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Holmes Beach, Florida

The Black Pearl

4 bedrooms5 beds5.5 baths8 guests

4.88 (8)

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.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date	Price (excl. fees and taxes)	Availability	Min Stay (nights)
Oct 29, 2026	$643.75	Not Available	7
Oct 30, 2026	$643.75	Not Available	7
Oct 31, 2026	$643.75	Not Available	7
Nov 1, 2026	$643.75	Not Available	7
Nov 2, 2026	$643.75	Not Available	7
Nov 3, 2026	$643.75	Not Available	7
Nov 4, 2026	$633.45	Not Available	7
Nov 5, 2026	$633.45	Available	7
Nov 6, 2026	$633.45	Available	7
Nov 7, 2026	$633.45	Available	7
Nov 8, 2026	$633.45	Available	7
Nov 9, 2026	$633.45	Available	7
Nov 10, 2026	$633.45	Available	7
Nov 11, 2026	$633.45	Available	7
Nov 12, 2026	$633.45	Available	7
Nov 13, 2026	$633.45	Available	7
Nov 14, 2026	$643.75	Not Available	7
Nov 15, 2026	$643.75	Not Available	7
Nov 16, 2026	$643.75	Not Available	7
Nov 17, 2026	$643.75	Not Available	7
Nov 18, 2026	$643.75	Not Available	7
Nov 19, 2026	$643.75	Not Available	7
Nov 20, 2026	$643.75	Not Available	7
Nov 21, 2026	$987.77	Not Available	7
Nov 22, 2026	$931.12	Not Available	7
Nov 23, 2026	$978.50	Not Available	7
Nov 24, 2026	$1,060.90	Not Available	7
Nov 25, 2026	$1,159.78	Not Available	7
Nov 26, 2026	$1,150.51	Not Available	7
Nov 27, 2026	$1,223.64	Not Available	7
Nov 28, 2026	$633.45	Available	7
Nov 29, 2026	$633.45	Available	7
Nov 30, 2026	$633.45	Available	7
Dec 1, 2026	$633.45	Available	7
Dec 2, 2026	$633.45	Available	7
Dec 3, 2026	$633.45	Available	7
Dec 4, 2026	$633.45	Available	7
Dec 5, 2026	$633.45	Available	7
Dec 6, 2026	$633.45	Available	7
Dec 7, 2026	$633.45	Available	7
Dec 8, 2026	$633.45	Available	7
Dec 9, 2026	$633.45	Available	7
Dec 10, 2026	$633.45	Available	7
Dec 11, 2026	$633.45	Available	7
Dec 12, 2026	$633.45	Available	7
Dec 13, 2026	$633.45	Available	7
Dec 14, 2026	$633.45	Available	7
Dec 15, 2026	$633.45	Available	7
Dec 16, 2026	$633.45	Available	7
Dec 17, 2026	$633.45	Available	7
Dec 18, 2026	$643.75	Not Available	7
Dec 19, 2026	$643.75	Not Available	7
Dec 20, 2026	$762.20	Not Available	7
Dec 21, 2026	$709.67	Not Available	7
Dec 22, 2026	$762.20	Not Available	7
Dec 23, 2026	$859.02	Not Available	7
Dec 24, 2026	$950.69	Not Available	7
Dec 25, 2026	$1,896.23	Not Available	7
Dec 26, 2026	$1,827.22	Available	7
Dec 27, 2026	$1,880.78	Not Available	7
Dec 28, 2026	$1,917.86	Not Available	7
Dec 29, 2026	$1,921.98	Not Available	7
Dec 30, 2026	$1,925.07	Not Available	7
Dec 31, 2026	$1,920.95	Not Available	7
Jan 1, 2027	$1,897.26	Not Available	7
