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USA Florida Florida Gulf Coast Anna Maria Listing #13551

Holly Hideaway - Anna Maria, FL

57 reviews
Max occupancy: 4 1 King Bed, 1 Queen Bed, 1 Sofa Bed 2 bedrooms 2 bathrooms 4 dog max  (25 lb weight limit) 
Address provided after booking

Worry-free booking

Enjoy peace of mind with flexible travel options:

  • At least 7 days before check-in: You can reschedule your trip, or cancel and receive 100% of the cost as a Future Stay Credit.
  • At least 30 days before check-in: You also have the option to cancel for a refund (minus the booking fee).

Expert cleaning

Professional housekeepers clean and stock each home, using an EPA-approved disinfectant.

Local support

Each trip is backed by 24/7 customer support and local teams everywhere we operate.


Many Vacasa homes use smart locks or lockboxes for a smooth, contactless check-in.

Dog-friendly beach bungalow with private, heated pool, balcony, and lanai

Welcome to Holly Hideaway, tucked away between palms on the beautiful northern end of Anna Maria Island. Enjoy tropical breezes wafting through the screened lanai and across the patio and upstairs balcony while you grill out or take a dip in the heated pool. Beautifully furnished, this home and its backyard are your private island oasis. And dogs under 25 pounds are welcome, for a small nightly fee.

Evening walks might turn out to be the highlight of your visit, since you're just a couple blocks from gorgeous Bean Point Beach. Anna Maria sunsets are renowned for their colors, and watching from the beach adds even more magic to the mix. If you're heading somewhere that's too far to walk, hop on the island's free trolley.

This home features a fully equipped kitchen, including a dishwasher for easy cleanups. Three TVs, a DVD player, and free WiFi keep you entertained and connected during your stay, and the fireplace will keep you cozy on chilly nights. Up to five cars can park in the driveway. The home is outfitted with a private washer and dryer for post-beach laundry.

Reserve your spot at this lovely Anna Maria Island home today!

A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

*Pool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $22 per day plus tax. A 24 hour notice is required. Heat may not be available if temperatures drop below 65 degrees.

You must be 21 years or older to rent this property.

Property permit ID: VR18-000037 City of Anna Maria



Jetted tub


Washer/dryer : Private

Heating & cooling

Central AC


Wood-burning fireplace

Kitchen & dining









DVD player

Wireless router

On-site activities

Pool : Private

Heated pool


Gas grill : Private





57 reviews

Katie E. Jan 2021
Holly Hideaway was just perfect for our family of four. Meals on the lanai, swims in the beautiful pool, and just a short walk to the beach! We can’t wait to visit again!
Marc C. Oct 2020
You won’t be disappointed.
Dawn T. Jul 2020
This is my 5th stay at this beautiful home on Anna Maria Island. It is perfect for a small family and supplies everything you need for a comfortable stay. I always choose this home because of location, large private pool, screened in porch and beautiful landscaping.
Dennis M. Jul 2020
Clean, well-equipped, beachy décor, undercover parking, many outdoor areas to enjoy in sun and shade, well landscaped, nice pool area.
Juan M. Jun 2020
We enjoyed our stay. The house was comfortable and quiet. Clean and accommodating.
Charles S. Jun 2020
This is a beautiful home but a little bit of a walk to the beach. If you want something on the beach or across the street from the beach this isn’t it. It’s still quite nice and the small pool can be a lot of fun.
Daniel Y. Apr 2020
House was very clean and bright. Well appointed kitchen and bathrooms, plenty of bedding. Pool area very private.
Gordon l D. Mar 2020
We lived here when the Covid 19 started and left the day the beaches closed. We were safe and happy living in your home and eating in everyday..... spent all our time in your beautiful pool. Thank you for the respite.
Marge H. Mar 2020
This is the second year we have stayed at Holly Hideaway. We feel very much at home in this well equipped, comfortable and updated home. Great pool and very quiet neighborhood!
Janet E. Jan 2020
The property was immaculate, convenient, well-appointed and peaceful. Located on a quiet street in a safe residential neighborhood, the house was a 5 minute walk to a beautiful beach and afforded easy access to the rest of Anna Maria by foot or bike. Ready to return already!
Ken R. Nov 2019
Best vacation stay EVER! Loved everything about the house!
Jason L. Aug 2019
The home, pool and location were all nice. Beds were comfy and neighborhood was bwey relaxed.
Tom K. Aug 2019
What a relaxing vacation we had staying at Holly Hideaway. The location was absolutely perfect for the beach and the surrounding area. Beautiful home, tastefully decorated in a beach theme throughout. The kitchen was well stocked and everything was clean. Pool area was delightful and a little sun trap throughout the day. Would definitely come back and recommend to others.
Kelly T. Jul 2019
Location to both bayside and Gulf side was perfect. Pool area is awesome.
Jennifer S. Jun 2019
Great location, close walk to Bean Point beach. The house was very clean and fully stocked with anything you might need. Nice, updated decor, comfortable beds.

