Jackie's Cottage Holmes Beach, FL
4 bedrooms · 3 baths · Sleeps 8
From $515/night
Availability Next 90 nights, as of Nov 8, 2026: unavailable Nov 8 to Dec 5 and Jan 6 to 12; otherwise open from $515 a night, 7-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 8, 2026 — Not available 7 Nov 9, 2026 — Not available 7 Nov 10, 2026 — Not available 7 Nov 11, 2026 — Not available 7 Nov 12, 2026 — Not available 7 Nov 13, 2026 — Not available 7 Nov 14, 2026 — Not available 7 Nov 15, 2026 — Not available 7 Nov 16, 2026 — Not available 7 Nov 17, 2026 — Not available 7 Nov 18, 2026 — Not available 7 Nov 19, 2026 — Not available 7 Nov 20, 2026 — Not available 7 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 — Not available 7 Nov 29, 2026 — Not available 7 Nov 30, 2026 — Not available 7 Dec 1, 2026 — Not available 7 Dec 2, 2026 — Not available 7 Dec 3, 2026 — Not available 7 Dec 4, 2026 — Not available 7 Dec 5, 2026 — Not available 7 Dec 6, 2026 $515 Available 7 Dec 7, 2026 $515 Available 7 Dec 8, 2026 $515 Available 7 Dec 9, 2026 $515 Available 7 Dec 10, 2026 $515 Available 7 Dec 11, 2026 $515 Available 7 Dec 12, 2026 $515 Available 7 Dec 13, 2026 $515 Available 7 Dec 14, 2026 $515 Available 7 Dec 15, 2026 $515 Available 7 Dec 16, 2026 $515 Available 7 Dec 17, 2026 $515 Available 7 Dec 18, 2026 $515 Available 7 Dec 19, 2026 $850 Available 7 Dec 20, 2026 $850 Available 7 Dec 21, 2026 $850 Available 7 Dec 22, 2026 $850 Available 7 Dec 23, 2026 $850 Available 7 Dec 24, 2026 $850 Available 7 Dec 25, 2026 $850 Available 7 Dec 26, 2026 $1002 Available 7 Dec 27, 2026 $981 Available 7 Dec 28, 2026 $985 Available 7 Dec 29, 2026 $998 Available 7 Dec 30, 2026 $1020 Available 7 Dec 31, 2026 $1013 Available 7 Jan 1, 2027 $1000 Available 7 Jan 2, 2027 $644 Available 7 Jan 3, 2027 $527 Available 7 Jan 4, 2027 $515 Available 7 Jan 5, 2027 $515 Available 7 Jan 6, 2027 — Not available 7 Jan 7, 2027 — Not available 7 Jan 8, 2027 — Not available 7 Jan 9, 2027 — Not available 7 Jan 10, 2027 — Not available 7 Jan 11, 2027 — Not available 7 Jan 12, 2027 — Not available 7 Jan 13, 2027 $515 Available 7 Jan 14, 2027 $537 Available 7 Jan 15, 2027 $569 Available 7 Jan 16, 2027 $542 Available 7 Jan 17, 2027 $515 Available 7 Jan 18, 2027 $515 Available 7 Jan 19, 2027 $515 Available 7 Jan 20, 2027 $515 Available 7 Jan 21, 2027 $515 Available 7 Jan 22, 2027 $538 Available 7 Jan 23, 2027 $657 Available 7 Jan 24, 2027 $599 Available 7 Jan 25, 2027 $587 Available 7 Jan 26, 2027 $590 Available 7 Jan 27, 2027 $601 Available 7 Jan 28, 2027 $637 Available 7 Jan 29, 2027 $674 Available 7 Jan 30, 2027 $761 Available 7 Jan 31, 2027 $729 Available 7 Feb 1, 2027 $746 Available 7 Feb 2, 2027 $764 Available 7 