Experience the tropical charm of Anna Maria Island at Heavenly Holly, a three-bedroom home with a private canal-front dock and heated pool. Bask in sunshine two blocks from the beach or stroll to Pine Avenue shops and restaurants via the free island trolley.
Reviews
9.49.4 out of 10
Exceptional
Entire home
3 bedrooms2 bathroomsSleeps 8186 sq m
Popular amenities
Pool
Kitchen
Washer
Dryer
Air conditioning
Outdoor Space
Add dates for prices
About this property
Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach
Heavenly Holly
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Waterfront North-End Retreat with Heated Pool & Private Dock – Walk to Bean Point Beach
Soak up the sunshine and the laid-back charm of Anna Maria Island at this beautiful three-bedroom waterfront home. Featuring a private heated pool, canal-front dock, and an unbeatable North End location just two blocks from the beach, this home offers the perfect Gulf Coast escape.
Located along a peaceful canal leading to Tampa Bay, this bright and modern home sits in one of the island’s most desirable neighborhoods. Enjoy easy access to Bean Point Beach and the sparkling Gulf waters just a short stroll away. Pine Avenue’s boutique shops, restaurants, and the free island trolley are also within walking distance. Parking is easy, with space for up to five vehicles across the garage and driveway.
Inside, the home is open, light-filled, and thoughtfully furnished for comfort and relaxation. After a day in the sun, rinse off in the outdoor shower and enjoy a refreshing swim in your private heated pool. The screened lanai offers a breezy, shaded space to unwind, dine outdoors, or simply enjoy the island air. Fire up the gas grill for evening cookouts, or head out for a sunset walk along the Gulf.
Boaters will love the private dock, which can accommodate vessels up to 25 feet—perfect for exploring the surrounding waterways. Free WiFi is included, making it easy to stay connected during your stay.
Whether you’re planning a relaxing getaway or an extended island retreat, this waterfront haven offers the ideal balance of comfort, style, and location.
THINGS TO KNOW This home is Saturday to Saturday booking Only Pool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48 hour notice is required. Heat may not be available if temperatures drop below 65 degrees. We will not be accepting payments for pool heat for the months of May through October
Treat yourself to the beauty of Anna Maria Island and book your stay today. Relaxation, sunshine, and unforgettable memories await
Parking notes: There is free parking available for 5 vehicles.
Dock details:
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit. More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Property amenities
Beach
Beach nearby
Pool/Spa
Heated pool
Private pool
Internet
Available in the house: Free internet
Parking and transportation
Onsite parking options include a garage
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Microwave
Oven
Refrigerator
Stovetop
Toaster
Bedrooms
3 bedrooms
Bedsheets provided
Bathroom
2 bathrooms
Free toiletries
Hair dryer
Towels provided
Entertainment
DVD player
TV with cable/satellite channels
Outdoor areas
Balcony
Dock
Gas grill
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Pets
No pets allowed
Suitability/Accessibility
Smoking not allowed
Note from host: Smoking is not permitted anywhere on the premises.
Services and conveniences
Iron/ironing board
Phone
Location highlights
Near a health/beauty spa
Near the bay
On the waterfront
Things to do
Arcade/game room
Heated pool
Kayak
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
For information about quiet hours, please refer to the listing description.
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Smoking is not permitted anywhere on the premises.
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 indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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
About the neighborhood
Located in Anna Maria, this vacation home is on the waterfront. The area's natural beauty can be seen at Bean Point Beach and Bradenton Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Visit our Anna Maria travel guide
Does Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach?
Check-in begins at 4:00 PM.
What time is check-out at Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach?
Check-out is at 10:00 AM.
Where is Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach located?
Situated on the waterfront, this vacation home is within a 5-minute walk of Palmetto Avenue Beach and Bean Point Beach. Bradenton Beach and Anna Maria Beach are also within 10 minutes.
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Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 46 out of 59 reviews
10 - Excellent
46
Rating 8 - Good. 8 out of 59 reviews
8 - Good
8
Rating 6 - Okay. 3 out of 59 reviews
6 - Okay
3
Rating 4 - Poor. 2 out of 59 reviews
4 - Poor
2
Rating 2 - Terrible. 0 out of 59 reviews
2 - Terrible
0
9.6
Cleanliness
10
Location
Reviews
From a partner site
10/10 Excellent
Randy P.
28 April 2024
Heavenly Holly
Beautiful home & yard conveniently located to everything!
Randy P.
From a partner site
10/10 Excellent
Jennifer M.
18 June 2024
Heavenly Holly
We enjoyed our stay at Heavenly Holly so much. The location was so close to the beach and had a dock for canal access. The house had chairs, pool toys, games, and so many extras that we were able to use. The house layout was perfect for two families. We were very happy with our stay!!
