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Entire home

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

Holiday home with private pool, near Anna Maria Beach

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

Outdoor pool, a heated pool
Property grounds
Smart TV
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Naut 2 Shabby Cottage, a charming Old-Florida-style cottage home on Pine Avenue, boasts a private heated pool with basketball hoop and hot tub nestled among tropical landscaping. Inside this historic gem, enjoy updated amenities like a SmartTV and ice maker in the cozy living space or dine al fresco in the gazebo.

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6111 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Barbecue grill

Add dates for prices

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.

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 transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • 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 lift
  • Smoke-free property

Services and conveniences

  • Phone

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • 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
  • Snorkelling 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

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Policies

Check-in

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

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

This property does not have any lifts

Property is also known as

166140

About the area

Map
Anna Maria, FL

What's nearby

  • Anna Maria City Pier - 3 min walk - 0.3 km
  • Anna Maria Island Museum and Historical Park - 3 min walk - 0.3 km
  • Anna Maria Beach - 17 min walk - 1.5 km
  • Bean Point Beach - 2 min drive - 1.4 km
  • Bradenton Beach - 3 min drive - 2.1 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 Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! have a pool?

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

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

No, pets are not allowed at this property.

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.

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

Checkout is at 10:00 AM.

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

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

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

Reviews

9.6

Exceptional

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

9.6/10

Cleanliness

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

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

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

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

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

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

Lee W.

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

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

Abby G.

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

Great location, great pool

Location is ideal - walkable to many restaurants and shops, bike ride to the beach. My kids loved the salt water hot tub and pool which were very well maintained. Cottage has everything you need for a beach vacation - a little run down but we’ll maintained and comfortable. We will definitely be back!!
Stayed 4 nights in Mar 2022

10/10 Excellent

tara m.

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

Amazing vaca

Perfect location, walking distance to all the shops and restos. It feels like you landed in the Caribbean once you enter the backyard. So relaxing, such a perfect vacation vibe. Loved the 15 min walk to Beach beach with the most beautiful crystal blue water. The boys said it was the best vaca . Thank you
Stayed 4 nights in Apr 2022

10/10 Excellent

Kristen J., Austin, TX

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

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

6/10 Okay

Simone G.

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

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

joyce m.

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

This nice little home was private, clean and the most perfect place for a great fun relaxing place.

It was perfect for me. My sister and 2 daughters to enjoy a special time together. We were 2 doors away from an ice cream shop, a block from a fishing pier and beach. We were right on the bus line to tour Anna Marie Island without moving our car. The private pool and hot tub was a great asset which allowed us time to remember when with lots of laughs and special moments. I will be going back again to this little private place for more of the same. The real estate agency was there whenever we had questions or needed anything. I cannot say enough about the entire experience. It was the best.
Stayed 3 nights in Jun 2023

6/10 Okay

Candis R.

Liked: Check-in, communication, location
Disliked: Cleanliness

Pool is nice

The location is perfect! The pool and backyard is a paradise. But, the second bath has a mildew smell that hasn’t left my clothes. Even after two or three washes at home our nice summer clothes all smell like mildew. The pool was salt water and when the pool maintenance came they said it needed chlorine bc the salt needed replans the owners hadn’t done that. Also the place is smaller than it looks in the pictures. We had two couples. I’d say it would be best for a small family. The third bedroom is open to the bathroom, so no privacy unless you close the bedroom door.
Stayed 7 nights in Jun 2022

8/10 Good

Mary L.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

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

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

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

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

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

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

Kent and W.

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

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, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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, 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

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