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Home in Holmes Beach, Florida

The Black Pearl

4 bedrooms

5 beds

5.5 bathrooms

8 guests

2030 sq. ft.

Luxury

Elevated properties with standout design

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

The Black Pearl by Exclusive Vacations
Vacation Rental License #VRC23-000114

Experience luxury and coastal elegance at The Black Pearl, part of our Exclusive Collection. This stunning black and white designed beach home offers a private black-bottom infinity edge pool and panoramic Gulf views. Located within walking distance of the pristine beaches of Holmes Beach and just steps from the free island trolley, this four-bedroom, five-and-a-half-bathroom home offers the ultimate Florida vacation experience. Perfect for families or groups seeking opulence, relaxation, and adventure, The Black Pearl provides guests with a premium stay and exclusive amenities.

Highlights
• 2-minute walk to the Beach Access
• 4 Bedroom / 5.5 Bath
• 4 Kings, 1 Queen sleeper sofa
• Corn Hole and Ping Pong
• Resort Style 360 Infinity Edge Pool and Spa
• Rooftop Deck and Panoramic Beach Views
• Outdoor Grill and Dining Area
• Dog Friendly with host approval
• Walking Distance to Downtown Holmes Beach Shopping and Dining
• 4 Parking Spaces

Exclusive Amenities
• 6 Seat Club Car Cru Golf Cart for Guest Use
• Luxury Beach Bikes for Guest Use
• Luxury Beach Chairs and a Beach Cart for Guest Use
• Upgraded Bed and Bath Linens and Toiletries
• Portable Pack and Play

Enjoy your private outdoor oasis featuring a 360 Infinity edge infinity pool, a rooftop deck with a spa, fire-pit, sweeping beach views, and an outdoor seating area perfect for sunset cocktails. The outdoor kitchen and grill create the perfect setting for poolside barbecues, while fun outdoor games like corn hole and ping pong keep everyone entertained. The house includes a luxury six-seat golf cart and four beach bikes, making exploring the island effortless and stylish.

The bright, open living area offers a tranquil retreat after a day at the beach, with inviting sofas, modern artwork, and abundant natural light. The gourmet kitchen features custom cabinets, stainless steel appliances, sparkling countertops, and a large island with seating, ideal for preparing meals and entertaining. The dining room provides beautiful views of the tropical landscape, perfect for family dinners or celebrating special occasions.

Each bedroom is designed for ultimate comfort and privacy. The primary suite features a plush king bed, spacious ensuite with a walk-in shower, and deluxe linens. The remaining bedrooms all have king beds and private ensuite bathrooms with walk-in showers, ensuring restful nights for everyone. An additional bathroom with a tub and shower combination is located on the third floor. The den includes a queen sofa bed, providing extra sleeping space, and a washer and dryer is available for added convenience.

Room Details
• Primary Bedroom: King bed, ensuite with walk-in shower 
• Second Bedroom: King bed, ensuite with walk-in shower 
• Third Bedroom: King bed, ensuite with walk-in shower 
• Fourth Bedroom: King bed, ensuite with walk-in shower 
• Bonus, Den: Queen sofa bed

Guests enjoy an outdoor shower, upgraded linens, and toiletries, along with complimentary beach chairs, beach cart, and bikes. The prime location steps from the trolley stop, allows easy access to all seven miles of Anna Maria Island beaches, shopping, dining, and outdoor adventures.

Book your stay at The Black Pearl today and immerse yourself in a perfect blend of luxury, outdoor fun, and island adventure. From sunset sails to dolphin sightseeing, and beachside lounging to exploring historic Bean Point, this home offers everything you need for an unforgettable Gulf Coast vacation. Pack your sunglasses and flip-flops and make The Black Pearl your island getaway. Reserve now and create lifelong memories!

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This home is managed by AMI Locals, an Anna Maria Island property management company.

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 Rental Policies for full details.

4 cars maximum can 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.

Use of the provided golf cart requires the driver to maintain a current U.S. automobile insurance. Proof of insurance is required upon request.

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 see our AMI Locals Rental Policies for full details.

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.

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Amenities

Common Amenities

  • Wifi
  • Free parking
  • Ocean view
  • Patio
  • Fire extinguisher
  • Air conditioning
  • Hair dryer
  • Smoke detector
  • Carbon monoxide detector
  • Kitchen
  • Heating
  • Toaster
  • Heated pool
  • Garden
  • Bathtub
  • Blender
  • Hot water
  • Long term stays allowed
  • Baking sheet

Pool

  • Outdoor pool
  • Hot tub

Patio

  • Outdoor seating
  • BBQ Area
  • Ping pong table
  • Ceiling fan

Rooftop

  • Outdoor seating

Balcony

  • Outdoor seating
  • Ceiling fan

Living Room

  • TV

Dining Room

  • Dining table

Kitchen

  • Freezer
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker
  • Kettle
  • Wine glasses
  • Oven
  • Stove
  • Microwave

Tv Room

  • TV
  • Balcony

Bedroom 1

  • Balcony
  • Bed linens
  • Outdoor seating
  • TV

Ensuite Bathroom 1

  • Bath linens

Bedroom 2

  • Bed linens
  • TV

Ensuite Bathroom 2

  • Bath linens

Bedroom 3

  • Bed linens

Ensuite Bathroom 3

  • Bath linens

Bedroom 4

  • Bed linens
  • Ceiling fan
  • TV

Ensuite Bathroom 4

  • Bath linens

Bathroom 5

  • Bath linens

Half Bath

  • Bath linens

Laundry Room

  • Washer
  • Dryer
  • Ironing board

4.9 · 8 reviews

N

Neely R.

