Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!
House in Anna Maria Island, FL
6 guests · 4 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceOne of the higher cost properties in the area
Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more
About this house rental
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, ice maker, and dishwasher. The dining area in the sunny enclosed front porch easily seats six or dine outside in the gazebo.
There are three bedrooms in this historic cottage. The first bedroom has a king bed. The second bedroom has a queen bed. The third bedroom has a twin bed with a TV and an attached bathroom featuring a turn-of-the-century bathtub equipped with a handheld sprayer. The second bathroom has a shower only and is shared. 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!
❗ 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.
More information about this rental:
This cottage was the pride and joy of its previous owner for 15 years. She and her daughter called it home and placed their personal stamp on it through art. The current owners couldn't bear to snuff out these lovely touches and chose to leave them intact when they purchased the property in 2019.
Keep your eye on the steps up into the kitchen, which she painted by hand, and the gate from the side yard to the front of the house, which was the daughter's senior art project. Both are reminders of the history of this adorable cottage - that it belonged to wonderful people who loved their life here on Anna Maria and made this place their home. Stay here on your next vacation and see if you find any more!
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, ice maker, and dishwasher. The dining area in the sunny enclosed front porch easily seats six or dine outside in the gazebo.
There are three bedrooms in this historic cottage. The first bedroom has a king bed. The second bedroom has a queen bed. The third bedroom has a twin bed with a TV and an attached bathroom featuring a turn-of-the-century bathtub equipped with a handheld sprayer. The second bathroom has a shower only and is shared. 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!
❗ 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.
More information about this rental:
This cottage was the pride and joy of its previous owner for 15 years. She and her daughter called it home and placed their personal stamp on it through art. The current owners couldn't bear to snuff out these lovely touches and chose to leave them intact when they purchased the property in 2019.
Keep your eye on the steps up into the kitchen, which she painted by hand, and the gate from the side yard to the front of the house, which was the daughter's senior art project. Both are reminders of the history of this adorable cottage - that it belonged to wonderful people who loved their life here on Anna Maria and made this place their home. Stay here on your next vacation and see if you find any more!
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Dishwasher
Hot tub or spa
TV
Map of Anna Maria Island, FL
$$$$
Ratings and reviews
5.0 / 5.0
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.
5.0 / 5.0
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.
5.0 / 5.0
The cottage is very quaint and has a great backyard to enjoy. The location is awesome!
5.0 / 5.0
Artsy fun house comfortable and convenient to everything! Clean inside and out for the perfect family beach vacation!! I could live there!!
5.0 / 5.0
Loved the backyard, pool, and all the beach supplies available for use! And the location perfect for the north part of AMI.
5.0 / 5.0
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.
5.0 / 5.0
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!
4.0 / 5.0
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.
5.0 / 5.0
In the heart of everything, we enjoyed our stay very much. (A little too close to the ice cream shops…😈)
5.0 / 5.0
We had a blast and will definitely be back!
5.0 / 5.0
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.
4.0 / 5.0
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.
5.0 / 5.0
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.
5.0 / 5.0
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.
3.0 / 5.0
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.
5.0 / 5.0
House and pool were great. Perfect location.
5.0 / 5.0
We so enjoyed our fall break here. The location was easy access to all of Ana Maria Island!
5.0 / 5.0
Cute cottage, perfect location. We really
enjoyed our stay and would not hesitate to
stay here again.
4.0 / 5.0
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.
5.0 / 5.0
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!
5.0 / 5.0
House was wonderful!! We will definitely be back.
5.0 / 5.0
Our stay was amazing! We had a great time! East to get everwhere! Very relaxed!
5.0 / 5.0
Super easy renting and checking in/out process. The house is beautiful but the backyard is perfection. The pool, lights, spa and landscaping just hit every spot. Close to the beach and restaurants. Will definitely stay here again and again!
5.0 / 5.0
Loved this cozy beach cottage located in the middle of any and everything ! What a special place ❤️
5.0 / 5.0
Ideal location near the beach, piers, shops, restaurants, trolly stop. Yet it had a big, quiet back yard with a beautiful pool. Very comfortable, cute cottage. Friendly property manager.
