Bay Happy Anna Maria, FL
4 bedrooms · 3 baths · Sleeps 8
From $300/night
Availability Next 90 nights, as of Nov 7, 2026: unavailable Nov 7, Nov 21 to 27, Dec 13 to 16 and Dec 26 to Jan 1; otherwise open from $300 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 2 Nov 8, 2026 $300 Available 2 Nov 9, 2026 $300 Available 2 Nov 10, 2026 $300 Available 2 Nov 11, 2026 $300 Available 2 Nov 12, 2026 $300 Available 2 Nov 13, 2026 $525 Available 2 Nov 14, 2026 $525 Available 2 Nov 15, 2026 $300 Available 2 Nov 16, 2026 $300 Available 2 Nov 17, 2026 $300 Available 2 Nov 18, 2026 $300 Available 2 Nov 19, 2026 $300 Available 2 Nov 20, 2026 $383 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 $465 Available 3 Nov 29, 2026 $300 Available 3 Nov 30, 2026 $300 Available 3 Dec 1, 2026 $300 Available 2 Dec 2, 2026 $300 Available 2 Dec 3, 2026 $300 Available 2 Dec 4, 2026 $350 Available 2 Dec 5, 2026 $359 Available 2 Dec 6, 2026 $300 Available 2 Dec 7, 2026 $300 Available 2 Dec 8, 2026 $300 Available 2 Dec 9, 2026 $300 Available 2 Dec 10, 2026 $313 Available 2 Dec 11, 2026 $454 Available 2 Dec 12, 2026 $429 Available 2 Dec 13, 2026 — Not available 3 Dec 14, 2026 — Not available 3 Dec 15, 2026 — Not available 3 Dec 16, 2026 — Not available 3 Dec 17, 2026 $300 Available 3 Dec 18, 2026 $700 Available 4 Dec 19, 2026 $700 Available 5 Dec 20, 2026 $700 Available 5 Dec 21, 2026 $700 Available 5 Dec 22, 2026 $683 Available 5 Dec 23, 2026 $714 Available 5 Dec 24, 2026 $727 Available 5 Dec 25, 2026 $762 Available 5 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 $950 Available 4 Jan 3, 2027 $950 Available 4 Jan 4, 2027 $428 Available 4 Jan 5, 2027 $404 Available 4 Jan 6, 2027 $388 Available 4 Jan 7, 2027 $402 Available 4 Jan 8, 2027 $444 Available 4 Jan 9, 2027 $433 Available 4 Jan 10, 2027 $375 Available 4 Jan 11, 2027 $361 Available 4 Jan 12, 2027 $358 Available 4 Jan 13, 2027 $458 Available 4 Jan 14, 2027 $531 Available 4 Jan 15, 2027 $540 Available 4 Jan 16, 2027 $632 Available 4 Jan 17, 2027 $620 Available 4 Jan 18, 2027 $622 Available 4 Jan 19, 2027 $623 Available 4 Jan 20, 2027 $542 Available 4 Jan 21, 2027 $576 Available 4 Jan 22, 2027 $626 Available 4 Jan 23, 2027 $578 Available 4 Jan 24, 2027 $576 Available 4 Jan 25, 2027 $552 Available 4 Jan 26, 2027 $543 Available 4 Jan 27, 2027 $559 Available 4 Jan 28, 2027 $600 Available 4 Jan 29, 2027 $636 Available 4 Jan 30, 2027 $717 Available 4 Jan 31, 2027 $682 Available 4 Feb 1, 2027 $655 Available 5 Feb 2, 2027 $647 Available 5 Feb 3, 2027 $676 Available 5 Feb 4, 2027 $726 Available 5 Feb 5, 2027 $771 Available 5 Feb 6, 2027 $717 Available 5 Feb 7, 2027 $684 Available 5 Feb 8, 2027 $656 Available 5 Feb 9, 2027 $647 Available 5 Feb 10, 2027 $675 Available 5 Feb 11, 2027 $749 Available 5 Feb 12, 2027 $856 Available 5 Feb 13, 2027 $1158 Available 5 Feb 14, 2027 $1168 