Windward Isle
Windward Isle welcomes one dog up to 30 lbs for an additional fee of $10 per night or $40 per stay (whichever is greater).
Or, browse all
pet friendly vacation rentals in Key West
if you’re still looking.
Room Types
Please Select a Room
- Two-Bedroom HouseTwo-Bedroom House
- 2 bedrooms, 2 beds
- Up to 6 people
- Pet fee additional
Room details
This holiday home's standout feature is the hot tub. The holiday home features 2 bedrooms and 1 bathroom with a hairdryer and free toiletries. Guests will find a stovetop, a refrigerator, kitchenware and an oven in the well-fitted kitchen. The holiday home also has a barbecue. Featuring a patio, this holiday home also offers a private entrance, a tea and coffee maker and a TV with cable channels. The unit offers 2 beds.Room Amenities
- Tea/Coffee maker
- TV
- Hairdryer
- Hot tub
- Refrigerator
- Desk
- Free toiletries
- Microwave
- Video
- Patio
- Private bathroom
- Satellite channels
- Kitchen
- Cable channels
- Private entrance
- Sofa
- Kitchenware
- Oven
- Stovetop
- Toaster
- Barbecue
- Coffee machine
- Towels
- Linen
- Trash cans
- Shampoo
- Conditioner
- Body soap
- Smoke alarm
- Fire extinguisher
- Carbon monoxide detector
Compare Rates
{{/bringfidoRate}} {{^bringfidoRate}}Booking Options
{{/bringfidoRate}}{{#bringfidoRate}} Book on BringFido to get a low rate on this pet-friendly vacation rental. We’ll let the host know you’re bringing a pet, so there aren’t any surprises at check-in. {{/bringfidoRate}} {{^bringfidoRate}} Please visit our partner to book this dog-friendly vacation rental. Don’t forget to include your pet on the reservation form when booking! {{/bringfidoRate}}
{{#bringfidoRate}}
{{#bringfidoRate}}
{{/bringfidoRate}}
{{^bringfidoRate}}
${{localizedPriceDisplay}}
${{localizedPriceDisplay}}
{{/externalRates}}
After your stay, please submit a review!
{{/bringfidoRate}}
Available Rooms
Please Select a Room
{{#filterText}}
{{#hasRoomTypes}}
{{filterText}}
{{/hasRoomTypes}}
{{^hasRoomTypes}}
{{filterText}}
No matching rooms available.
Select your room type, or
-
{{#roomTypes}}
- {{#hasPhotos}} {{/hasPhotos}} {{^hasPhotos}}{{/hasPhotos}}{{#rates}} {{#first}} {{name}} {{/first}} {{^first}} {{name}} {{/first}} {{/rates}}{{name}}
- {{bedsDisplay}}
- {{guestsDisplay}}
- {{petsDisplay}}
Cancellation Policy{{#rates}} {{/rates}}{{#expediaPlatformRates}} {{/expediaPlatformRates}}{{#expediaPropertyRates}} {{/expediaPropertyRates}}{{#bookingdotcomPlatformRates}} {{/bookingdotcomPlatformRates}}{{#bookingdotcomPropertyRates}} {{/bookingdotcomPropertyRates}}{{#rates}} {{#first}}{{/first}} {{^first}}{{^noDeal}} ${{deal.localizedOriginalAmountDisplay}} {{/noDeal}} {{#noDeal}} {{#roomDeal}} ${{localizedOriginalAmountDisplay}} {{/roomDeal}} {{^roomDeal}} 0 {{/roomDeal}} {{/noDeal}}${{localizedPriceDisplay}}nightlyReserveSelect{{^noDeal}} ${{deal.localizedOriginalAmountDisplay}} {{/noDeal}} {{#noDeal}} {{#roomDeal}} ${{localizedOriginalAmountDisplay}} {{/roomDeal}} {{^roomDeal}} 0 {{/roomDeal}} {{/noDeal}}${{localizedPriceDisplay}}nightly{{paymentDisplay}}{{/first}} {{/rates}}{{^noDeal}} ${{deal.localizedOriginalAmountDisplay}} {{/noDeal}} {{#noDeal}} {{#roomDeal}} ${{localizedOriginalAmountDisplay}} {{/roomDeal}} {{^roomDeal}} 