Sweet Caroline Anna Maria, FL
4 bedrooms · 4.5 baths · Sleeps 8
From $650/night
Availability Next 90 nights, as of Nov 7, 2026: unavailable Nov 7 to 11, Nov 21 to 27, Dec 10 to 16, Dec 19 to Jan 8 and Jan 15 to 18; otherwise open from $650 a night, 2-night minimum.
A date marked available means check-in is allowed that night. A stay is bookable when the check-in night is available, the stay meets the minimum, and no night in between is unavailable. Rates are per night before taxes, cleaning and other fees; the Agent Checkout gives the dated total.
Date Nightly rate Availability Minimum stay Nov 7, 2026 — Not available 4 Nov 8, 2026 — Not available 4 Nov 9, 2026 — Not available 4 Nov 10, 2026 — Not available 4 Nov 11, 2026 — Not available 4 Nov 12, 2026 $650 Available 2 Nov 13, 2026 $800 Available 2 Nov 14, 2026 $800 Available 2 Nov 15, 2026 $650 Available 2 Nov 16, 2026 $650 Available 2 Nov 17, 2026 $650 Available 2 Nov 18, 2026 $650 Available 2 Nov 19, 2026 $650 Available 2 Nov 20, 2026 $712 Available 2 Nov 21, 2026 — Not available 7 Nov 22, 2026 — Not available 7 Nov 23, 2026 — Not available 7 Nov 24, 2026 — Not available 7 Nov 25, 2026 — Not available 7 Nov 26, 2026 — Not available 7 Nov 27, 2026 — Not available 7 Nov 28, 2026 $850 Available 3 Nov 29, 2026 $800 Available 3 Nov 30, 2026 $800 Available 3 Dec 1, 2026 $750 Available 3 Dec 2, 2026 $750 Available 3 Dec 3, 2026 $750 Available 3 Dec 4, 2026 $850 Available 3 Dec 5, 2026 $850 Available 3 Dec 6, 2026 $775 Available 3 Dec 7, 2026 $775 Available 3 Dec 8, 2026 $775 Available 3 Dec 9, 2026 $775 Available 3 Dec 10, 2026 — Not available 5 Dec 11, 2026 — Not available 5 Dec 12, 2026 — Not available 5 Dec 13, 2026 — Not available 5 Dec 14, 2026 — Not available 5 Dec 15, 2026 — Not available 5 Dec 16, 2026 — Not available 5 Dec 17, 2026 $850 Available 2 Dec 18, 2026 $850 Available 2 Dec 19, 2026 — Not available 7 Dec 20, 2026 — Not available 7 Dec 21, 2026 — Not available 7 Dec 22, 2026 — Not available 7 Dec 23, 2026 — Not available 7 Dec 24, 2026 — Not available 7 Dec 25, 2026 — Not available 7 Dec 26, 2026 — Not available 7 Dec 27, 2026 — Not available 7 Dec 28, 2026 — Not available 7 Dec 29, 2026 — Not available 7 Dec 30, 2026 — Not available 7 Dec 31, 2026 — Not available 7 Jan 1, 2027 — Not available 7 Jan 2, 2027 — Not available 5 Jan 3, 2027 — Not available 5 Jan 4, 2027 — Not available 4 Jan 5, 2027 — Not available 4 Jan 6, 2027 — Not available 4 Jan 7, 2027 — Not available 4 Jan 8, 2027 — Not available 4 Jan 9, 2027 $775 Available 3 Jan 10, 2027 $725 Available 3 Jan 11, 2027 $725 Available 3 Jan 12, 2027 $725 Available 3 Jan 13, 2027 $725 Available 3 Jan 14, 2027 $725 Available 3 Jan 15, 2027 — Not available 3 Jan 16, 2027 — Not available 3 Jan 17, 2027 — Not available 3 Jan 18, 2027 — Not available 3 Jan 19, 2027 $800 Available 3 Jan 20, 2027 $800 Available 3 Jan 21, 2027 $800 Available 3 Jan 22, 2027 $932 Available 3 Jan 23, 2027 $922 Available 3 Jan 24, 2027 $800 Available 3 Jan 25, 2027 $800 Available 3 Jan 26, 2027 $800 Available 3 Jan 27, 2027 $800 Available 3 Jan 28, 2027 $820 Available 4 Jan 29, 2027 $1050 Available 4 Jan 30, 2027 $1055 Available 4 Jan 31, 2027 $800 Available 4 Feb 1, 2027 $815 Available 4 Feb 2, 2027 $818 Available 4 