House in Anna Maria, Florida

Canalfront home w/ WiFi, heated pool, dock & lanai - 2 blocks to the beach

House in Anna Maria, Florida

8 Guests

3 Bedrooms

2 Bathrooms

Locally Owned & Operated

Anna Maria Island

Casago Franchise Owner

4.63

Heavenly Holly is widely praised as a spacious, comfortable, and well-equipped home that feels like an exceptional vacation retreat. Guests consistently highlight the clean, well-kept interiors, inviting furnishings, stocked kitchen, and thoughtful layout that gives families plenty of room to relax. The location is especially appreciated for easy beach access and proximity to island shops and dining while still feeling peaceful and quiet. Many guests enjoyed the beautiful canal setting, private dock, and relaxing views of wildlife, water, and tropical surroundings from the porch, balcony, and poolside areas. The pool area stands out as a favorite feature, and guests also appreciated the beach gear, games, kayaks, fishing access, and other extras that made stays easy and memorable.

Overview

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

Permit info: VR18-000115

You must be 25 years or older to rent this property.

Amenities

Air conditioning

Gas grill

Beach access

Cable

Dishwasher

Washer/dryer

DVD player

Internet

Iron

Kayaks

Microwave

Patio

Pool

Stove

Water view

Waterfront

Sleeping Arrangements

Bedroom 1

sleeps 2

1 king bed

Bedroom 2

sleeps 2

1 king bed

Bedroom 3

sleeps 2

2 twin beds

Location

Anna Maria, Florida, Home

(Exact address will be provided after booking)

5 Star

75%

4 Star

16%

3 Star

2 Star

1 Star

Sort by:

Sarah D2026-06-07

Heavenly Holly is a gem. The house is open and spacious. The kitchen was well stocked, had plenty of pool towels, and huge closets in each bedroom. We so appreciated the beach gear that was included. Not having to pack (or rent) umbrellas, chairs, wagons, etc was such a perk. The pool area was so nice, and the pool chairs were extremely comfortable. There were so many places around the house and property to enjoy the salty breeze and sunrises over the canal. Kids enjoyed fishing from the dock and watching the wildlife. Quiet street and friendly neighbors. I could go on and on. Can’t wait to stay here again!

Nancy D2026-05-09

Close to the beach perfect location was very quiet. We were able to walk to Pine Avenue from there, but we do walk a lot lots of pool and beach toys and wagons in the garage to take to the beach.

Stacy S2026-04-18

House was very clean and spacious. Lived the stocked pool floats/toys. Lots of board games. Loved the pool and hot tub.

Tracy G2026-02-19

We’ve stayed on AMI many times and this house was by far the best/our favorite: incredible location, right on the canal with kayaks & a paddleboard to use, and the spacious pool area was just fantastic with tons of sunny and shady options to sit & relax. The layout of the house is very cool- the front balcony and amazing back porch were the perfect spots to relax & read a great book (the house provided a great selection of books & games) or have dinner. The tall sea grape tree made us feel like we were in a tree fort, and the house itself was so spacious & provided everything we needed for a great stay. We highly recommend this place but secretly don’t want it to book up too fast so that we can come back! Phenomenal place.

Karen R2025-10-30

Close to the beach. Canal behind provided peaceful evenings and a manatee experience.

Valentina S2025-06-23

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.

Dates

Guests

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Arrive at a completely cleaned and inspected home.

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Heavenly Holly

House in Anna Maria, Florida

Locally Owned & Operated

What our guests are saying...

Overview

Amenities

Sleeping Arrangements

Bedroom 1

Bedroom 2

Bedroom 3

Location

Anna Maria, Florida, Home

Rating