Tripletail | Beachfront | Pool | Hot Tub | House in Anna Maria

10.0 (11 Reviews) |   Pet Friendly   4 Bedrooms  5 Bathrooms  8 Guests
Anna Maria House | Tripletail | Beachfront | Pool | Hot Tub

4 Bedroom House in Anna Maria

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.

Tripletail | Beachfront | Pool | Hot Tub is located in Anna Maria. Tripletail | Beachfront | Pool | Hot Tub provides accommodation, featuring Air Conditioner, Parking, Ocean View, among other amenities. This House features Air Conditioner, Parking, Ocean View, to make your stay a comfortable one.

Tripletail | Beachfront | Pool | Hot Tub has 4 Bedrooms , 5 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Anna Maria has interesting places to visit. If you want to learn more about the House in Anna Maria, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Heating
  • Air conditioning
Bathrooms
  • Hair dryer
  • Towels provided
  • Shampoo
  • 5 bathrooms
  • Shower
Bedroom
  • Bed sheets provided
  • 4 bedrooms
  • Dining table
  • Living room
  • Dining room
Kitchen
  • Electric kettle
  • Microwave
  • Dishwasher
  • Stovetop
  • Cookware/dishes/utensils
  • Toaster
  • Oven
  • Refrigerator
  • Blender
Laundry
  • Washing machine and dryer
  • Laundry facilities
Ocean view
  • On the beach
Parking
  • Onsite parking options include a garage
  • Onsite parking
Pet Friendly
  • 2 total pets
  • Welcoming dogs only
  • Pet friendly
Accessibility
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Tile flooring in public areas
  • Stair-free path to entrance
  • Smoke-free property
  • No elevators
Activities
  • Fishing nearby
  • Cycling nearby
  • Water park nearby
  • Bicycle on site
  • Paddleboard on site
  • Horse riding nearby
  • Kayak on site
  • Golf privileges
Entertainment
  • Games
  • Smart TV with cable/satellite service
General
  • Energy-saving switches
  • Recycling
  • Unit size: 2231 sq ft (207 sq m)
  • Locally-owned & organized tours & activities
  • At least 80% lighting from LEDs
  • Double-glazed windows
  • English
  • Near the ocean
  • On the waterfront
  • Near a health or beauty spa
  • Near the sea
  • Office
Guest Services
  • Highchair
  • Travel crib
  • Children's dinnerware
  • Change of towels (on request)
  • Change of bedsheets (on request)
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Garden
  • Balcony
  • Barbecue grill
  • Yard
Security/Safety
  • First aid kit
  • Fire extinguisher
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
Spa
  • Hot tub
  • Outdoor pool
  • Heated pool
  • Shared/communal pool
  • Private pool

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
Child Policy
Children are welcome.
Event Policy
Events allowed
Pet Policy
2 total pets note from host: pre-approval, signed waiver and pet fee required pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking is not permitted

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome parties and events are allowed on site safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts cash 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

Reviews

Sarah M.
Jan 23, 2026 09:32:01 AM
Review Score:   10
Summary: 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.
See All Reviews

FAQ's

Is this Anna Maria house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Anna Maria house have a swimming pool?

Yes, this Anna Maria house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Anna Maria house?

Best-rates for the Anna Maria house starts from $1,864 per night with includes Internet, Kitchen, Air Conditioner, Parking, Ocean View, Balcony/Terrace, Sports/Activities, Child Friendly, Hot Tub, Laundry, View, Security/Safety, Bedding/Linens, Wellness Facilities, Fireplace/Heating, Pet Friendly, TV, Private Pool, Pool, Oceanfront, Entertainment, Barbecue/Outdoor Cooking with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Anna Maria house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Anna Maria house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Anna Maria house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Anna Maria house?

Based on the information reported by the owner or manager, the Anna Maria house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Anna Maria house?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Check House Availability
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USD1,864
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