Feb 3, 2027 $808 Available 7 Feb 4, 2027 $861 Available 7 Feb 5, 2027 $899 Available 7 Feb 6, 2027 — Not available 7 Feb 7, 2027 — Not available 7 Feb 8, 2027 — Not available 7 Feb 9, 2027 — Not available 7 Feb 10, 2027 — Not available 7 Feb 11, 2027 — Not available 7 Feb 12, 2027 — Not available 7 Feb 13, 2027 — Not available 7 Feb 14, 2027 — Not available 7 Feb 15, 2027 — Not available 7 Feb 16, 2027 — Not available 7 Feb 17, 2027 — Not available 7 Feb 18, 2027 — Not available 7 Feb 19, 2027 — Not available 7 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 — Not available 7 Mar 7, 2027 — Not available 7 Mar 8, 2027 — Not available 7 Mar 9, 2027 — Not available 7 Mar 10, 2027 — Not available 7 Mar 11, 2027 — Not available 7 Mar 12, 2027 — Not available 7 Mar 13, 2027 — Not available 7 Mar 14, 2027 — Not available 7 Mar 15, 2027 — Not available 7 Mar 16, 2027 — Not available 7 Mar 17, 2027 — Not available 7 Mar 18, 2027 — Not available 7 Mar 19, 2027 — Not 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 — Not available 7 Mar 28, 2027 — Not available 7 Mar 29, 2027 — Not available 7 Mar 30, 2027 — Not available 7 Mar 31, 2027 — Not available 7 Apr 1, 2027 — Not available 7 Apr 2, 2027 — Not available 7 Apr 3, 2027 $1436 Available 7 Apr 4, 2027 $1413 Available 7 Apr 5, 2027 $1440 Available 7 Apr 6, 2027 $1270 Available 7 Apr 7, 2027 $1263 Available 7 Apr 8, 2027 $1247 Available 7 Apr 9, 2027 $1193 Available 7 Apr 10, 2027 $877 Available 7 Apr 11, 2027 $818 Available 7 Apr 12, 2027 $761 Available 7 Apr 13, 2027 $734 Available 7 Apr 14, 2027 $736 Available 7 Apr 15, 2027 $761 Available 7 Apr 16, 2027 $789 Available 7 Apr 17, 2027 $1001 Available 7 Apr 18, 2027 $818 Available 7 Apr 19, 2027 $764 Available 7 Apr 20, 2027 $774 Available 7 Apr 21, 2027 $791 Available 7 Apr 22, 2027 $809 Available 7 Apr 23, 2027 $807 Available 7 Apr 24, 2027 $776 Available 7 Apr 25, 2027 $766 Available 7 Apr 26, 2027 $766 Available 7 Apr 27, 2027 $766 Available 7 Apr 28, 2027 $766 Available 7 Apr 29, 2027 $766 Available 7 Apr 30, 2027 $766 Available 7 May 1, 2027 — Not available 7 May 2, 2027 — Not available 7 May 3, 2027 — Not available 7 May 4, 2027 — Not available 7 May 5, 2027 — Not available 7 May 6, 2027 — Not available 7
186 more nights on the full rate calendar .
Jackie's Cottage: Your stunning canal-front retreat with a private heated pool, dock, and a short stroll to Holmes Beach.
Jackie's Cottage is great, ground level, canal home with a private dock and Heated Pool. Come watch the manatees play all day long. Only a quick one and half block walk to the white sand beaches. Each bedroom is outfitted with TV. More info to come on this comfortably casual island beauty.
