Dragonfly - Southern charm on the North end of Anna Maria Island
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Dragonfly - Southern charm on the North end of Anna Maria Island

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Anna Maria, Florida, 34216
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Amenities
Golf course
Pool
Snorkeling
Surfing
Horse riding
Hiking
Table tennis room
Wi-Fi in public areas
All amenities
Property Description
Dragonfly is a private retreat located right across the street from the sugary white sands of famous Bean Point Beach in Anna Maria, Florida. Glimpse sparkling turquoise waters from upper floor bedrooms, frolic in the pool with spa and sundeck, and outdoor kitchen, or create culinary delights in the gourmet kitchen with dual-zone wine cooler and Thermador gas range. Wide open decks with retractable privacy and sun screens plus generously sized rooms enhance guest comfort and offer plenty of space for relaxing moments or celebratory events. PLEASE NOTE: This property is offered exclusively through VRBO/Home Away and its affiliated entities. Fraudulent bookings through any other service or website are invalid and subject to immediate cancellation without return of deposit. THIS PROPERTY DOES NOT RENT ON OR THROUGH CRAIGSLIST.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Well-behaved children are always welcome.About customRules:The signed Rental Agreement ("RA") must be returned to Manager within 7 days of receipt. Rental is subject to cancellation until the RA is received..In the event the language in the Rental Agreement ("RA") conflicts with the language found on this website, the language of the RA shall control,Violation of Occupancy or Noise restrictions by city ordinance and the Dragonfly RA shall be considered a default subject to eviction without refund.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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10.0/10
Outstanding
Cleanliness10.0
Amenities10.0
Location10.0
Service10.0
All 30 reviews
Surroundings
Airport: Sarasota Bradenton International Airport
(32.1 km)
Airport: St. Pete–Clearwater International Airport
(78.4 km)
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Overview

Rooms

Guest Reviews

Services & Amenities

Policies

Host

12

5 Bedrooms Private Vacation Home

5 bedrooms: 2 bunk beds 1 queen bed and 3 king beds
Free Wi-Fi
Non-smoking
Air conditioning
Refrigerator
TV
Towels
Room Details
Check Availability

Guest Reviews

10.0/10
Outstanding
30 reviews
Verified Reviews
  • Cleanliness10.0
  • Amenities10.0
  • Location10.0
  • Service10.0
Average for similar properties in Anna Maria
Most Mentioned
N‍i‍c‍k‍ ‍R‍o‍w‍e
August 5, 2025
Anna Maria July 25 a really excellent find, house in a great location, every toy you need all available.Any problems sorted by a very attentive manager.thoroughly recommended
V‍e‍r‍i‍f‍i‍e‍d‍ ‍t‍r‍a‍v‍e‍l‍e‍r
July 23, 2025
Incredible Home! This is our second time back to the Dragonfly! It simply can’t be beat. They provide everything you need to enjoy the pool and beach. Tons of chairs, towels, toys, etc. We have never been to a rental that is so well stocked and so well taken care of. The home is beautiful and the location is perfect. We will be back!
b‍e‍t‍t‍y‍ ‍Q‍.
June 29, 2025
Anna Maria stay at the dragonfly My immediate family stayed at the house and my siblings with their families rented other homes closer to downtown Anna Maria
R‍a‍y‍ ‍G‍.
March 26, 2025
AMI star We have rented several houses on AMI and this was by far the best. The location to the beach and the house itself are just great. But the attention to detail of what renters might need in a beach house was top notch. The bikes, the beach toys and equipment and the kitchen supplies, the games, the towels and pool equipment made our stay so easy and luxurious. This property is so great for kids with the putting area, the spa tub, the ping pong table and lots of other yard games and balls. We had great check-in help and when we needed help with the pool temp we had immediate response from the management team. Really, there’s not one negative thing to say. Thank you for this lovely stay.
S‍u‍s‍a‍n‍ ‍L‍.
April 7, 2025
Perfection This is our 7th year renting Dragonfly for three weeks and we’ll be back till we die. It is fabulous. I cannot recommend this property enough.
T‍a‍m‍m‍i‍ ‍H‍.
February 26, 2025
Family Vacation 2025 Dragonfly is a very well kept property in a very convenient location. Can’t wait to visit again
J‍e‍n‍n‍y‍ ‍P‍.
February 18, 2025
Dragonfly We stayed at the Drafonfly for a full week. We couldn’t have been happier with the location, accommodations, cleanliness and presentation of the entire property. The site management Dan & Goose were always available and extremely nice! We highly recommend and will stay again!
s‍t‍e‍v‍e‍ ‍c‍.
January 9, 2025
Annual Visit to AMI Me and my family have been staying in December at AMI about 7 years consecutively with 4 of those at Dragonfly. We all had a great time again this year. The house is in excellent condition with all the nice amenities as usual. We enjoyed the usual activities at AMI. We spent lots of time at the beach and walking to the shops and restaurants. The property managers Goose and Dan were great to work with as usual. They were very responsive always especially when we needed the combinations to the bike locks :). Its a great house, location, and great support system.
K‍e‍r‍r‍y‍ ‍T‍.
September 5, 2024
Family return to Anna Maria Wonderful house, beautifully kitted out, equipped with everything you might need! The property managers were extremely helpful and responsive. The only very small negative is that because of the location of the house and the amount of development work currently underway, it was occasionally noisy around the pool area during the day - although this wouldn’t put us off returning to the property.