Available 5 Feb 15, 2027 $1184 Available 5 Feb 16, 2027 $1194 Available 5 Feb 17, 2027 $868 Available 5 Feb 18, 2027 $933 Available 5 Feb 19, 2027 $1053 Available 5 Feb 20, 2027 $1031 Available 5 Feb 21, 2027 $902 Available 5 Feb 22, 2027 $901 Available 5 Feb 23, 2027 $877 Available 5 Feb 24, 2027 $935 Available 5 Feb 25, 2027 $930 Available 5 Feb 26, 2027 $1032 Available 5 Feb 27, 2027 $970 Available 5 Feb 28, 2027 $970 Available 5 Mar 1, 2027 $924 Available 5 Mar 2, 2027 $924 Available 5 Mar 3, 2027 $924 Available 5 Mar 4, 2027 $924 Available 5 Mar 5, 2027 $922 Available 5 Mar 6, 2027 $1129 Available 5 Mar 7, 2027 $1051 Available 5 Mar 8, 2027 $1001 Available 5 Mar 9, 2027 $983 Available 5 Mar 10, 2027 $1019 Available 5 Mar 11, 2027 $1103 Available 5 Mar 12, 2027 $1257 Available 5 Mar 13, 2027 $1183 Available 5 Mar 14, 2027 $1180 Available 5 Mar 15, 2027 $1185 Available 5 Mar 16, 2027 $1186 Available 5 Mar 17, 2027 $1186 Available 5 Mar 18, 2027 $1205 Available 5 Mar 19, 2027 $1350 Available 5 Mar 20, 2027 $1552 Available 5 Mar 21, 2027 $1466 Available 5 Mar 22, 2027 $1462 Available 5 Mar 23, 2027 $1470 Available 5 Mar 24, 2027 $1535 Available 5 Mar 25, 2027 $1602 Available 5 Mar 26, 2027 — Not available 5 Mar 27, 2027 — Not available 5 Mar 28, 2027 — Not available 5 Mar 29, 2027 — Not available 5 Mar 30, 2027 — Not available 5 Mar 31, 2027 $1369 Available 5 Apr 1, 2027 $1636 Available 5 Apr 2, 2027 $1543 Available 5 Apr 3, 2027 $1181 Available 5 Apr 4, 2027 $987 Available 5 Apr 5, 2027 $931 Available 5 Apr 6, 2027 $862 Available 5 Apr 7, 2027 $862 Available 5 Apr 8, 2027 $862 Available 5 Apr 9, 2027 $900 Available 5 Apr 10, 2027 $953 Available 5 Apr 11, 2027 $850 Available 5 Apr 12, 2027 — Not available 5 Apr 13, 2027 — Not available 5 Apr 14, 2027 — Not available 5 Apr 15, 2027 — Not available 5 Apr 16, 2027 — Not available 5 Apr 17, 2027 $903 Available 5 Apr 18, 2027 $765 Available 5 Apr 19, 2027 $910 Available 5 Apr 20, 2027 $910 Available 5 Apr 21, 2027 $910 Available 5 Apr 22, 2027 $910 Available 5 Apr 23, 2027 $910 Available 5 Apr 24, 2027 $786 Available 5 Apr 25, 2027 $722 Available 5 Apr 26, 2027 $713 Available 5 Apr 27, 2027 $679 Available 5 Apr 28, 2027 $703 Available 5 Apr 29, 2027 $703 Available 5 Apr 30, 2027 $784 Available 5 May 1, 2027 $772 Available 5 May 2, 2027 $605 Available 5 May 3, 2027 $800 Available 5 May 4, 2027 $564 Available 5 May 5, 2027 $635 Available 5
186 more nights on the full rate calendar .
Bay Happy: Your Anna Maria Island retreat with private pool, bay views, and steps to the beach.
Steps from Bayfront Park and a short walk to Gulf beaches, this retreat features a private pool, bay-view balconies, and luxe touches like a soaking tub and multiple queen beds. Enjoy alfresco dining, island breezes, and walkable access to Pine Avenue’s shops, dining, and trolley stops.