Jennifer M.
From a partner site
10/10 Excellent
Bethany C.
11 June 2024
Perfect vaca house!
This house was so comfortable, with multiple places to gather and lounge! Even though this was our first time on AMI, we could tell this house was a fantastic location! Just a quick (5 min) walk to the beach, kayak/paddleboard/fishing access off the back dock, ping pong and foosball in the garage, and plenty of pool toys, beach chairs, board games & puzzles! A great assortment of dishes/pots/pans/utensils in the kitchen for making meals. A great place to stay!
Bethany C.
From a partner site
10/10 Excellent
Mary T.
21 April 2024
A great beach vacation
We loved the location, close to the beach and on a canal. A few manatees swam by while we were there! The house was very comfortable and had everything we needed. Beach chairs and umbrellas were well used but serviceable. Having a good washer and dryer at the house meant we came home with clean clothes! I hope we can come back to Heavenly Holly soon.
Mary T.
From a partner site
10/10 Excellent
Carly B.
6 May 2024
Book it!
We go on our yearly family girls trip every year, my daughter, my sister and my mom. We had a wonderful time. Heavenly Holly is in a fantastic location and on the quieter end of the island. The neighbors are fantastic as well and ensured we were able to see the manatees when they swam through the canal! The owners provide plenty of amenities for the whole family to enjoy but also for everyone to have their own space. We’ll be back!
The spacious 3 bedroom house was perfect. We loved the pool and hot tub. Located within walking distance of beaches, restaurants and shops. An added bonus was seeing manatees while kayaking!
We absolutely loved our stay at this house! The check-in process was very easy and the property manager was great in responding to a couple questions we had. The property is beautiful—we loved using the heated pool and spa every day! The house came stocked with plenty of beach towels which was a plus! We will definitely be booking another stay soon!
We loved our stay at this property. Already book return trip for next year. The location was perfect. It was very private and peaceful during our stay. The house included every thing we needed to make our stay comfortable and relaxing. See you next year!
Kathy O.
Stayed 7 nights in Feb 2023
From a partner site
10/10 Excellent
Josephine E.
9 July 2024
Lovely vacation!
The house is in a quiet part of the island, not far from rod and reel and has an amazing Oasis yard! Thank you for sharing your Blessings!
June 29 2024
Josephine E.
Stayed 7 nights in Jun 2024
From a partner site
8/10 Good
Family G.
31 December 2023
Heavenly Holly
The house worked and no complaints thanks. We had all we needed and it did what it said in the tin !
Family G.
From a partner site
10/10 Excellent
Valentina S.
23 June 2025
Best vacation spot in Anna Maria
It was such a pleasure to stay at this house during our vacation. The house was very clean and the rooms were beautifully furnished. We had everything that we needed and could not ask for a better place to stay. The kitchen was stocked with all the utensils and we were able to cook for our family and even bake our daily sourdough bread. The beach was with a very short distance in a beautiful, quiet location of the island. Our teenage boys enjoyed fishing of the ramp right in our backyard. Not to mention spacious, clean pool, all the games in the garage and huge screened porch that made our vacation just perfect. Will definitely return again.
Valentina S.
From a partner site
4/10 Poor
Steven R.
7 July 2023
Not clean
Under the beds were cupcake wrappers, eye drops and hair clumps. Several of us cut our feet on shards of glass by the pool throughout our stay. It was in between the pavers in several spots. We interrupted the cleaner bc it was past 4.
Steven R.
From a partner site
6/10 Okay
Susan W.
7 January 2023
Not worth the money
The location and layout of the home were great. We appreciated the games, wagon, beach toys, and kitchen accessories. However the pool was not heated and not cleaned until mid week, the spa did not work, the home was not very clean or in good repair, the water heater had only enough hot water for 3 short showers and the linens and other amenities were carelessly stocked-extra towels but only3 washcloths, one potholder, one dish towel, and only a few of the things we were told would be there. It was very disappointing for the children who had been promised a heated pool and for the adults who had paid extra for for a rental with a heated pool.
Property was very nice, the detail cleaning could have been better the door frame from the deck into the house could have been cleaner as well as above the door frames. Also using the garage was difficult. The lower entry pad did not work and had to go upstairs and come down everytime we wanted to park the car/cart inside. I went to the office as directed to get a remote but they said they said never had one. This was a little frustrating.
Scott N.
Stayed 6 nights in May 2022
From a partner site
10/10 Excellent
Jasper D.
19 May 2022
Great stay!
The house was great! It was clean and had everything we needed. Slept 6 adults comfortably. Quiet neighborhood. Enjoyed the pool and spa area. Key code sent to us and able to go straight to the house. Conveniently located and walking distance to a few places to eat. We rented a golf cart and were able to go most places on the island. Would definitely stay here again.