Jan 2, 2027	$1,545	Not Available	7
Jan 3, 2027	$643.75	Not Available	7
Jan 4, 2027	$643.75	Not Available	7
Jan 5, 2027	$643.75	Not Available	7
Jan 6, 2027	$643.75	Not Available	7
Jan 7, 2027	$643.75	Not Available	7
Jan 8, 2027	$643.75	Not Available	7
Jan 9, 2027	$643.75	Not Available	7
Jan 10, 2027	$643.75	Not Available	7
Jan 11, 2027	$643.75	Not Available	7
Jan 12, 2027	$643.75	Not Available	7
Jan 13, 2027	$643.75	Not Available	7
Jan 14, 2027	$676.71	Not Available	7
Jan 15, 2027	$772.50	Available	7
Jan 16, 2027	$775.59	Available	7
Jan 17, 2027	$695.25	Available	7
Jan 18, 2027	$695.25	Available	7
Jan 19, 2027	$695.25	Available	7
Jan 20, 2027	$695.25	Available	7
Jan 21, 2027	$695.25	Available	7
Jan 22, 2027	$772.50	Available	7
Jan 23, 2027	$772.50	Available	7
Jan 24, 2027	$695.25	Available	7
Jan 25, 2027	$695.25	Available	7
Jan 26, 2027	$695.25	Available	7
Jan 27, 2027	$705.55	Available	7
Jan 28, 2027	$721	Available	7
Jan 29, 2027	$772.50	Available	7
Jan 30, 2027	$1,086.65	Available	7
Jan 31, 2027	$1,058.84	Available	7
Feb 1, 2027	$1,008.37	Available	7
Feb 2, 2027	$1,012.49	Available	7
Feb 3, 2027	$1,040.30	Available	7
Feb 4, 2027	$1,066.05	Available	7
Feb 5, 2027	$1,102.10	Available	7
Feb 6, 2027	$1,014.55	Available	7
Feb 7, 2027	$1,010.43	Available	7
Feb 8, 2027	$1,010.43	Available	7
Feb 9, 2027	$1,012.49	Available	7
Feb 10, 2027	$1,039.27	Available	7
Feb 11, 2027	$1,459.51	Available	7
Feb 12, 2027	$1,471.87	Available	7
Feb 13, 2027	$1,284.41	Available	7
Feb 14, 2027	$1,247.33	Not Available	7
Feb 15, 2027	$1,242.18	Not Available	7
Feb 16, 2027	$1,259.69	Not Available	7
Feb 17, 2027	$1,227.76	Not Available	7
Feb 18, 2027	$1,305.01	Not Available	7
Feb 19, 2027	$1,339	Not Available	7
Feb 20, 2027	$1,145.36	Available	7
Feb 21, 2027	$1,119.61	Not Available	7
Feb 22, 2027	$1,080.47	Not Available	7
Feb 23, 2027	$1,071.20	Not Available	7
Feb 24, 2027	$1,078.41	Not Available	7
Feb 25, 2027	$1,124.76	Not Available	7
Feb 26, 2027	$1,175.23	Not Available	7
Feb 27, 2027	$1,170.08	Available	7
Feb 28, 2027	$1,148.45	Not Available	7
Mar 1, 2027	$1,205.10	Not Available	7
Mar 2, 2027	$1,198.92	Not Available	7
Mar 3, 2027	$1,221.58	Not Available	7
Mar 4, 2027	$1,276.17	Not Available	7
Mar 5, 2027	$1,321.49	Not Available	7
Mar 6, 2027	$1,627.40	Available	7
Mar 7, 2027	$1,624.31	Not Available	7
Mar 8, 2027	$1,615.04	Not Available	7
Mar 9, 2027	$1,610.92	Not Available	7
Mar 10, 2027	$1,618.13	Not Available	7
Mar 11, 2027	$1,631.52	Not Available	7
Mar 12, 2027	$1,637.70	Not Available	7
Mar 13, 2027	$1,581.05	Available	7
Mar 14, 2027	$1,554.27	Not Available	7
