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Hawaiian Hideaway

4 bedrooms · 5 beds · 2 bathrooms · Sleeps 8
DuplexPet friendly

Where you’ll sleep

King
Bedroom 1
Queen
Bedroom 2
Queen
Bedroom 3
Twin · Twin
Bedroom 4

A tropical duplex beach escape with a private pool less than a 5-minute walk to the Gulf of Mexico!

  • –Private pool with built-in table for ultimate relaxation.
  • –Less than a 5-minute stroll to the pristine Gulf beaches.
  • –Pet-friendly duplex ideal for family and group island getaways.

A tropical duplex beach escape with a private pool less than a 5-minute walk to the Gulf of Mexico!

About this property

Hawaiian Hideaway by Anna Maria Vacations
Duplex in Holmes Beach, Florida
VRC16-000298

Welcome to Hawaiian Hideaway, a tropical duplex paradise just a short 5-minute walk from Holmes Beach! This spacious four-bedroom, two-bath home offers a serene backyard retreat featuring a private pool with a built in table, ample outdoor seating, and a BBQ grill. Perfect for families or groups seeking sunshine, relaxation, and island adventures, Hawaiian Hideaway provides everything you need for an unforgettable vacation in Anna Maria Island paradise!

Highlights
• 5-minute Walk to Holmes Beach and the Gulf beaches 
• Duplex - 4 Bedroom / 2 Bath
• 1 King, 2 Queens, 2 Twin beds
• Private pool
• BBQ Grill
• Minutes from Anna Maria Island Trolley stop
• Pet friendly with host approval
• Near Pine Avenue’s restaurants, shops, and boutiques
• Great for large groups or multiple families, with neighboring Hawaiian Tide available to rent for even more space!
• 2 Parking spaces

Enjoy your tropical escape in the backyard oasis featuring a private pool, ample outdoor seating, and a built in table for outdoor dining or cocktails. The BBQ grill makes it easy to savor fresh island-inspired meals, while the lush landscaping creates a serene setting for relaxation. With Holmes Beach beaches and shops just minutes away, every day on Anna Maria Island can be filled with sunshine and adventure.

Step inside and be greeted by a bright, coastal open living area featuring plush sofas and a TV, perfect for family movie nights. The fully equipped kitchen boasts a full suite of stainless steel appliances, ample counter space, and a chic dining table for memorable meals. Whether cooking together or enjoying island takeout, this space fosters relaxation and togetherness.

Unwind in the primary bedroom, a tranquil sanctuary featuring a king-sized bed, plenty of closet space, large windows with lush landscaping views, and an ensuite bathroom with a walk-in shower. The second and third bedrooms each offer queen beds, comfortable retreats after busy days of island exploration. The fourth bedroom, equipped with two twin beds, is ideal for kids or young guests. A hall bathroom with a walk-in shower and a washer and dryer add convenience for your stay, ensuring everyone’s needs are met in style.

Room Details
• Primary Bedroom: King bed, ensuite with walk-in shower 
• Second Bedroom: Queen bed 
• Third Bedroom: Queen bed 
• Fourth Bedroom: Two twin beds

Book Hawaiian Hideaway today and start planning your dream vacation. With its unbeatable location, luxurious pool, and lush outdoor space, this retreat is the perfect home base for exploring Anna Maria Island’s treasure-filled beaches, charming Pine Avenue, and scenic parks. Reserve now and create unforgettable memories in paradise!

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This property requires a 7-night minimum stay as set forth by Holmes Beach’s Land Development Code. Occupancy may not exceed 8.

2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Vacations Rental Policies for full details.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

full description


Managed by Anna Maria Vacations

Anna Maria Vacations

Holmes Beach, FL

4.7★

4,435 reviews

Anna Maria Island vacation rentals for every traveler. Every beach vacation has a story — yours starts here.



Guest Reviews

4.0★ · 8 reviews
★★★★★

“Alicia was a pleasure to host! Our stay was absolutely amazing! The place was clean, comfortable, beautifully decorated, and had everything we needed for a relaxing getaway. The location was perfect and made it so easy to enjoy the beach and explore the area. We truly felt at home from the moment we arrived. The hosts were wonderful, responsive, and made the whole experience stress-free. We would definitely stay here again and highly recommend it to anyone looking for the perfect vacation spot!”

Alicia · May 2026

★★★★★

“Oliver was a pleasure to host! This place was great! It was in a perfect location to walk to the beach, it really is less than 5 minutes and the area was not heavily populated for spring break like other areas. The house was clean and we had everything we needed for our family of 5. The heated pool was also a huge plus for the kids to swim in as well.”

Oliver · Mar 2025

★★★★★

“Ryan was a pleasure !”

Ryan · Jun 2025

Good for

PetsBeach days


Rules & Policies


Location

Holmes Beach, FL

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