# A Pirate's Dream – 4 Bedroom Vacation Rental in Holmes Beach, FL | Prime Vacations - Anna Maria A Pirate’s Dream by AMI Locals Welcome to A Pirate’s Dream by AMI Locals, a grand waterfront retreat that perfectly blends coastal elegance with island adventure on beautiful Anna Maria Island. This four bedroom, three and a half bath vacation home plus loft is designed for families and groups seeking both relaxation and excitement. Located just a five-minute walk from the beach, this Mediterranean inspired home features a private dock, a heated pool, and spectacular bay and canal views, creating a luxurious setting for your next island getaway. Highlights • 5-minute walk to Holmes Beach • 4 Bedrooms / 3.5 Bathrooms • 4 King beds, 4 Twin beds • Private dock • Heated private pool with sun shelf and picnic table • Outdoor kitchen with grill, TV, and bar • Game room with ping pong, Connect Four, and Cornhole • Balcony water views and multiple lounge areas • 4 Parking spaces Relax and unwind in your own tropical paradise, surrounded by tranquil canals and swaying palms. Enjoy the heated pool featuring a built in picnic table and sun shelf, perfect for cooling off or lounging in the Florida sunshine. The outdoor kitchen boasts a high end grill, stone finishes, and a TV, while the tiki bar sets the scene for memorable evenings with friends and family. With a private dock that accommodates boats up to 38 feet, you can kayak, paddleboard, or watch for dolphins and manatees right from your backyard. Inside, Mediterranean elegance meets modern comfort. The open concept living room invites you to relax on plush leather sofas while streaming your favorite shows on the large TV. The chef’s kitchen is fully equipped with stainless steel appliances, granite countertops, custom cabinetry, and a breakfast bar with seating. Gather around the dining table for six or take your meals outdoors on the balcony to enjoy the view. Each bedroom provides the perfect retreat with luxurious bedding, TVs, and ceiling fans. The primary suite on the second floor offers a king bed, balcony access, and a spa-inspired ensuite bathroom with a marble walk-in shower. The second bedroom features a king bed and private ensuite, while the third and fourth bedrooms share a jack-and-jill bathroom with a walk-in shower. The third bedroom also includes a private balcony. Upstairs, the loft with two twin bunk sets and a Smart TV creates a cozy hideaway for kids or teens. Room Details • Primary Bedroom (2nd floor): King bed, balcony, ensuite bathroom with walk-in shower • Second Bedroom (3rd floor): King bed, ensuite bathroom with walk-in shower • Third Bedroom (3rd floor): King bed, balcony, jack-and-jill bathroom with walk-in shower • Fourth Bedroom (3rd floor): King bed, jack-and-jill bathroom with walk-in shower • Loft (3rd floor): Two sets of twin bunk beds, balcony access The first-floor game room is perfect for family fun, featuring a ping pong table, lounge area, and an extra fridge for poolside drinks. The laundry room includes a washer, dryer, and granite utility sink for convenience. Located near restaurants such as Skinny's Place inc. and Hurricane Hanks, or close to Publix Super Market, this waterfront home keeps you close to Anna Maria Island’s best dining, shopping, and outdoor experiences while maintaining the privacy of your own tropical oasis. From morning coffee on the balcony to sunset cocktails by the tiki bar, A Pirate’s Dream by AMI Locals offers the ultimate Anna Maria Island vacation rental experience. Embrace the laid-back luxury of island life, where every day feels like a treasure waiting to be discovered. Book your stay today and set sail on your perfect coastal escape! - 4 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. Garage is off-limits to any vehicles, including Golf Carts No Pets are allowed in this home This home is managed by AMI Locals, an Anna Maria Island property management company. These premises are monitored by video surveillance in select exterior areas. 