Services & Amenities

Table tennis room
More Amenities
Internet
Pool
Public areas
Health & wellness
Activities
Facilities for children

Property Policies

Check-in and Check-out Times
Check-in: after 16:00
Check-out: Before 10:00
Child policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.

Cribs and Extra Beds
Please contact the hotel for details about crib and extra bed policies.

Age Requirements
The main guest checking in must be at least 25 years old

Property host

Speaks: English

About this property

Dragonfly is a private retreat located right across the street from the sugary white sands of famous Bean Point Beach in Anna Maria, Florida. Glimpse sparkling turquoise waters from upper floor bedrooms, frolic in the pool with spa and sundeck, and outdoor kitchen, or create culinary delights in the gourmet kitchen with dual-zone wine cooler and Thermador gas range. Wide open decks with retractable privacy and sun screens plus generously sized rooms enhance guest comfort and offer plenty of space for relaxing moments or celebratory events. PLEASE NOTE: This property is offered exclusively through VRBO/Home Away and its affiliated entities. Fraudulent bookings through any other service or website are invalid and subject to immediate cancellation without return of deposit. THIS PROPERTY DOES NOT RENT ON OR THROUGH CRAIGSLIST.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Well-behaved children are always welcome.About customRules:The signed Rental Agreement ("RA") must be returned to Manager within 7 days of receipt. Rental is subject to cancellation until the RA is received..In the event the language in the Rental Agreement ("RA") conflicts with the language found on this website, the language of the RA shall control,Violation of Occupancy or Noise restrictions by city ordinance and the Dragonfly RA shall be considered a default subject to eviction without refund.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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Frequently Asked Questions

What are the check-in and check-out times at Dragonfly - Southern charm on the North end of Anna Maria Island?

Check-in time at Dragonfly - Southern charm on the North end of Anna Maria Island starts at 16:00, and check-out time is by 10:00.

Does Dragonfly - Southern charm on the North end of Anna Maria Island have a pool?

Yes, Dragonfly - Southern charm on the North end of Anna Maria Island has a swimming pool for guests.

How much does it cost to stay at Dragonfly - Southern charm on the North end of Anna Maria Island?

Room prices at Dragonfly - Southern charm on the North end of Anna Maria Island vary by travel dates, hotel policy, and other factors. Enter your travel dates to see current prices.

How to get to Dragonfly - Southern charm on the North end of Anna Maria Island from the nearest airport?

The nearest airport is Sarasota Bradenton International Airport, located about 45 mins from hotel by car (32.1 km) away.

What’s the cancellation policy at Dragonfly - Southern charm on the North end of Anna Maria Island?

The cancellation policy at Dragonfly - Southern charm on the North end of Anna Maria Island depends on your room type and booking terms.

About This Property

Nearest AirportSarasota Bradenton International Airport
Distance to Airport32.12KM
Nearest Train StationClearwater,Fl- St. Petersburg (STP)
Distance to Train Station78.49KM
Hotel Star Rating4