$0
for 0 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

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.

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 · 7 reviews

A

Anonymous

1 week ago

This place was even better than the pictures! The privacy was one of our favorite parts. Although there are other houses nearby, there were times when we were the only people on the beach; it felt incredibly peaceful and secluded. We were blessed to see so much wildlife, including birds, fish, and even dolphins! The beach is literally steps from the house and feels like your own backyard. Waking up to beautiful sunrises and watching the sunsets was absolutely breathtaking. It was peaceful, beautiful, and the perfect place to relax and reconnect with nature. The house was very comfortable and clean,with cozy beds, comfortable bedding, and plenty of pillows. Everything looked clean and well cared for. We didn’t use the pool or hot tub; and that was simply because we preferred spending our time enjoying the beautiful beach! Communication was also excellent; they were readily available and responsive whenever we reached out. Cameron was great! We loved our stay and we would come back!
A

Anonymous

July 2026

This was for a family vacation. The space was fantastic. My wife and I commented several times that this was the nicest Airbnb we have ever stayed in. Their care for the space and how the guests interact with it were plainly evident. You can tell that the space is professionally managed because everything was clean and as advertised. If we had to nitpick we would say that they could have had nicer toilet paper and there was a serious lack of tissues. That being said, from using the paddleboards, waking up to dolphin playing or taking the golf cart into town, it was both a beautiful place and the ameneties made it feel instantly functional. No having to go rent items or wait in line to pick up a cart. It was just there, unpack and go. Now that we stayed here, we are wondering what it is like in their other properties.
A

Anonymous

July 2026

This place was so beautiful! Walking right out to the beach was amazing! They had everything you would need to enjoy both the pool and beach. Everything was super clean, AC was perfect, and no clutter. Definitely would recommend this place and will book a future stay for my family and friends to have the experience that I did.

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

Free cancellation up to 30 days before check-in. 50% refund up to 7 days before. 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
Sep 2, 2026$825Not Available
Sep 3, 2026$960Not Available
Sep 4, 2026$1307Not Available
Sep 5, 2026$1447Not Available
Sep 6, 2026$1367Not Available
Sep 7, 2026$825Not Available
Sep 8, 2026$825Not Available
Sep 9, 2026$825Not Available
Sep 10, 2026$981Not Available
Sep 11, 2026$1070Not Available
Sep 12, 2026$1030Not Available
Sep 13, 2026$960Not Available
Sep 14, 2026$960Not Available
Sep 15, 2026$1033Not Available
Sep 16, 2026$1040Not Available
Sep 17, 2026$1009Not Available
Sep 18, 2026$1102Not Available
Sep 19, 2026$1075Not Available
Sep 20, 2026$825Available
Sep 21, 2026$825Available
Sep 22, 2026$825Available
Sep 23, 2026$825Available
Sep 24, 2026$825Available
Sep 25, 2026$1114Not Available
Sep 26, 2026$1094Not Available
Sep 27, 2026$994Not Available
Sep 28, 2026$960Not Available
Sep 29, 2026$960Not Available
Sep 30, 2026$982Available
Oct 1, 2026$1048Not Available
Oct 2, 2026$1095Not Available
Oct 3, 2026$1129Not Available
Oct 4, 2026$1041Not Available
Oct 5, 2026$1059Available
Oct 6, 2026$1063Available
Oct 7, 2026$1021Available
Oct 8, 2026$1119Available
Oct 9, 2026$1275Available
Oct 10, 2026$1313Available
Oct 11, 2026$1302Available
Oct 12, 2026$1232Available
Oct 13, 2026$1196Available
Oct 14, 2026$1207Available
Oct 15, 2026$1155Available
Oct 16, 2026$1304Not Available
Oct 17, 2026$1183Not Available
Oct 18, 2026$1287Not Available
Oct 19, 2026$1298Not Available
Oct 20, 2026$1323Not Available
Oct 21, 2026$1213Not Available
Oct 22, 2026$1173Not Available
Oct 23, 2026$1207Available
Oct 24, 2026$1090Available
Oct 25, 2026$1028Not Available
Oct 26, 2026$978Not Available
Oct 27, 2026$962Not Available
Oct 28, 2026$981Not Available
Oct 29, 2026$1022Not Available
Oct 30, 2026$1024Available
Oct 31, 2026$991Available
Nov 1, 2026$960Available
Nov 2, 2026$960Available
Nov 3, 2026$1104Available
Nov 4, 2026$1240Available
Nov 5, 2026$1251Available
Nov 6, 2026$1397Available
Nov 7, 2026$1310Available
Nov 8, 2026$1204Not Available
Nov 9, 2026$1086Not Available
Nov 10, 2026$1167Not Available
Nov 11, 2026$1218Not Available
Nov 12, 2026$1299Not Available
Nov 13, 2026$1348Not Available
Nov 14, 2026$1413Not Available
Nov 15, 2026$960Available
Nov 16, 2026$960Available
Nov 17, 2026$960Available
Nov 18, 2026$960Available
Nov 19, 2026$960Available
Nov 20, 2026$1114Available
Nov 21, 2026$1971Not Available
Nov 22, 2026$2005Not Available
Nov 23, 2026$2091Not Available
Nov 24, 2026$2222Not Available
Nov 25, 2026$2406Not Available
Nov 26, 2026$2406Not Available
Nov 27, 2026$2352Not Available
Nov 28, 2026$2180Not Available
Nov 29, 2026$1253Not Available
Nov 30, 2026$1217Not Available
Dec 1, 2026$1255Not Available