5.0 / 5.0
This Cottage was a great family get away. Quiet part of Pine Ave with easy access to multiple restaurants and shops. One block from the Anna Maria Pier and Waterfront restaurant. Cottage was clean and the hosts communicated great during the visit with any questions we had. As advertised and better. Kids truly enjoyed the pool in the backyard to cool off with the hot temperatures. Great place for young kids and families that want fast access to everything Anna Maria has to offer!
5.0 / 5.0
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.
4.0 / 5.0
The backyard and pool was awesome, and the house had fun decor. The location was great but during the evening there was a lot of foot (often very late) and vehicle traffic due to other attractions near by. Overall a very nice experience but we had some trouble with operating the shower, some issues with slow and blocked drains and a few missing tiles on the pool.
5.0 / 5.0
We were absolutely thrilled with this house! It’s so adorably decorated. The best part was the amazing backyard oasis! Just beautiful. The area is great too - easy walk to restaurants and shops. There is a distinct mostly odor as others have mentioned - but it is the beach. Well stocked and appointed home. We would most definitely book again. Love Anna Maria!!
5.0 / 5.0
Location is fabulous, island is fabulous and our two daughters under ten had the time of their lives! The pool is perfect size for small children, while mom relaxed in the shade! So lovely.
5.0 / 5.0
Awesome entertaining areas. There’s a General store near by, ice shop, great restaurants & some of Floridas best beaches. Nice accommodations, loved it!!!
5.0 / 5.0
I would rate this property 10 out of 10
5.0 / 5.0
Very enjoyable time on Pine Ave! Kids loved the pool and hot tub.
5.0 / 5.0
Relaxing
5.0 / 5.0
We loved our stay here. House was adorable and perfect for our family. The yard was fantastic and the location was perfect.
5.0 / 5.0
Loved the location and the property
5.0 / 5.0
House was very clean and fun! Perfect location, back yard was amazing!
3.0 / 5.0
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.
5.0 / 5.0
Shabby Dabby DOOOOO!
We had a fantastic time at this property! The shabby decor was so fun and just cozy and perfect. Beds were comfortable and of course, pool and hot tub were amazing. Spent our days on the beach swimming and then back to pool swimming and hanging out. Shopping was great within walking distance on Pine Ave. Little market 2 buildings over was perfect to pick up little things we needed or a sandwich. The pier at night was a super place to hang with live music, food, drinks and sunset. Also did beach sunset, which was fabulous as always. Rental company was excellent and always friendly and helpful. Very responsive as well. We did not rent a car this time and just did the golf cart and it was perfect.
Only corrections we would suggest is the dresser drawers in the king bedroom need some TLC and the coffee pot needs to be replaced. Kept pooling on top of the filter and not straining through to pot.
Would highly recommend this rental. It's adorable, cozy, in the perfect location with an amazing back yard!
3.0 / 5.0
To Musty for Words
Property smelled so bad; had a horrible musty smell that needs to be gotten rid of. No blinds or shades and all sunlight; etc shine in bedrooms. Kitchen utensils were not clean, had to wash each one before use. Loved the pool area it was awesome
FAQs
How much does this house cost compared to others in Anna Maria Island?
The average price for a rental in Anna Maria Island is $416 per night. This rental is $439 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!. Enjoy the water!
Is Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both! pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Naut 2 Shabby Cottage Next-Level Pool Area, Darling FL Cottage - Best of Both!?
We found 9 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.
Explore similar vacation rentals in Anna Maria Island
Explore all rentals in Anna Maria Island
OPEN for booking after Helene & Milton! December and Jan dates available NOW!!
House
in Anna Maria8 guests · 4 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Anna Maria Island, at $745 per night for your next great vacation.
$$$$
Charming Bungalow with Fabulous Location and Private Pool!
