Sweet Caroline
Sweet Caroline by Exclusive Vacations
- Balcony
- Outdoor seating
- Bath linens
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Flexible check-in & out
Check-in after 4:00 PM • Check-out before 10:00 AM
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Easy cancellation
About this property
Sweet Caroline by Exclusive Vacations 9306 Gulf Drive, Anna Maria, FL 34216 VR23-000009 Welcome to Sweet Caroline, part of our Exclusive Collection. This luxury four bedroom, four and a half bath Anna Maria Island vacation home just one small block from the Gulf beaches. This coastal retreat blends refined design, resort-style amenities, and a relaxed island vibe. Guests can enjoy a private pool and spa, rooftop deck with bay views, and outdoor living and kitchen areas; all within walking distance of the Pine Avenue shops and restaurants. With dog-friendly accommodation and a prime beach-block location, Sweet Caroline offers everything you need for an unforgettable island escape. Highlights • 2-minute walk to the beach • 4 Bedrooms / 4.5 Bathrooms • 3 King beds, 1 Full-over-Queen bunk bed • Private pool and spa with tanning deck • Rooftop deck with panoramic bay views • Elevator for guest convenience • Dog friendly with approval and additional fee • Putting green and ping pong table for family fun • 3 parking spaces • Walking distance to Pine Avenue shops and restaurants Exclusive Amenities: • 6-Seat Club Car Cru Golf Cart for guest use • Luxury beach bikes for guest use • Luxury beach chairs and beach cart for guest use • Upgraded bed and bath linens and toiletries • Portable Pack and Play Step outside to your private backyard oasis, where a resort-style pool and spa glisten under swaying palms. The tanning deck invites you to lounge in the Florida sunshine, while a putting green and ping pong table add a playful touch for guests of all ages. Fire up the outdoor kitchen and grill and dine beneath the shaded covered patio with plush seating and a large dining table. Ride the golf cart to the nearby beach, then return to unwind on the rooftop deck, where panoramic views set the perfect island mood. The elevator makes every level easily accessible, and with exclusive AMI Locals Collection upgrades, your stay feels effortless from check-in to checkout. Inside, the open concept great room welcomes you with coastal decor, a comfortable seating area, and a TV for streaming your favorite shows. Sliding glass doors open to a balcony overlooking the pool, creating a seamless indoor-outdoor connection. The modern kitchen features stainless appliances, custom cabinetry, and a large island with bar seating. A family-sized dining table nearby brings everyone together for shared meals and laughter. Each bedroom is thoughtfully designed for relaxation, blending premium comfort with chic coastal style. The primary suite features a king bed, private furnished balcony, and a spa-inspired ensuite with dual vanities, a walk-in shower, and a stand-alone soaking tub behind glass doors. Two additional king guest rooms each include private balconies and ensuite baths with walk-in showers. The bunk room, complete with a Full-over-Queen bunk bed and ensuite with a shower/tub combo, is a hit with younger guests. Room Details • Primary Bedroom (3rd floor): King bed, private balcony, ensuite with walk-in shower and tub • Second Bedroom (3rd floor): King bed, balcony, ensuite with walk-in shower • Third Bedroom (2nd floor): King bed, balcony, ensuite with walk-in shower • Fourth Bedroom (2nd floor): Full-over-Queen bunk, ensuite with shower/tub combo Located in the heart of Anna Maria, Sweet Caroline is steps from Anna Maria Beach and just a short stroll from the boutique shops and waterfront restaurants along Pine Avenue. Explore the island by bike or golf cart, paddleboard through tranquil bays, or book a sunset cruise for a classic Gulf Coast experience. This home accommodates three vehicles and is dog-friendly with prior approval and a pet fee. From its rooftop bay views to its private pool and spa, Sweet Caroline delivers the perfect blend of modern luxury and island ease. Designed for families and groups seeking style, comfort, and convenience, every detail invites relaxation and connection. Book your stay today and enjoy the best of Anna Maria Island living in this stunning luxury beach home! - 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. 3 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 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
