Entire home
Smooth Sailing Cottage with Private Pool near Disney and Margaritaville Resort.
Family-friendly stay near Walt Disney World® Resort
Choose dates to view prices
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Reviews
4.04.0 out of 10
Entire home
Popular amenities
- Housekeeping
- Pet-friendly
- Parking available
- Dryer
- Washer
- Gym
Explore the area

Kissimmee, FL
- Island H2O Live!Place, Island H2O Live!8 min walk
- Bonanza Golf & GiftsPlace, Bonanza Golf & Gifts3 min drive
- Walt Disney World® ResortPlace, Walt Disney World® Resort4 min drive
- Orlando, FL (MCO-Orlando Intl.)Airport, Orlando, FL (MCO-Orlando Intl.)34 min drive
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About the area
Kissimmee
In Kissimmee .You'll find Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park within 3 miles (5 km) of this Kissimmee cottage. Also, Island H2O Live! is within half a mile (1 km) and Orange Lake Golf is within 3 miles (5 km).
What's nearby
- Island H2O Live! - 8 min walk - 0.7 km
- Mighty Jungle Golf - 18 min walk - 1.6 km
- Bonanza Golf & Gifts - 3 min drive - 2.1 km
- Walt Disney World® Resort - 4 min drive - 2.1 km
- Disney Springs™ - 13 min drive - 14.3 km
Getting around
- Kissimmee Station - 23 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway) - 26 min drive
Restaurants
- Wawa - 3 min drive
- Starbucks - 17 min walk
- Chick-fil-A - 3 min drive
- Taco Bell - 16 min walk
- Studio Movie Grill Sunset Walk - 10 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Smooth Sailing Cottage with Private Pool near Disney and Margaritaville Resort.
WELCOME TO A ONE-OF-A-KIND VACATION ESCAPE IN THE HEART OF ORLANDO
This is your little piece of paradise, your private oasis, where luxury and heart-pounding fun meet — beautifully. You’ll find lush grounds surrounded by stunning vacation cottages, all Margaritaville-inspired to delight at every turn. Each Margaritaville Cottage is a private oasis. The resort’s standalone homes come in configurations ranging from one to eight bedrooms, providing plenty of room for you to unplug with just about any number of your favorite friends or family members. All of our cottages are consistently decorated & equipped with all of your vacation needs. Cottage guests receive access to all resort amenities, a premium experience and friendly, genuine, island-inspired service. Margaritaville Resort Orlando will be the perfect getaway for your vacation.
Stay with us between March and October 2025 and enjoy complimentary admission to Island H2O Water Park, conveniently located right next to our resort.
Please note that blackout dates may apply. We recommend visiting the Island H2O Water Park website for the most up-to-date schedule, park hours, and any applicable restrictions during your stay.
LOCATION and KEY RESORT FEATURES
• 24 hours Check in
• 24 hours on site service and maintenance team
• 4 Restaurants and lounge on site
• Multiple Bars on site
• Lagoon pools and beach
• Poolside Service
• Full Service Cabanas
• Live Entertainment
• St. Somewhere Spa with multiple treatment options
• Beauty Bar
• Full Activities Program for Entire Family
• Wellness/Fitness Center
• Coconut Telegraph Business Center
• 40,000 sq. ft. of Technology-Forward Meeting Space
• Beautiful Exterior Event Space
• Island H2O Live! Water Park
• In-Home Chef Experience (surcharge)
• Complimentary Transportation to Disney, Universal, and SeaWorld
• Complimentary Resort Transportation to Hotel, Sunset Walk, & H20 Live
• Sunset Walk Entertainment/Retail Center with 15+ Restaurants, Shopping, Movie Theater, Entertainment Center, & Much More.
RESORT FEE PROVIDES:
• Complimentary high speed WIFI in the cottage and around resort
• Unlimited Access to H2O Waterpark for Registered Guest Only
• Resort Access to all amenities and services
• Guest Service Ambassador check-in and tour
• Re-stock of In-Home Items Upon Request Such as: Garbage Bags, Dish Detergent, Toilet paper, Bathroom Amenities, Coffee and Creamer, Sponge
• Other Resort services and features
Please Note:
1. Rates displayed are valid for the current search session and are subject to change
2. Advance reservations for dining & spa where applicable must be made directly with the proper outlet after confirming your room package reservation. All offers are based on availability. Restrictions apply. Excludes taxes, gratuities, resort fees, and alcohol. Cannot be combined with other offers. Does not apply to groups of 10 or more. Not valid on existing reservations.
