$0
for 0 nights

Home in Bradenton Beach, Florida

4 bedrooms

4 beds

4 bathrooms

8 guests

New

1000 sq. ft.

About the property

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. 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 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. 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. 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.
Property License: null

Amenities

Common Amenities

  • Shower
  • Street parking
  • Air conditioning
  • Carbon monoxide detector
  • Washer
  • Dryer
  • Fire extinguisher
  • First aid kit
  • Free parking
  • Hot water
  • Beach
  • Beach View
  • Children’s dinnerware
  • Cleaning Disinfection
  • Cleaning products
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fishing
  • Golf - Optional
  • High touch surfaces disinfected
  • Horseback Riding
  • Pets allowed
  • Private entrance
  • Room-darkening shades
  • Shopping
  • Spa
  • Suitable for children (2-12 years)
  • Suitable for events
  • Suitable for infants (under 2 years)
  • Water View

Bathroom 1

  • Bathtub
  • Shower gel

Bathroom 2

  • Body soap
  • Bath linens

Bathroom 3

  • Conditioner

Bathroom 4

  • Shampoo

Patio

  • BBQ Utensils
  • Outdoor seating
  • Patio

Kitchen

  • Baking sheet
  • Blender
  • Coffee
  • Coffee maker
  • Cooking basics
  • Dishes
  • Freezer
  • Ice maker
  • Kettle
  • Kitchen
  • Microwave
  • Oven
  • Fridge
  • Stove
  • Toaster
  • Wine glasses

Exterior

  • Beach access
  • Beach essentials
  • Kayaks
  • Ocean view
  • Waterfront

Garage

  • Bicycle
  • Garage

Living room

  • Board games
  • Ceiling fan
  • Heating
  • TV

Dining room

  • Dining table
  • High chair

Garden

  • Garden

Pool

  • Hot tub
  • Outdoor pool

Common area

  • Wifi
  • Long term stays allowed
  • Smoke detector

Laundry room

  • Iron

Office

  • Dedicated workspace

Entry

  • Luggage drop off allowed
  • Stair gate

Bedroom 1

  • Bed linens
  • Hangers

Bedroom 2

  • Closet
  • Safe

Bedroom 3

  • Crib

Bedroom 4

  • Extra pillows

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Where you’ll be

Bradenton Beach, Florida 34217, United States of America

Bradenton Beach, Florida, United States of America
27.5316466-82.7294036
Timezone: America/New_York

Restaurants

The Ugly Grouper

The Ugly Grouper is a laid-back Anna Maria Island favorite known for fresh seafood, especially grouper, served in a fun outdoor setting with live music and a lively beach-town vibe. It’s a casual, family-friendly spot with great drinks and a relaxed atmosphere.

Sandbar Seafood + Spirits

Sandbar Seafood + Spirits serves fresh seafood and coastal-inspired dishes in a relaxed, beachy setting. With a lively atmosphere and a menu built for casual nights out, it’s a great spot for great food and good company.

Wicked Cantina Bradenton Beach

Wicked Cantina Bradenton Beach serves up fresh Austin-style Tex Mex and American favorites in a lively, family-friendly setting with Gulf views. Stop in for margaritas, happy hour deals, live music, and a relaxed island vibe.

Anna Maria Island Beach Cafe

Anna Maria Island Beach Cafe serves casual American fare with beachside favorites like all-you-can-eat pancakes, burgers, and seafood. With Gulf-front views, outdoor seating, and live music, it’s a laid-back spot for breakfast, lunch, or dinner right on Holmes Beach.

The Porch Restaurant Anna Maria

The Porch Restaurant serves fresh, made-from-scratch American cuisine with standout steaks, seafood, and seasonal dishes. Set in a beautifully restored historic cottage on Anna Maria Island, it offers a warm, charming atmosphere with a relaxed coastal feel.

The Kokonut Hut

The Kokonut Hut is a laid-back Anna Maria Island beach bar serving fresh seafood, casual grill favorites, and tropical cocktails right on the Gulf. With live music, dog-friendly vibes, and sunset views over the sand, it’s a lively spot to relax and unwind.

Beach House Waterfront Restaurant

Beach House Waterfront Restaurant serves fresh coastal-inspired cuisine in a relaxed setting with beautiful waterfront views. It’s the perfect spot to enjoy great food, sunset drinks, and a breezy, laid-back atmosphere.

Ginny's & Jane E's Cafe and Gift Store

Ginny’s & Jane E’s is a charming Anna Maria Island cafe known for hearty breakfast and lunch favorites, fresh-baked cinnamon rolls, and great coffee. Its quirky coastal boutique atmosphere makes it part cozy diner, part treasure-filled gift shop.

Attractions

Fort De Soto Dog Park / Beach

A breezy spot where dogs can splash, run, and play off-leash along the sand and water. Perfect for pet owners who love a relaxed beach day with plenty of room for their dogs to explore.

De Soto National Memorial

Explore a scenic waterfront memorial where history comes alive through trails, exhibits, and living history at Camp Uzita. It’s a great stop for history buffs, families, and anyone who enjoys peaceful nature walks with a story.

