includes a private pool, a kitchen, and a balcony.

What's nearby

  • Anna Maria Beach - 2 min walk - 0.1 miles
  • Bradenton Beach - 3 min walk - 0.2 miles
  • Bean Point Beach - 4 min walk - 0.3 miles
  • Anna Maria City Pier - 15 min walk - 0.8 miles
  • Anna Maria Island Museum and Historical Park - 18 min walk - 1.0 mile

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 48 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬11 min drive
  • ‪The Ugly Grouper - ‬8 min drive
  • ‪The Sandbar Restaurant - ‬3 min drive
  • ‪The Waterfront Restaurant - ‬13 min walk
  • ‪Ginny's & Jane E's - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

CHARMING COTTAGE | Steps to Bean Point Beach | Private Heated Pool | Family-Friendly Island Retreat | FREE WIFI /Trolley, Dog*(See Note) Friendly!

**ASK ABOUT LAST-MINUTE DEALS!

Welcome to your perfect Anna Maria Island getawaya beautifully designed 4-bedroom, 3-bath ground-floor cottage ideally located just one block from the pristine sands of Bean Point Beach and the tranquil Bay Beach park.

From the moment you arrive, you'll feel at ease in this relaxed coastal retreat designed for comfort, gathering, and effortless island living.

Step outside to your private backyard oasis, where a full-length patio invites you to unwind in the ...sun or shade. Enjoy outdoor dining, grilling with family and friends, or lounging poolside under umbrellas. Take a refreshing dip in your heated private pool, the centerpiece of this serene outdoor space.

Inside, the home is thoughtfully equipped for group stays. The open-concept kitchen is fully stocked and flows into a dining area with seating for eightperfect for shared meals, game nights, and planning your island adventures.

Sleeping accommodations include:

Primary suite with king bed, ensuite bath (dual sinks, walk-in shower), and private outdoor access

Two guest bedrooms with queen beds

Bunk room featuring a twin-over-full bunk plus twin trundleideal for kids or extra guests

Additional conveniences include multiple bathrooms, comfortable gathering spaces, and modern amenities designed to make your stay seamless.

Located in one of Anna Maria Island's most desirable areas, you're just steps from Bean Point Beach, bay-side sunsets, and scenic park areas. Explore seven miles of uninterrupted beaches, soft white sand, and crystal-clear waters. Catch unforgettable sunsets in the evening or sunrise views over the Tampa Bay Bridge from the Pier.

Hop on the free island trolleyrunning from 6 a.m. to 10 p.m.for easy access to local shops, cafes, and restaurants, or spend your days exploring the charm of the island at your own pace.

Additional Notes:

Pool heat is recommended year-round and may be included automatically depending on booking duration

Dog-friendly with restrictions and applicable pet fees ($150 first dog per week, $50 per additional dog per week; breed/weight restrictions applyplease inquire before booking)

Whether you're gathering with family or escaping for a coastal retreat, this home offers the perfect blend of comfort, location, and laid-back island living.

Our Cancellation Policy: In order to protect our owners from loss of income, ALL MONIES PAID TOWARDS YOUR RESERVATION MAY BE NON-REFUNDABLE AFTER A CERTAIN DATE! FULL AND PARTIAL REFUNDS MAY BE GIVEN UNDER CERTAIN CONDITIONS. Ask our office for details, or check your rental agreement.
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a balcony or patio, and there's space to spread out with 4 bedrooms. Guests can expect to find a TV with cable channels. Other standard amenities include a private pool, a washer/dryer, and a private yard. Housekeeping is available on request.

Similar properties

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV with cable channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio
  • Yard

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed
  • Note from host: Smoking is not allowed.

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board
  • Phone

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Bicycles
  • Boat
  • Golf
  • Gym
  • Heated pool
  • Kayak
  • Tennis
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden
  • Housekeeping (on request)
  • Unit size: 1,400 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

  • Note from host: Children Allowed

Events

No events allowed

Smoking

Smoking is not permitted
Smoking is not allowed.