HOUSE RULES
OCCUPANCY: The Contracting Guest listed on the reservation must be at least 21 years old, occupy the rental property for the entire length of stay and comply with the occupancy terms herein.
MAXIMUM OCCUPANCY: Two (2) per bedroom + Two (2) additional guests
PAYMENT AND CHECK IN: Deposits will be collected based on your confirmation details. The Contracting Guest must present a valid government issued photo ID and matching credit card upon check-in. If this credit card does not match the advanced deposit, then the full stay will be authorized on the new card. If credit card holder will not be onsite, then a completed credit card authorization form must be received and completed in full prior to guest arrival by the card holder. Please note that the credit card provided will be pre-authorized for $300 to cover incidental charges including any purchases charged to the account while at the resort. Check-in time is 4 p.m. and check-out time is 11 a.m.; additional charges may apply for early arrival or late departure.
PARKING: Self parking is included with Resort Fee. Valet is an additional $35 plus tax per night. Guests and visitors are only permitted to park in the two parking spaces in front of the Cottage as per the community bylaws. Parking along the side of the street or on the pavement or sidewalk is strictly prohibited. Recreational and commercial vehicles, trailers, boats, etc. may park in the gravel parking lot at Island H2O Water Park; they cannot park in the spaces located in front of the Cottages. Community security officers will accompany the guest to this lot so that they may park accordingly without blocking areas of employee and guest parking for the water park. A guest information form will need to be completed so that security can contact the guest in case vehicle relocation is needed during their stay. Vehicles with branding, signage, and wraps are not permitted in front of the Cottages; these vehicles may park in the self-parking lot near the front of the resort.
KEYS AND LOCKS: The Management Company will provide keycards to guests which will expire upon departure in accordance with the checkout procedure
SMOKING: Smoking is prohibited in the Homes. There is a $250 smoking fee.
PETS: Margaritaville Resort Orlando welcomes well-mannered dogs 30 lbs. or less. Guests bringing dogs will be charged $40 per night per dog for the Cottages. A maximum of two dogs per Cottage is permitted. Accommodation type and location restrictions may apply. Dogs must be on a leash when outside the Cottage. Dogs should not be left in a Cottage unattended. Guests will be responsible for any property damage inadvertently caused by their dogs. Certified service dogs are welcome at the property and are not subject to the policies and restrictions described above.
This is your little piece of paradise, your private oasis, where luxury and heart-pounding fun meet — beautifully. You’ll find lush grounds surrounded by stunning vacation cottages, all Margaritaville-inspired to delight at every turn. Each Margaritaville Cottage is a private oasis. The resort’s standalone homes come in configurations ranging from one to eight bedrooms, providing plenty of room for you to unplug with just about any number of your favorite friends or family members. All of our cottages are consistently decorated & equipped with all of your vacation needs. Cottage guests receive access to all resort amenities, a premium experience and friendly, genuine, island-inspired service. Margaritaville Resort Orlando will be the perfect getaway for your vacation.
Stay with us between March and October 2025 and enjoy complimentary admission to Island H2O Water Park, conveniently located right next to our resort.
Please note that blackout dates may apply. We recommend visiting the Island H2O Water Park website for the most up-to-date schedule, park hours, and any applicable restrictions during your stay.
LOCATION and KEY RESORT FEATURES
• 24 hours Check in
• 24 hours on site service and maintenance team
• 4 Restaurants and lounge on site
• Multiple Bars on site
• Lagoon pools and beach
• Poolside Service
• Full Service Cabanas
• Live Entertainment
• St. Somewhere Spa with multiple treatment options
• Beauty Bar
• Full Activities Program for Entire Family
• Wellness/Fitness Center
• Coconut Telegraph Business Center
• 40,000 sq. ft. of Technology-Forward Meeting Space
• Beautiful Exterior Event Space
• Island H2O Live! Water Park
• In-Home Chef Experience (surcharge)
• Complimentary Transportation to Disney, Universal, and SeaWorld
• Complimentary Resort Transportation to Hotel, Sunset Walk, & H20 Live
• Sunset Walk Entertainment/Retail Center with 15+ Restaurants, Shopping, Movie Theater, Entertainment Center, & Much More.
