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Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life

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Smart TV, table football, ping pong, books - Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life (Anna Maria)
Interior - Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life (Anna Maria)
Property grounds - Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life (Anna Maria)
Property grounds - Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life (Anna Maria)
Marina - Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life (Anna Maria)
Welcome to Dragonfly Harbour, a canal-side retreat in the heart of Anna Maria. Enjoy 360-degree views from the rooftop deck, relax by the private heated pool and spa or unwind on one of multiple decks with outdoor seating. Take advantage of dock access for your boat up to 50 feet and have fun with games like corn hole, foosball table & ping pong table.

Reviews

9.8 out of 10
Exceptional

Entire home

4 bedrooms5 bathroomsSleeps 82752 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

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.

Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life

Along with a hot tub, this smoke-free holiday home has laundry facilities and an arcade/games room. Other amenities include gas grills. The holiday home has 4 bedrooms and offers free WiFi and a fenced private garden. Guests can enjoy a private pool, and other amenities include a kitchen with a fridge and an oven.
Air-conditioned accommodation at this holiday home offers private pools and coffee/tea makers. Rooms open to balconies. This accommodation is furnished with dining tables and kitchen islands. Kitchens offer fridges, stovetops, microwaves and kitchenware and utensils. Bathrooms include baths or showers and hairdryers.

Guests can surf the web using complimentary wireless Internet access. Smart televisions are featured in guestrooms.

Recreational amenities at the holiday home include a hot tub.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Fenced yard
  • Gas grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Arcade/game room
  • Foosball table
  • Golf
  • Heated pool
  • Table tennis
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Parasailing nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,752 square feet

Similar properties

Interior
519 Loquat Drive
Anna Maria
  • Kitchen
  • Dryer
  • Air-conditioning
  • Outdoor space
519 Loquat Drive
Compare similar properties

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

Special check-in instructions

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

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

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 indicated that there is a carbon monoxide detector on the property
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

About the area

Located in Anna Maria, this holiday home is near theme parks and on the waterfront. The area's natural beauty can be seen at Bradenton Beach and Anna Maria Beach. Travelling with kids? Consider Fish Hole Adventure Golf, or check out an event or a game at LECOM Park. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and horse riding. Visit our Anna Maria travel guide
View more Holiday homes in Anna Maria
Map
Anna Maria, FL

What's nearby

  • Sarasota_AnnaMariaIslandMuseumandHistoricalPark_6295969-2
    Anna Maria Island Museum and Historical Park
    18 min walk - 1.6 km
  • Sarasota, florida, bradenton beach, Shutterstock ID 1052846027, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget
    Bradenton Beach
    1 min drive - 0.7 km
  • Sarasota_BeanPointBeach_6296220-6
    Bean Point Beach
    2 min drive - 1.7 km
  • Anna Maria City Pier
    11 min walk - 0.9 km
  • Island Players
    1 min drive - 1.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    35 min drive

Restaurants

  • Anna Maria Island Beach Cafe
    10 min drive
  • The Ugly Grouper
    7 min drive
  • The Sandbar Restaurant
    18 min walk
  • The Waterfront Restaurant
    6 min walk
  • Ginny's & Jane E's
    15 min walk

Frequently asked questions

Does Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life have a pool?

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

Is Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life pet-friendly?

No, pets are not allowed at this property.

How much is parking at Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life?

On-site parking is available at the property.

What time is check-in at Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life?

Check-in begins at 4:00 PM.

What time is check-out at Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life?

Checkout is at 10:00 AM.

Where is Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life located?

This family-friendly Anna Maria holiday home is located on the waterfront, within 1 mi (2 km) of Bay Boulevard Beach, Bradenton Beach and Anna Maria Beach. Bean Point Beach is 1.3 mi (2.1 km) away.

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Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck by Anna Maria Life Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers 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.
More informationOpens in a new window
Rating 10 - Excellent. 25 out of 27 reviews
Rating 8 - Good. 1 out of 27 reviews
Rating 6 - Okay. 1 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Levi D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
As described. Clean, located in a great part of town.
Stayed 6 nights in Jan 2026
Verified

10/10 Excellent

Meghann W.

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

Perfect trip!

We all absolutely loved our stay in AMI. A large part of the enjoyment was our house, the amenities there and the proximity to everything. Will come again!
Stayed 7 nights in Apr 2021
Verified

10/10 Excellent

Stephanie B.

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

Heavenly

We had the best vacation ever. Everything about this place is perfect. We can't wait to go back. We stayed 7 nights and were not ready to leave. The view, the house, the pool, the golf, the bikes.... it was just all so lovely!
Stayed 7 nights in Nov 2024
Verified

8/10 Good

Jennifer D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house!! The kitchen was fully stocked with everything you could think of. Lots of pool toys, and games. Lots of extra blankets and books. The hot tub is the same temperature as the pool though, so I wouldn't consider it a true hot tub. Regardless we really enjoyed our stay! Just a note for future renters, all bathrooms are equipped with one roll of toilet paper, the kitchen has two dishwasher pods, and two laundry pods, and 1 garbage bag. You will need to purchase your own if you need more that that.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Tony D.

