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!
- 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.
Indulge in a stylish king bedroom with a sophisticated ensuite featuring a modern walk-in shower enclosed in sleek glass.
King Bed
Balcony Access
Smart TV
Ensuite bathroom with shower
Enjoy a touch of luxury in this king bedroom with an ensuite bathroom featuring an upgraded walk-in shower and premium fixtures.
King Bed
Smart TV
Ensuite bathroom with shower
Relax in a comfortable king bedroom with touches of elegance and a generously sized walk-in shower in the ensuite bathroom.
King Bed
Smart TV
Ensuite bathroom with shower
Stylish and versatile lounge area designed for both daytime relaxation and comfortable overnight stays.
Full size Sleeper Sofa
Balcony access
Smart TV
Property Amenities
Essentials
Air Conditioning
Beach Towels Included
Bed Linens
Ceiling Fans
Clothes Hangers
Clothing Storage
Hair Dryer
Heating
Hot Water
Towels
Washer
Exterior Features
Backyard
Balcony
Fenced Yard
Heated Pool
Outdoor Dining Area
Outdoor Seating
Outdoor Shower
Patio
Private Pool
Sun Loungers
Interior Features
Full Kitchen
Living Room
Kitchen and Dining
Blender
Coffee Maker
Dining table
Dishwasher
Freezer
Hot Water Kettle
Keurig Coffee Maker
Kitchen Island
Microwave
Oven
Refrigerator
Stove
Toaster
Wine Glasses
Safety Features
Carbon Monoxide Detector
Deadbolt Lock
Fire Extinguisher
Keyless Lock
Smoke Detector
Exclusive Amenities
Experience the perfect blend of luxury hotel amenities in the comfort of your private vacation home. Each property is meticulously equipped with premium features and services to ensure an exceptional stay.
Let our dedicated concierge team craft your perfect island experience. From private chefs to sunset cruises, we'll help you create unforgettable memories with curated activities and exclusive adventures tailored to your preferences.
The backyard was a dream and we enjoyed the pool /spa daily along with the games. We also enjoyed using the included bikes and sightseeing around the island on the golf cart. The house is beautiful and very comfortable and fit our family. Each bedroom was like a mini suite! Thank you to the property management group for their continuous check-ins to make sure all was well. Everything went very smoothly. We would highly recommend and hope to return again to Anna Maria Island/Holmes Beach.
Neely
6/5/2026
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. Would definitely recommend this spot for your next vacay!
Melissa G.
10/27/2025
The property was beautiful!! From the pool area to the amazing interior we loved everything about it!!
William S
10/27/2025
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!
Michelle F.
10/27/2025
Beautiful modern home with a gorgeous pool. Beach was a short walk. Property management was very responsive to any issues that arose. Would definitely recommend…
Tara R.
10/27/2025
This home is gorgeous, clean, spacious, and is in a great location. So close to the beach. We all enjoyed the home and area very much. Loved all of the bathrooms and balconies.
Jennifer C.
10/27/2025
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!
Jennifer C.
2/11/2025
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!
Exclusive Vacations staff
Thank you for your detailed and thoughtful review. We appreciate the feedback, as it helps us improve the overall experience for our guests. We're glad to hear that you had a wonderful stay and that the location, amenities, and communication were exceptional. The issues you mentioned regarding the pool system and the freezer are helpful for us to address. We will work to resolve these challenges to ensure a more seamless experience for future guests. Thank you again for your review, and we hope to have the opportunity to host you again in the future.
Melissa G.
6/30/2024
The property was beautiful!! From the pool area to the amazing interior we loved everything about it!!
Exclusive Vacations staff
Thank you so much for the wonderful review, Melissa! Your feedback means a lot to us. Can’t wait to welcome you back for another great visit! 💞
WM M
12/18/2023
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!
William S.
12/18/2023
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!