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Feb 16, 2026 | $695 | Available | 3 |
| Feb 17, 2026 | $695 | Available | 3 |
| Feb 18, 2026 | $695 | Available | 3 |
| Feb 19, 2026 | $695 | Not Available | 3 |
| Feb 20, 2026 | $695 | Not Available | 3 |
| Feb 21, 2026 | $695 | Not Available | 3 |
| Feb 22, 2026 | $695 | Not Available | 3 |
| Feb 23, 2026 | $695 | Available | 3 |
| Feb 24, 2026 | $695 | Available | 3 |
| Feb 25, 2026 | $695 | Available | 3 |
| Feb 26, 2026 | $695 | Available | 3 |
| Feb 27, 2026 | $695 | Available | 3 |
| Feb 28, 2026 | $695 | Available | 3 |
| Mar 1, 2026 | $695 | Available | 3 |
| Mar 2, 2026 | $695 | Available | 3 |
| Mar 3, 2026 | $695 | Available | 3 |
| Mar 4, 2026 | $695 | Available | 3 |
| Mar 5, 2026 | $695 | Available | 3 |
| Mar 6, 2026 | $695 | Available | 3 |
| Mar 7, 2026 | $695 | Not Available | 3 |
| Mar 8, 2026 | $695 | Not Available | 3 |
| Mar 9, 2026 | $695 | Not Available | 3 |
| Mar 10, 2026 | $695 | Not Available | 3 |
| Mar 11, 2026 | $695 | Not Available | 3 |
| Mar 12, 2026 | $695 | Not Available | 3 |
| Mar 13, 2026 | $695 | Not Available | 3 |
| Mar 14, 2026 | $695 | Not Available | 3 |
| Mar 15, 2026 | $695 | Not Available | 3 |
| Mar 16, 2026 | $695 | Not Available | 3 |
| Mar 17, 2026 | $695 | Not Available | 3 |
| Mar 18, 2026 | $695 | Not Available | 3 |
| Mar 19, 2026 | $695 | Not Available | 3 |
| Mar 20, 2026 | $695 | Not Available | 3 |
| Mar 21, 2026 | $695 | Not Available | 3 |
| Mar 22, 2026 | $695 | Not Available | 3 |
| Mar 23, 2026 | $695 | Not Available | 3 |
| Mar 24, 2026 | $695 | Not Available | 3 |
| Mar 25, 2026 | $695 | Not Available | 3 |
| Mar 26, 2026 | $695 | Not Available | 3 |
| Mar 27, 2026 | $695 | Not Available | 3 |
| Mar 28, 2026 | $695 | Not Available | 3 |
| Mar 29, 2026 | $695 | Not Available | 3 |
| Mar 30, 2026 | $695 | Not Available | 3 |
| Mar 31, 2026 | $695 | Not Available | 3 |
| Apr 1, 2026 | $695 | Not Available | 3 |
| Apr 2, 2026 | $695 | Not Available | 3 |
| Apr 3, 2026 | $695 | Not Available | 3 |
| Apr 4, 2026 | $695 | Available | 3 |
| Apr 5, 2026 | $695 | Available | 3 |
| Apr 6, 2026 | $695 | Available | 3 |
| Apr 7, 2026 | $695 | Available | 3 |
| Apr 8, 2026 | $695 | Available | 3 |
| Apr 9, 2026 | $695 | Available | 3 |
| Apr 10, 2026 | $695 | Available | 3 |
| Apr 11, 2026 | $695 | Available | 3 |
| Apr 12, 2026 | $695 | Available | 3 |
| Apr 13, 2026 | $695 | Not Available | 3 |
| Apr 14, 2026 | $695 | Not Available | 3 |
| Apr 15, 2026 | $695 | Not Available | 3 |
| Apr 16, 2026 | $695 | Not Available | 3 |
| Apr 17, 2026 | $695 | Not Available | 3 |
| Apr 18, 2026 | $695 | Not Available | 3 |
| Apr 19, 2026 | $695 | Not Available | 3 |
| Apr 20, 2026 | $695 | Not Available | 3 |
| Apr 21, 2026 | $695 | Not Available | 3 |
| Apr 22, 2026 | $695 | Not Available | 3 |
| Apr 23, 2026 | $695 | Not Available | 3 |
| Apr 24, 2026 | $695 | Not Available | 3 |
| Apr 25, 2026 | $695 | Not Available | 3 |
| Apr 26, 2026 | $695 | Not Available | 3 |
| Apr 27, 2026 | $695 | Not Available | 3 |
| Apr 28, 2026 | $695 | Not Available | 3 |
| Apr 29, 2026 | $695 | Not Available | 3 |
| Apr 30, 2026 | $695 | Not Available | 3 |
| May 1, 2026 | $695 | Not Available | 3 |
| May 2, 2026 | $695 | Not Available | 3 |
| May 3, 2026 | $695 | Not Available | 3 |
| May 4, 2026 | $695 | Not Available | 3 |
| May 5, 2026 | $695 | Not Available | 3 |
| May 6, 2026 | $695 | Not Available | 3 |
| May 7, 2026 | $695 | Not Available | 3 |
| May 8, 2026 | $695 | Available | 3 |
| May 9, 2026 | $695 | Available | 3 |
| May 10, 2026 | $695 | Available | 3 |
| May 11, 2026 | $695 | Available | 3 |
| May 12, 2026 | $695 | Available | 3 |
| May 13, 2026 | $695 | Available | 3 |
| May 14, 2026 | $695 | Available | 3 |
| May 15, 2026 | $695 | Available | 3 |
| May 16, 2026 | $695 | Available | 3 |
| May 17, 2026 | $695 | Available | 3 |
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