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

2024 Dragonfly Experience

The week was wonderful. We have stayed at the Dragonfly previously and have never been disappointed. The house is clean and perfect for family and friends to gather.
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Tracey B.

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

Beautiful location beautiful home.

We had a fantastic time and those at Anna Maria Vacations were so helpful. The property is so special and we immediately felt like we were home. The house was lovely and clean and it had everything there that you needed the location was fantastic. Sadly the only problem we had was that there was building going on next door and the house next to that.
Stayed 16 nights in Nov 2023
Verified

10/10 Excellent

Wesley B.

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

Great Property

The property was well maintained. The outside entertainment area was very nice. Dock was set up nice for the boat. My only complaint is that the property smelled like it had been closed up without the A/C on. This is odd because it was supposedly occupied before we arrived.
Stayed 7 nights in May 2021
Verified

10/10 Excellent

Susan F.

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

Relaxing and Lovely

We have been to AMI but never in May and it was wonderful. Dragon Fly Harbor was an amazing space--the colors, the decor, the vibe! The house was super clean, well maintained and felt like home. The location was great. While it was a golf cart ride to the gulf beaches, it was well worth the peacefulness of the surroundings. The house was well stocked with everything--games, books, beach gear, fishing rods, floats, beach wagon. The kitchen was amazing and also well stocked. The game room was fantastic as was the pool. Roof deck and pool deck had great spaces to just chill out. Fishing off the dock was amazing, my son was thrilled, and launching the kayak was easy. We saw two manatees swim by and one very large fish. I am happy to see AMI recovering. Everything was opened except for the city pier which we knew about already. This is one of our most favorite places. We had one small issue with the potty and the management crew had it fixed in under an hour---super quick and super friendly. This was our first time at Dragon Fly Harbor and with Anna Maria Life---we were impressed and will return.Thank you for sharing your home! It was an amazing week.
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Ronda W.

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

Simply Fabulous

Our party of 7 adults (3 couples and 1 individual aged 50-60) enjoyed our time at Dragonfly Harbour! The house is designed perfectly for couples traveling together. The common areas are big and bright and easily accommodated all 7 of us. In addition, each bedroom has its own, very well-appointed bathroom. And while the inside of home is big, beautiful and bright, the pool and deck areas are even better. The pool area gets sun all day (not to worry, the owner has extremely comfortable seating in the shade) and we used it extensively. Finally, Dragonfly Harbour has a great place to dock a boat that made fishing and cruising the waters of AMI a breeze. One of the couples traveling with us brought their 28-foot center console and the docking was so easy. I can't say enough about this property. It was more than we could have hoped for! We love AMI and are super thankful to the management company and owner of Dragonfly Harbour for another wonderful week of fun and sun!
Stayed 7 nights in Oct 2023
Verified

10/10 Excellent

Kristi W.

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

Great Place!

Very beautiful property in a great location. We saw dolphins and manatees in the canal which was really cool. We rented kayaks and they were easy to launch there and great place to paddle out of. Pool was nice and warm, took us sometime to figure out how to get the hot tub hot but eventually we got it. House is well laid out and was spacious for 6 adults, could easily fit another couple or a few kids too. Kitchen was well equipped, there were beach towels, chairs and pool floaties to use as well. House was very clean but I have an eye for details and the walls and baseboards could use some cleaning and some windows needed washing. Decks were nice but are ready for some maintenance- boards are starting to crack, stain is worn off and there are some screws popping out on the stairs to the pool. Very minor issues and only noting them for the management to be aware of. No complaints staying here would definitely come back!
Stayed 7 nights in Mar 2021
From a partner site

10/10 Excellent

Kristin E.

Family Vacation

We just returned from our wonderful stay at Dragonfly Harbour. I already miss this house and even though I don't like to stay at the same place more than once, I might make an exception for this one! The house itself is so spacious and beautiful. It had every amenity our family of 5 could've ever imagined. The canal was the bonus I didn't know we needed. Our son spent hours fishing, my husband and I enjoyed its views from the deck every morning and evening, and we even got to see manatees swimming. We used the putting green daily, spent endless hours in the pool day and night, and loved the basement bonus room for ping pong and foosball. We loved this house so much that our kids really didn't like being away for too long. I have no drawbacks worth mentioning. Book it! You wont regret it. I will also add that the rental company was extremely attentive. We did have to reach out a couple times for minor things and they made everything so effortless. We had an amazing week and I hope this review leads you to book your stay at Dragonfly Harbour!
Verified

10/10 Excellent

Stephanie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is absolutely stunning. We had
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Elizabeth J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was gorgeous. Fully stocked with everything you could need for a wonderful vacation. My family and I would definitely stay at this property again.
Stayed 8 nights in Oct 2025
Verified

10/10 Excellent

Ruth A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a stunning property. Beautiful outside space… the pool, the water, the view are all beautiful. Very nicely furnished; so many places to sit and relax and enjoy. (Eg sunset from the top deck! See dolphins from your lounge chair!) Rooms and en suites are nicely furnished and all very separate . The whole property is very private and peaceful… but you are only a few minutes away from everything you might need. Very well equipped too. A wonderful place for a special family or friends vacation!
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

Farrah P.