Direct canal access with private boat slip and heated pool for ultimate water-centric living. Modern, updated interiors just a short stroll from Holmes Beach's white sands. Enjoy daily manatee sightings from your tropical backyard oasis. Amenities (89) Kitchen: Coffee Maker, Dishes and Utensils, Dishwasher, Microwave, Oven, Refrigerator, Stove, Pots and Pans, Toaster, Kitchen Island, Dining Table, Blender, Wine Glasses, Baking Sheet, BBQ Utensils, Freezer, Hot Water Kettle Parking: Three (3) Parking Spaces Exterior: BBQ Area, Patio, BBQ Grill, Heated Pool, Private Pool, Outdoor Seating, Outdoor TV, Boat Dock, Outdoor Dining Area, Sun Loungers, Fishing Dock Interior: Living Room, Full Kitchen, Bathtub, Clothing Storage, Ceiling Fans Essentials: Bed Linens, Towels, Hair Dryer, Clothes Hangers, Hot Water, Long Term Stays Allowed, Private Entrance, Hospital Close By, Wifi, Air Conditioning, Heating, Beach Towels Included, Free Wifi, Pack 'n Play, Dryer, Iron and Ironing Board, Ground Floor Property, Washer, Beach Chairs Provided, No Pets Allowed Home Safety: Fire Extinguisher, Smoke Detector, Carbon Monoxide Detector, Deadbolt Lock, Contactless Check-In, Keyless Lock, Outdoor Lighting 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, Water Sports, Golf, Health Beauty Spa, Marina, Shopping, Bird Watching, Kayaking Fun and Entertainment: TV, TV with Cable, Smart TV Photos (74) Jackie’s Cottage by Anna Maria Island Accommodations https://track-pm.s3.amazonaws.com/ami/image/0f2c755d-f6ff-4a04-8e0d-ebcec2a2849a Waterfront Home with Pool and Boat Dock - Jackie's Cottage https://track-pm.s3.amazonaws.com/ami/image/f6ca28d2-15a1-40f9-ba4a-7e0048a91b3b Close to the Beach https://track-pm.s3.amazonaws.com/ami/image/dbb00d47-811d-450c-acee-84262fa92665 Outdoor Dining Area https://track-pm.s3.amazonaws.com/ami/image/734ce970-46b5-4334-a598-fbdd27509a57 Outdoor Seating Area https://track-pm.s3.amazonaws.com/ami/image/716db606-e20a-4e6a-a779-5796fa1672b3 Private Pool 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island with spacious countertop https://track-pm.s3.amazonaws.com/ami/image/3ad1409c-0c12-40b1-9a7d-eb6db3004ce2 Dining table for shared meals https://track-pm.s3.amazonaws.com/ami/image/46253fff-9bb0-44b9-8dde-8ceed2ea811d Dining Area https://track-pm.s3.amazonaws.com/ami/image/652b75a6-4637-4d61-9079-79ca833cbe6c Dining Area https://track-pm.s3.amazonaws.com/ami/image/fd0a738c-a003-4aea-8f35-0da706d6064e Outdoor with comfortable seating https://track-pm.s3.amazonaws.com/ami/image/f9efa1b2-a463-4643-a377-21dd76b123d1 Primary Bedroom, King bed https://track-pm.s3.amazonaws.com/ami/image/06d42da6-c5b2-473c-baf5-317fe5525583 Primary Bedroom, King bed https://track-pm.s3.amazonaws.com/ami/image/7126b623-84bd-44d4-ac5e-b594cfef23ca Primary Bedroom, King bed https://track-pm.s3.amazonaws.com/ami/image/56d3b46c-b505-48ea-bddc-0d7d4d02d3c4 Primary Bedroom, King bed https://track-pm.s3.amazonaws.com/ami/image/2679b60d-4bda-478e-a55f-909841baa2e3 Primary Bedroom, Walk-in closet 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https://track-pm.s3.amazonaws.com/ami/image/bcdbbb93-a58c-4c66-9214-67f2609c5e9f Third Bedroom, Two twin beds https://track-pm.s3.amazonaws.com/ami/image/cc77322b-b473-4f4f-b4c5-285ff629ecfa Third Bedroom, Closet offers ample storage