0 {{/roomDeal}} {{/noDeal}}${{localizedPriceDisplay}}nightlyReserveSelect{{^noDeal}} ${{deal.localizedOriginalAmountDisplay}} {{/noDeal}} {{#noDeal}} {{#roomDeal}} ${{localizedOriginalAmountDisplay}} {{/roomDeal}} {{^roomDeal}} 0 {{/roomDeal}} {{/noDeal}}${{localizedPriceDisplay}}nightly{{paymentDisplay}}{{#expediaPlatformRates}} {{#first}}{{/first}} {{^first}}Select{{^noDeal}} ${{deal.localizedOriginalAmountDisplay}} {{/noDeal}} {{#noDeal}} {{#roomDeal}} ${{localizedOriginalAmountDisplay}} {{/roomDeal}} {{^roomDeal}} 0 {{/roomDeal}} {{/noDeal}}${{localizedPriceDisplay}}nightly{{paymentDisplay}}{{/first}} {{/expediaPlatformRates}}Select{{^noDeal}} ${{deal.localizedOriginalAmountDisplay}} {{/noDeal}} {{#noDeal}} {{#roomDeal}} ${{localizedOriginalAmountDisplay}} {{/roomDeal}} {{^roomDeal}} 0 {{/roomDeal}} {{/noDeal}}${{localizedPriceDisplay}}nightly{{paymentDisplay}}{{#expediaPropertyRates}} {{#first}}{{/first}} {{^first}}Select{{^noDeal}} ${{deal.localizedOriginalAmountDisplay}} {{/noDeal}} {{#noDeal}} {{#roomDeal}} ${{localizedOriginalAmountDisplay}} {{/roomDeal}} {{^roomDeal}} 0 {{/roomDeal}} {{/noDeal}}${{localizedPriceDisplay}}nightly{{paymentDisplay}}{{/first}} {{/expediaPropertyRates}}Select{{^noDeal}} ${{deal.localizedOriginalAmountDisplay}} {{/noDeal}} {{#noDeal}} {{#roomDeal}} ${{localizedOriginalAmountDisplay}} {{/roomDeal}} {{^roomDeal}} 0 {{/roomDeal}} {{/noDeal}}${{localizedPriceDisplay}}nightly{{paymentDisplay}}{{#bookingdotcomPlatformRates}} {{#first}}{{/first}} {{^first}}Select{{^noDeal}} ${{deal.localizedOriginalAmountDisplay}} {{/noDeal}} {{#noDeal}} {{#roomDeal}} ${{localizedOriginalAmountDisplay}} {{/roomDeal}} {{^roomDeal}} 0 {{/roomDeal}} {{/noDeal}}${{localizedPriceDisplay}}nightly{{paymentDisplay}}{{/first}} {{/bookingdotcomPlatformRates}}Select{{^noDeal}} ${{deal.localizedOriginalAmountDisplay}} {{/noDeal}} {{#noDeal}} {{#roomDeal}} ${{localizedOriginalAmountDisplay}} {{/roomDeal}} {{^roomDeal}} 0 {{/roomDeal}} {{/noDeal}}${{localizedPriceDisplay}}nightly{{paymentDisplay}}{{#bookingdotcomPropertyRates}} {{#first}}{{/first}} {{^first}}Select{{^noDeal}} ${{deal.localizedOriginalAmountDisplay}} {{/noDeal}} {{#noDeal}} {{#roomDeal}} ${{localizedOriginalAmountDisplay}} {{/roomDeal}} {{^roomDeal}} 0 {{/roomDeal}} {{/noDeal}}${{localizedPriceDisplay}}nightly{{paymentDisplay}}{{/first}} {{/bookingdotcomPropertyRates}}Select{{^noDeal}} ${{deal.localizedOriginalAmountDisplay}} {{/noDeal}} {{#noDeal}} {{#roomDeal}} ${{localizedOriginalAmountDisplay}} {{/roomDeal}} {{^roomDeal}} 0 {{/roomDeal}} {{/noDeal}}${{localizedPriceDisplay}}nightly{{paymentDisplay}}Room details
{{#descriptionDisplayHTML}}{{{descriptionDisplayHTML}}} {{#specialOfferDescription}}{{/descriptionDisplayHTML}} {{#hasAmenities}}Offer Details
{{specialOfferDescription}} {{/specialOfferDescription}}{{/hasAmenities}} {{^hasAmenities}} {{#hasSpecialFeatures}}Room Amenities
-
{{#specialFeatures}}
- {{.}} {{/specialFeatures}} {{#amenities}}
- {{.}} {{/amenities}}
{{/hasSpecialFeatures}} {{/hasAmenities}}Room Amenities
-