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

Amazing

Everything was great!
Stayed 7 nights in Sep 2024
Verified

10/10 Excellent

Kathy C.

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

Family Bacation

We could not have stayed at a more perfect home. The house was beautifully decorated, and the kitchen was well stocked with everything you need. We immediately felt at home!
Stayed 7 nights in May 2023
Verified

10/10 Excellent

Tamra Y.

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

Terrific location and feels like home!

We loved your home! This was the 2nd time we stayed at Dragonfly Harbour, and we look forward to future stays! You have a lovely home! Thank you for sharing it with us!
Stayed 7 nights in Oct 2023
Verified

10/10 Excellent

Matt

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was incredible, the communication was seamless and easy. Just a few minor things we noticed needed fixing upon arrival which I noted early. We especially loved the options with the three boys, 22,19,9 to use the pool, bags, golf, ping pong etc. we had plenty of room for 6 of us. Wouod rent the property again if the new seller keeps it as VRBO. Great experience and AMI is awesome!
Stayed 8 nights in Aug 2025
Verified

10/10 Excellent

Bethany D.

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

A week isn't long enough:)

We thoroughly enjoyed our stay! Great property for our five year old with books, games, puzzles and other kid friendly features! Pool and hot tub were great; offering loungers, flippers and a great out door shower! Rooftop was enjoyable to use! We were very pleased with the amenities and location!
Stayed 7 nights in Jan 2023
Verified

10/10 Excellent

Ryan H.

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

Family of 7

The Dragonfly Harbour house is an absolute gem! It had everything we needed and then some. It was super clean and the furnishings were tasteful and ultra comfortable. This was our first time to AMI and we loved it! We rented an 8 passenger golf cart and a deck boat, which enabled us to spend half our days island hopping by boat and half on the beach or cruising around the island. We didn’t get in our car for the entire trip. We will be back and would love to stay in this home again.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Heather M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall an amazing stay! Would definitely rent this house again as it satisfied all needs. Super friendly service for check in and out and answering questions in a timely manner. The kitchen and bathroom finishes are high end and made well. Really, I feel like the pics don’t do this gem justice. Much nicer in person and I thought the pics were nice online! Dock was substantial for boating and all the things. If boating, this location is a short trip to the bay. We have stayed in other canal houses that did not have these views and took longer to get out to the bay. Eagles nest at the top was a winner…super pretty at night with a breeze. Very clean and fully stocked with linens, beach towels, beach chairs, tons of bikes, sand toys and fishing poles. You won’t be disappointed.
Stayed 7 nights in Aug 2025
From a partner site

10/10 Excellent

Kim B.

Beautiful home with beautiful views!,

Our family of 8 including 2 teens, 3 adults and 3 senior adults thoroughly enjoyed our week at Dragonfly Harbor! The house is tastefully decorated with beautiful furnishings and decor. The kitchen had everything we needed and has high end appliances. The beds were comfortable and bathrooms were nice and clean. The pool area is also top notch, with nice, new lounge chairs, a fun putting green and corn hole boards. The rec room off the pool had ping pong and foosball tables we also enjoyed. There were bikes, helmets and floats in the garage. We enjoyed watching all of the boats on the canal and fished a little, too. The rooftop deck is a a peaceful place to catch the sunsets and enjoy the sunrise. We rented golf carts to shuttle to the beach each day and zip around the island. My mother in law says this rental is the nicest she has ever stayed in on any beach trip she has been on, and that is saying something! Thanks to the owners for offering this beautiful home to rent! Thank you to Anna Maria Life for providing a clean home that was accurately described. They also responded quickly to the small fixes we requested (bypasses on door alarms at pool were not working). We have not been so lucky with other rental companies on the island in the past. I highly recommend this rental!
From a partner site

10/10 Excellent

Greg M.

Had a Great Time!

The property was amazing! Walk to town. All the best amenities
Verified

10/10 Excellent

Nicole H.

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

PHENOMENAL PROPERTY!!!

We LOVED this house! We rented a boat from Just4Fun for the week, and it was so fun boating to Passage Key, Egmont Key, and Jewfish Key. The house is so conveniently located, the kids took out the free bikes from the house to go shopping off Pine and hit the beach. The pool at the house is designed perfectly and includes amazing floats. We played cornhole that was also included with the house. There’s even a small putting green and a rooftop viewing deck that isn’t shown in the pictures! The a/c is confusing, but AMI Locals sent someone out right away to fix it, then followed up to make sure everything was working properly. AMI is such an amazing place. We can’t wait to visit again, and would happily rent Dragonfly Harbour again if possible! :)
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Peach D.

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

Paradise!

This property was above our expectations. The location is perfect and the house is a dream. The pool is beautiful and all kitchen and beach supplies at your fingertips. Additionally, the rooms and bathrooms spacious. I highly recommend this property and I can only hope if there are any times it is not rented that the owner contacts me!!!
Stayed 7 nights in Nov 2020