House
in Anna Maria6 guests · 3 bedrooms · 2 baths
Garden · Pool · Pets allowed
Looking to create some memories in Anna Maria Island? Look no further than our House, Charming Bungalow with Fabulous Location and Private Pool!. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Laundry, and more.
$$$$
Beachfront
JAN. SPECIALS Beachfront, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
House
in Anna Maria8 guests · 4 bedrooms · 2 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Experience the best of Anna Maria Island with this House available for $846. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Seaglass Cottage by SeaBreeze Vacation
Cottage
in Anna Maria6 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Enjoy the best of Anna Maria Island in our Cottage, Seaglass Cottage by SeaBreeze Vacation. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Elegant Beachfront Condo w/pool! Walking distance to many restaurants and shops
Apartment
in Bradenton Beach8 guests · 4 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
When traveling to Anna Maria Island, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $856 per night.
$$$$
Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
House
in Anna Maria6 guests · 3 bedrooms · 2 baths
Pool · Pets allowed · Kitchen or Kitchenette
Experience the best of Anna Maria Island with this House available for $952. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.
$$$$
Start earning One Key rewards
Palms Beach West - Holmes Beach Vacation Villa - 3 Bedroom with Private Pool - B
Villa
in Holmes Beach6 guests · 3 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette
This Villa in Anna Maria Island, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
$$$$
Private Salt Water Pool & Spa, WALK TO BEACH, near Bean Point, GROUND LEVEL.
House
in Anna Maria6 guests · 3 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette
Looking for a House in Anna Maria Island, this House for $754 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Start earning One Key rewards
Custom Home Walking Distance from the Gulf ! NOT LISTED ON FACEBOOK <br>
House
in Anna Maria8 guests · 4 bedrooms · 3 baths
Garden · Pool · Pets allowed
The best choice in Anna Maria Island for House, for $884 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Private paradise w/ all the beach supplies & toys!
House
in Holmes Beach8 guests · 4 bedrooms · 4 baths
Garden · Pool · Pets allowed
Looking for a House in Anna Maria Island, this House for $851 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.
$$$$
Light & Airy Townhome with Beach, Bay, & Pool views from deck!
House
in Bradenton Beach6 guests · 3 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking to create some memories in Anna Maria Island? Look no further than our House, Light & Airy Townhome with Beach, Bay, & Pool views from deck!. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Luxury Beach Cottage for Families on the North Shore of Anna Maria Island
Cottage
in Anna Maria8 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Top rated
Nestled in Anna Maria Island, this Cottage is perfect for your next vacation. Enjoy Luxury Beach Cottage for Families on the North Shore of Anna Maria Island's top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
New Luxury-Professionally Decorated Home Pool/Spa 5 Minutes walk to beach
House
in Anna Maria6 guests · 4 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette
Top rated
Looking for the perfect place to call home during your trip to Anna Maria Island? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Coastal Charm Meets Cottage Chic! Sparkling Pool/Spa *4 Doors To The Beach*
Cottage
in Holmes Beach8 guests · 4 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette
Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Anna Maria Island, at $924 per night for your next great vacation.
$$$$
Start earning One Key rewards
Beach Dance in Holmes Beach “Last Minute Rate Reduction for February 2025”
House
in Holmes Beach10 guests · 5 bedrooms · 6 baths
Pool · Kitchen or Kitchenette · Air conditioner
This House in Anna Maria Island, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
$$$$
Anna Maria Island Beach Palace-Private Pool-Private Outdoor Kitchen-Free Wi-Fi
House
in Bradenton Beach8 guests · 4 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette
Enjoy the best of Anna Maria Island in our House, Anna Maria Island Beach Palace-Private Pool-Private Outdoor Kitchen-Free Wi-Fi. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
BEACHFRONT HOUSE DIRECTLY ON SOFT SUGAR WHITE SANDS
House
in Holmes Beach6 guests · 3 bedrooms · 2 baths
Garden · Kitchen or Kitchenette · Air conditioner
Business stays, family stays, couples stay, getaway vacation, and rental in Anna Maria Island at BEACHFRONT HOUSE DIRECTLY ON SOFT SUGAR WHITE SANDS for $877 for your next trip.
$$$$
Island Vibe 1: Close to Beach with Private Heated Pool
House
in Holmes Beach6 guests · 3 bedrooms · 2 baths
Pool · Pets allowed · Kitchen or Kitchenette
Looking for a memorable stay in Anna Maria Island? Our House might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
$$$$
LimeKiss B! Sweeping Views From Gulf To Bay! Elevator & Unlimited Sunsets!