Prime location across from Bayfront Park and a short walk to Gulf beaches. Private heated pool and bay-view balconies for ultimate relaxation. Easy walkable access to Anna Maria's charming Pine Avenue for shopping and dining. Amenities (91) Kitchen: Coffee Maker, Dishes and Utensils, Microwave, Oven, Refrigerator, Stove, Pots and Pans, Dishwasher, Toaster, Kitchen Island, Dining Table, Keurig Coffee Maker, Blender, Baking Sheet, BBQ Utensils, Freezer, Hot Water Kettle, Ice Maker Parking: Three (3) Parking Spaces Exterior: BBQ Area, Backyard, Patio, Balcony, BBQ Grill, Heated Pool, Private Pool, Fenced Yard, Outdoor Seating, Outdoor Shower, Outdoor TV, Outdoor Dining Area, Sun Loungers, Covered Deck Interior: Living Room, Full Kitchen, Clothing Storage, Ceiling Fans Essentials: Bed Linens, Towels, Hair Dryer, Clothes Hangers, Heating, Hot Water, Long Term Stays Allowed, Private Entrance, Hospital Close By, Wifi, Air Conditioning, Beach Towels Included, Free Wifi, Pack 'n Play, Dryer, Iron and Ironing Board, Washer, Beach Chairs Provided, No Pets Allowed, Required Stairs Home Safety: Fire Extinguisher, Smoke Detector, Carbon Monoxide Detector, Deadbolt Lock, Contactless Check-In, Keyless Lock Things to Do Nearby: Museums, Boating, Local Eco Tourism, Horseback Riding, Outlet Shopping, Wildlife Viewing, Fitness Center, Laundromat, Tennis Court, Basketball Court, Fishing, Hiking, Jet Skiing, Parasailing, Sailing, Snorkeling, Surfing, Swimming, Golf, Health Beauty Spa, Marina, Shopping, Bird Watching, Kayaking, Water Sports Fun and Entertainment: TV, Smart TV, Board Games Photos (52) Private Pool https://track-pm.s3.amazonaws.com/ami/image/e59adc55-96d5-4627-a8f6-74b12f1016db Poolside Living Area https://track-pm.s3.amazonaws.com/ami/image/926ef3cb-d222-4608-9bb9-e9fdc698129e Front Balcony, Seating https://track-pm.s3.amazonaws.com/ami/image/29a52da2-b72c-4c90-a030-17cdd34bf2dd Living Area https://track-pm.s3.amazonaws.com/ami/image/131218a7-071f-4884-8205-8918d85f6057 Dining Area https://track-pm.s3.amazonaws.com/ami/image/c27e3743-cfd7-458e-925e-05ecb43a7b67 Primary Bedroom, King https://track-pm.s3.amazonaws.com/ami/image/717f639d-6f0b-42a9-a9e0-fcdf3d588d3d Front Balcony, Third Floor https://track-pm.s3.amazonaws.com/ami/image/691a8c6b-a773-4ca9-b36b-86be7c003b74 Private Pool, Swim Up Bar https://track-pm.s3.amazonaws.com/ami/image/38dce232-70d3-4fd2-bf59-7283572a0050 Bay Happy by AMI Locals https://track-pm.s3.amazonaws.com/ami/image/bc8bf136-57ef-4a6a-89b9-fc377ab0249c Across from Beach https://track-pm.s3.amazonaws.com/ami/image/ce5bdd92-cc73-4ef6-ad01-d6ab68adc9a6 Front Balcony, Outdoor Dining https://track-pm.s3.amazonaws.com/ami/image/8f3ac206-5bc5-437b-bdf6-0469b42bad8a Front Balcony, Outdoor Dining https://track-pm.s3.amazonaws.com/ami/image/933b61da-4feb-4fc5-a54b-aa7dbfd4622b Dining Area https://track-pm.s3.amazonaws.com/ami/image/bb87343a-9b63-4c9d-b5ec-321bc4834bcd Living Area https://track-pm.s3.amazonaws.com/ami/image/76fd15ad-8b4e-472b-bb75-e7427812e8df Living Area https://track-pm.s3.amazonaws.com/ami/image/9515a129-cf55-4cab-9cc1-cb89973e4476 Open Floor Plan https://track-pm.s3.amazonaws.com/ami/image/f4e239a5-638e-4c5f-8e8a-d34bf69ed511 Fully Equiped Kitchen, Breakfast Bar https://track-pm.s3.amazonaws.com/ami/image/d6f7f762-8e67-4b92-993d-1182c47eba8d Kitchen https://track-pm.s3.amazonaws.com/ami/image/307964e4-2b75-4265-83e8-de4cc620c2f2 Kitchen View https://track-pm.s3.amazonaws.com/ami/image/9c7cfdde-b685-451e-809b-a70b6a8b88be