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Fall Special! Next-Level Pool Area Awesome Pine Ave location close to everything

Holiday home with private pool, near Bean Point Beach

Photo gallery for Fall Special! Next-Level Pool Area Awesome Pine Ave location close to everything

Private Pool and Spa for the Front Cottage
Turf around the pool area for the Front Cottage
Front Cottage Private pool and jacuzzi
Front Cottage Jacuzzi
Front Cottage Pool area

Reviews

9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8111.5 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning

Explore the area

View map
Anna Maria, FL
  • Place, Anna Maria City Pier
    ‪3 min walk‬
  • Place, Anna Maria Island Museum and Historical Park
    ‪3 min walk‬
  • Place, Bean Point Beach
    ‪16 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪36 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Bunk Beds

2 bathrooms

Bathroom 1

Towels provided · Bathtub or shower

Bathroom 2

Towels provided · Toilet · Shower only · Hair dryer

Spaces

Porch or lanai
Kitchen
Dining area

About this property

Fall Special! Next-Level Pool Area Awesome Pine Ave location close to everything


Completely restored with all new kitchen and appliances, new flooring and all new furnishings just as cute!

Welcome to Naut 2 Shabby Cottage! This 1922 Old-Florida-style cottage pool home is the front unit on the property, located on Pine Avenue just half a block from the Anna Maria City Pier and Tampa Bay, and within walking distance to shops and restaurants. Rent a bike or catch the free Island Trolley to explore the Gulf end of Pine Avenue in just a few minutes' ride!

At the home, you'll be charmed by the eclectic and homey decor. The backyard was made for fun in the sun! The private heated pool sports a basketball hoop, there's a hot tub nestled next to the gorgeous tropical landscaping and soft, springy turf surrounds the pool. Complete with Adirondack chairs, loungers, and a 4-top table with umbrella, you'll have everything you need right at the house!

The interior is nice and cozy and includes updated amenities such as a large flat-screen SmartTV, fully equipped brand new kitchen with stainless appliances and recently updated interior. The dining area in the sunny enclosed front porch easily seats six.

There are three bedrooms in this historic cottage. The first bedroom has a Queen bed and an attached bathroom featuring a turn-of-the-century bathtub equipped with a handheld sprayer. The second bedroom has a King bed. The third bedroom has 2 sets of twin bunk beds. The second bathroom has a shower and is located just outside the bedrooms. A washer and dryer are available as well, located in a standalone laundry room shared with the property's rear unit.

This ground-level cottage will feel like your home-away-from-home! The cottage sleeps 8. To sleep an additional 2- 4 guests check out Naut 2 Shabby Bungalow to rent along with the Cottage to sleep a total of up to 12 guests.

Flexible Check-in and checkout days --with some exceptions for holidays and certain times of the year—and never on Sundays.

If you love this rental but are not getting a quote with the dates you've selected, please contact us so we can check the availability for you!

Please note that pets are not allowed in this rental.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

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 and a deadlock

We should mention

This property does not have any lifts

About the area

Anna Maria

Located in Anna Maria, this holiday home is near theme parks and near the beach. The area's natural beauty can be seen at Bean Point Beach and Coquina Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Anna Maria, FL

What's nearby

  • Historic Green Village - 1 min walk - 0.0 km
  • Anna Maria City Pier - 3 min walk - 0.3 km
  • Anna Maria Island Museum and Historical Park - 3 min walk - 0.3 km
  • Bayfront Park - 3 min walk - 0.3 km
  • Bean Point Beach - 16 min walk - 1.4 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 33 min drive

Restaurants

  • ‪The Ugly Grouper - ‬6 min drive
  • ‪The Sandbar Restaurant - ‬10 min walk
  • ‪The Waterfront Restaurant - ‬3 min walk
  • ‪Ginny's & Jane E's - ‬10 min walk
  • ‪North Shore Cafe - ‬6 min walk

Frequently asked questions

Does Fall Special! Next-Level Pool Area Awesome Pine Ave location close to everything have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Fall Special! Next-Level Pool Area Awesome Pine Ave location close to everything pet-friendly?

No, pets are not allowed at this property.

How much is parking at Fall Special! Next-Level Pool Area Awesome Pine Ave location close to everything?

On-site parking is available at the property.

What time is check-in at Fall Special! Next-Level Pool Area Awesome Pine Ave location close to everything?

Check-in begins at 4:00 PM.

What time is check-out at Fall Special! Next-Level Pool Area Awesome Pine Ave location close to everything?

Checkout is at 10:00 AM.

Where is Fall Special! Next-Level Pool Area Awesome Pine Ave location close to everything located?

Situated by the sea, this holiday home is within 1 mi (2 km) of Historic Green Village and Bean Point Beach. Anna Maria City Pier and Bay Boulevard Beach are just steps away.

Reviews

9.6

Exceptional

9.6/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

10/10

Location

9.8/10

Listing accuracy
Rating 10 - Excellent. 59 out of 71 reviews
Rating 8 - Good. 8 out of 71 reviews
Rating 6 - Okay. 4 out of 71 reviews
Rating 4 - Poor. 0 out of 71 reviews
Rating 2 - Terrible. 0 out of 71 reviews

Reviews

8/10 Good

Patrick F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay! Only downside was that the hot tub was not operational. Otherwise, inside/outside facilities were great and location was excellent!
Stayed 4 nights in Jul 2025

10/10 Excellent

Erica H.