Mar 15, 2027	$1,525.43	Not Available	7
Mar 16, 2027	$1,508.95	Not Available	7
Mar 17, 2027	$1,528.52	Not Available	7
Mar 18, 2027	$1,589.29	Not Available	7
Mar 19, 2027	$1,618.13	Not Available	7
Mar 20, 2027	$2,156.82	Available	7
Mar 21, 2027	$2,146.52	Not Available	7
Mar 22, 2027	$2,142.40	Not Available	7
Mar 23, 2027	$2,136.22	Not Available	7
Mar 24, 2027	$2,201.11	Not Available	7
Mar 25, 2027	$2,298.96	Not Available	7
Mar 26, 2027	$2,350.46	Not Available	7
Mar 27, 2027	$2,153.73	Available	7
Mar 28, 2027	$2,153.73	Not Available	7
Mar 29, 2027	$2,153.73	Not Available	7
Mar 30, 2027	$2,153.73	Not Available	7
Mar 31, 2027	$2,153.73	Not Available	7
Apr 1, 2027	$2,167.12	Not Available	7
Apr 2, 2027	$2,159.91	Not Available	7
Apr 3, 2027	$1,996.14	Available	7
Apr 4, 2027	$1,865.33	Not Available	7
Apr 5, 2027	$1,983.78	Not Available	7
Apr 6, 2027	$1,578.99	Not Available	7
Apr 7, 2027	$1,587.23	Not Available	7
Apr 8, 2027	$1,600.62	Not Available	7
Apr 9, 2027	$1,582.08	Not Available	7
Apr 10, 2027	$1,284.41	Available	7
Apr 11, 2027	$1,284.41	Available	7
Apr 12, 2027	$1,284.41	Available	7
Apr 13, 2027	$1,284.41	Available	7
Apr 14, 2027	$1,284.41	Available	7
Apr 15, 2027	$1,294.71	Available	7
Apr 16, 2027	$1,294.71	Not Available	7
Apr 17, 2027	$1,111.37	Not Available	7
Apr 18, 2027	$1,111.37	Not Available	7
Apr 19, 2027	$1,111.37	Not Available	7
Apr 20, 2027	$1,111.37	Not Available	7
Apr 21, 2027	$1,111.37	Not Available	7
Apr 22, 2027	$1,103.13	Not Available	7
Apr 23, 2027	$1,101.07	Not Available	7
Apr 24, 2027	$1,007.34	Not Available	7
Apr 25, 2027	$978.50	Not Available	7
Apr 26, 2027	$955.84	Not Available	7
Apr 27, 2027	$934.21	Not Available	7
Apr 28, 2027	$939.36	Not Available	7
Apr 29, 2027	$939.36	Not Available	7
Apr 30, 2027	$942.45	Not Available	7
May 1, 2027	$806.49	Available	7
May 2, 2027	$917.73	Available	7
May 3, 2027	$899.19	Available	7
May 4, 2027	$881.68	Available	7
May 5, 2027	$885.80	Available	7
May 6, 2027	$889.92	Available	7
May 7, 2027	$910.52	Available	7
May 8, 2027	$1,042.36	Available	7
May 9, 2027	$1,021.76	Available	7
May 10, 2027	$1,041.33	Available	7
May 11, 2027	$1,031.03	Available	7
May 12, 2027	$1,045.45	Available	7
May 13, 2027	$1,061.93	Available	7
May 14, 2027	$1,083.56	Available	7
May 15, 2027	$1,043.39	Available	7
May 16, 2027	$1,083.56	Available	7
May 17, 2027	$942.45	Available	7
May 18, 2027	$942.45	Available	7
May 19, 2027	$942.45	Available	7
May 20, 2027	$1,833.40	Available	7
May 21, 2027	$1,833.40	Available	7
May 22, 2027	$1,095.92	Not Available	7
May 23, 2027	$1,103.13	Not Available	7
May 24, 2027	$1,112.40	Not Available	7