Apartment
in Bradenton Beach6 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
This attractive Apartment in Anna Maria Island, $705 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Hear The Surf/Feel The Breeze... skip to beach!Located on Anna Maria Island
House
in Anna Maria8 guests · 4 bedrooms · 4 baths
Garden · Pool · Kitchen or Kitchenette
House in Anna Maria Island, for $943 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)
$$$$
Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park
House
in Anna Maria8 guests · 3 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette
Enjoy the best of Anna Maria Island in our House, Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
4 Bed 4.5 Bath Family Friendly, 3 Blocks to Gulf
House
in Anna Maria8 guests · 4 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
Soak up the beauty of Anna Maria Island in our House, 4 Bed 4.5 Bath Family Friendly, 3 Blocks to Gulf. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.
$$$$
Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach
House
in Holmes Beach6 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Are you ready to indulge in a relaxing getaway? Our House in Anna Maria Island has everything you need for a rejuvenating stay. Treat yourself to Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
$$$$
Start earning One Key rewards
Beachfront Condo with Pool
Apartment
in Holmes Beach6 guests · 3 bedrooms · 4 baths
Pool · Kitchen or Kitchenette · Air conditioner
Soak up the beauty of Anna Maria Island in our Apartment, Beachfront Condo with Pool. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.
$$$$
Start earning One Key rewards
Anna Maria Island!1 Block to the Beach. Private Heated Pool. No steps climb!
House
in Anna Maria Island6 guests · 3 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette
Nestled in Anna Maria Island, this House is perfect for your next vacation. Enjoy Anna Maria Island!1 Block to the Beach. Private Heated Pool. No steps climb!'s top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Starfish East- Beautiful Villa private pool and a few steps to the beach
Villa
in Bradenton Beach8 guests · 4 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
This inviting Villa in Anna Maria Island can fit your needs for many types of vacations, at $741 per night.
$$$$
4 Beds 4.5 Bath with Pool 3 Blocks to Beach
House
in Anna Maria8 guests · 4 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for the perfect place to call home during your trip to Anna Maria Island? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Beachfront
Beachfront Condo-Amazing Views of the Sunset from Every Room! 2 King/4 twins
Apartment
in Bradenton Beach8 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for the perfect place to call home during your trip to Anna Maria Island? This Apartment offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
Beach Side Paradise-Beautiful luxury 6 bedrooms with amazing views, private pool
House
in Bradenton Beach14 guests · 6 bedrooms · 5 baths
Pool · Kitchen or Kitchenette · Air conditioner
The best choice in Anna Maria Island for House, for $885 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
Start earning One Key rewards
White Pearl-New Premier AMI Home with Sunset Views-No damage and great pool area
House
in Anna Maria8 guests · 4 bedrooms · 6 baths
Pool · Kitchen or Kitchenette · Air conditioner
This House in Anna Maria Island, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!