https://track-pm.s3.amazonaws.com/ami/image/1bc8da2d-8033-4918-acea-0cf01d19b49f Fourth Bedroom, Queen bed https://track-pm.s3.amazonaws.com/ami/image/a8e00d0e-02a0-4704-9c52-089e76950906 Fourth Bedroom, Queen bed https://track-pm.s3.amazonaws.com/ami/image/77a253dd-beb6-4e13-96ac-cbc25d3d36fc Fourth Bedroom, Walk-in closet https://track-pm.s3.amazonaws.com/ami/image/759356f4-8119-448e-a80b-e92b4486a12d Hall Bathroom https://track-pm.s3.amazonaws.com/ami/image/b4af8c55-ecec-4129-92b0-5593043cbfca Hall Bathroom https://track-pm.s3.amazonaws.com/ami/image/1353d4ba-76bf-42b8-b5f7-1d2446af7f29 Washer and Dryer https://track-pm.s3.amazonaws.com/ami/image/24d9e365-d1dd-4bda-b436-1c768c2e26b2 Laundry space https://track-pm.s3.amazonaws.com/ami/image/83d44b5b-47c3-4298-b1a9-9e7de0f00df5 Close to the Beach https://track-pm.s3.amazonaws.com/ami/image/69a3b1e5-54b3-47e1-83b7-aeb0b471f655 Waterfront home with private pool and boat dock https://track-pm.s3.amazonaws.com/ami/image/47aa762e-e841-4b99-ad30-34a4a12dc266 Private Pool https://track-pm.s3.amazonaws.com/ami/image/8c0fe1b1-fb08-456e-8939-e73ba4c2aa27 Private Pool https://track-pm.s3.amazonaws.com/ami/image/55fdd384-feb7-4417-8971-34350e165177 Outdoor dining table https://track-pm.s3.amazonaws.com/ami/image/a6ce7da5-4906-411e-813c-02d90358cff9 Tropical waterfront paradise with private pool https://track-pm.s3.amazonaws.com/ami/image/a1c03057-7a18-4345-9ba8-7c729e44b185 Waterfront paradise with private dock https://track-pm.s3.amazonaws.com/ami/image/6502f6df-e478-47fe-8860-f2e312ffeee2 Outdoor dining table https://track-pm.s3.amazonaws.com/ami/image/6f73de89-d0c9-4aba-a0d5-90d9a1276e76 Private waterfront deck with Adirondack chairs https://track-pm.s3.amazonaws.com/ami/image/fd7d072a-0b77-4b7a-8c56-3ba6fb0888ab Private dock with Adirondack chairs https://track-pm.s3.amazonaws.com/ami/image/e97763ae-2611-48fb-8d1f-b78d6746089b Waterfront property features private dock https://track-pm.s3.amazonaws.com/ami/image/2d7ab90f-0519-4ca4-9428-6b1847a7d7f2 Private Pool https://track-pm.s3.amazonaws.com/ami/image/0683de87-7a32-4764-a179-b36b8a67b4cc Jackie’s Cottage by Anna Maria Island Accommodations https://track-pm.s3.amazonaws.com/ami/image/1706e007-b782-455f-ad07-1fa4ab69a973 Close to the Beach https://track-pm.s3.amazonaws.com/ami/image/c03fec13-f51a-4a1d-bf70-69b5f873fc7f Aerial View of Home https://track-pm.s3.amazonaws.com/ami/image/608373ea-daa9-452e-a862-5c6eaee8bcaf Jackie’s Cottage by Anna Maria Island Accommodations https://track-pm.s3.amazonaws.com/ami/image/dd9f64d2-838b-4ad3-be11-8db2f7058c5d Covered parking https://track-pm.s3.amazonaws.com/ami/image/49500c28-dacf-44c3-bdd4-cb397a87cb45 Covered parking area https://track-pm.s3.amazonaws.com/ami/image/b3f9c81c-a995-43e3-ae3e-df5c873e66ca Jackie’s Cottage by Anna Maria Island Accommodations https://track-pm.s3.amazonaws.com/ami/image/c0642d14-efce-46f0-8fb7-b1bbd92c6bc3 Jackie’s Cottage by Anna Maria Island Accommodations https://track-pm.s3.amazonaws.com/ami/image/0820510f-52db-4078-8a6c-4d4e2bedc638 Aerial view of Jackie’s Cottage https://track-pm.s3.amazonaws.com/ami/image/0ffe0eb1-a4cf-4ee3-bda8-df1553cc00bb Aerial view of Jackie’s Cottage https://track-pm.s3.amazonaws.com/ami/image/d51a2c2f-e476-499c-819e-68a1213262e4 Aerial view of Jackie’s Cottage https://track-pm.s3.amazonaws.com/ami/image/0f98dd77-a834-41fc-ab46-d119f7d4e296