May 25, 2027	$1,121.67	Not Available	7
May 26, 2027	$973.35	Not Available	7
May 27, 2027	$990.86	Not Available	7
May 28, 2027	$1,169.05	Not Available	7
May 29, 2027	$1,452.30	Available	7
May 30, 2027	$1,390.50	Not Available	7
May 31, 2027	$1,357.54	Not Available	7
Jun 1, 2027	$1,334.88	Not Available	7
Jun 2, 2027	$1,379.17	Not Available	7
Jun 3, 2027	$1,439.94	Not Available	7
Jun 4, 2027	$1,501.74	Not Available	7
Jun 5, 2027	$1,691.26	Available	7
Jun 6, 2027	$1,567.66	Not Available	7
Jun 7, 2027	$1,576.93	Not Available	7
Jun 8, 2027	$1,575.90	Not Available	7
Jun 9, 2027	$1,575.90	Not Available	7
Jun 10, 2027	$1,577.96	Not Available	7
Jun 11, 2027	$1,713.92	Not Available	7
Jun 12, 2027	$1,294.71	Available	7
Jun 13, 2027	$1,244.24	Not Available	7
Jun 14, 2027	$1,300.89	Not Available	7
Jun 15, 2027	$1,307.07	Not Available	7
Jun 16, 2027	$1,325.61	Not Available	7
Jun 17, 2027	$1,369.90	Not Available	7
Jun 18, 2027	$1,385.35	Not Available	7
Jun 19, 2027	$1,220.55	Not Available	7
Jun 20, 2027	$1,175.23	Not Available	7
Jun 21, 2027	$1,151.54	Not Available	7
Jun 22, 2027	$1,141.24	Not Available	7
Jun 23, 2027	$1,156.69	Not Available	7
Jun 24, 2027	$1,195.83	Not Available	7
Jun 25, 2027	$1,226.73	Not Available	7
Jun 26, 2027	$1,607.83	Available	7
Jun 27, 2027	$1,554.27	Not Available	7
Jun 28, 2027	$1,556.33	Not Available	7
Jun 29, 2027	$1,561.48	Not Available	7
Jun 30, 2027	$1,570.75	Not Available	7
Jul 1, 2027	$1,665.51	Not Available	7
Jul 2, 2027	$1,699.50	Not Available	7
Jul 3, 2027	$1,552.21	Not Available	7
Jul 4, 2027	$1,553.24	Not Available	7
Jul 5, 2027	$1,564.57	Not Available	7
Jul 6, 2027	$1,548.09	Not Available	7
Jul 7, 2027	$1,566.63	Not Available	7
Jul 8, 2027	$1,587.23	Not Available	7
Jul 9, 2027	$1,606.80	Not Available	7
Jul 10, 2027	$1,231.88	Available	7
Jul 11, 2027	$1,197.89	Not Available	7
Jul 12, 2027	$1,184.50	Not Available	7
Jul 13, 2027	$1,183.47	Not Available	7
Jul 14, 2027	$1,205.10	Not Available	7
Jul 15, 2027	$1,213.34	Not Available	7
Jul 16, 2027	$1,386.38	Not Available	7
Jul 17, 2027	$1,581.05	Available	7
Jul 18, 2027	$1,377.11	Not Available	7
Jul 19, 2027	$1,203.04	Not Available	7
Jul 20, 2027	$1,170.08	Not Available	7
Jul 21, 2027	$1,188.62	Not Available	7
Jul 22, 2027	$1,241.15	Not Available	7
Jul 23, 2027	$1,277.20	Not Available	7
Jul 24, 2027	$1,175.23	Available	7
Jul 25, 2027	$1,170.08	Not Available	7
Jul 26, 2027	$1,168.02	Not Available	7
Jul 27, 2027	$1,160.81	Not Available	7
Jul 28, 2027	$1,174.20	Not Available	7
Jul 29, 2027	$1,171.11	Not Available	7
Jul 30, 2027	$1,174.20	Not Available	7
Jul 31, 2027	$992.92	Available	7