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

Great location

The location was great - an easy walk to all you could need, including The Waterfront (delicious restaurant). Our kids spent all their time in the pool and on the beach. Also, the beds were very comfortable. Only snag was that the lockbox for the key was jammed at check in but after calling, someone came by and helped us in. Would stay here again!
Stayed 3 nights in Jul 2025

10/10 Excellent

Melissa W.

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

Amazing stay in Anna Maria Island

We had a blast and will definitely be back!
Stayed 3 nights in Mar 2024

10/10 Excellent

Clarence F.

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

Great location

The cottage is very quaint and has a great backyard to enjoy. The location is awesome!
Stayed 3 nights in Jun 2024

10/10 Excellent

Mark

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

Great location and perfect for a small group!

Loved the backyard, pool, and all the beach supplies available for use! And the location perfect for the north part of AMI.
Stayed 2 nights in May 2024

10/10 Excellent

Julie S.

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

Adorable and great location!

We loved our stay here. House was adorable and perfect for our family. The yard was fantastic and the location was perfect.
Stayed 4 nights in Apr 2023

10/10 Excellent

richard l.

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

AMI the place to be

Loved the location and the property
Stayed 7 nights in Jan 2023

10/10 Excellent

Amanda P.

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

This place was absolutely Amazing!!!

I would rate this property 10 out of 10
Stayed 3 nights in May 2023

10/10 Excellent

William W.

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

Couldn't ask for a better place

Cute cottage, perfect location. We really enjoyed our stay and would not hesitate to stay here again.
Stayed 3 nights in Sep 2023

10/10 Excellent

Ragan S.

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

Great Fall break!

We so enjoyed our fall break here. The location was easy access to all of Ana Maria Island!
Stayed 5 nights in Oct 2023

10/10 Excellent

Kelsey M.

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

Amazing location!”

Very enjoyable time on Pine Ave! Kids loved the pool and hot tub.
Stayed 4 nights in Apr 2023

10/10 Excellent

Pamela M.

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

First time Visit to Anna Maria

Being walking distance to the pier, and to gift shops and restaurants was important to us and so this location was perfect. We enjoyed the private pool and spent a fair amount of time in it.
Stayed 4 nights in Jul 2024

10/10 Excellent

Stephen D.

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

Quick getaway

Great place, easy check in and beautiful property.
Stayed 3 nights in Mar 2022

10/10 Excellent

Michael M., Cocoa Beach, USA

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

Great stay!

Our stay was amazing! We had a great time! East to get everwhere! Very relaxed!
Stayed 3 nights in Jul 2023

10/10 Excellent

Carl F.

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

Great long birthday weekend

House and pool were great. Perfect location.
Stayed 4 nights in Oct 2023

10/10 Excellent

Tammy D.

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

Beautiful Beach

Artsy fun house comfortable and convenient to everything! Clean inside and out for the perfect family beach vacation!! I could live there!!
Stayed 5 nights in May 2024

10/10 Excellent

Jaime S.

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

Great cottage

Awesome entertaining areas. There’s a General store near by, ice shop, great restaurants & some of Floridas best beaches. Nice accommodations, loved it!!!
Stayed 3 nights in May 2023

10/10 Excellent

Staci W.

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

Florida Road Trip

We stopped in Anna Maria Island for three days on our road trip visiting Florida beaches. We loved Anna Maria Island. The Naut 2 Shabby Cottage was the perfect location for exploring the island. We loved the quaint charm of the cottage.
Stayed 3 nights in Aug 2024

10/10 Excellent

Nikki S., Nashville

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

Location! Location! Location!

Loved this cozy beach cottage located in the middle of any and everything ! What a special place ❤️
Stayed 5 nights in Jul 2023

10/10 Excellent

John H.

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

Great Location

In the heart of everything, we enjoyed our stay very much. (A little too close to the ice cream shops…😈)
Stayed 6 nights in Mar 2024

10/10 Excellent

Lisa L.

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

Quiet, private and comfortable

The home was exactly as pictured. Backyard was fantastic. Location was ideal. Would absolutely stay here again!
Stayed 4 nights in Jan 2021

10/10 Excellent

Michael P., Smithton Il, usa

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

Great location & vibe

We felt at home from the minute we walked in, until the day we checked out. Everything we needed was there. The service was top notch! Looking forward to a return stay.
Stayed 5 nights in Nov 2021

10/10 Excellent

Jen P.

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

Cozy and Relaxing

We loved our stay. The house was super clean and cozy! The backyard was incredible and even better than we expected. We cannot wait to come back and visit soon.
Stayed 3 nights in Dec 2020

10/10 Excellent

Jason M.

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

Fantastic

House was very clean and fun! Perfect location, back yard was amazing!
Stayed 7 nights in Dec 2022

10/10 Excellent

Heather S., Covington, GA

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

HIDDEN GEM

We absolutely loved the house, location and the backyard. Thank you for a pleasant peaceful stay!!!
Stayed 3 nights in Sep 2021

About the host

Hosted by Fran Maxon Real Estate

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What makes this property unique

Languages:

English

Premier Host

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