4 bedrooms
•
5 beds
•
4.5 bathrooms
•
8 guests
•
New
•
2421 sq. ft.
Operated by a Wander partner
Trusted operators, vetted by Wander
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.
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.
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
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Anna Maria, FL 34216, US
Anna Maria, FL, USNestled by Matagorda Harbor with stunning marina views, Waterfront Restaurant serves up fresh seafood, juicy steaks, and American classics in a cozy, two-story spot perfect for sunset dinners. Friendly service and hearty portions make it a Gulf Coast gem.
Savor all-you-can-eat pancakes and sausage, fresh fish platters, and beachfront bites at Anna Maria Island Beach Cafe, where gulf views, live music, and island-sized drinks create the ultimate casual vibe on Holmes Beach.[1][2][3]
Tide Tables Restaurant and Marina is a waterfront gem in historic Cortez Village where fresh-caught seafood is cleaned daily on the docks and served with stunning views of the Intracoastal Waterway, complete with a casual tiki bar atmosphere and frequent dolphin visitors.
Savor Austin-style Tex Mex tacos, enchiladas, and award-winning margaritas at Wicked Cantina Bradenton Beach, where fresh, in-house dishes meet Gulf views, live music on the patio, and island vibes all day.
Nestled on Anna Maria Island, Ginny's & Jane E's Cafe and Gift Store blends quirky coastal charm with fresh breakfasts, giant cinnamon rolls, and eclectic handmade treasures from beach finds. This beloved sister-inspired spot feels like a funky second home for locals and visitors alike.[1][2][6]
Savor fresh seafood and cocktails at Beach House Waterfront Restaurant, where toes-in-the-sand dining meets stunning Gulf of Mexico views and unforgettable island sunsets on Anna Maria Island. This upscale casual gem offers year-round beachfront bliss with complimentary valet parking.
The Ugly Grouper is a laid-back outdoor restaurant on Anna Maria Island serving fresh local seafood, especially their world-famous grouper tacos, paired with live music daily and a quirky island vibe anchored by a massive custom metal grouper statue that's become a must-see photo spot.
Savor fresh, wild-caught seafood like chargrilled octopus and grouper at Sandbar Seafood + Spirits, Anna Maria Island's iconic beachfront gem. Dine toes-in-the-sand with breathtaking Gulf sunsets and a rustic coastal vibe.[1][2][3][5]
Nestled on the Historic Bridge Street Pier with stunning Intracoastal Waterway views, Anna Maria Oyster Bar serves fresh Gulf oysters nine ways, seafood specialties, and casual favorites in a laid-back Florida vibe—perfect for docking by boat or land.
Discover Robinson Preserve's mangrove tunnels, wildlife-filled marshes, and 53-foot observation tower on this 600-acre coastal gem perfect for kayaking, hiking, or biking. Nature lovers, families, and adventure seekers will love spotting dolphins, manatees, and birds in Bradenton's serene paradise.
Discover the serene 10-acre Palma Sola Botanical Park, a free tropical haven bursting with rare fruit trees, butterflies, tranquil lakes, and exotic gardens in a frost-free microclimate. Nature lovers, photographers, and peaceful strollers will adore its quiet shell paths and hidden wonders.[1][2][3][6]
Discover the secluded northern tip of Anna Maria Island at Bean Point Beach Access, where powdery white sands meet turquoise waters and stunning views of the Gulf, Tampa Bay, and Sunshine Skyway Bridge unfold. Nature lovers and sunset seekers will cherish this tranquil, uncrowded oasis reached via tree-lined paths.
Discover the pristine white sands and turquoise waters of Manatee Public Beach, where shell-hunting, volleyball, playground fun, and family picnics meet lifeguard safety and easy rentals. Families and active beach lovers will adore this all-day Anna Maria Island paradise.[1][3][4]
Coquina Beach offers a relaxing Gulf Coast escape with soft white sand, calm waters perfect for swimming, and abundant wildlife viewing opportunities including dolphins and manatees. Families and couples alike will appreciate the excellent amenities, water sports options, and scenic sunset views that make this Anna Maria Island gem unforgettable.
Gallop along Bradenton's stunning beaches and swim with rescue horses in Palma Sola Bay, spotting dolphins, manatees, and stingrays along the way. Perfect for families, animal lovers, and adventure seekers craving a magical, once-in-a-lifetime thrill.
Discover Anna Maria Island's pristine sugar-white beaches and kayak through serene mangroves teeming with wildlife, all explorable by bike or free trolley in old Florida charm. Beach lovers, families, and adventure seekers will adore this uncrowded paradise.