Aug 1, 2027	$992.92	Not Available	7
Aug 2, 2027	$992.92	Not Available	7
Aug 3, 2027	$992.92	Not Available	7
Aug 4, 2027	$992.92	Not Available	7
Aug 5, 2027	$992.92	Not Available	7
Aug 6, 2027	$992.92	Not Available	7
Aug 7, 2027	$932.15	Available	7
Aug 8, 2027	$901.25	Not Available	7
Aug 9, 2027	$882.71	Not Available	7
Aug 10, 2027	$863.14	Not Available	7
Aug 11, 2027	$869.32	Not Available	7
Aug 12, 2027	$869.32	Not Available	7
Aug 13, 2027	$875.50	Not Available	7
Aug 14, 2027	$772.50	Available	7
Aug 15, 2027	$772.50	Available	7
Aug 16, 2027	$772.50	Available	7
Aug 17, 2027	$772.50	Available	7
Aug 18, 2027	$772.50	Available	7
Aug 19, 2027	$772.50	Available	7
Aug 20, 2027	$772.50	Available	7
Aug 21, 2027	$772.50	Available	7
Aug 22, 2027	$772.50	Available	7
Aug 23, 2027	$772.50	Available	7
Aug 24, 2027	$772.50	Available	7
Aug 25, 2027	$772.50	Available	7
Aug 26, 2027	$772.50	Available	7
Aug 27, 2027	$772.50	Available	7
Aug 28, 2027	$772.50	Available	7
Aug 29, 2027	$772.50	Available	7
Aug 30, 2027	$772.50	Available	7
Aug 31, 2027	$772.50	Available	7
Sep 1, 2027	$740.57	Available	7
Sep 2, 2027	$740.57	Available	7
Sep 3, 2027	$963.05	Available	7
Sep 4, 2027	$1,219.52	Available	7
Sep 5, 2027	$1,120.64	Available	7
Sep 6, 2027	$749.84	Available	7
Sep 7, 2027	$740.57	Available	7
Sep 8, 2027	$740.57	Available	7
Sep 9, 2027	$740.57	Available	7
Sep 10, 2027	$771.47	Available	7
Sep 11, 2027	$860.05	Available	7
Sep 12, 2027	$775.59	Available	7
Sep 13, 2027	$775.59	Available	7
Sep 14, 2027	$775.59	Available	7
Sep 15, 2027	$775.59	Available	7
Sep 16, 2027	$775.59	Available	7
Sep 17, 2027	$854.90	Available	7
Sep 18, 2027	$816.79	Available	7
Sep 19, 2027	$749.84	Available	7
Sep 20, 2027	$743.66	Available	7
Sep 21, 2027	$737.48	Available	7
Sep 22, 2027	$745.72	Available	7
Sep 23, 2027	$754.99	Available	7
Sep 24, 2027	$816.79	Available	7
Sep 25, 2027	$749.84	Available	7
Sep 26, 2027	$731.30	Available	7
Sep 27, 2027	$722.03	Available	7
Sep 28, 2027	$716.88	Available	7
Sep 29, 2027	$729.24	Available	7
Sep 30, 2027	$738.51	Available	7
Oct 1, 2027	$770.44	Available	7
Oct 2, 2027	$736.45	Available	7
Oct 3, 2027	$736.45	Available	7
Oct 4, 2027	$736.45	Available	7
Oct 5, 2027	$736.45	Available	7
Oct 6, 2027	$736.45	Available	7
Oct 7, 2027	$736.45	Available	7
Oct 8, 2027	$925.97	Available	7
Oct 9, 2027	$838.42	Available	7
Oct 10, 2027	$754.99	Available	7
Oct 11, 2027	$754.99	Available	7
Oct 12, 2027	$754.99	Available	7
Oct 13, 2027	$754.99	Available	7
Oct 14, 2027	$751.90	Available	7
Oct 15, 2027	$787.95	Available	7
Oct 16, 2027	$736.45	Available	7
