Rating 5 (11)

Sweet Caroline


Bedroom 4 bedrooms
Bathroom 4 baths
Bathroom 1 half bath
Guests 8 guests
Pets Allowed Pets Allowed

  • Address: 9306 Gulf Drive
  • Location: Anna Maria
Banner EXCLUSIVE COLLECTION


Location Location

Description Description
Highlights
•On Beach Block with convenient beach access
• Dog friendly with approval and additional fee
•Resort Style Pool and Spa with Tanning Deck
•Fun Games such as Putting Green and Ping Pong Table
•Rooftop Deck with Panoramic Bay Views
•Elevator for Guest convenience
•Fully Equipped Outdoor Kitchen with Living and Dining Space
•Walking Distance to Pine Avenue Shopping and Dining

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

Sweet Caroline by AMI Locals
9306 Gulf Drive
Anna Maria, FL 34216
VR23-000009

Welcome to Sweet Caroline, a newly constructed four-bedroom and four-and-a-half bathroom home just one small block from the quartz-sanded Gulf of Mexico Beaches. This modern beach house is outfitted with every luxury amenity you can think of, from a rooftop deck that boasts sensational views, an elevator to take you from each floor to an impressive backyard with a private pool, in-ground spa, a putting green, and a fabulous, covered patio. This home is part of our Exclusive AMI Collection of homes. These luxury properties provide the ultimate vacation experience for guests and include exclusive amenities such as a golf cart, four beach bikes, upgraded bed and bath linens.

Perfect for friends and family to sprawl out and relax, the spacious great room features a seating area with a smart television where you can stream your favorite TV shows and has sliding glass doors on each side that lead to the balcony with a stylish table seating four that overlooks the pool area. The kitchen comes fully equipped with upgraded appliances, a kitchen island with high-back chairs perfect for morning coffee talks, and a family-sized dining table to gather around at mealtime.

Rest and rejuvenate in any of the four beautifully appointed bedrooms designed to provide pure comfort with premium mattresses and chic decor after a full day of play on the island. No detail is missing in the design of the primary bedroom with a Canopy bedframe, a flat panel TV, an ensuite bathroom with two vanities, and a unique enclosed shower with a standalone tub! This room also has a private balcony with cush seating and a ceiling fan to keep cool during nightly chats. The two guest King bedrooms have space to lay out beach bags, private balconies, and ensuite bathrooms with incredible tiled walk-in showers. The fourth bedroom will surely be a hit with the younger guests with a custom bunk bed where the kiddos can slide out of bed! This room has an ensuite bathroom with a shower and tub combo.

Room Details
-Primary Bedroom, 3rd floor: King bed, furnished balcony, and ensuite bathroom with enclosed shower and tub
-Second Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with walk-in shower
-Third Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower
-Fourth Bedroom, 2nd floor: Full over Queen bunk and ensuite bathroom with shower and tub combination

After a sunny day by the surf and sand, return to your tropical paradise that feels like a resort! Take a plunge in the pool, soak up the sun on the loungers, and soothe your muscles in the jetted spa. Next to the pool area is a ping pong table, a shaded outdoor living space, and a gas grill to have a BBQ feast with the fam! As the sun begins to set, take in the majestic views from your rooftop as the golden hues fill the sky!

Explore the 7-mile island of Anna Maria from sunrise to sunset by bike, kayaking, paddleboarding, or strolling along the glistening coastline. Shop along Pine Ave at the island boutiques or general store and end the night with dinner under the stars at The Beach Bistro or The Sandbar. Live the island dream at Sweet Caroline!

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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.

This home is managed by AMI Locals, an Anna Maria Island property management company.

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.

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Swipe Swipe for Availability

Bedding Bedding
Bedroom 1
Bedding
1 King

Attached Bathroom

Bedroom 2
Bedding
1 King

Attached Bathroom

Bedroom 3
Bedding
1 King

Attached Bathroom

Bedroom 4
Bedding
1 Full over Queen Bunk Bed

Attached Bathroom


Amenities 64 Amenities
Essentials
  • Air Conditioning
  • Beach Chairs Provided
  • Beach Towels Included
  • Bed Linens
  • Clothes Hangers
  • Dryer
  • Hair Dryer
  • Heating
  • Hot Water
  • Iron and Ironing Board
  • Long Term Stays Allowed
  • Private Entrance
  • Towels
  • Washer
Exterior
  • Backyard
  • Balcony
  • BBQ Area
  • BBQ Grill
  • Fenced Yard
  • Heated Pool
  • Outdoor Dining Area
  • Outdoor Seating
  • Patio
  • Private Pool
  • Sun Loungers
Fun & Entertainment
  • Ping Pong Table
  • Putting Green
  • Smart TV
Highlight
  • Exclusive Collection
  • Virtual Tour
Home Safety
  • Deadbolt Lock
  • Fire Extinguisher
  • Keyless Lock
  • Smoke Detector
Interior
  • Bathtub
  • Ceiling Fans
  • Living Room
Kitchen
  • Baking Sheet
  • Blender
  • Coffee Maker
  • Dining table
  • Dishwasher
  • Freezer
  • Full Kitchen
  • Hot Water Kettle
  • Keurig Coffee Maker
  • Kitchen Island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster
  • Wine Fridge
  • Wine Glasses
Location
  • 2-minute walk to the beach
  • Anna Maria
  • Anna Maria Island
  • Beach View
  • On-Island Rentals
  • Residential Street
  • Water View
Must Haves
  • Elevator
  • Hot Tub or Spa
  • Rooftop Deck
Parking
  • Three (3) Parking Spaces