Exclusive Vacations staff
William, it sounds like you had an absolutely incredible stay! From the private pool and spa to the stunning views from the rooftop deck, it seems like every detail of your vacation home contributed to an unforgettable experience. We're thrilled to hear that the interior design and amenities exceeded your expectations, providing a luxurious and comfortable retreat for you and your friends. It's fantastic that you were able to create unforgettable memories together and that you've already booked for next year! Thank you for your glowing recommendation - we can't wait to welcome you back for another 5-star stay. If you need anything else or have any questions in the meantime, please don't hesitate to reach out.
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Today
Meet Tamara
Your Personal Concierge
Exclusive Experiences
Your Personal Concierge Service
From the moment you book until the day you depart, Tamara and her team are here to ensure every aspect of your stay is seamless and extraordinary. Whether you're seeking restaurant recommendations, planning special celebrations, or wanting your kitchen fully stocked upon arrival, we're here to make it happen.
Transportation
Convenient airport transfers to and from your rental
Grocery Delivery
Fully stocked groceries upon arrival
Island Adventures
Dolphin tours, sunset cruises, and sandbar excursions
Boat/Jet Ski Rentals
Chartered yachts to self captained boat rentals
Private Chef/Catering
Enjoy personalized culinary experiences in your rental
Rentals
From watersport rentals to baby gear, we have you covered
Photography
Document your memories with a beach photoshoot
Fishing Trips
Enjoy a day on the water catching incredible fish
Have a Question about The Black Pearl?
Ask anything in reference to vacationing at this property that you would like to know
The backyard was a dream and we enjoyed the pool /spa daily along with the games. We also enjoyed using the included bikes and sightseeing around the island on the golf cart. The house is beautiful and very comfortable and fit our family. Each bedroom was like a mini suite! Thank you to the property management group for their continuous check-ins to make sure all was well. Everything went very smoothly. We would highly recommend and hope to return again to Anna Maria Island/Holmes Beach.
Cynthia
Posted: 6/5/2026
5
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. Would definitely recommend this spot for your next vacay!
Neely
Posted: 6/5/2026
5
Black Pearl
The property was beautiful!! From the pool area to the amazing interior we loved everything about it!!
Melissa G.
Posted: 10/27/2025
5
Perfect vacation home
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!
William S
Posted: 10/27/2025
5
Great house
Beautiful modern home with a gorgeous pool. Beach was a short walk. Property management was very responsive to any issues that arose. Would definitely recommend…
Michelle F.
Posted: 10/27/2025
5
Amazing home
This home is gorgeous, clean, spacious, and is in a great location. So close to the beach. We all enjoyed the home and area very much. Loved all of the bathrooms and balconies.
Tara R.
Posted: 10/27/2025
5
AMI Birthday
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!
Jennifer C.
Posted: 10/27/2025
5
Ami Birthday
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!
Jennifer C.
Posted: 2/11/2025
Thank you for your detailed and thoughtful review. We appreciate the feedback, as it helps us improve the overall experience for our guests. We're glad to hear that you had a wonderful stay and that the location, amenities, and communication were exceptional. The issues you mentioned regarding the pool system and the freezer are helpful for us to address. We will work to resolve these challenges to ensure a more seamless experience for future guests. Thank you again for your review, and we hope to have the opportunity to host you again in the future.
Exclusive Vacations staff
5
Black Pearl
The property was beautiful!! From the pool area to the amazing interior we loved everything about it!!
Melissa G.
Posted: 6/30/2024
Thank you so much for the wonderful review, Melissa! Your feedback means a lot to us. Can’t wait to welcome you back for another great visit! 💞
Exclusive Vacations staff
5
luxury home and 5 star experience all around
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!
WM M from Miami
Posted: 12/18/2023
5
Perfect vacation home
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!
William S.
Posted: 12/18/2023
William, it sounds like you had an absolutely incredible stay! From the private pool and spa to the stunning views from the rooftop deck, it seems like every detail of your vacation home contributed to an unforgettable experience. We're thrilled to hear that the interior design and amenities exceeded your expectations, providing a luxurious and comfortable retreat for you and your friends. It's fantastic that you were able to create unforgettable memories together and that you've already booked for next year! Thank you for your glowing recommendation - we can't wait to welcome you back for another 5-star stay. If you need anything else or have any questions in the meantime, please don't hesitate to reach out.