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

Free Wifi Trolley Gulf Bay Beach Dog Friendly House Anna Maria
Free Wifi Trolley Gulf Bay Beach Dog Friendly House
Free Wifi Trolley Gulf Bay Beach Dog Friendly Anna Maria
Free Wifi Trolley Gulf Bay Beach Dog Friendly
Free Wifi Trolley Gulf Bay Beach Dog Friendly House Anna Maria
Free Wifi Trolley Gulf Bay Beach Dog Friendly House
Free Wifi Trolley Gulf Bay Beach Dog Friendly Anna Maria
Free Wifi Trolley Gulf Bay Beach Dog Friendly House Anna Maria
Free Wifi Trolley Gulf Bay Beach Dog Friendly House
Free Wifi Trolley Gulf Bay Beach Dog Friendly Anna Maria
Free Wifi Trolley Gulf Bay Beach Dog Friendly
Starfish Cottage...
6921

Frequently asked questions

What is there to do close to this vacation home?

This vacation home is located in Anna Maria, just steps from Anna Maria Beach, and within a 10-minute walk of Bradenton Beach and Bean Point Beach. You'll also find Anna Maria Island Museum and Historical Park and Palmetto Avenue Beach less than a mile away.

Is there parking available at CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly!?

No, this vacation home doesn't offer parking.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is an outdoor pool.

What amenities will couples enjoy at CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly!?

This historic vacation home offers many amenities for couples such as a private pool, a private pool in some house, as well as an outdoor pool.

Are there hot tubs at CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly!?

No, but guests can enjoy a heated pool at this vacation home.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly!?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Sarasota-Bradenton Intl. Airport (SRQ), which is 20.4 mi away (48 minutes by car). Another top airport is St. Petersburg, FL (SPG-Albert Whitted), which is around 17 mi away.

Are there rooms with balconies at CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly!?

Yes, every house at CHARMING COTTAGE W/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi/Trolley, Dog*(See Note) Friendly! comes with a patio.

CHARMING COTTAGE | Steps to Bean Point Beach | Private Heated Pool | Family-Friendly Island Retreat | FREE WIFI /Trolley, Dog*(See Note) Friendly! Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 41 out of 59 reviews
Rating 8 - Good. 9 out of 59 reviews
Rating 6 - Okay. 6 out of 59 reviews
Rating 4 - Poor. 0 out of 59 reviews
Rating 2 - Terrible. 3 out of 59 reviews

8.8/10

Cleanliness

Reviews

Verified

10/10 Excellent

lynne t.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoyed the privacy in pool area. And open space in house.
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Brandon T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, home had everything we needed. Would stay again.
Stayed 6 nights in Nov 2025
Verified

10/10 Excellent

Jody A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was spacious and clean with a perfect location to both sunrise and sunset views, the beach, shops and restaurants. The pool was a favorite of my daughters. A very nice vacation.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Melissa G.

Liked: Cleanliness, check-in, communication, location
It was great!
Stayed 5 nights in Aug 2025
Verified

8/10 Good

Katie E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location is amazing. Check in and out was super easy. We had plenty of space for the 6 adults we had on vacation. The only down fall is the starter supplies. We were left one garbage bag and one toilet paper roll per bathroom. Just update your welcome email to advise how many is left so we could have been better prepared and brought our own.
Stayed 5 nights in Dec 2025
Verified

10/10 Excellent

Lynne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Clean. Well supplied kitchen. Nice pool area. Definitely will return
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Michelle T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The check in process was a breeze. The house was beautiful and the kitchen had everything we needed. The beds were comfortable also. The outdoor area and pool were wonderful. We had a blast, especially my 10 year old granddaughter. Beautiful place to stay and close to the beach. We loved it here. Book it, you will not regret it.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Varinia G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great weekend

The house was great for our family, clean and with everything that we needed available. The pool was always clean. Location was great.
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Destini M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice!
Stayed 7 nights in Aug 2025
Verified

8/10 Good

Crystal C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was clean and the beach was within walking distance. Pool was dirty upon arrival but the pool guy was there our 2nd day to clean.
Stayed 6 nights in Sep 2025
Verified

10/10 Excellent

Katrina F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Such a great location!