Reviews Rating 5 (11) Reviews
Rating 5
Fun place to stay
This rental was absolutely beautiful. Tastefully decorated and comfortably designed, it seems like the owner really thought through what his guests would enjoy while staying here. We all appreciated how sparkling clean this house was when we checked in, and we are crazy particular about that kind of thing! The views are incredible from the rooftop. The home is about a block away from the beach and has a private pool area that is better than any I have seen before. We really enjoyed our time here.
Adam D. - Posted: 2/21/2023
Rating 5
Love love love the house, everything about the location and amenities. When we contacted management, they were so quick to respond. It was one of the moat relaxing vacations I’ve ever had. Thank you for everything.
Andrea - Posted: 9/20/2025
Rating 5
House was perfect for our stay. Quick walk to the beach. Having a golf cart made getting around very easy
Kristen - Posted: 8/20/2025
Rating 5
Amazing Time / Amazing Stay
This home is amazing and just as advertised. Beautifully decorated and in a great location. We enjoyed the pool and spa each and every day.Can’t say enough great things about this home.
tdurr304 - Posted: 5/27/2025
Rating 5
Beautiful property with amazing location. Hosts were very responsive and helpful.
Drew - Posted: 9/8/2024
Thank you for your lovely review, Drew. Come back soon for more beautiful vibes and top-notch hosting! 🌟
Anna Maria Paradise staff
Rating 5
Spectacular house! The perfect luxury stay with an amazing location. Walking distance to the beach. My only feedback is that you should give more time for check-in and check-out. But the house is straight out of a magazine. 100% recommend.
Karla - Posted: 5/27/2024
Thank you for your feedback about check-in and check-out times; we'll definitely look into that. We're delighted that our house left such a lasting impression on you. 💖
Anna Maria Paradise staff
Rating 5
Close to everything!
The accommodation is close to the beach and Pine Ave (restaurants, shops, and the AMI pier!) Everything about the house was so lovely and loved the pool! Definitely recommend for a fun girls getaway or a family stay.
Anastasia T. - Posted: 4/30/2024
Rating 5
Beach perfect
The property was better than the pictures. The pool and roof top deck were amazing. It was a short walk to the beach and had everything we needed for a beach day. Could not have asked for more for our family getaway. We will definitely be back.
Christine C. - Posted: 1/27/2024
Rating 5
Beautiful house great location
We had a great stay at this property. The location was ideal and the house was beautiful and clean. Wouldn’t change anything!
Verified traveler - Posted: 11/4/2023
Rating 5
Had the best time in Anna Maria Island. The house was beautiful and in the best location. Quick walk to the beach, the local restaurants and shops. Highly recommend.
Caitlin - Posted: 9/25/2023
Thank you for taking the time to share your wonderful experience with us, Caitlin. We are glad you enjoyed your stay and hope to welcome you back soon!
Anna Maria Paradise staff
Rating 5
This is literary all I could dream about. This place is a lifetime experience! Gorgeous, inspiring, designed by professionals. I could write paragraph after paragraph and it would not give it justice. Move in and see by yourself - this place is all you could dream about.
Lena - Posted: 6/24/2023
Thank you for taking the time to share your wonderful experience with us, Lena. We are thrilled to hear how much you enjoyed your stay. You were terrific guests, and we hope to welcome you all back again soon!
Anna Maria Paradise staff
Rating 5
Fun place to stay
This rental was absolutely beautiful. Tastefully decorated and comfortably designed, it seems like the owner really thought through what his guests would enjoy while staying here. We all appreciated how sparkling clean this house was when we checked in, and we are crazy particular about that kind of thing! The views are incredible from the rooftop. The home is about a block away from the beach and has a private pool area that is better than any I have seen before. We really enjoyed our time here.
Adam D. - Posted: 2/21/2023
Rating 5
Love love love the house, everything about the location and amenities. When we contacted management, they were so quick to respond. It was one of the moat relaxing vacations I’ve ever had. Thank you for everything.
Andrea - Posted: 9/20/2025
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