Jasper D.
From a partner site
8/10 Good
Patrick K.
5 April 2022
Great Location, perfect for a family
We recently stayed for a week with our daughter, son-in-law and three grandsons. The house is perfectly located on a canal, at the North End of Anna Maria, which is our favorite area. Once there, you really don't need to drive. The shops and restaurants of Pine Avenue are less than a mile from the house, and the beach is only 3-4 blocks away.
There are many nice things about this home, including a huge screened deck/lanai with lovely canal views, and a nice pool and hot tub area. We loved the open layout of the main floor and having a washer/dryer on that level. We also enjoyed having coffee on the dock and one morning, saw a group of manatees--they are huge!
The garage area has ping-pong and foosball tables which the kids enjoyed. There were a couple of locked bikes in garage we couldn't use, and one with a flat tire. We ended up renting bikes from Beach Bums in town--highly recommended!
I would say that the upstairs master suite, where we grandparents stayed, needs some TLC. The bathroom miniblinds were broken & the exhaust fan did not work..
The shower was slow to drain, so a shower involved standing in ankle deep water. In addition, the blow dryer didn't work, but there was another one downstairs.
.
PROS: Nicely decorated and outfitted; great location w mature trees and canal access; plenty of kid's activities.
CONS: some minor maintenance issues; Lots of steps.
We enjoyed our stay. The location is perfect for our family. Being close to the beach and away from the busy part of the island was great. The house was nice and clean. There was everything we needed in the kitchen. The only issue we had is that the beds were not very comfortable and are very stiff. The pool and hot tub worked great. It was nice having the dock in the canal to fish from and launch the kayaks. I highly recommend this spot for anyone wanting a private location close to the beach!
Jake F.
Stayed 7 nights in Mar 2022
From a partner site
10/10 Excellent
Monica W.
2 January 2022
Great house! Amazing location!
We absolutelty loved this home! We knew nothing about AMI and feel like we totally lucked out finding this home to rent. We loved the sliding glass doors opening up to the absolutely private backyard pool and view of the intercoastal waters/deck. The kitchen is perfectly equipped. beds were great! 3 minute walk to the beach and an easy walk to Pine St... we recommend renting a golf cart for sure though! (Reserve early if you can) Vacasa rep was extremely responsive when needed for a minor thing! We would definitley look to rent again!
There are absolutely no condiments spices or anything to get you started. Not enough toilet paper or paper products to last a family for a week. Be sure to take everything you might need or at least enough to get you through the first day or two so you can go shopping.
sheri m.
Stayed 7 nights in Dec 2021
From a partner site
10/10 Excellent
Kathleen E.
17 September 2021
Great rental home
This house had everything we needed. It was clean and cute! I love that it was spacious enough that even after we brought all our gear in there was still plenty of room for us in the house. It still felt spacious. The backyard felt very private and the pool was beautiful. Loved the location too.
Kathleen E.
From a partner site
10/10 Excellent
Jen J.
6 July 2021
Multi-generation family vacation
This home exceed our expectations. Most importantly for us, it is just a few blocks from the beach. A short stroll out the front door and we were on what seemed like our own private beach. We walked up to bean point and down to The Sandbar for drinks and snacks. It is perfectly located!
From the moment we arrived, the home was bright, airy and inviting. It was meticulously clean...every bathroom, bedroom and kitchen (which is fully stocked for all cooking needs). The linens and towels appeared brand new. The washer and dryer worked great for keeping our beach towels clean. And the owners even provided an in depth book outlining Anna Maria favorite places to go and instructions on how to turn on the hot tub, lights, etc.
We had 3 generations, from 12-83 yrs old and the home accommodated everyone's needs. After the first night, we all commented on how comfortable the beds were...even the pull out sofa.
With such a vast age range, the home met all our needs. The front porch is a perfect spot to get away for a quiet read, while the screened in porch overlooking the pool is great for dining or monitoring kids in the pool.
Another spot we enjoyed was on the lower level. One evening we grilled steaks and dined by the pool. We had such a busy week, we didn't get a chance to play ping-pong or foosball....hopefully next time for sure! There were even a few bikes in the garage which made for a nice tour around the area.
The kids often popped out to the dock for a turn on the kayak and manatee watching.
This home provided the perfect get-away for our family. Thank you and we can't wait for a return visit.
Jen J.
From a partner site
10/10 Excellent
Whitney S.
19 June 2021
Anna Maria
This house was absolutely perfect! It was very clean and we also enjoyed the quiet area. The pool and the bay located behind the house was a wonderful place to swim and kayak!
Whitney S.
From a partner site
8/10 Good
Marciann L.
7 May 2021
Great location
Loved the close proximity to beach. Great pool area. FYI, only one kayak (two person). Would return in the future.