Dining Area https://track-pm.s3.amazonaws.com/ami/image/4c8a334a-7432-428e-8f31-b6e93fcaf702 Primary Bedroom, King https://track-pm.s3.amazonaws.com/ami/image/8b21a8ca-c198-40ea-a7b4-a140f168b54d Primary Bedroom, King https://track-pm.s3.amazonaws.com/ami/image/4eee6c0c-da19-4436-b910-2257fe4a9250 Primary Bathroom, Ensuite https://track-pm.s3.amazonaws.com/ami/image/175a56cc-352e-4d20-8c1d-b49fccb15d49 Primary Bathroom, Ensuite https://track-pm.s3.amazonaws.com/ami/image/f9c7755d-2849-49c4-a0a6-16a73b128ebb Second Bedroom, Queen https://track-pm.s3.amazonaws.com/ami/image/636dd6d8-9d2a-4a8e-905b-570327c5ff83 Second Bedroom, Queen https://track-pm.s3.amazonaws.com/ami/image/e8d303dd-96a4-4a6e-b183-403b74506d36 Second Bathroom https://track-pm.s3.amazonaws.com/ami/image/2d432bdd-1c4f-4e36-96df-571c54b374b3 Third Bedroom, Queen https://track-pm.s3.amazonaws.com/ami/image/16ff56c9-bd1e-45c7-bb09-28cd508a41fd Third Bedroom, Queen https://track-pm.s3.amazonaws.com/ami/image/3c69fadb-dac7-44c6-9693-b24aa4d3bf2c Back Balcony, Second Floor https://track-pm.s3.amazonaws.com/ami/image/d10cd3bf-533d-4261-b6de-c8756106209d Fourth Bedroom, Two Queens https://track-pm.s3.amazonaws.com/ami/image/baf0ae04-ff0a-4194-8d5a-b458a3f8f9a5 Fourth Bedroom, Two Queens https://track-pm.s3.amazonaws.com/ami/image/506f6ea3-6004-4cc4-9de5-ebd623c96ee2 Bathroom, Ensuite https://track-pm.s3.amazonaws.com/ami/image/89333de5-64c6-40de-b1f3-abb8a4d79e66 Washer and Dryer https://track-pm.s3.amazonaws.com/ami/image/eb1f4eb0-c3f6-46f8-a591-62b22b022b16 Front Balcony, Seating https://track-pm.s3.amazonaws.com/ami/image/64a82f0e-95ad-4b9d-a872-368b8628d7e0 Front Balcony, Seating https://track-pm.s3.amazonaws.com/ami/image/58541c1a-fbb1-4a48-84b3-950a9a108760 Front Balcony, Third Floor https://track-pm.s3.amazonaws.com/ami/image/c76b8cc6-ca94-4104-9bba-5b493a4a75cc Front Balcony, Third Floor https://track-pm.s3.amazonaws.com/ami/image/820e12b1-5e25-4121-b5b2-9138dd16e556 Back Balcony, Second Floor https://track-pm.s3.amazonaws.com/ami/image/304665fc-f68f-4b03-ab4a-4b613ab5a3b3 Back Balcony, Third Floor https://track-pm.s3.amazonaws.com/ami/image/74a3de4b-7058-4120-9021-5360d036cbc2 Back Balcony, Third Floor https://track-pm.s3.amazonaws.com/ami/image/14cb6874-54ba-4354-ba94-0f7ecb11de7c Back Balcony, Third Floor https://track-pm.s3.amazonaws.com/ami/image/d6c588de-522b-4a0d-94a5-979bec38e144 Outdoor Grill https://track-pm.s3.amazonaws.com/ami/image/572c88a6-95ac-44aa-8f1f-6796d1ccf8ad Poolside Dining Area https://track-pm.s3.amazonaws.com/ami/image/f5cdc36b-8ac5-403c-8e8e-d5d8265d01e9 Poolside Living Area https://track-pm.s3.amazonaws.com/ami/image/83fa459f-22ed-4e9c-8598-d26802f1b08a Poolside Seating https://track-pm.s3.amazonaws.com/ami/image/ef87d458-ac39-43c5-aa4a-7eefed762001 Swim Up Bar, Poolside Loungers https://track-pm.s3.amazonaws.com/ami/image/73095540-63b8-4789-8085-38f5a9fd722a Bay Happy by AMI Locals https://track-pm.s3.amazonaws.com/ami/image/29c67d34-98b8-48c5-9c25-bfbf8359ed42 Bay Happy by AMI Locals https://track-pm.s3.amazonaws.com/ami/image/afe478fc-5153-4a36-a454-ab4313547020 Bay Happy by AMI Locals https://track-pm.s3.amazonaws.com/ami/image/58ca2eb2-c9ad-4acc-93a0-22ee11d34747 Bay Happy by AMI Locals https://track-pm.s3.amazonaws.com/ami/image/5ea9b3e2-6a62-4ae3-8685-cb70f0784f4f Street view, Bay Happy by AMI Locals https://track-pm.s3.amazonaws.com/ami/image/70067b7f-d2c0-418e-9c26-3cba02ad53c5