Title: Pineapple Beach by Florida Keys Luxury Rentals - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=72284313&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Pineapple Beach by Florida Keys Luxury Rentals Beachfront vacation home for sun and fun ## Photo gallery for Pineapple Beach by Florida Keys Luxury Rentals ![House, 5 Bedrooms | Beach/ocean view - Pineapple Beach by Florida Keys Luxury Rentals (Islamorada)](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/de2b1ef7.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Pineapple Beach by Florida Keys Luxury Rentals (Islamorada)](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/fff81899.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, 5 Bedrooms | Private kitchen - Pineapple Beach by Florida Keys Luxury Rentals (Islamorada)](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/cce6fb93.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, 5 Bedrooms | Pool - Pineapple Beach by Florida Keys Luxury Rentals (Islamorada)](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/8068d4b4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, 5 Bedrooms | Private kitchen - Pineapple Beach by Florida Keys Luxury Rentals (Islamorada)](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/2ae664c9.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Pineapple Beach by Florida Keys Luxury Rentals provides everything you need. Guests can connect to free WiFi in public areas. ### Entire home 5 bedrooms4 bathroomsSleeps 12 ## Popular amenities - Parking included - Free WiFi - Beach view ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Pineapple Beach by Florida Keys Luxury Rentals Beachfront vacation home for sun and fun This smoke-free vacation home features a private beach, free self parking, and free WiFi in public areas. Other amenities include multilingual staff assistance. The vacation home offers towels provided. Recreational amenities at the vacation home include a private beach. ## Property amenities ### Beach - On a private sandy beach ### Parking and transportation - Free self parking on site - Limited onsite self parking ### Bedrooms - 5 bedrooms ### Bathroom - 4 bathrooms - Towels provided ### Pets - No pets allowed ### Suitability/Accessibility - No elevator - Smoking not allowed ### Services and conveniences - Multilingual staff ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - Individual decor - Individual furnishings ## Similar properties ![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37790000/37788300/37788289/8491506f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spectacular Open-Water Sunset Views w/Boat Slip & Trailer Parking. Pet Friendly! Layton - Ocean view - Kitchen - Washer - Dryer 10 Exceptional 61 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=37788289&PinnedHotelID=37788289&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/83000000/82820000/82812900/82812846/7429639a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Island Time Starts Here: Cozy Ground Floor Suite in Islamorada Matecumbe - Pool - Kitchen - Washer - Dryer 8.0 Very good 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=82812846&PinnedHotelID=82812846&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34009600/34009513/e2d5ef64.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Islamorada Oceanfront Home with Ocean View, Dock, Comm Pool & Beach, plus Den Islamorada - Ocean view - Pool - Kitchen - Washer 10 Exceptional 96 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=34009513&PinnedHotelID=34009513&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/73000000/72580000/72570100/72570002/fc7dc27b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Canal-front Dog-Friendly Home with private pool, WiFi, washer/dryer & central AC Marathon - Pool - Kitchen - Washer - Dryer 9.2 Wonderful 17 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=72570002&PinnedHotelID=72570002&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33490000/33483000/33482942/a1b9f26a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private Beachfront Paradise Matecumbe - Ocean view - Pool - Kitchen - Washer 9.6 Exceptional 76 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=33482942&PinnedHotelID=33482942&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121680000/121678700/121678601/3d9dc919.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Islamorada Sanctuary - Canal Front & Private Beach Access Matecumbe - Washer - Dryer - Air conditioning - Parking available [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=121678601&PinnedHotelID=121678601&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/50000000/49210000/49208600/49208539/54f25629.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### BEAUTIFUL ISLAMORADA KEYS HOME Matecumbe - Pool - Air conditioning - Microwave [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=49208539&PinnedHotelID=49208539&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34120000/34112400/34112304/914fab5b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful 2/2 Florida keys home rental Matecumbe - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=34112304&PinnedHotelID=34112304&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in start time: 4:00 PM; Check-in end time: 7:00 PM Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions Guests will receive an email within 7 days before arrival with check-in instructions and an access code If you are planning to arrive after 7:00 PM please contact the property in advance using the information on the booking confirmation Information provided by the property may be translated using automated translation tools ### Access methods Access code ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Smoking Smoking is not permitted ### Property payment types ## 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 This property accepts credit cards; cash is not accepted Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property ### We should mention This property does not have elevators ### Property is also known as Pineapple Beach by Florida Keys Luxury Rentals Islamorada ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.97333%2C-80.55153&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=kw57SL65ic21hAySi2hmeICPKlc=) 130 Aregood Lane, Islamorada, FL, 33036 #### What's nearby - Old Road Gallery \- 15 min walk \- 1.3 km - Founders Park \- 3 min drive \- 2.4 km - Theater of the Sea \- 9 min drive \- 7.6 km - Bud n' Mary's Dive Center \- 22 min drive \- 17.5 km - Anne's Beach \- 36 min drive \- 29.7 km #### Getting around - Miami Intl. Airport (MIA) - 87 min drive #### Restaurants - ‪McDonald's - ‬6 min drive - ‪Hog Heaven - ‬6 min drive - ‪Dillon's Pub & Grill - ‬6 min drive - ‪Marathon Bagel Co - ‬4 min drive - ‪Cafe Moka - ‬6 min drive ## Frequently asked questions ### Is Pineapple Beach by Florida Keys Luxury Rentals pet-friendly? ### How much is parking? ### What time is check-in at Pineapple Beach by Florida Keys Luxury Rentals? ### What time is check-out at Pineapple Beach by Florida Keys Luxury Rentals? ### Where is Pineapple Beach by Florida Keys Luxury Rentals located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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