Entire home

Tripletail | Beachfront | Pool | Hot Tub

Photo gallery for Tripletail | Beachfront | Pool | Hot Tub

Exterior
Outdoor pool, a heated pool
Exterior
4 bedrooms, iron/ironing board, travel cot, free WiFi
Dining

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms5 bathroomsSleeps 8207 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View map
Anna Maria, FL
  • Place, Anna Maria City Pier
    ‪3 min walk‬
  • Place, Anna Maria Island Museum and Historical Park
    ‪11 min walk‬
  • Place, Bean Point Beach
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪34 min drive‬

Room options

Similar properties

About the area

Anna Maria

When you stay at this vacation home in Anna Maria, you'll be on the beach, within a 5-minute drive of Anna Maria Beach and Bean Point Beach. .This beach vacation home is 0.7 mi (1.2 km) from Bradenton Beach and 12.8 mi (20.6 km) from IMG Academy.

What's nearby

  • Anna Maria City Pier - 3 min walk - 0.3 km
  • Bayfront Park - 6 min walk - 0.6 km
  • Anna Maria Island Museum and Historical Park - 11 min walk - 0.9 km
  • Bradenton Beach - 14 min walk - 1.2 km
  • Bean Point Beach - 2 min drive - 1.7 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 47 min drive

Restaurants

  • ‪Anna Maria Island Beach Cafe - ‬9 min drive
  • ‪The Ugly Grouper - ‬6 min drive
  • ‪The Sandbar Restaurant - ‬14 min walk
  • ‪The Waterfront Restaurant - ‬2 min walk
  • ‪Ginny's & Jane E's - ‬11 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Tripletail | Beachfront | Pool | Hot Tub

Summary:

Experience the ultimate Anna Maria Island getaway at Tripletail! This stunning 4-bedroom, 4-bath bayfront home offers breathtaking waterfront views and is perfectly located near Pine Avenue and the City Pier. Enjoy mornings watching dolphins, afternoons by the private pool, and evenings relaxing in the hot tub. With beach access and a host of amenities, Tripletail promises an unforgettable vacation.



The Space:

Designed for both gathering and privacy, Tripletail’s layout is ideal for families and couples traveling together:



Main Level:



King bedroom with waterfront access



Second king bedroom



Fully equipped kitchen, dining area, and family room with water views



Upper Level:



Two additional king bedrooms, each with private bathrooms



Cozy sitting area perfect for reading, games, or relaxing after beach days



Guest Access:

You'll have exclusive access to the entire house, including all four bedrooms, four bathrooms, the living room, kitchen, dining room, laundry room, balconies, and front yard. Enjoy the convenience of a private entrance and amenities like the outdoor pool, hot tub, and BBQ grill. A personalized smart lock code ensures easy, keyless entry anytime after 4 PM.



The Neighborhood:

Explore the best of Anna Maria Island's Beaches from our prime location! Our home is perfectly situated near Pine Avenue, a charming hub just around the corner, offering a delightful array of boutique shops, cozy cafes, and diverse dining options. You're also just moments away from the historic City Pier, perfect for a leisurely stroll or enjoying the sunset. For those seeking adventure, we provide adult bikes for exploring the island's scenic streets and paddleboards and a kayak for enjoying the calm bay waters.



Getting Around:

Getting around is easy! Tripletail is conveniently located near Pine Avenue, just a short walk from the beach, shops, and restaurants. The free island trolley has a stop on Pine Avenue, offering easy access to explore the island. You'll find free parking both on the property and on the street. For those arriving by air, the closest major airport is about an hour's drive away.



Other Things to Note:

Heated Pool, hot tub and fenced yard with turf.



Four adult bikes, paddle boards, kayak, beach chairs all included.



Please review and agree to the Reservation Agreement. Rates and Availability are subject to change until reservation is completed. A deposit must be received in order to reserve the dates you desire.



Pets- Non-Aggressive breeds, vaccinated & current on a flea prevention program allowed only with prior approval. Pet Fee and Pet Waiver Required. $300 per pet

Any unauthorized pets= 25% surcharge



Traveler must provide photo ID and guest list

If for some reason the property you booked is unavailable, we may offer to rebook the Traveler at another property, if a substantially similar property is available for the same period and under a new reservation. Owner is not responsible for events beyond our control, ie: inclement weather, storms, evacuations, etc. Travel Insurance is recommended and may be purchased independently from several sites (Red Sky Travel Insurance, Square Mouth, etc.)



Due to the extensive equipment provided at the home, there are additional documents required. The use of the bikes, SUP and Kayak require a signed Equipment Waiver for anyone 18+



All Drivers of the property's Golf Cart must be 25, and provide a copy of a valid U.S. Driver's License and Insurance.



Interaction with Guests:

We give our guests space to relax but are always available if needed! You’ll receive a personal smart lock code before check-in, and we’re just a message, call, or email away if you have any questions or need anything during your stay.