$$$$
Anna Maria Island travel inspiration
Read our blogBudget Travel
7 Most Affordable Snowbird Destinations for 2025
Featured Rentals
Amazing Anna Maria Island Rentals With Pools
Featured Rentals
Lovely Anna Maria Island Pet-Friendly Rentals
Guides
6 Exquisite Beach-Bound Vacations, Based on Your Budget
Keep exploring
- Kauai Villas
- Orlando Villas
- Kiawah Island Villas
- Miami Beach Villas
- Kissimmee Villas
- North Naples Villas
- Florida Keys Villas
- Phoenix Villas
- Los Angeles Villas
- St Petersburg Villas
- Palm Desert Villas
- Miami Villas
- Las Vegas Villas
- Venice Villas
- Key West Villas
- Palm Springs Villas
- Lake Tahoe Villas
- Hollywood Hills Villas
- Seabrook Island Villas
- South Lake Tahoe Villas
- Pocono Mountains Villas
- Scottsdale Villas
- Myrtle Beach Villas
- Hilton Head Island Villas
- Marco Island Villas
- North Miami Villas
- Sanibel Island Villas
- West Palm Beach Villas
- Fort Myers Beach Villas
- Haines City Villas
- North Las Vegas Villas
- Destin Villas
- Lake Tahoe Cabins
- Ruidoso Cabins
- Blue Ridge Cabins
- Estes Park Cabins
- Lake George Cabins
- Eureka Springs Cabins
- Branson Cabins
- Lake of the Ozarks Cabins
- Lake Arrowhead Cabins
- Lake Texoma Cabins
- Canyon Lake Cabins
- Sevierville Cabins
- Flagstaff Cabins
- Colorado Springs Cabins
- Hot Springs Cabins
- Bass Lake Cabins
- Buffalo River Cabins
- Possum Kingdom Lake Cabins
- Chattanooga Cabins
- Nashville Cabins
- Wears Valley Cabins
- Cloudcroft Cabins
- Deep Creek Lake Cabins
- Mammoth Lakes Cabins
- Anna Maria Islands Rentals
- Outer Banks Vacation Rentals
- Rosemary Beach Rentals
- Holden Beach Rentals
- Hilton Head Vacation Rentals
- Topsail Beach Rentals
- Kiawah Island Rentals
- Panama City Beach Rentals
- Ocean Isle Beach Rentals
- Folly Beach Rentals
- Dauphin Island Rentals
- Rehoboth Beach Rentals
- Bethany Beach Rentals
- Cape Cod Rentals
- 30A Rentals
- Seaside Florida Rentals
- Edisto Beach Rentals
- Fort Myers Beach Rentals
- Miramar Beach Rentals
- Port Aransas Rentals
- Emerald Isle Rentals
- Orange Beach Rentals
- Surfside Beach Rentals
- Hampton Beach Rentals
- Assateague Island Rentals
- Jacksonville Beach Vacation Rentals
- North Shore Vacation Rentals
- Ogunquit Vacation Rentals
- North Redington Beach Rentals
- Lido Key Vacation Rentals
- Sea Colony Rentals
- Pass A Grille Vacation Rentals
- Blue Ridge Mountain Rentals
- Vail Lodging
- Jackson Hole Lodging
- Winter Park Lodging
- Telluride Lodging
- Big Sky Rentals
- Aspen Lodging
- Park City Rentals
- Steamboat Springs Lodging
- Breckenridge Rentals
- Lake Tahoe Rentals
- Copper Mountain Lodging
- Mammoth Mountain Lodging
- Beech Mountain Rentals
- Crested Butte Rentals
- Sun Valley Lodging
- Keystone Lodging
- Taos Lodging
- Sugar Mountain Cabins
- Beaver Creek Lodging
- Deep Creek Lake Rentals
- Smith Mountain Lake Rentals
- Ocean Lakes Rentals
- Lake Anna Rentals
- Torch Lake Rentals
- Lake Winnipesaukee Rentals
- Norris Lake Rentals
- Lake Gaston Rentals
- Canyon Lake Rentals
- Lake Oconee Rentals
- Lake Wallenpaupack Rentals
- Lake Martin Rentals
- Lake Havasu Rentals
- Lake of the Ozarks Rentals
- Lake Michigan Vacation Rentals
- Lake Chelan Rentals
- Finger Lakes Rentals
- Lake Keowee Vacation Rentals
- Lake Conroe Rentals
- Lake Erie Vacation Rentals
- Lake Austin Vacation Rentals
- Sebago Lake Rentals
- Lake Tillery Rentals
- Keuka Lake Rentals