Feb 3, 2027 $881 Available 4 Feb 4, 2027 $950 Available 4 Feb 5, 2027 $1086 Available 4 Feb 6, 2027 $1119 Available 5 Feb 7, 2027 $1119 Available 5 Feb 8, 2027 $1132 Available 5 Feb 9, 2027 $1129 Available 5 Feb 10, 2027 $1191 Available 5 Feb 11, 2027 $1618 Available 5 Feb 12, 2027 $1618 Available 5 Feb 13, 2027 $1768 Available 5 Feb 14, 2027 $1681 Available 5 Feb 15, 2027 $1682 Available 5 Feb 16, 2027 $1692 Available 5 Feb 17, 2027 $1623 Available 5 Feb 18, 2027 $1500 Available 5 Feb 19, 2027 $1614 Available 5 Feb 20, 2027 — Not available 7 Feb 21, 2027 — Not available 7 Feb 22, 2027 — Not available 7 Feb 23, 2027 — Not available 7 Feb 24, 2027 — Not available 7 Feb 25, 2027 — Not available 7 Feb 26, 2027 — Not available 7 Feb 27, 2027 — Not available 7 Feb 28, 2027 — Not available 7 Mar 1, 2027 — Not available 7 Mar 2, 2027 — Not available 7 Mar 3, 2027 — Not available 7 Mar 4, 2027 — Not available 7 Mar 5, 2027 — Not available 7 Mar 6, 2027 $1659 Available 7 Mar 7, 2027 $1687 Available 7 Mar 8, 2027 $1607 Available 7 Mar 9, 2027 $1576 Available 7 Mar 10, 2027 $1642 Available 7 Mar 11, 2027 $1749 Available 7 Mar 12, 2027 $1848 Available 7 Mar 13, 2027 $2074 Available 7 Mar 14, 2027 $1851 Available 7 Mar 15, 2027 $1815 Available 7 Mar 16, 2027 $1798 Available 7 Mar 17, 2027 $1818 Available 7 Mar 18, 2027 $1871 Available 7 Mar 19, 2027 $2095 Available 7 Mar 20, 2027 — Not available 7 Mar 21, 2027 — Not available 7 Mar 22, 2027 — Not available 7 Mar 23, 2027 — Not available 7 Mar 24, 2027 — Not available 7 Mar 25, 2027 — Not available 7 Mar 26, 2027 — Not available 7 Mar 27, 2027 $2651 Available 7 Mar 28, 2027 $2368 Available 7 Mar 29, 2027 $2347 Available 7 Mar 30, 2027 $2296 Available 7 Mar 31, 2027 $2207 Available 7 Apr 1, 2027 $2230 Available 7 Apr 2, 2027 $2368 Available 7 Apr 3, 2027 $2200 Available 5 Apr 4, 2027 — Not available 5 Apr 5, 2027 — Not available 5 Apr 6, 2027 — Not available 5 Apr 7, 2027 — Not available 5 Apr 8, 2027 — Not available 5 Apr 9, 2027 — Not available 5 Apr 10, 2027 $1763 Available 4 Apr 11, 2027 $1532 Available 4 Apr 12, 2027 $1660 Available 4 Apr 13, 2027 $1607 Available 4 Apr 14, 2027 — Not available 5 Apr 15, 2027 — Not available 5 Apr 16, 2027 — Not available 5 Apr 17, 2027 — Not available 5 Apr 18, 2027 — Not available 5 Apr 19, 2027 — Not available 5 Apr 20, 2027 — Not available 5 Apr 21, 2027 — Not available 5 Apr 22, 2027 — Not available 5 Apr 23, 2027 — Not available 5 Apr 24, 2027 $1422 Available 5 Apr 25, 2027 $1259 Available 5 Apr 26, 2027 $1408 Available 5 Apr 27, 2027 $1408 Available 5 Apr 28, 2027 $1408 Available 5 Apr 29, 2027 $1408 Available 5 Apr 30, 2027 $1568 Available 5 May 1, 2027 $1337 Available 5 May 2, 2027 $1236 Available 5 May 3, 2027 $1209 Available 5 May 4, 2027 $1162 Available 5 May 5, 2027 $1194 Available 5
186 more nights on the full rate calendar .
Experience ultimate island luxury at Sweet Caroline, a modern beach house featuring a rooftop deck with bay views, a resort-style backyard, and exclusive amenities, just steps from Anna Maria Beach.
A modern beach house with a rooftop deck with beach views and an impressive backyard with a private pool, in-ground spa, a putting green, and 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.