Oct 17, 2027	$736.45	Available	7
Oct 18, 2027	$736.45	Available	7
Oct 19, 2027	$736.45	Available	7
Oct 20, 2027	$736.45	Available	7
Oct 21, 2027	$736.45	Available	7
Oct 22, 2027	$736.45	Available	7
Oct 23, 2027	$766.32	Available	7
Oct 24, 2027	$749.84	Available	7
Oct 25, 2027	$736.45	Available	7
Oct 26, 2027	$736.45	Available	7
Oct 27, 2027	$736.45	Available	7
Oct 28, 2027	$736.45	Available	7
Oct 29, 2027	$747.78	Available	7
Oct 30, 2027	$800.31	Available	7
Oct 31, 2027	$736.45	Available	7
Nov 1, 2027	$695.25	Available	7
Nov 2, 2027	$695.25	Available	7
Nov 3, 2027	$749.84	Available	7
Nov 4, 2027	$820.91	Available	7
Nov 5, 2027	$695.25	Available	7
Nov 6, 2027	$695.25	Available	7
Nov 7, 2027	$695.25	Available	7
Nov 8, 2027	$695.25	Available	7
Nov 9, 2027	$695.25	Available	7
Nov 10, 2027	$695.25	Available	7
Nov 11, 2027	$695.25	Available	7
Nov 12, 2027	$695.25	Available	7
Nov 13, 2027	$710.70	Available	7
Nov 14, 2027	$710.70	Available	7
Nov 15, 2027	$710.70	Available	7
Nov 16, 2027	$710.70	Available	7
Nov 17, 2027	$710.70	Available	7
Nov 18, 2027	$710.70	Available	7
Nov 19, 2027	$710.70	Available	7
Nov 20, 2027	$1,081.50	Available	7
Nov 21, 2027	$1,081.50	Not Available	7
Nov 22, 2027	$1,081.50	Not Available	7
Nov 23, 2027	$1,081.50	Not Available	7
Nov 24, 2027	$1,094.89	Not Available	7
Nov 25, 2027	$1,081.50	Not Available	7
Nov 26, 2027	$1,081.50	Not Available	7
Nov 27, 2027	$934.21	Available	7
Nov 28, 2027	$695.25	Available	7
Nov 29, 2027	$695.25	Available	7
Nov 30, 2027	$695.25	Available	7
Dec 1, 2027	$695.25	Available	7
Dec 2, 2027	$695.25	Available	7
Dec 3, 2027	$695.25	Available	7
Dec 4, 2027	$695.25	Available	7
Dec 5, 2027	$695.25	Available	7
Dec 6, 2027	$695.25	Available	7
Dec 7, 2027	$695.25	Available	7
Dec 8, 2027	$695.25	Available	7
Dec 9, 2027	$695.25	Available	7
Dec 10, 2027	$695.25	Available	7
Dec 11, 2027	$695.25	Available	7
Dec 12, 2027	$695.25	Available	7
Dec 13, 2027	$695.25	Available	7
Dec 14, 2027	$695.25	Available	7
Dec 15, 2027	$695.25	Available	7
Dec 16, 2027	$695.25	Available	7
Dec 17, 2027	$1,442	Available	7
Dec 18, 2027	$1,442	Available	7
Dec 19, 2027	$1,442	Not Available	7
Dec 20, 2027	$1,442	Not Available	7
Dec 21, 2027	$1,442	Not Available	7
Dec 22, 2027	$1,442	Not Available	7
Dec 23, 2027	$1,442	Not Available	7
Dec 24, 2027	$3,386.64	Available	7
Dec 25, 2027	$1,519.25	Available	7
Dec 26, 2027	$2,098.11	Not Available	7
Dec 27, 2027	$2,098.11	Not Available	7
Dec 28, 2027	$2,098.11	Not Available	7
Dec 29, 2027	$2,098.11	Not Available	7
Dec 30, 2027	$2,098.11	Not Available	7
Dec 31, 2027	$2,091.93	Not Available	7
Jan 1, 2028	$1,827.22	Available	7
