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Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!

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Outdoor pool, a heated pool
Property grounds
Smart TV
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 61200 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning

Explore the area

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

Room options

About the neighborhood

Anna Maria

Seaside stay .At this vacation home, you'll be steps from Historic Green Village and Anna Maria City Pier. Bay Boulevard Beach and Anna Maria Island Museum and Historical Park are also within half a mile (1 km).
View more Vacation Homes in Anna MariaOpens in a new window

What's nearby

  • Anna Maria City Pier - 3 min walk - 0.2 miles
  • Anna Maria Island Museum and Historical Park - 3 min walk - 0.2 miles
  • Anna Maria Beach - 17 min walk - 0.9 miles
  • Bean Point Beach - 2 min drive - 0.9 miles
  • Bradenton Beach - 4 min drive - 1.3 miles

Getting around

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

Restaurants

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

About this property

Entire place

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

Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!


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.

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Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

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

Living spaces

  • Dining table

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Outdoor furniture
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Services and conveniences

  • Phone

Location highlights

  • 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

  • Heated pool
  • Water park
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park 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

  • Unit size: 1,200 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
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

166140

Frequently asked questions

How close is Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! to the airport?

This vacation home is 20.2 mi (33-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! to the beach?

This vacation home is a short 2-minute walk from Bay Boulevard Beach and 9-minute walk from Palmetto Avenue Beach. Don't forget your sunscreen!

Does Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!?

No, there is no casino at this vacation home.

What time is check-in at Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!?

Check-in begins at 4:00 PM.

Is there free parking at Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!?

Free parking is not available at this vacation home.

Does Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! have a pool?

This vacation home features an outdoor pool.

Does Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! have a spa?

There are no spa services available at this vacation home.

How close is Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! to downtown Anna Maria?

This vacation home is 0.1 mi away from Anna Maria.

Reviews

Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! Reviews

9.6

Exceptional

9.6/10

Cleanliness
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

6/10 Okay

Carissa B.

Stayed 4 nights in Aug 2025

10/10 Excellent

Erica H.

Liked: Cleanliness

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

8/10 Good

Patrick F.

Liked: Cleanliness
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

Staci W.

Liked: Cleanliness

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

Pamela M.

Liked: Cleanliness

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

Clarence F.

Liked: Cleanliness

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

Tammy D.

Liked: Cleanliness

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

Mark

Liked: Cleanliness

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

Kent and W.

Liked: Cleanliness

Amazing stay!!!

This property was truly amazing for anyone that is looking for a wonderful cottage experience with the charm of the island. Myself and three sisters celebrated a big milestone in our lives and it was amazing to have such a comfort knowing that the process was easy to get in & enjoy. the pool was warm the hot tub was hot the only item that we had problem with was the Internet which was not necessarily the fault of the rental unit itself. it was so unbelievably convenient and so much fun! If I could give it more than five stars I would! thank you so much . The Naut 2 Shabby is a perfect island experience in every way.
Stayed 4 nights in Apr 2024

10/10 Excellent

Derek A.

Liked: Cleanliness

Fantastic place

Great place and location! 2-5 minute walk or drive to Bayfront Park/ Beach, Bean point beach, and all the best restaurants. Pool/ hottub worked perfectly. Heated! We had a 5 night stay, and someone even came in the middle of our stay to clean the pool. Definitely recommend!
Stayed 5 nights in Apr 2024

8/10 Good

Aaron M.

Liked: Cleanliness

Awesome Backyard

We really enjoyed our stay here. The backyard was great especially for smaller children and in wepp-kept condition (except the basketball hoop needs a net!). The location on the island was excellent with most of the desireable spots just a short walk away. The inside of the house needs some TLC but it was ok for a vacation stay. The water pressure in the shower was great but the handle was loose and temperature would change as it rotated on its own. Overall we were very happy.
Stayed 4 nights in Mar 2024

10/10 Excellent

John H.

Liked: Cleanliness

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

Melissa W.