The pool area was beautifully landscaped with plenty of seating and lounge chairs. A supply closet was in the carport with a beach wagon, chairs, umbrella, cooler, toys, and anything you could possibly need. We used the outdoor shower daily...nothing like showering outside! This was my favorite rental house I've ever stayed in, by far. We will definitely stay here again on future trips!
Mike S. Jun 2019
As advertised! Pool is great, location to beach is great. Perfect floorplan for us. Highly recommend!!!
Marge H. May 2019
We loved the quiet and peaceful neighborhood. The house was great and had a wonderful pool. The screened porch was a plus!
Beth F. Apr 2019
Our 4th vacation to AMI and it never disappoints! This house was perfect for our family of 4 thanks to the pullout couch! The house is in perfect condition & we love the super private pool and back yard! Super close to the beach & Pine Ave. we love the north end of the island best & this house was wonderful!!! Thank you and we miss it already back in cold New England...
Jill B. Apr 2019
2 years in a row here and we loved it just as much as last year.
Elizabeth R. Apr 2019
This is the second time staying at this home. It is very comfortable better than other rentals, feels much more homey.
The only thing I’d like to see improved is the pool loungers are cheap and uncomfortable. Other than that fabulous
Arthur M. Nov 2018
Wonderful month here at Anna Maria. Great house with everything we needed. Loved biking at Robinson Preserve and Emerson Preserve, walking Perico and Neal and Leffis Preserves. Beer can beach is beautiful; we could walk to Rod and Reel to see birds, dolphins, and maybe a manatee. Good restaurants- Waterfront, Wicked Cantina, Starfish, Beach House, Swordfish, and the best breakfast and Ginny and Jane’s!
Heather L. Aug 2018
Though red tide arrived we still managed to have fun. Yay for pools! Waterfront is our favorite restaurant, Wicked Cantina is a crowd pleaser, Sage Biscuit is great for breakfast, Robinson Preserve is wonderful for hikes, and Fish Hole is great for putt-putt! Legoland is but 2 hours away! Thanks again AMI!
Alain T. Jul 2018
Bonjour! We came for the second time to AMI but this year to celebrate our 25 years of marriage. Thank you for renting your house. We ate Sandbar with our feet in the sand, ate at the Donut Experiment, went biking, and went to Bean Point which is beautiful! The people are nice in AMI. Thank you very much and see you soon!
Amanda R. Jul 2018
The pool and covered carport were great places for the kids to play. Nice and clean house. Great location- bike ride close to fun stuff on the island!
Jon R. Jul 2018
Our stay was filled with so many fun memories! The highlights: our 9 year old caught his first 2 snook! AND...our 5 year old girl learned to swim! Hope to be back in the future!
Jennifer L. Jul 2018
Celebrating our 30th wedding anniversary! This was our fourth visit staying at this house! We’ve loved our time here! Thanks for the memories!
Mr W L. Jun 2018
The location and the property was just stunning. I loved how clean the house was on our arrival and suited us just perfectly the owners should be proud of their property. Very smooth process from start to finish. Enjoyed the swimming pool and the beach cart with everything you need for the beach was perfect. All details have been thought of to provide you with a wonderful holiday home.
Alexandra S. May 2018
Holly Hideaway is perfection! A second splendid week on AMI in your perfect beach house. We loved every minute of our time spent here. Thank you! We had a wonderful week. Thank you so much! See you soon.
Jill B. Apr 2018
Very comfortable and well appointed. Close to everything in Anna Maria's north end.
Todd B. Apr 2018
This is our 4th time to the island. Our first was when our son was 10 months and now he’s almost 9. This place gets better and better and this house was by far the best! Hope to be here next year!
Mia R. Apr 2018
Your house is beautiful! It’s very comfortable. I’m hopeful it’s available next year same time. We come and rent every year and this is our favorite place so far!!!