Second time staying in this great location one block from Rod and Reel pier at bean point. Cute place with a great little pool.
Stayed 7 nights in Jul 2019
Verified

8/10 Good

Marisol E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a good stay, we enjoyed itJust the lights outside in the pool area were not good and the check out at 10:00 AM was too early for us that travelled with 2 toddlers—most of places/ hotels we have visited the checkout is at 11:00Other than those little details everything was perfectThank you!!
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Arthur M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMI vacation

We love the north end and the location and size and pool was exactly what we were looking for!! Thanks for the great accommodations 👍
Stayed 7 nights in Apr 2023
Verified

8/10 Good

Darryl H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

The the house was exactly what we needed four bedroom swimming pool close to the beach thank you for having us
Stayed 7 nights in May 2021
Verified

10/10 Excellent

Catherine B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location to the rod & reel pier

We loved the location! Short walk to the beach & the rod & reel pier. Nice backyard & pool for hanging out. Management was very responsive to a few minor issues! Really enjoyed our stay here!
Stayed 7 nights in Mar 2024
Verified

2/10 Terrible

carol r.

Liked: Location
Disliked: Check-in, communication
Better communication. When we arrived a chair and bed were already broken. Be sure to ask for a direct phone to the owner if items are not fixed.
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Lindsay B.

Liked: Check-in, communication, location, listing accuracy

beautiful island!

The house was great! perfect location nice and quiet end of island. Close to pine st, bean point, and rod and reel. House had everything we needed! Can't wait to stay again!
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great AMI Location

This property is spacious and ideally located. It’s an easy walk to the beach and the Rod & Reel Pier. The backyard pool area is beautiful. There are four bedrooms so it’s a great place for families. Everything we needed was provided and we enjoyed every minute of our stay.
Stayed 7 nights in Nov 2023
Verified

6/10 Okay

Patricia M.

Liked: Check-in, location, listing accuracy

Great location, easy check in and out.

Nice home and pool area. Refrigerator did not keep food cold toward the end of the week but overall a great location and spacious home
Stayed 6 nights in Dec 2022
Verified

10/10 Excellent

Kathy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer fun on Anna Maria Island

Wonderful week on Anna Maria Island. This house is closer to the bay so ocean access a little far, however, we had golf carts and found a shorter beach access. Pool area very lovely and functional for our group. We highly recommend Starfish cottage.
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Megan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Would book again

From start to finish booking was extremely easy and we'll worth the money. We were very close to the water, and having our own pool was awesome. House was clean and looked well maintained.
Stayed 5 nights in Oct 2022
Verified

10/10 Excellent

Heather G.

Beautiful home!

Thank you so much for sharing your beautiful home! Our stay was fabulous. We will be back!!!
Stayed 7 nights in Jul 2018
Verified

10/10 Excellent

Tracy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was great. We really enjoyed the location. Having the heat pool was a nice bonus. The kitchen was well equipped. It was nice and clean. There were a few things that could use an update from a renters view the master bedroom mattress (which is were we slept) could be upgraded the other bedrooms had nicer and much more comfortable mattresses. The patio furniture also should be upgraded the table and four chairs are old. The plastic picnic table is falling apart. The lounge chairs were good. Having the grill was really nice to have to cook on. I don’t want to sound critical but they were the things that we noticed. Over all it was a great place.
Pool at house.
Sunset at Coquina Beach
Bean Point. White soft sand.
Bird Nesting
Stayed 7 nights in Oct 2025
Verified

10/10 Excellent

Maureen K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

The property was exactly as listed. It is in a fabulous location one house from the Rod’ n Reel pier. The pool is bigger than it looks in the pictures. It is an older FL home, but offered everything we needed for a great stay.
Stayed 7 nights in Mar 2022
Verified

10/10 Excellent

Gileno O.

Liked: Check-in, communication, location, listing accuracy

Excellent

I be back again!
Stayed 4 nights in Aug 2024