Bean Point Beach Access

Bean Point Beach offers a secluded escape at Anna Maria Island's northern tip, perfect for those seeking a quieter, more pristine shoreline away from crowded beaches. Shell collectors and sunset enthusiasts will love this hidden gem with its wide sandy shores and stunning Gulf views.

Palma Sola Botanical Park

A peaceful botanical park with winding paths, lush gardens, and plenty of native plants to explore. Great for nature lovers, photographers, and anyone looking for a calm outdoor escape.

Holmes Beach

Holmes Beach is a laid-back Anna Maria Island escape known for its soft white sand, gentle Gulf waters, and easy access to great beachside dining and local shops. It’s perfect for families, couples, and anyone looking to relax, swim, or soak up the Florida sun.

Coquina Beach

Enjoy a relaxing day at Coquina Beach, where soft sand, gentle waves, and beautiful Gulf views make the perfect backdrop for swimming, strolling, and soaking up the sun. It’s a great spot for families, couples, and anyone looking for a peaceful beach escape.

Anna Maria Island

Anna Maria Island is a laid-back Gulf Coast escape with soft white beaches, calm turquoise water, and charming small-town vibes. It’s perfect for travelers who love relaxing beach days, stunning sunsets, and a slower pace.

Robinson Preserve

Robinson Preserve is a scenic coastal escape with mangrove trails, boardwalks, kayaking, birdwatching, and a towering observation deck with sweeping views. It’s ideal for nature lovers, families, and anyone looking for an easy outdoor adventure near Anna Maria Island.

Anna Maria Island Beach

# Anna Maria Island Beach Activity Description Discover pristine white-sand beaches and crystal-clear waters perfect for swimming, shelling, and sunset watching. Ideal for families, couples, and nature lovers seeking a peaceful Florida coastal escape with excellent opportunities for beach walks and water activities.

Things to know

Cancellation policy

Cancel within 24 hours for a full refund.

Property rules

Pets allowed with fee

No smoking - fees will apply

Events allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

8 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
May 15, 2026$1520Not Available
May 16, 2026$1341Not Available
May 17, 2026$978Not Available
May 18, 2026$1000Not Available
May 19, 2026$891Available
May 20, 2026$906Not Available
May 21, 2026$940Not Available
May 22, 2026$1603Not Available
May 23, 2026$1642Not Available
May 24, 2026$1385Not Available
May 25, 2026$1394Not Available
May 26, 2026$1219Not Available
May 27, 2026$1048Available
May 28, 2026$1058Available
May 29, 2026$1614Not Available
May 30, 2026$1636Not Available
May 31, 2026$1235Not Available
Jun 1, 2026$1476Not Available
Jun 2, 2026$1344Not Available
Jun 3, 2026$1338Not Available
Jun 4, 2026$1336Not Available
Jun 5, 2026$1884Not Available
Jun 6, 2026$1881Not Available
Jun 7, 2026$1443Not Available
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Jun 9, 2026$1316Not Available
Jun 10, 2026$1306Not Available
Jun 11, 2026$1298Not Available
Jun 12, 2026$1864Not Available
Jun 13, 2026$1868Available
Jun 14, 2026$1449Not Available
Jun 15, 2026$1459Not Available
Jun 16, 2026$1346Not Available
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Jun 19, 2026$2170Not Available
Jun 20, 2026$2167Not Available
Jun 21, 2026$1526Not Available
Jun 22, 2026$1546Not Available
Jun 23, 2026$1436Not Available
Jun 24, 2026$1444Not Available
Jun 25, 2026$1659Not Available
Jun 26, 2026$2445Not Available
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Jun 29, 2026$1890Not Available
Jun 30, 2026$1735Not Available
Jul 1, 2026$2052Not Available
Jul 2, 2026$2634Available
Jul 3, 2026$3000Not Available
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Jul 5, 2026$3000Not Available
Jul 6, 2026$2169Available
Jul 7, 2026$1979Available
Jul 8, 2026$1974Available
Jul 9, 2026$1983Available
Jul 10, 2026$2758Available
Jul 11, 2026$2748Available
Jul 12, 2026$2147Available
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Jul 14, 2026$1975Available
Jul 15, 2026$1977Available
Jul 16, 2026$1991Available
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Jul 23, 2026$2028Not Available
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Jul 25, 2026$2820Not Available
Jul 26, 2026$2229Available
Jul 27, 2026$2214Not Available
Jul 28, 2026$2031Not Available
Jul 29, 2026$2024Not Available
Jul 30, 2026$2029Available
Jul 31, 2026$2794Not Available
Aug 1, 2026$2136Not Available
Aug 2, 2026$1507Not Available
Aug 3, 2026$1474Not Available
Aug 4, 2026$1273Not Available
Aug 5, 2026$1227Not Available
Aug 6, 2026$1181Not Available
Aug 7, 2026$1925Not Available
Aug 8, 2026$1910Not Available
Aug 9, 2026$1301Not Available
Aug 10, 2026$1264Available
Aug 11, 2026$1055Available
Aug 12, 2026$1020Available
Aug 13, 2026$1001Available