Welcome to Pirate Way — a beautifully furnished 1-bedroom cottage located in the heart of Margaritaville Resort Orlando! If you’ve been dreaming of owning your own piece of paradise, this charming, turnkey cottage offers the perfect combination of vacation-home lifestyle, resort living and investment potential.
Step inside and you’ll immediately feel the Margaritaville vibe. This fully furnished, one-story cottage features ceiling fans throughout, a bright and colorful coastal-inspired design, and an open-concept kitchen that flows seamlessly into the living area — perfect for relaxing after a day at the parks or entertaining family and friends and NO carpet!
Step outside to your private back patio, complete with a table and four chairs plus two lounge chairs — the perfect spot to enjoy your morning coffee or unwind after a day of fun.
And then there’s the LOCATION! This cottage is ideally positioned within Margaritaville Resort Orlando, just steps from the resort’s incredible amenities. Enjoy access to 7 resort pools, the Fins Up Beach Club, fitness center, resort transportation and shuttle service to the theme parks. The community is also pet-friendly and features Barkaritaville, a dedicated dog park.
When you’re ready to venture out, you’re surrounded by everything that makes this area one of Central Florida’s most desirable vacation destinations. Sunset Walk is just steps away, offering restaurants, bars, live entertainment, shopping and more, while Island H2O Water Park is right nearby. Disney, Universal, SeaWorld and Orlando’s other major attractions are all just minutes away.
Even better, the monthly HOA includes high-speed internet, cable, phone service, daily doorstep trash pickup, landscaping, pest control, a resort shuttle and a shuttle to the parks adding even more convenience to resort living.
Whether you’re looking for a vacation getaway, second home, full-time residence or a short-term rental investment, this is your opportunity to own a fully furnished cottage in one of Central Florida’s most popular resort communities.
Pack your flip-flops and come see why life really is better in Margaritaville!
Schedule your private showing today!
Step inside and you’ll immediately feel the Margaritaville vibe. This fully furnished, one-story cottage features ceiling fans throughout, a bright and colorful coastal-inspired design, and an open-concept kitchen that flows seamlessly into the living area — perfect for relaxing after a day at the parks or entertaining family and friends and NO carpet!
Step outside to your private back patio, complete with a table and four chairs plus two lounge chairs — the perfect spot to enjoy your morning coffee or unwind after a day of fun.
And then there’s the LOCATION! This cottage is ideally positioned within Margaritaville Resort Orlando, just steps from the resort’s incredible amenities. Enjoy access to 7 resort pools, the Fins Up Beach Club, fitness center, resort transportation and shuttle service to the theme parks. The community is also pet-friendly and features Barkaritaville, a dedicated dog park.
When you’re ready to venture out, you’re surrounded by everything that makes this area one of Central Florida’s most desirable vacation destinations. Sunset Walk is just steps away, offering restaurants, bars, live entertainment, shopping and more, while Island H2O Water Park is right nearby. Disney, Universal, SeaWorld and Orlando’s other major attractions are all just minutes away.
Even better, the monthly HOA includes high-speed internet, cable, phone service, daily doorstep trash pickup, landscaping, pest control, a resort shuttle and a shuttle to the parks adding even more convenience to resort living.
Whether you’re looking for a vacation getaway, second home, full-time residence or a short-term rental investment, this is your opportunity to own a fully furnished cottage in one of Central Florida’s most popular resort communities.
Pack your flip-flops and come see why life really is better in Margaritaville!
Schedule your private showing today!
Property Details
Price:
$315,000
MLS #:
S5150421
Status:
Active
Beds:
1
Baths:
1
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ROLLING OAKS PH 5
Neighborhood:
34747kissimmeecelebration
Listed Date:
May 21, 2026
Finished Sq Ft:
660
Total Sq Ft:
800
Lot Size:
871 sqft / 0.02 acres (approx)
Year Built:
2018
See this Listing
Schools
Interior
Appliances
Dishwasher, Dryer, Freezer, Ice Maker, Microwave, Range, Refrigerator, Tankless Water Heater, Washer
Bathrooms
1 Full Bathroom
Cooling
Central Air
Flooring
Tile
Heating
Central
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, Thermostat
Laundry Features
Inside, Laundry Closet
Levels
One
Exterior
Architectural Style
Bungalow
Association Amenities
Cable TV, Fitness Center, Gated, Playground, Pool
Community Features
Dog Park, Fitness Center, Playground, Pool, Restaurant, Sidewalks
Construction Materials
Block, Concrete, HardiPlank Type
Direction Faces
Southeast
Exterior Features
Dog Run, Playground, Sidewalk
Lot Features
Sidewalk
Patio And Porch Features
Front Porch, Patio
Roof
Shingle
Security Features
Gated Community, Key Card Entry, Security Gate
Window Features
Blinds
Financial
HOA Fee
$197
HOA Fee 2
$468
HOA Fee 2 Frequency
Monthly
HOA Fee Frequency
Monthly
HOA Includes
24-Hour Guard, Cable TV, Community Pool, Pest Control, Pool Maintenance, Security, Trash
HOA Name
Amanda Narehood
HOA Name 2
Rolling Oaks Splendid
HOA Phone
4077052190 x 224
HOA Phone 2
4077052190
Tax Year
2025
Taxes
$7,562
Map
Community
- Address3054 PIRATE WAY KISSIMMEE FL
- SubdivisionROLLING OAKS PH 5
- CityKISSIMMEE
- CountyOsceola
- Zip Code34747
Subdivisions in KISSIMMEE
- Association of Poinciana Villages
- BELLALAGO
- BELLAVIDA PH 01
- COMPASS BAY
- EAGLE LAKE PH 1
- EAST PALM RESORT CONDO
- MargaritaVille
- POINCIANA NBRHD 5 NORTH VILL 3
- POINCIANA SUBDIVISION NBRHD 5 NORTH VIL 3
- POINCIANA VLG 2 NBHD 1
- ROLLING OAKS PH 7
- Siesta Lago
- SONOMA RESORT AT TAPESTRY PH 1
- STOREY CREEK PH6
- STOREY LAKE TR K
- SUMMERVILLE RESORT
- VENTURA AT WINDSOR HILLS CONDO PH 1
Market Summary
Current real estate data for Single Family in KISSIMMEE as of Aug 30, 2026
2,311
Single Family Listed
162
Avg DOM
217
Avg $ / SqFt
$472,936
Avg List Price
Property Summary
- Located in the ROLLING OAKS PH 5 subdivision, 3054 PIRATE WAY KISSIMMEE FL is a Single Family for sale in KISSIMMEE, FL, 34747. It is listed for $315,000 and features 1 beds, 1 baths, and has approximately 660 square feet of living space, and was originally constructed in 2018. The current price per square foot is $477. The average price per square foot for Single Family listings in KISSIMMEE is $217. The average listing price for Single Family in KISSIMMEE is $472,936. To schedule a showing of MLS#s5150421 at 3054 PIRATE WAY in KISSIMMEE, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of COLDWELL BANKER REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 3054 PIRATE WAY
KISSIMMEE, FL