$0
for 4 nights

Home in Bradenton Beach, Florida

4 bedrooms

4 beds

4 bathrooms

8 guests

1000 sq. ft.

Luxury

Elevated properties with standout design

Operated by a Wander partner

Trusted operators, vetted by Wander

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

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.

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.

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

5.0 · 2 reviews

Where you’ll be

Bradenton Beach, Florida 34217, US

Bradenton Beach, Florida, US
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

Free cancellation up to 14 days before check-in. No refund after that.

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
Jul 17, 2026$1981Not Available
Jul 18, 2026$1726Not Available
Jul 19, 2026$1332Not Available
Jul 20, 2026$1350Not Available
Jul 21, 2026$900Available
Jul 22, 2026$900Not Available
Jul 23, 2026$1346Not Available
Jul 24, 2026$1936Not Available
Jul 25, 2026$1964Not Available
Jul 26, 2026$1500Available
Jul 27, 2026$1500Not Available
Jul 28, 2026$1500Not Available
Jul 29, 2026$1500Not Available
Jul 30, 2026$1500Available
Jul 31, 2026$1500Not Available
Aug 1, 2026$1500Not Available
Aug 2, 2026$1500Not Available
Aug 3, 2026$1500Not Available
Aug 4, 2026$1500Not Available
Aug 5, 2026$1500Not Available
Aug 6, 2026$1500Not Available
Aug 7, 2026$1500Not Available
Aug 8, 2026$1500Not Available
Aug 9, 2026$1500Not Available
Aug 10, 2026$1500Available
Aug 11, 2026$1500Available
Aug 12, 2026$1500Available
Aug 13, 2026$1500Available
Aug 14, 2026$1500Available
Aug 15, 2026$1500Available
Aug 16, 2026$1004Available
Aug 17, 2026$979Not Available
Aug 18, 2026$815Not Available
Aug 19, 2026$800Not Available
Aug 20, 2026$801Not Available
Aug 21, 2026$1453Not Available
Aug 22, 2026$1463Not Available
Aug 23, 2026$988Not Available
Aug 24, 2026$986Available
Aug 25, 2026$860Not Available
Aug 26, 2026$875Not Available
Aug 27, 2026$887Not Available
Aug 28, 2026$1514Not Available
Aug 29, 2026$1522Available
Aug 30, 2026$1061Available
Aug 31, 2026$1053Available
Sep 1, 2026$900Available
Sep 2, 2026$884Available
Sep 3, 2026$879Not Available
Sep 4, 2026$1557Not Available
Sep 5, 2026$1537Not Available
Sep 6, 2026$1228Not Available
Sep 7, 2026$1232Available
Sep 8, 2026$1113Available
Sep 9, 2026$832Available
Sep 10, 2026$814Available
Sep 11, 2026$1432Available
Sep 12, 2026$1424Available
Sep 13, 2026$937Available
Sep 14, 2026$928Available
Sep 15, 2026$800Available
Sep 16, 2026$800Available
Sep 17, 2026$800Available
Sep 18, 2026$1371Available
Sep 19, 2026$1359Available
Sep 20, 2026$876Available
Sep 21, 2026$888Available
Sep 22, 2026$800Available
Sep 23, 2026$800Available
Sep 24, 2026$800Available
Sep 25, 2026$1416Available
Sep 26, 2026$1423Available
Sep 27, 2026$944Available
Sep 28, 2026$949Available
Sep 29, 2026$828Available
Sep 30, 2026$840Available
Oct 1, 2026$839Available
Oct 2, 2026$1460Available
Oct 3, 2026$1456Available
Oct 4, 2026$978Available
Oct 5, 2026$969Available
Oct 6, 2026$823Available
Oct 7, 2026$831Available
Oct 8, 2026$856Available
Oct 9, 2026$1559Available
Oct 10, 2026$1554Available
Oct 11, 2026$1292Available
Oct 12, 2026$1286Available
Oct 13, 2026$1161Available
Oct 14, 2026$878Available
Oct 15, 2026$964Available