Jan 2, 2028	$909.49	Available	7
Jan 3, 2028	$740.57	Available	7
Jan 4, 2028	$740.57	Available	7
Jan 5, 2028	$742.63	Available	7
Jan 6, 2028	$747.78	Available	7
Jan 7, 2028	$759.11	Available	7
Jan 8, 2028	$803.40	Available	7
Jan 9, 2028	$741.60	Available	7
Jan 10, 2028	$740.57	Available	7
Jan 11, 2028	$740.57	Available	7
Jan 12, 2028	$740.57	Available	7
Jan 13, 2028	$917.73	Available	7
Jan 14, 2028	$643.75	Available	7
Jan 15, 2028	$643.75	Available	7
Jan 16, 2028	$643.75	Available	7
Jan 17, 2028	$643.75	Available	7
Jan 18, 2028	$643.75	Available	7
Jan 19, 2028	$643.75	Available	7
Jan 20, 2028	$643.75	Available	7
Jan 21, 2028	$643.75	Available	7
Jan 22, 2028	$794.13	Available	7
Jan 23, 2028	$787.95	Available	7
Jan 24, 2028	$788.98	Available	7
Jan 25, 2028	$790.01	Available	7
Jan 26, 2028	$811.64	Available	7
Jan 27, 2028	$829.15	Available	7
Jan 28, 2028	$854.90	Available	7
Jan 29, 2028	$932.15	Available	7
Jan 30, 2028	$908.46	Available	7
Jan 31, 2028	$908.46	Available	7
Feb 1, 2028	$912.58	Available	7
Feb 2, 2028	$937.30	Available	7
Feb 3, 2028	$960.99	Available	7
Feb 4, 2028	$992.92	Available	7
Feb 5, 2028	$1,008.37	Available	7
Feb 6, 2028	$1,003.22	Available	7
Feb 7, 2028	$1,003.22	Available	7
Feb 8, 2028	$1,005.28	Available	7
Feb 9, 2028	$1,033.09	Available	7
Feb 10, 2028	$1,450.24	Available	7
Feb 11, 2028	$1,461.57	Available	7
Feb 12, 2028	$1,223.64	Available	7
Feb 13, 2028	$1,187.59	Not Available	7
Feb 14, 2028	$1,162.87	Not Available	7
Feb 15, 2028	$1,189.65	Not Available	7
Feb 16, 2028	$1,157.72	Not Available	7
Feb 17, 2028	$1,168.02	Not Available	7
Feb 18, 2028	$1,275.14	Not Available	7
Feb 19, 2028	$1,265.87	Available	7
Feb 20, 2028	$1,237.03	Not Available	7
Feb 21, 2028	$1,213.34	Not Available	7
Feb 22, 2028	$1,129.91	Not Available	7
Feb 23, 2028	$1,123.73	Not Available	7
Feb 24, 2028	$1,189.65	Not Available	7
Feb 25, 2028	$1,205.10	Not Available	7
Feb 26, 2028	$1,224.67	Available	7
Feb 27, 2028	$1,200.98	Not Available	7
Feb 28, 2028	$1,181.41	Not Available	7
Feb 29, 2028	$1,168.02	Not Available	7
Mar 1, 2028	$1,214.37	Not Available	7
Mar 2, 2028	$1,274.11	Not Available	7
Mar 3, 2028	$1,306.04	Not Available	7
Mar 4, 2028	$1,759.24	Available	7
Mar 5, 2028	$1,755.12	Not Available	7
Mar 6, 2028	$1,745.85	Not Available	7
Mar 7, 2028	$1,741.73	Not Available	7
Mar 8, 2028	$1,749.97	Not Available	7
Mar 9, 2028	$1,762.33	Not Available	7
Mar 10, 2028	$1,770.57	Not Available	7
Mar 11, 2028	$1,457.45	Available	7
Mar 12, 2028	$1,495.56	Not Available	7
Mar 13, 2028	$1,501.74	Not Available	7
Mar 14, 2028	$1,492.47	Not Available	7
