Entire home

4 bedroom beach front with a pool

Beach holiday home with water park, near Anna Maria Beach

Exterior - 4 bedroom beach front with a pool (Anna Maria)

Smart TV, books - 4 bedroom beach front with a pool (Anna Maria)

Outdoor dining - 4 bedroom beach front with a pool (Anna Maria)

Close to Anna Maria Beach and Bean Point Beach, 4 bedroom beach front with a pool provides golfing on-site, a water park and a garden. For some rest and relaxation, visit the hot tub. In addition to laundry facilities and a gym, guests can connect to free in-room WiFi.

Exceptional

Entire home

4 bedrooms4 bathroomsSleeps 82231 sq ft

Popular amenities

Ocean view
Pool
Hot tub
Kitchen
Washing machine
Dryer

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.

4 bedroom beach front with a pool

Private Beachfront Home - one block from Pine Avenue and the City Pier. Watch dolphins and manatees swim by from your back deck. Bike or take the golf cart (included) to explore the island and boutique shops and restaurants. Ground floor has a beachfront king bedroom with en-suite bathroom, second king bedroom and bathroom, open floor plan kitchen , dining and family room. Upstairs are two more King bedrooms and bathrooms as well as a sitting area.
Heated pool and hot tub

Beachfront! Walk out your back door to your own beach and gently sloping waters. Watch dolphins and Manatees swim by.

Lockbox on the home. Code Provided after all documentation is complete.

We are available on island if you need anything. Call or text 813*748*8215

Anna Maria Island, paradise….

Laid-back and natural, Anna Maria Island is a mere 20 minutes from Bradenton, 45 min from Tampa or Sarasota.

A seven-mile strip of beautiful sugar-white-sand beaches lines the barrier island of Anna Maria Island between the turquoise Gulf of Mexico and peninsular Florida.

Strict regulations govern the type of buildings and businesses allowed on Anna Maria Island, giving it an old-time feel. Excellent dining – seafood, of course! – is very much encouraged. Come visit – you well might feel as though you have journeyed to an elegant past.

We supply all you need... golf cart and bikes.
For a trip to Longboat Key, take advantage of the free Trolley

2022 Heated Pool and fenced yard with turf. Note: The driveway is still under repair/replacement.
House Rules (Summary)

• Reservation is not confirmed until payment and agreement are completed.
• Cancellations: 91+ days prior to arrival are refundable (minus $300). Within 90 days are non-refundable.
• Pets: Allowed with prior approval only. $500 per pet + signed pet waiver. Unauthorized pets incur a 25% surcharge.
• Guest Verification: Photo ID and guest list required for all reservations.

Amenities & Equipment Use
• All guests 18+ must sign an Equipment & Amenity Waiver
• A valid email address is required to complete all documents via electronic signature
• Pool, hot tub, bikes, paddleboards, kayaks, and all on-property equipment require a signed waiver
• Golf cart use is limited to guests age 25+ with a valid driver’s license, proof of auto insurance, and signed agreement

Important Notes
• Documents are completed electronically prior to arrival
• We are not responsible for weather, evacuations, or events beyond our control
• Travel insurance is strongly recommended

We look forward to hosting you and helping you enjoy a relaxing stay on Anna Maria Island

Property amenities

Beach

Beach nearby
Beach loungers
Beach towels

Pool/Spa

Heated pool
Hot tub
Outdoor pool
Private pool

Internet

Available in the house: Free WiFi

Parking and transport

Limo/town car service
Car recommended
Parking on site

Kitchen

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

Dining

Breakfast available for a fee
Chef service
Dining table

Bedrooms

4 bedrooms
Bedsheets provided

Bathroom

4 private bathrooms
Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided

Living spaces

Dining table
Living room
Separate dining area

Entertainment

Books
Games
Smart TV with cable/satellite channels

Outdoor areas

Balcony
Barbecue grill
Fenced yard
Garden
Outdoor furniture

Laundry

Laundry facilities
Washing machine

Work spaces

Desk
Desk chair

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
Housekeeping on request
Iron/ironing board
Meal delivery service

Location highlights

In a village
Near a health/beauty spa
Near a hospital
Near a zoo
Near an outlet shopping centre
Near the bay
Near the marina
Near the ocean
On the waterfront

Things to do

Bicycles
Boat
Golf
Gym
Heated pool
Kayak
Paddleboard
Tennis
Water park
Water sports equipment
Basketball nearby
Birdwatching nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Hunting nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Mountain biking 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)
First aid kit
Fire extinguisher
Deadbolt lock

General

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

Similar properties

Pool
Hot tub
Kitchen
Washing machine

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

Contactless check-out

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 to 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 rubbish

Turn off the lights and lock the doors

Failure to complete these may result in a negative review from the host.

Pets

Pets are 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

Events

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

This property accepts cash

Parties and events are allowed on site

Long-term renters welcome

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, a first aid kit and a deadlock

This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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 any lifts

A car is recommended for transport to and from this property

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

138874

About the area

Anna Maria, FL

What's nearby

Anna Maria City Pier - 3 min walk - 0.3 km
Historic Green Village - 4 min walk - 0.4 km
Bayfront Park - 6 min walk - 0.6 km
Anna Maria Island Museum and Historical Park - 8 min walk - 0.7 km
Bean Point Beach - 19 min walk - 1.7 km

Getting around

Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 47 min drive

Restaurants

‪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
‪North Shore Cafe - ‬11 min walk

Frequently asked questions

Does 4 bedroom beach front with a pool have a pool?

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

Is 4 bedroom beach front with a pool pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking at 4 bedroom beach front with a pool?

On-site parking is available at the property.

What time is check-in at 4 bedroom beach front with a pool?

Check-in begins at 4:00 PM.

What time is check-out at 4 bedroom beach front with a pool?

Checkout is at 10:00 AM.

Where is 4 bedroom beach front with a pool located?

This family-friendly Anna Maria holiday home is located on the waterfront, within 1 mi (2 km) of Bay Boulevard Beach, Anna Maria Beach and Bean Point Beach. Bayfront Park and Anna Maria City Pier are also within 10 minutes.

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4 bedroom beach front with a pool 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 information

10

Cleanliness

10

Location

10/10 Excellent

Sylvia H.

21 Mar 2025

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

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

jackeline r.

18 May 2023

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

is beautifull and George house

amazing house I love the house

Stayed 3 nights in May 2023

10/10 Excellent

Anthony C.

11 Aug 2023

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

Anna Maria

Beautiful house and amazing location. Rick was the best host.

Stayed 6 nights in Jul 2023

10/10 Excellent

Marissa C.

25 Jun 2023

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

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

Sheri M.

17 Apr 2024

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

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.

29 Mar 2024

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

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

Chris M.

23 Dec 2024

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

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