For direct support, contact our office phone.
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Don't miss out on recreational opportunities including an outdoor pool and a hot tub.
Guests will find features like onsite parking.

Property amenities

Beach

  • On the beach

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 5 private bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Stair-free path to entrance
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Smoke-free property

Services and conveniences

  • Change of bedsheets (on request)
  • Change of towels on request
  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near the ocean
  • On the waterfront

Things to do

  • Bicycles
  • Heated pool
  • Kayak
  • Optional golf privileges
  • Paddleboard
  • Cycling nearby
  • Fishing nearby
  • Horseback riding 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)
  • First aid kit
  • Fire extinguisher

General

  • At least 80% lighting from LEDs
  • Bed sheets changed on request
  • Bicycles
  • Double-glazed windows
  • Energy-saving switches in guestrooms
  • Garden
  • Locally-owned and organised tours and activities
  • Recycling
  • Towels (changed on request)
  • Unit size: 2,231 square feet
  • Water-efficient showers
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM
Contactless check-out available

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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Note from host: Pre-Approval, signed waiver and pet fee required

Children and extra beds

Children are welcome

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
This property accepts cash
Parties and events are allowed on site
Long-term renters welcome
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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

We should mention

This property does not have elevators

Property is also known as

Vrbo Property
Tripletail Anna Maria
Tripletail Private vacation home
Tripletail Private vacation home Anna Maria
4 bed/4 bath beach front/ golf cart included
69b975e6b028b000140e7d59

Tripletail | Beachfront | Pool | Hot Tub Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 10 out of 11 reviews
Rating 8 - Good. 1 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Sinan T.

Liked: Cleanliness
Our room was right on the beach. Excellent view. The owners were very responsive.
Stayed 4 nights in Mar 2026

10/10 Excellent

Sarah M.

Liked: Cleanliness
This property was great. The view is exceptional from the first floor and second floor. The house is great, comfortable and clean. It is right on the gulf coast, only about 6ft from your back porch. We saw dolphins swim by every day of our 7 day trip. The rental company was great to deal with and work hard for you. Loved the kayak and paddle boards.
Stayed 7 nights in Jan 2026

10/10 Excellent

Jill G.

Liked: Cleanliness
We had the best time, this house was so nice, clean, well-stocked and convenient. Great for adults and would be great for kids! I can’t wait to return to AMI and stay here again.
Stayed 3 nights in Nov 2025

8/10 Good

Sandi S., Cincinnati

Stayed 9 nights in Jul 2025

10/10 Excellent

Sylvia H.

Liked: Cleanliness

Incredible stay!

Wow, what an incredible property! Super clean, beds comfortable, great location being able to walk to the main street with all shops and restaurants, and being off the water was amazing (saw dolphins every day). The owners were super great to work with from start to finish. Looking forward to coming back!!
Stayed 3 nights in Mar 2025

10/10 Excellent

Chris M.

Liked: Cleanliness

Great Thanksgiving stay in Anna Maria

Great house in a great location. Rick (the owner) was great about communicating and getting us anything we needed. The house is comfortable and all the furniture and appliances were new due to water damage. There were a few minor issues that were easily addressed and Rick was always willing to help whenever we needed anything.The house was very comfortable for our family of 7 adults and we were able to comfortably cook and eat Thanksgiving dinner at the house. The location is walking distance to many restaurants and other attractions and for anything else it is a short drive or golf cart ride. Recommended.
Stayed 3 nights in Nov 2024

10/10 Excellent

Sheri M.

Liked: Cleanliness

Perfect Stay!

Everything was perfect. The location, the checkin in and check out process, the beds, the towels, all of the fully stocked kitchen. I can’t say enough positive things about Tripletail. It was simply amazing and magical!!! My 4 year old Grand daughter asks daily when can we go back to our “other house.”
Stayed 3 nights in Apr 2024

10/10 Excellent

J.P. B.

Liked: Cleanliness

Awesome rental, great host

It's rare when a property exceeds your expectation based on description and photos provided online, but I'm happy to report that in this case it does! This was perfect for my family and I, including my 5 1/2 year old daughter and 2 year old son. We loved that the patio opened right onto the beach, and the front pool area was really fun as well. The provided golf cart is a huge plus for getting around the area. 5 stars, 2 thumbs up. Rick was a big help, and very nice to deal with. Hoping to be back!
Stayed 5 nights in Mar 2024

10/10 Excellent

Anthony C.

Liked: Cleanliness

Anna Maria

Beautiful house and amazing location. Rick was the best host.
Stayed 6 nights in Jul 2023

10/10 Excellent

Marissa C.

Liked: Cleanliness

Birthday Heaven!

My friends and I celebrated a special birthday weekend- the home is amazing, well stocked, meticulously clean and decorated. Cannot say enough great things! Looking forward to another stay in the future!
Stayed 3 nights in Jun 2023

10/10 Excellent

jackeline r.

Liked: Cleanliness

is beautifull and George house

amazing house I love the house
Stayed 3 nights in May 2023