Title: Pineapple Beach by Florida Keys Luxury Rentals Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Pineapple Beach by Florida Keys Luxury Rentals Beachfront holiday home for sun and fun ## Photo gallery for Pineapple Beach by Florida Keys Luxury Rentals ![House, 5 Bedrooms | Property grounds - Pineapple Beach by Florida Keys Luxury Rentals (Islamorada)](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/9cd307d9.jpg?impolicy=resizecrop&rw=598&ra=fit) ![House, 5 Bedrooms | Private kitchen - Pineapple Beach by Florida Keys Luxury Rentals (Islamorada)](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/4bb0823d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, 5 Bedrooms | Balcony - Pineapple Beach by Florida Keys Luxury Rentals (Islamorada)](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/c5120887.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, 5 Bedrooms | Exterior - Pineapple Beach by Florida Keys Luxury Rentals (Islamorada)](https://images.trvl-media.com/lodging/73000000/72290000/72284400/72284313/17e25e00.jpg?impolicy=resizecrop&rw=297&ra=fit) ![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=297&ra=fit) - Overview - Location - Amenities - Policies Pineapple Beach by Florida Keys Luxury Rentals provides everything that you need. Guests can connect to free WiFi in public areas. ### Entire home 5 bedrooms4 bathroomsSleeps 12 ## Popular amenities - Parking included - Free Wi-Fi - 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 holiday home for sun and fun This smoke-free holiday home features a private beach, free self-parking and free Wi-Fi in public areas. Other amenities include multilingual staff assistance. The holiday home offers towels provided. Recreational amenities at the holiday home include a private beach. ## Property amenities ### Beach - On a private sandy beach ### Parking and transport - Free self parking on site - Limited on-site self parking ### Bedrooms - 5 bedrooms ### Bathroom - 4 bathrooms - Towels provided ### Pets - No pets allowed ### Suitability/Accessibility - No lift - Smoke-free property ### 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 ![On the beach, sun-loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33490000/33483000/33482942/72091630.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private Beachfront Paradise Matecumbe - Ocean view - Pool - Kitchen - Washing machine 9.6 Exceptional 79 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=33482942&PinnedHotelID=33482942&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/83000000/82820000/82812900/82812846/1efa6e04.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Island Time Starts Here: Cozy Ground Floor Suite in Islamorada Matecumbe - Pool - Kitchen - Washing machine - Dryer 8.0 Very good 2 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=82812846&PinnedHotelID=82812846&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/35000000/34560000/34553800/34553718/823dc874.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Deep Water Canalfront Home W / Boat Ramp Matecumbe - Ocean view - Kitchen - Washing machine - Dryer 9.0 Wonderful 14 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=34553718&PinnedHotelID=34553718&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34009600/34009513/0845d75b.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 - Washing machine 10 Exceptional 97 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=34009513&PinnedHotelID=34009513&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34120000/34112400/34112304/27982ff2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful 2/2 Florida keys home rental Matecumbe - Pool - Kitchen - Washing machine - Dryer [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=34112304&PinnedHotelID=34112304&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.co.uk/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=49208539&PinnedHotelID=49208539&HadPinnedHotel=true®ionId=-1&adults=2) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121680000/121678700/121678601/bb14ff3c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Islamorada Sanctuary - Canal Front & Private Beach Access Matecumbe - Washing machine - Dryer - Air-conditioning - Parking available 10 Exceptional 1 review [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=121678601&PinnedHotelID=121678601&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 - Washing machine - Dryer 9.2 Wonderful 18 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=72570002&PinnedHotelID=72570002&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/38000000/37790000/37788300/37788289/df549c42.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 - Washing machine - Dryer 10 Exceptional 61 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=37788289&PinnedHotelID=37788289&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=72284313&PinnedHotelID=72284313&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=72284313,33482942,82812846,34553718,34009513) ## 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 ### Payment types at the property ## Important information ### You need to know This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### We should mention This property does not have any lifts ### Property is also known as Pineapple Beach by Florida Keys Luxury Rentals Islamorada ## About the area Located in Islamorada, this holiday home is on a private beach. Florida Keys Dive Center and Mangrove Marina are worth checking out if an activity is on the agenda, while those looking for area attractions can visit John Pennekamp Coral Reef State Park and Jacob's Aquatic Center. [Visit our Islamorada travel guide](https://www.expedia.co.uk/Islamorada.dx10768) [View more Holiday homes in Islamorada](https://www.expedia.co.uk/Islamorada-Private-Holiday-Homes.d10768-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![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 - ![Founders Park showing modern architecture, a garden and theatre scenes](https://images.trvl-media.com/place/6277602/5d27121a-41d9-4db0-85d1-e5cec763c9fa.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Founders Park 2 min drive \- 1.5 miles - ![Windley Key Fossil Reef Geological State Park](https://images.trvl-media.com/place/6282211/ed3332c4-29fb-4888-82e1-e9156b9b3ef7.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Windley Key Fossil Reef Geological State Park 7 min drive \- 4.5 miles - ![Theater of the Sea which includes a fountain and signage](https://images.trvl-media.com/place/6069249/f2ddaf2d-1bee-4677-b974-9de13893f618.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Theater of the Sea 7 min drive \- 4.8 miles - ![Islamorada_BudnMarysDiveCenter_6069243-0004](https://images.trvl-media.com/place/6069243/da13ffdf-ddd2-4c35-bedc-c5b570b047e9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Bud n' Mary's Dive Center 15 min drive \- 10.7 miles - Old Road Gallery 15 min walk \- 0.8 miles ### Getting around - Miami International Airport (MIA) 87 min drive ### Restaurants - McDonald's 6 min drive - Circle K 8 min drive - Dillon's Pub & Grill 6 min drive - Dairy Queen 7 min drive - Hog Heaven 6 min drive ## Frequently asked questions ### Is Pineapple Beach by Florida Keys Luxury Rentals pet-friendly? ### How much is parking at Pineapple Beach by Florida Keys Luxury Rentals? ### 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. Ask a question ## Pineapple Beach by Florida Keys Luxury Rentals Reviews ---