{{#specialFeatures}}
- {{.}} {{/specialFeatures}}
{{/roomTypes}}
Available Rates
This property is not available on your dates.
Please
or choose a different
dog-friendly vacation rental in Key West
for your stay.
Click to Expand…
Fetching Rates…
Description
Situated 200 metres from Ernest Hemingway Home and Museum, Windward Isle is a holiday home with a kitchen in Key West. The Duval Street is within 500 metres of the holiday home. The holiday home comes with a satellite TV. Guests can check-in anytime after 4:00 pm and are requested to check-out by 11:00 am. Pets are also welcome. Please inform Bridgetender in advance of your expected arrival time. You can use the Special Requests box when booking, or contact the property directly with the contact details provided in your confirmation. Guests will receive a rental agreement, which must be signed and returned directly to the property prior to arrival. If the agreement is not received, the guest should contact the property management company at the number on the booking confirmation. Please note that only registered guests are allowed at the property. Guests shall abide by the property's policy and shall not engage in illegal activity. Quiet hours are from 10:00 pm to 8:00. Guests must be 21 years or older to check in without a parent or official guardian. Guests are liable for any damage to the property that occurs during their stay.
Amenities
- Pet Friendly
- Hot Tub
- Non-Smoking Property
- Outdoor Grills
Reviews
Questions & Answers
Be the first to ask a question about this property.
Traveler Photos
We haven‘t received any photos of Windward Isle yet.
Want to feature your creature? Upload a photo of your pet at Windward Isle! You can also share by using the hashtag #bringfido on Facebook, X, TikTok or Instagram.
FAQs
What is the Windward Isle pet policy?
Windward Isle welcomes one dog up to 30 lbs for an additional fee of $10 per night or $40 per stay (whichever is greater).
Are big dogs allowed at Windward Isle?
Windward Isle allows dogs up to 30 lbs. If you’re traveling with a larger dog, try using our “Large Dogs Allowed” filter to see all of the hotels in Key West that allow dogs over 50 lbs.
Are multiple pets allowed at Windward Isle?
Only one dog is allowed at Windward Isle. If you’re traveling with more than one pet, try using our “Multiple Pets Allowed” filter to see all of the hotels in Key West that allow multiple pets.
Does Windward Isle allow cats?
No, Windward Isle doesn’t allow cats. If you’re traveling with a feline friend, try using our “Cats Allowed” filter to see all of the hotels in Key West that allow cats.
What are the check-in and check-out times at Windward Isle?
Check-in at Windward Isle is after 4pm. Check-out is before 10am. If you’d like to request an early or late check-in or check-out, you can make a special request when you book. Note that special requests cannot be guaranteed. Early or late check-in or check-out is only based on availability and at the discretion of the property.
Does Windward Isle have a pool or hot tub?
Windward Isle doesn’t have a swimming pool, but there is a hot tub for guests to enjoy.