Ruth H. Feb 2018
What a perfect piece of paradise. We loved the lanai, the pool, the tasteful decorations, and the really comfy bed. You have created an oasis on AMI. The black dog was an added bonus. This was our third visit to Holly Hideaway- so comfortable here it’s like staying with family! HH is a beautiful well-equipped oasis. We hope to come back again!! Thank you, thank you, thank you!
Nancy V. Aug 2017
"The home we stayed at was fantastic. It rained the week we were there (so sad for us) so it was nice to have a place that was enjoyable and spacious."
Anonymous . Jun 2016
"great area to vacation or live. Holly Hideaway is a very nice home."
Sue W. Oct 2015
Loved the peace and quiet at Holly Hideaway and its ideal location for walking to both the beach and bay. The house was extremely comfortable and had everything you could want for a beach vacation.
Dereck N. Aug 2015
Great property, great value, great location! Thank you for being pet friendly :)
Nelly S. Sep 2014
This is a beautiful, well furnished and well kept home.
Jackie . Jul 2014
What can I say a beautiful clean , cosy but spacious house that was just perfect for a 2 week vacation for our honeymoon! Couldn't fault the cleanliness ,amenities , and overall ambience of this property and would highly recommend it. Can't wait to go back hopefully for our first anniversary !!
Petersons' F. Jun 2014
Thanks for a neat updated home and great pool area. I knew it was going to be a great vacation when I spotted the scotch tape, the reserve propane tank and the wagon for trips to the beach. The Bean Pt. beach area is awesome as is the hometown feel of the whole island. Eat Here, The Feast, Skinny's and The AMI Donut Shop are favorite spots and Emerson's Studio is lots of fun! We even ran/walked a 5K in Robinson Preserve on March 28th-great way to meet a lot of Bradentonites. you have a treasure-and it's still snowing in White Bear Lake, MN-do we have to go home tomorrow?!
Simon . Jun 2014
Our gin & tonics have never tasted so good while sitting and sipping them on the veranda. We saw: *Dolphins *Pelicans *Manatees (we think) * & lots of wild life!
Jacki . Jun 2014
Weather has been fantastic among with beaches and Anna Maria itself. We have had an amazing honeymoon in this beautiful house and island couldn't have wished for better. Just very sad our 2 weeks are over but very much looking forward to our next trip out here in this perfect location!
Mike . Jun 2014
A wonderful time is ending. Anna Maria, the weather, the impressions and the lovely style house was fantastic. Thank you very much-we will come again!
Rothgeb F. Mar 2014
Pool was great!
Walter a. May 2013
We enjoyed your beautiful home for a week in January. Thank you for such a great place to stay. Very neat and clean.
Alexandra S. May 2013
What a wonderful vacation home! Our family had a fantastic holiday at Holly Hideaway. The house was impeccably clean, well appointed and the decor is so pretty. The backyard is beautifully landscaped and the pool was just lovely. A perfect home in a perfect place!
Lawrence M. May 2013
A wonderful experience!!!
Wayne T. Apr 2013
Holly Hideaway is a first class holiday treasure. A wonderful place to relax and renew. Thank you!
Erich K. Mar 2013
Amazing island Nice Near the beach A wonderful house Memorable vacation Always sunshine Relax around Is a beautiful place to return Amazing sunsets
Wayne . Mar 2013
Well appointed, well stocked, and great location. Thank you!
Wacaser f. Feb 2013
We loved this rental. On a quiet road, but still close to the beach. The north end is our favorite place to stay. The pool was a good size, and the sun deck was really nice. Didn't find anything "bad" about it.
Jack S. Feb 2013
730 Holly was a hit with us. We enjoyed the pool greatly and thank you for a clean and lovely home.
Terry W. Feb 2013
Beautiful home, well stocked, and quiet. Thank you so much
Megan . Feb 2013
A splendid home that made this vacation truly wonderful. Thanks!
Holly B. Sep 2012
Please let them know we loved the whole house!