Calypso Current 4 Bedroom Luxury Vacation Rental With Rooftop Gulf Views on Anna Maria Island, FL

Calypso Current by Exclusive Vacations
Vacation Rental License #VR25-000049

Welcome to Calypso Current by Exclusive Vacations, a newly constructed luxury beach-block home in the heart of Anna Maria Island. This four-bedroom, four-and-a-half-bath retreat features a resort-style lazy river pool, rooftop deck with fire pit and Gulf views, private putting green, elevator, and a 6-seat Club Car golf cart—just steps from Anna Maria City Beach and minutes from Pine Avenue dining and shopping.

Designed for guests seeking elevated island living, Calypso Current delivers the comfort of a private home with the amenities and attention to detail of a luxury resort.

Why Guests Love Calypso Current
• Beach-block location, steps from Anna Maria City Beach
• Resort-style lazy river pool
• Rooftop deck with fire pit and Gulf views
• Private backyard putting green
• Elevator with access to all levels
• 6-seat Club Car Cru golf cart included
• Luxury beach bikes, chairs, umbrellas and beach cart
• 4 Bedrooms | 4.5 Bathrooms
• Private balconies throughout
• Pet friendly with host approval
• 4 on-site parking spaces
• Minutes from Pine Avenue dining and shopping

The Space
Calypso Current is a refined island retreat where modern coastal design meets thoughtful luxury. Warm wood tones, soaring ceilings, and expansive windows create a light-filled interior designed for both connection and relaxation.
The open-concept living area offers comfortable seating and a large TV—perfect for unwinding after a day at the beach. The chef-inspired kitchen features high-end appliances, generous counter space, and an oversized island ideal for preparing meals, hosting private chefs, or gathering with friends and family. Adjacent dining areas provide ample space for shared meals and memorable evenings.

Outdoor Living
Outdoor spaces set Calypso Current apart. Spend your afternoons floating the lazy river pool, practice your short game on the private putting green, or enjoy quiet moments on one of the home’s balconies. As the day winds down, head to the rooftop deck, where Gulf views, island breezes, and a fire pit create the perfect setting for sunset cocktails or evening conversations.

The included golf cart, luxury beach bikes, and beach gear make exploring Anna Maria Island effortless.

Bedrooms and Bathrooms
Designed for comfort and privacy, all bedrooms offer hotel-level accommodations:
• Primary Suite (3rd Floor): King bed, private balcony, spa-inspired ensuite with walk-in shower and standalone soaking tub
• Bedroom 2: King bed, ensuite bathroom with walk-in shower
• Bedroom 3: Queen bed, ensuite bathroom with walk-in shower
• Bedroom 4: Full-over-Full bunk bed plus an additional Full bed; bathroom with shower/tub combination
• Half Bathroom: Main living level

Exclusive Vacations Amenities
As with every Exclusive Vacations home, Calypso Current includes elevated amenities to make your stay seamless:
• 6-Seat Club Car Cru golf cart
• Luxury beach bikes
• Luxury beach chairs, two umbrellas and beach cart
• Upgraded bed and bath linens and premium toiletries
• Fully stocked starter supplies (laundry and dishwasher pods)
• Portable Pack and Play

Location
Located on the beach block in the heart of Anna Maria Island, Calypso Current is just steps from the sand and minutes from Pine Avenue’s charming shops, dining, and local attractions. Whether you’re heading to the beach, cruising the island by golf cart, or exploring the island’s laid-back charm, everything is within easy reach.

From its luxury new-construction design and prime beach-block location to its rooftop views and resort-style amenities, Calypso Current by Exclusive Vacations offers an unforgettable Anna Maria Island escape. Perfect for families or group getaways, this home delivers the ideal balance of comfort, style, and elevated island living.

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This home is managed by Exclusive Vacations, 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 Exclusive Vacations Rental Policies for full details.

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

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.

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 Exclusive Vacations 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.