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 respectful 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 termination of your rental agreement without a refund. **Property URL**: https://luxus-vacation-properties-new.wanderos.com/property/633720824410408887/a-pirates-dream **Markdown URL**: https://luxus-vacation-properties-new.wanderos.com/property/633720824410408887/a-pirates-dream.md ## Property Overview - **Sleeps**: 8 guests - **Bedrooms**: 4 bedrooms - **Bathrooms**: 4 - **Square Footage**: 2,536 sq ft ## Pricing & Availability - **Nightly Rate**: $566.50 - $1,215.40 (before taxes and fees) - **Next Available**: May 20, 2026 - **Available Days**: 9 days in the next 90 days - **Daily Pricing (Next 90 Days)**: - May 19, 2026: $566.50 (Available) (7 night min) - May 20, 2026: $566.50 (Available) (7 night min) - May 21, 2026: $566.50 (Available) (7 night min) - May 22, 2026: $566.50 (Available) (7 night min) - May 23, 2026: $585.04 (Not Available) (7 night min) - May 24, 2026: $566.50 (Not Available) (7 night min) - May 25, 2026: $566.50 (Not Available) (7 night min) - May 26, 2026: $566.50 (Not Available) (7 night min) - May 27, 2026: $568.56 (Not Available) (7 night min) - May 28, 2026: $580.92 (Not Available) (7 night min) - May 29, 2026: $716.88 (Not Available) (7 night min) - May 30, 2026: $877.56 (Not Available) (7 night min) - May 31, 2026: $724.09 (Not Available) (7 night min) - Jun 1, 2026: $891.98 (Not Available) (7 night min) - Jun 2, 2026: $938.33 (Not Available) (7 night min) - Jun 3, 2026: $950.69 (Not Available) (7 night min) - Jun 4, 2026: $958.93 (Not Available) (7 night min) - Jun 5, 2026: $1,020.73 (Not Available) (7 night min) - Jun 6, 2026: $956.87 (Not Available) (7 night min) - Jun 7, 2026: $893.01 (Not Available) (7 night min) - Jun 8, 2026: $903.31 (Not Available) (7 night min) - Jun 9, 2026: $1,005.28 (Not Available) (7 night min) - Jun 10, 2026: $1,010.43 (Not Available) (7 night min) - Jun 11, 2026: $1,023.82 (Not Available) (7 night min) - Jun 12, 2026: $1,039.27 (Not Available) (7 night min) - Jun 13, 2026: $1,097.98 (Not Available) (7 night min) - Jun 14, 2026: $1,092.83 (Not Available) (7 night min) - Jun 15, 2026: $1,095.92 (Not Available) (7 night min) - Jun 16, 2026: $1,110.34 (Not Available) (7 night min) - Jun 17, 2026: $1,125.79 (Not Available) (7 night min) - Jun 18, 2026: $1,138.15 (Not Available) (7 night min) - Jun 19, 2026: $1,153.60 (Not Available) (7 night min) - Jun 20, 2026: $1,127.85 (Not Available) (7 night min) - Jun 21, 2026: $1,136.09 (Not Available) (7 night min) - Jun 22, 2026: $1,141.24 (Not Available) (7 night min) - Jun 23, 2026: $1,141.24 (Not Available) (7 night min) - Jun 24, 2026: $1,144.33 (Not Available) (7 night min) - Jun 25, 2026: $1,149.48 (Not Available) (7 night min) - Jun 26, 2026: $1,156.69 (Not Available) (7 night min) - Jun 27, 2026: $1,051.63 (Not Available) (7 night min) - Jun 28, 2026: $1,071.20 (Not Available) (7 night min) - Jun 29, 2026: $1,080.47 (Not Available) (7 night min) - Jun 30, 2026: $1,094.89 (Not Available) (7 night min) - Jul 1, 2026: $1,115.49 (Not Available) (7 night min) - Jul 2, 2026: $1,203.04 (Not Available) (7 night min) - Jul 3, 2026: $1,228.79 (Not Available) (7 night min) - Jul 4, 2026: $1,215.40 (Available) (7 night min) - Jul 5, 2026: $1,192.74 (Not Available) (7 night min) - Jul 6, 2026: $1,184.50 (Not Available) (7 night min) - Jul 7, 2026: $1,184.50 (Not Available) (7 night min) - Jul 8, 2026: $1,184.50 (Not Available) (7 night min) - Jul 9, 2026: $1,184.50 (Not Available) (7 night min) - Jul 10, 2026: $1,184.50 (Not Available) (7 night min) - Jul 11, 2026: $1,196.86 (Not Available) (7 night min) - Jul 12, 2026: $1,191.71 (Not Available) (7 night min) - Jul 13, 2026: $1,179.35 (Not Available) (7 night min) - Jul 14, 2026: $1,177.29 (Not Available) (7 night min) - Jul 15, 2026: $1,186.56 (Not Available) (7 night min) - Jul 16, 2026: $1,199.95 (Not Available) (7 night min) - Jul 17, 2026: $1,211.28 (Not Available) (7 night min) - Jul 18, 2026: $1,043.39 (Not Available) (7 night min) - Jul 19, 2026: $1,041.33 (Not Available) (7 night min) - Jul 20, 2026: $1,030 (Not Available) (7 night min) - Jul 21, 2026: $1,046.48 (Not Available) (7 night min) - Jul 22, 2026: $1,024.85 (Not Available) (7 night min) - Jul 23, 2026: $1,033.09 (Not Available) (7 night min) - Jul 24, 2026: $1,030 (Not Available) (7 night min) - Jul 25, 2026: $976.44 (Not Available) (7 night min) - Jul 26, 2026: $964.08 (Not Available) (7 night min) - Jul 27, 2026: $956.87 (Not Available) (7 night min) - Jul 28, 2026: $930.09 (Not Available) (7 night min) - Jul 29, 2026: $922.88 (Not Available) (7 night min) - Jul 30, 2026: $914.64 (Not Available) (7 night min) - Jul 31, 2026: $915.67 (Not Available) (7 night min) - Aug 1, 2026: $867.26 (Not Available) (7 night min) - Aug 2, 2026: $850.78 (Not Available) (7 night min) - Aug 3, 2026: $833.27 (Not Available) (7 night min) - Aug 4, 2026: $816.79 (Not Available) (7 night min) - Aug 5, 2026: $810.61 (Not Available) (7 night min) - Aug 6, 2026: $812.67 (Not Available) (7 night min) - Aug 7, 2026: $815.76 (Not Available) (7 night min) - Aug 8, 2026: $821.94 (Available) (7 night min) - Aug 9, 2026: $752.93 (Not Available) (7 night min) - Aug 10, 2026: $705.55 (Not Available) (7 night min) - Aug 11, 2026: $690.10 (Not Available) (7 night min) - Aug 12, 2026: $667.44 (Not Available) (7 night min) - Aug 13, 2026: $660.23 (Not Available) (7 night min) - Aug 14, 2026: $642.72 (Not Available) (7 night min) - Aug 15, 2026: $843.57 (Available) (7 night min) - Aug 16, 2026: $843.57 (Available) (7 night min) - Aug 17, 2026: $843.57 (Available) (7 night min) ## Availability Rules 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 listed minimum stay, and no intervening nights are marked "Not Available". - Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms. - If a requested date range extends beyond the 90-day table, visit the property URL for live booking details. ## Stay Timing - **Check-in**: After 4:00 PM - **Check-out**: Before 10:00 AM ## Location - **Address**: Holmes Beach, FL, US - **Postal Code**: 34217 - **Coordinates**: 27.5016429, -82.7108363 - **Local Area**: Beautiful destination with local attractions ## Sleeping Arrangements ### Bedroom 1 KING BED ### Bedroom 2 KING BED ### Bedroom 3 KING BED ### Bedroom 4 KING BED ### Bedroom 5 ## Amenities - OCEAN_VIEW - POOL_OUTDOOR - HOT_TUB - GYM - GAME_ROOM - BBQ_AREA - PATIO - BALCONY - CARBON_MONOXIDE_DETECTOR - SMOKE_DETECTOR - FIRE_EXTINGUISHER - AIR_CONDITIONING - BATHTUB - KITCHEN - BATH_LINENS - WIFI - FREE_PARKING - WASHER - DRYER - COFFEE_MAKER - DISHES - HAIR_DRYER - HEATING - MICROWAVE - OVEN - FRIDGE - STOVE - TV - KAYAKS - DISHWASHER - IRONING_BOARD - TOASTER - HEATED_POOL - GARDEN - BLENDER - MINI_FRIDGE - FREEZER - POOL_OUTDOOR - HOT_TUB - OUTDOOR_KITCHEN - BBQ_AREA - BBQ_UTENSILS - OUTDOOR_SEATING - OUTDOOR_DINING_AREA - OUTDOOR_SEATING - OUTDOOR_DINING_AREA - TV - DINING_TABLE - OVEN - COOKING_BASICS - STOVE - MICROWAVE - FREEZER - FRIDGE - DISHWASHER - DISHES - COFFEE_MAKER - COFFEE - KETTLE - TEA - SPICES - SILVERWARE - CLEANING_SUPPLIES - WINE_GLASSES - PING_PONG_TABLE - LIFE_SIZE_GAMES - BED_LINENS - CEILING_FAN - ENSUITE_BATHROOM - BATH_LINENS - TOILET - SHOWER - SHOWER_GEL - SHAMPOO - CONDITIONER - BODY_SOAP - BED_LINENS - CEILING_FAN - TV - ENSUITE_BATHROOM - BATH_LINENS - TOILET - SHOWER - SHOWER_GEL - SHAMPOO - CONDITIONER - BODY_SOAP - BED_LINENS - TV - BED_LINENS - BED_LINENS - TV - DESK - BATH_LINENS - TOILET - SHOWER - SHOWER_GEL - SHAMPOO - CONDITIONER - BODY_SOAP - BATH_LINENS - HALF_BATH - TOILET - BODY_SOAP - WASHER - DRYER - CLEANING_SUPPLIES ## Guest Services - **24/7 Concierge**: Available through the Prime Vacations - Anna Maria app - **Housekeeping**: Professional cleaning service - **Maintenance**: On-call support for any issues - **Local Recommendations**: Dining, activities, and experiences ## Property Details - **Property ID**: 633720824410408887 - **Property Slug**: a-pirates-dream ## Booking Information For more information and to book this property, visit: https://luxus-vacation-properties-new.wanderos.com/property/633720824410408887/a-pirates-dream Or contact Prime Vacations - Anna Maria customer service for assistance. --- *Last modified: 2026-05-19* *This markdown file is generated automatically for AI agents and search engines.*