Step back in time at De Soto National Memorial, where ranger-led kayak tours glide through coastal ecosystems, living history reenactments bring 16th-century explorers to life, and short trails reveal bird-filled shores. History buffs, families, and nature lovers will relish this free, uncrowded gem blending adventure and heritage.[1][3][5]
Unwind on Anna Maria Island Beach's pristine, sugar-white sands, where clear turquoise waters invite swimming, kayaking to spot dolphins and sea turtles, and epic sunsets. Beach lovers, families, and water adventurers will cherish this Old Florida paradise.[1][2][5]
Discover Holmes Beach's pristine sands and thrilling watersports like jet skiing, kayaking, and dolphin spotting on Anna Maria Island. Families, adventure seekers, and beach lovers will adore this serene paradise blending relaxation with excitement.[1][2][3]
50% refund up to 30 days before check-in. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jul 7, 2026 | $834 | Not Available |
| Jul 8, 2026 | $816 | Not Available |
| Jul 9, 2026 | $832 | Not Available |
| Jul 10, 2026 | $1009 | Not Available |
| Jul 11, 2026 | $1502 | Not Available |
| Jul 12, 2026 | $1157 | Not Available |
| Jul 13, 2026 | $1132 | Not Available |
| Jul 14, 2026 | $1260 | Not Available |
| Jul 15, 2026 | $1278 | Not Available |
| Jul 16, 2026 | $1326 | Not Available |
| Jul 17, 2026 | $1577 | Not Available |
| Jul 18, 2026 | $1404 | Available |
| Jul 19, 2026 | $1339 | Not Available |
| Jul 20, 2026 | $1339 | Not Available |
| Jul 21, 2026 | $1339 | Not Available |
| Jul 22, 2026 | $1342 | Not Available |
| Jul 23, 2026 | $1388 | Not Available |
| Jul 24, 2026 | $1553 | Not Available |
| Jul 25, 2026 | $1263 | Not Available |
| Jul 26, 2026 | $1099 | Not Available |
| Jul 27, 2026 | $1050 | Not Available |
| Jul 28, 2026 | $1071 | Not Available |
| Jul 29, 2026 | $1085 | Not Available |
| Jul 30, 2026 | $1127 | Not Available |
| Jul 31, 2026 | $1196 | Not Available |
| Aug 1, 2026 | $1751 | Not Available |
| Aug 2, 2026 | $1351 | Not Available |
| Aug 3, 2026 | $1293 | Not Available |
| Aug 4, 2026 | $1291 | Not Available |
| Aug 5, 2026 | $1251 | Not Available |
| Aug 6, 2026 | $1434 | Available |
| Aug 7, 2026 | $1598 | Available |
| Aug 8, 2026 | $1152 | Not Available |
| Aug 9, 2026 | $956 | Not Available |
| Aug 10, 2026 | $845 | Not Available |
| Aug 11, 2026 | $791 | Not Available |
| Aug 12, 2026 | $762 | Not Available |
| Aug 13, 2026 | $754 | Not Available |
| Aug 14, 2026 | $846 | Not Available |
| Aug 15, 2026 | $947 | Not Available |
| Aug 16, 2026 | $787 | Not Available |
| Aug 17, 2026 | $752 | Not Available |
| Aug 18, 2026 | $726 | Not Available |
| Aug 19, 2026 | $728 | Not Available |
| Aug 20, 2026 | $794 | Not Available |
| Aug 21, 2026 | $887 | Not Available |
| Aug 22, 2026 | $816 | Not Available |
| Aug 23, 2026 | $721 | Not Available |
| Aug 24, 2026 | $721 | Not Available |
| Aug 25, 2026 | $721 | Not Available |
| Aug 26, 2026 | $721 | Not Available |
| Aug 27, 2026 | $721 | Not Available |
| Aug 28, 2026 | $754 | Available |
| Aug 29, 2026 | $721 | Not Available |
| Aug 30, 2026 | $721 | Not Available |
| Aug 31, 2026 | $721 | Not Available |
| Sep 1, 2026 | $721 | Not Available |
| Sep 2, 2026 | $721 | Not Available |
| Sep 3, 2026 | $721 | Not Available |
| Sep 4, 2026 | $846 | Not Available |
| Sep 5, 2026 | $894 | Not Available |
| Sep 6, 2026 | $782 | Not Available |
| Sep 7, 2026 | $721 | Not Available |
| Sep 8, 2026 | $721 | Not Available |
| Sep 9, 2026 | $721 | Not Available |
| Sep 10, 2026 | $721 | Not Available |
| Sep 11, 2026 | $721 | Not Available |
| Sep 12, 2026 | $824 | Not Available |
| Sep 13, 2026 | $747 | Not Available |
| Sep 14, 2026 | $747 | Not Available |
| Sep 15, 2026 | $747 | Not Available |
| Sep 16, 2026 | $747 | Not Available |
| Sep 17, 2026 | $773 | Not Available |
| Sep 18, 2026 | $824 | Not Available |
| Sep 19, 2026 | $824 | Not Available |
| Sep 20, 2026 | $824 | Not Available |
| Sep 21, 2026 | $747 | Not Available |
| Sep 22, 2026 | $747 | Not Available |
| Sep 23, 2026 | $747 | Not Available |
| Sep 24, 2026 | $747 | Not Available |
| Sep 25, 2026 | $824 | Not Available |
| Sep 26, 2026 | $721 | Not Available |
| Sep 27, 2026 | $721 | Not Available |
| Sep 28, 2026 | $721 | Not Available |
| Sep 29, 2026 | $721 | Not Available |
| Sep 30, 2026 | $721 | Not Available |
| Oct 1, 2026 | $721 | Not Available |
| Oct 2, 2026 | $721 | Not Available |
| Oct 3, 2026 | $876 | Not Available |
| Oct 4, 2026 | $733 | Not Available |
| Oct 5, 2026 | $721 | Not Available |