Mar 15, 2028	$1,512.04	Not Available	7
Mar 16, 2028	$1,564.57	Not Available	7
Mar 17, 2028	$1,598.56	Not Available	7
Mar 18, 2028	$1,640.79	Available	7
Mar 19, 2028	$1,633.58	Not Available	7
Mar 20, 2028	$1,629.46	Not Available	7
Mar 21, 2028	$1,624.31	Not Available	7
Mar 22, 2028	$1,673.75	Not Available	7
Mar 23, 2028	$1,839.58	Not Available	7
Mar 24, 2028	$1,924.04	Not Available	7
Mar 25, 2028	$2,106.35	Available	7
Mar 26, 2028	$2,106.35	Not Available	7
Mar 27, 2028	$2,106.35	Not Available	7
Mar 28, 2028	$2,106.35	Not Available	7
Mar 29, 2028	$2,106.35	Not Available	7
Mar 30, 2028	$2,118.71	Not Available	7
Mar 31, 2028	$2,111.50	Not Available	7
Apr 1, 2028	$1,863.27	Available	7
Apr 2, 2028	$1,741.73	Not Available	7
Apr 3, 2028	$1,850.91	Not Available	7
Apr 4, 2028	$1,474.96	Not Available	7
Apr 5, 2028	$1,482.17	Not Available	7
Apr 6, 2028	$1,494.53	Not Available	7
Apr 7, 2028	$1,475.99	Not Available	7
Apr 8, 2028	$1,206.13	Available	7
Apr 9, 2028	$1,134.03	Not Available	7
Apr 10, 2028	$1,091.80	Not Available	7
Apr 11, 2028	$1,063.99	Not Available	7
Apr 12, 2028	$1,034.12	Not Available	7
Apr 13, 2028	$1,206.13	Not Available	7
Apr 14, 2028	$1,458.48	Not Available	7
Apr 15, 2028	$1,252.48	Available	7
Apr 16, 2028	$1,252.48	Not Available	7
Apr 17, 2028	$1,252.48	Not Available	7
Apr 18, 2028	$1,252.48	Not Available	7
Apr 19, 2028	$1,252.48	Not Available	7
Apr 20, 2028	$1,242.18	Not Available	7
Apr 21, 2028	$1,244.24	Not Available	7
Apr 22, 2028	$1,134.03	Available	7
Apr 23, 2028	$1,102.10	Available	7
Apr 24, 2028	$1,075.32	Available	7
Apr 25, 2028	N/A	Not Available	3
Apr 26, 2028	N/A	Not Available	3
Apr 27, 2028	N/A	Not Available	3
Apr 28, 2028	N/A	Not Available	3
Apr 29, 2028	N/A	Not Available	3
Apr 30, 2028	N/A	Not Available	3
May 1, 2028	N/A	Not Available	3

What this home offers

Ocean view

Pool outdoor

Hot tub

BBQ Area

Patio

What our guests say

4.88

8 reviews

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!

Gary G.

July 2025

Unbelievable place we had a great family week and we will be back. And we’re from Florida

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

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 8 guests.

Pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.

Prime Vacations - Anna Maria

Prime Vacations - Anna Maria

Prime Vacations - Anna Maria

The Black Pearl

Availability & Pricing

What this home offers

What our guests say

Where you’ll be

Our promise to you

Things to know

Check-in & check-out

Property rules

Number and age of guests

Pets

Events

Smoking

Check-in & check-out

Cancellation policy