February 2026

We had an amazing stay at the Black Pearl! Everything was clean and exactly as described. The location is perfect—close to restaurants and bars, and just a short walk to the beach. The rooftop views were incredible. I do wish the hot tub was a bit easier to heat up, but it was still enjoyable. Would definitely recommend this spot for your next vacay!
M

Marketing M.

December 2023

Our stay at this fantastic 4-bedroom vacation home on Anna Maria Island was absolutely incredible. This place had everything we could ask for and more! The private pool and spa were beautiful and unique, perfect for relaxing, and the rooftop deck provided stunning views… especially for watching the famous Florida sunsets with our group of friends. The interior design was top-notch, with a classy touch that made the whole place feel luxurious and comfortable. Each bedroom was a plush retreat, and the fully equipped kitchen made group meals a breeze. We loved kicking back in the living areas, catching up and creating unforgettable memories. With easy beach access just a short walk away, plus great home amenities, this vacation surpassed our expectations, making our stay 5 stars without a doubt. We already booked for next year, and recommend this home to everyone!
J

Jennifer C.

February 2025

This property is stunning. A beautiful location, quiet street and very close to everything you need in terms of grocery, fine dining and or casual needs. Walking distance to the beach without question. The golf cart and bikes are a lovely touch. We had a small group of work friends and family in different days to celebrate my birthday. Wonderful memories. I would for sure stay again! I did rate the property a 10 based on the questions they asked; cleanliness, home as described, location, and communication with management. I do have a few critiques. The pool system is not user friendly. We utilized the directions provided and had the pool tech come out. Everytime we had the pool heater going it would stop or stop heating. We finally had a heated pop five days into our trip. The hot tub is lovely but yes be careful- getting in and out could be difficult if you have any mobility issues. It has a unique waterfall design which makes entry and exit slow. Last but not least, the freezer remains broken. It was inconvenient to keep running out to get bags of ice for the “back up” freezer in the garage. The home is three floors- so a lot of up and down. We enjoyed it- but for those shopping these details could be important to you!

Where you’ll be

Holmes Beach, Florida 34217, United States

Holmes Beach, Florida, United States
27.5090082-82.718709
Timezone: America/New_York

Things to know

Cancellation policy

50% refund up to 30 days before check-in. No refund after that.

Property rules

Pets allowed with fee

No smoking - fees will apply

Events not 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
Nov 2, 2026$644Not Available
Nov 3, 2026$644Not Available
Nov 4, 2026$633Not Available
Nov 5, 2026$633Available
Nov 6, 2026$633Available
Nov 7, 2026$633Available
Nov 8, 2026$633Available
Nov 9, 2026$633Available
Nov 10, 2026$633Available
Nov 11, 2026$633Available
Nov 12, 2026$633Available
Nov 13, 2026$633Available
Nov 14, 2026$644Not Available
Nov 15, 2026$644Not Available
Nov 16, 2026$644Not Available
Nov 17, 2026$644Not Available
Nov 18, 2026$644Not Available
Nov 19, 2026$644Not Available
Nov 20, 2026$644Not Available
Nov 21, 2026$980Not Available
Nov 22, 2026$928Not Available
Nov 23, 2026$966Not Available
Nov 24, 2026$1046Not Available
Nov 25, 2026$1158Not Available
Nov 26, 2026$1135Not Available
Nov 27, 2026$1224Not Available
Nov 28, 2026$633Available
Nov 29, 2026$633Available
Nov 30, 2026$633Available
Dec 1, 2026$633Available
Dec 2, 2026$633Available
Dec 3, 2026$633Available
Dec 4, 2026$633Available
Dec 5, 2026$633Available
Dec 6, 2026$633Available
Dec 7, 2026$633Available
Dec 8, 2026$633Available
Dec 9, 2026$633Available
Dec 10, 2026$633Available
Dec 11, 2026$633Available
Dec 12, 2026$633Available
Dec 13, 2026$633Available
Dec 14, 2026$633Available
Dec 15, 2026$633Available
Dec 16, 2026$633Available
Dec 17, 2026$633Available
Dec 18, 2026$644Not Available
Dec 19, 2026$644Not Available
Dec 20, 2026$765Not Available
Dec 21, 2026$708Not Available
Dec 22, 2026$761Not Available
Dec 23, 2026$860Not Available
Dec 24, 2026$951Not Available
Dec 25, 2026$1895Not Available
Dec 26, 2026$1830Available
Dec 27, 2026$1886Not Available
Dec 28, 2026$1900Not Available
Dec 29, 2026$1909Not Available
Dec 30, 2026$1907Not Available
Dec 31, 2026$1900Not Available
Jan 1, 2027$1865Not Available
Jan 2, 2027$1545Not Available
Jan 3, 2027$644Not Available
Jan 4, 2027$644Not Available
Jan 5, 2027$644Not Available
Jan 6, 2027$644Not Available
Jan 7, 2027$644Not Available
Jan 8, 2027$644Not Available
Jan 9, 2027$644Not Available
Jan 10, 2027$644Not Available
Jan 11, 2027$644Not Available
Jan 12, 2027$644Not Available
Jan 13, 2027$644Not Available
Jan 14, 2027$652Not Available
Jan 15, 2027$773Available
Jan 16, 2027$773Available
Jan 17, 2027$695Available
Jan 18, 2027$695Available
Jan 19, 2027$695Available
Jan 20, 2027$695Available
Jan 21, 2027$695Available
Jan 22, 2027$773Available
Jan 23, 2027$773Available
Jan 24, 2027$695Available
Jan 25, 2027$695Available
Jan 26, 2027$695Available
Jan 27, 2027$706Available
Jan 28, 2027$721Available
Jan 29, 2027$773Available
Jan 30, 2027$1087Available
Jan 31, 2027$1059Available