Liked: Cleanliness

Amazing stay in Anna Maria Island

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

10/10 Excellent

Blake R.

Liked: Cleanliness

Great location, clean home

home was very clean and in a great location. Would recommend. Wifi was spotty so i wouldn't expect to be able to take work video calls on it, front door wouldn't lock at times, and pool started to get murky later in the week and didn't have access to any chlorine tablets but overall great property in a great location.
Stayed 6 nights in Jan 2024

8/10 Good

Nick D.

Liked: Cleanliness

Great location

Great location. The pool and hot tub were fun. They need to fix some of the tiles that are broken on the hot tub as they could be a safety hazard. They also only had one knife in the house so cooking was tough. Great location and a nicely decorated place. Very old Florida/vintage.
Stayed 5 nights in Feb 2024

10/10 Excellent

Lee W.

Liked: Cleanliness

30th Anniversary

We stayed here to celebrate our 30th Anniversary. The home is cozy. Enjoyed the pool and jacuzzi. Close to all the best restaurants in Anna Maria. Would definitely come back.
Stayed 6 nights in Jan 2024

10/10 Excellent

margaret s.

Liked: Cleanliness

A cozy, great place for family trips

A very cozy place by the pier. Very comfortable beds. The only suggestion we have would be to have more cups and wine glasses. Also more basic supplies (toilet paper, dishwasher pods and garbage bags). But otherwise it was a delightful place, center of the action and right off the trolley. Coffee, food and little shops were within just a few short steps. A wonderful beach was just a 10 minute walk. We weren’t able to use the pool and hot tub until the last two days due to a heavy rain when we arrived (likely knocked out power) but this issue was fixed quickly once we reported this to management.
Stayed 5 nights in Dec 2023

6/10 Okay

Simone G.

Great Location

We have stayed at this exact house 3 times now. We return to it because of its location and the superior rental managment company experience. They are awesome. The yard is awesome. The location is also a huge plus for this property. The property is definitely in need of some TLC. The overall cleanliness of the house was not ideal for my liking. The main things were clean, but baseboard had a ton of dust as did the decor items. I cleaned the ledges and the decor in the main bathroom because it was pretty bad. Overall, a good stay.
Stayed 6 nights in Nov 2023

10/10 Excellent

Carl F.

Liked: Cleanliness

Great long birthday weekend

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

10/10 Excellent

Ragan S.

Liked: Cleanliness

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

William W.

Liked: Cleanliness

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

8/10 Good

Mary L.

Liked: Cleanliness

Location

Pros: The house is cute with 3 bedrooms and a fantastic backyard. Kitchen equipped. Location, location, location was great. Unfortunately, some cons as well.. We did have issues with the hot tub that did not get warm, lighting in the backyard was out, rusty grill and freezer not cold resulting in a melted ice cream cake for my son's birthday. Also, no book with instructions and when I reached out to the rental folks I received one response telling me they would come on Saturday but no one ever showed up and no response at all after reaching out a 2nd time. I would rent again but would inquire about these things beforehand.
Stayed 2 nights in Sep 2023

10/10 Excellent

Kristen J., Austin, TX

Liked: Cleanliness

Great location for beach and restaurants!

This property was perfectly situated in between the beach and the pier area. We found plenty of restaurants and a coffee shop within walking distance. The pool and backyard space were also very nice. It’s an older home with two nice rooms and one that would be better for kids. The one that would be better for kids had a fairly uncomfortable twin mattress but the king room was lovely! There were more bugs than we would have liked but that could have been August in Florida. Overall, I’d recommend for a quick weekend getaway!
Stayed 2 nights in Aug 2023

10/10 Excellent

LORI C.

Liked: Cleanliness

Naut too Shabby

House was wonderful!! We will definitely be back.
Stayed 6 nights in Aug 2023

10/10 Excellent

Michael M., Cocoa Beach, USA

Liked: Cleanliness

Great stay!

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