RESORT FEE PROVIDES:
• Complimentary high speed WIFI in the cottage and around resort
• Unlimited Access to H2O Waterpark for Registered Guest Only
• Resort Access to all amenities and services
• Guest Service Ambassador check-in and tour
• Re-stock of In-Home Items Upon Request Such as: Garbage Bags, Dish Detergent, Toilet paper, Bathroom Amenities, Coffee and Creamer, Sponge
• Other Resort services and features
Please Note:
1. Rates displayed are valid for the current search session and are subject to change
2. Advance reservations for dining & spa where applicable must be made directly with the proper outlet after confirming your room package reservation. All offers are based on availability. Restrictions apply. Excludes taxes, gratuities, resort fees, and alcohol. Cannot be combined with other offers. Does not apply to groups of 10 or more. Not valid on existing reservations.
HOUSE RULES
OCCUPANCY: The Contracting Guest listed on the reservation must be at least 21 years old, occupy the rental property for the entire length of stay and comply with the occupancy terms herein.
MAXIMUM OCCUPANCY: Two (2) per bedroom + Two (2) additional guests
PAYMENT AND CHECK IN: Deposits will be collected based on your confirmation details. The Contracting Guest must present a valid government issued photo ID and matching credit card upon check-in. If this credit card does not match the advanced deposit, then the full stay will be authorized on the new card. If credit card holder will not be onsite, then a completed credit card authorization form must be received and completed in full prior to guest arrival by the card holder. Please note that the credit card provided will be pre-authorized for $300 to cover incidental charges including any purchases charged to the account while at the resort. Check-in time is 4 p.m. and check-out time is 11 a.m.; additional charges may apply for early arrival or late departure.
PARKING: Self parking is included with Resort Fee. Valet is an additional $35 plus tax per night. Guests and visitors are only permitted to park in the two parking spaces in front of the Cottage as per the community bylaws. Parking along the side of the street or on the pavement or sidewalk is strictly prohibited. Recreational and commercial vehicles, trailers, boats, etc. may park in the gravel parking lot at Island H2O Water Park; they cannot park in the spaces located in front of the Cottages. Community security officers will accompany the guest to this lot so that they may park accordingly without blocking areas of employee and guest parking for the water park. A guest information form will need to be completed so that security can contact the guest in case vehicle relocation is needed during their stay. Vehicles with branding, signage, and wraps are not permitted in front of the Cottages; these vehicles may park in the self-parking lot near the front of the resort.
KEYS AND LOCKS: The Management Company will provide keycards to guests which will expire upon departure in accordance with the checkout procedure
SMOKING: Smoking is prohibited in the Homes. There is a $250 smoking fee.
PETS: Margaritaville Resort Orlando welcomes well-mannered dogs 30 lbs. or less. Guests bringing dogs will be charged $40 per night per dog for the Cottages. A maximum of two dogs per Cottage is permitted. Accommodation type and location restrictions may apply. Dogs must be on a leash when outside the Cottage. Dogs should not be left in a Cottage unattended. Guests will be responsible for any property damage inadvertently caused by their dogs. Certified service dogs are welcome at the property and are not subject to the policies and restrictions described above.
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Property amenities
Pool/Spa
- Private pool
Internet
- Available in the cottage: Free WiFi
Parking and transportation
- Electric car charging station on site
- Parking on site
Kitchen
- Blender
- Coffee/tea maker
- Dishwasher
- Electric kettle
- Full-sized refrigerator/freezer
- Oven
- Stovetop
- Toaster
Dining
- Dining table
Bedrooms
- 4 bedrooms
- Bedsheets provided
Bathroom
- 4 bathrooms
- Hair dryer
- Shampoo
- Shower
- Soap
- Toilet paper
- Towels provided
Living spaces
- Dining table
- Separate dining area
Outdoor areas
- Balcony
- Outdoor furniture
Laundry
- Laundry facilities
- Washer/dryer
Comfort
- Heating
Pets
- Pet friendly
Suitability/Accessibility
- Smoking not allowed
Services and conveniences
- Concierge services
- Housekeeping (daily)
- Iron/ironing board
- Phone
- Safe
Location highlights
- Near a health/beauty spa
Things to do
- Bicycles
- Gym
- Shopping
- Swimming nearby
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- Fire extinguisher
General
- Bicycles
- Electric car charging station
- Unit size: 2,048 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 21
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Rules
100% refund if reservation is cancelled at least 14 days before the arrival date
50% refund if reservation is cancelled at least 7 days before the arr
Pets
- Pets are welcome
- Service animals are exempt from fees
- Note from host: This property accepts a maximum of 2 pet(s)
Children and extra beds
- Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.
Property Registration Number 61-1862998
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Smooth Sailing Cottage with Private Pool near Disney and Margaritaville Resort. Reviews
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