Exclusive AMI Collection luxury with premium amenities including a golf cart and beach bikes. Rooftop deck offering panoramic bay views and a resort-style backyard with private pool, spa, and putting green. Prime beach-block location, just a 2-minute walk to the Gulf beaches and Pine Avenue shops. Amenities (97) Kitchen: Microwave, Oven, Refrigerator, Stove, Coffee Maker, Dishes and Utensils, Pots and Pans, Dishwasher, Toaster, Kitchen Island, Dining Table, Keurig Coffee Maker, Blender, Wine Fridge, Wine Glasses, Baking Sheet, BBQ Utensils, Freezer, Hot Water Kettle Parking: Three (3) Parking Spaces Exterior: BBQ Area, Backyard, Patio, Balcony, BBQ Grill, Heated Pool, Hot Tub or Spa, Private Pool, Fenced Yard, Outdoor Seating, Outdoor TV, Rooftop Deck, Outdoor Dining Area, Sun Loungers Interior: Living Room, Full Kitchen, Bathtub, Elevator, Clothing Storage, Ceiling Fans Essentials: Bed Linens, Towels, Hair Dryer, Heating, Hot Water, Long Term Stays Allowed, Private Entrance, Hospital Close By, Wifi, Air Conditioning, Beach Towels Included, Free Wifi, Pack 'n Play, Dryer, Clothes Hangers, Iron and Ironing Board, Washer, Beach Chairs Provided, Pets Allowed, Required Stairs Home Safety: Fire Extinguisher, Smoke Detector, Carbon Monoxide Detector, Deadbolt Lock, Contactless Check-In, Keyless Lock Things to Do Nearby: Tennis Court, Sailing, Surfing, Health Beauty Spa, Kayaking, Museums, Boating, Local Eco Tourism, Horseback Riding, Outlet Shopping, Wildlife Viewing, Fitness Center, Laundromat, Fishing, Hiking, Jet Skiing, Parasailing, Snorkeling, Swimming, Water Sports, Golf, Marina, Shopping, Bird Watching, Basketball Court Fun and Entertainment: TV, Ping Pong Table, Smart TV, Putting Green, Bicycles Included, Golf Cart Included Photos (70) Sweet Caroline by AMI Locals https://track-pm.s3.amazonaws.com/ami/image/59a09f18-3eb6-4445-8067-b939f6a2c84d Golf Cart, Bikes Exclusive AMI Collection Amenity https://track-pm.s3.amazonaws.com/ami/image/6e36a8b5-943d-42eb-9e3d-a2a67e765b3e Rooftop Deck https://track-pm.s3.amazonaws.com/ami/image/b7cefff8-66a8-4dda-b361-46e4ae7ac472 House with private pool https://track-pm.s3.amazonaws.com/ami/image/c017ffc1-8857-472c-b121-da06c451d8c0 Private Pool https://track-pm.s3.amazonaws.com/ami/image/7e2f5b93-7066-4897-991e-8233acf299a1 Living Area https://track-pm.s3.amazonaws.com/ami/image/ea483e57-3c74-45fe-9cf5-cf3ec033efbc Living Area https://track-pm.s3.amazonaws.com/ami/image/d47925b1-ef61-4584-a19d-b720683472f0 Living Area https://track-pm.s3.amazonaws.com/ami/image/badb53da-3486-4f47-bbef-5db92da2a8d1 Living Area https://track-pm.s3.amazonaws.com/ami/image/dc281fac-06da-4bad-833b-61d6203f451b Fully Equipped Kitchen https://track-pm.s3.amazonaws.com/ami/image/94332232-a417-4a1e-bbad-106f4c295c55 Fully Equipped Kitchen https://track-pm.s3.amazonaws.com/ami/image/b96980ff-cddd-4ec0-b579-aac87b620723 Fully Equipped Kitchen https://track-pm.s3.amazonaws.com/ami/image/c1a244d0-704e-45d2-9f38-177ebde26a1d Dining Area https://track-pm.s3.amazonaws.com/ami/image/9eedc054-c2d0-4cce-b1b7-c60811d64d4d Dining Area https://track-pm.s3.amazonaws.com/ami/image/2e4b8d67-ddf2-4414-a296-aad5e6901d49 Kitchen Island https://track-pm.s3.amazonaws.com/ami/image/ec7bb086-ce53-47f6-a7cb-6b18313a8448 Fully Equipped Kitchen https://track-pm.s3.amazonaws.com/ami/image/d30f4b51-eb15-4a65-8d98-9fdade2097f9 Kitchenette https://track-pm.s3.amazonaws.com/ami/image/a5393243-70ab-4847-9a79-5d8ecfa12388 Primary Bedroom, King https://track-pm.s3.amazonaws.com/ami/image/65c05dba-d6a1-4e24-bec4-c38df2d63c96 Primary Bedroom, King https://track-pm.s3.amazonaws.com/ami/image/b85de899-f3a2-4534-a18b-0a2b3099b2a8 Primary Bedroom, King https://track-pm.s3.amazonaws.com/ami/image/3d18120c-389b-489a-820d-341addf756fd Primary Bedroom, King https://track-pm.s3.amazonaws.com/ami/image/9aa5551b-66dd-4c6f-8205-b1ae287bcbee Primary Bedroom, King https://track-pm.s3.amazonaws.com/ami/image/210b2a9f-027a-45b6-8bfd-e53f28d595ff Primary Bathroom, Ensuite https://track-pm.s3.amazonaws.com/ami/image/dc9b8e12-6425-4709-9e30-eb8d9e6a1d25 Primary Ensuite https://track-pm.s3.amazonaws.com/ami/image/009e2b44-c6ee-443a-bd48-82da6f324c9c Primary Bathroom, Ensuite https://track-pm.s3.amazonaws.com/ami/image/626b3bf5-2905-4f97-96ef-c1acc9544312 Primary Bedroom - 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