Title: Book the Best ADVENTURE Hotels in Port Pine Heights in 2025 | Expedia.ca [Flights to Big Pine Key](https://expedia.ca/Cheap-Flights-To-Big-Pine-Key.d7195.Travel-Guide-Flights)[Things to do in Big Pine Key](https://expedia.ca/Things-To-Do-In-Big-Pine-Key.d7195.Travel-Guide-Activities)[Port Pine Heights Car Rentals](https://expedia.ca/Car-Rentals-In-Port-Pine-Heights.d553248635976468998.Car-Rental-Guide)[Port Pine Heights Vacations](https://expedia.ca/Port-Pine-Heights.d553248635976468998.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in Port Pine Heights, FL from CA $444 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Port Pine Heights Hotels & Resorts for Couples Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976468998&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=553248635976468998&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976468998&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976468998&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Port Pine Heights Hotels & Resorts for Couples ![Pool](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/6e8a6b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/ec0614f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/10da66f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/88047f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with Pool and Dockage, just minutes to Key West Cudjoe Key 9.2/10 Wonderful (156) "Great location and very happy with our accommodations." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie B. CA $210 CA $444 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/b83fa837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/4b44c88c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/w4096h2519x0y0-7750867f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/18d84648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌴 TROPICAL RETREAT 🌴 RV in the Keys Big Pine Key 10/10 Exceptional (2) "Had a great time. The owner was very communicative through the whole process. Camper had everything thing we could have needed. We really enjoyed our stay and if we ever decide to go to the keys again, we will definitely book with Heather and her camper. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorie W. CA $188 CA $460 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Big-Pine-Key-Hotels-TROPICAL-RETREAT-RV-In-The-Keys.h111943308.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/3c8eff21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/w2500h1666x0y1-8de3e595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/e1bc9e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/5498fbd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Lobster Lodge - Venture Out #543 - Cudjoe Key Cudjoe Key 9.2/10 Wonderful (7) "A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Javier CA $265 CA $878 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109800000/109794900/109794896/4480719e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109800000/109794900/109794896/b38fa56b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109800000/109794900/109794896/94e8538a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/110000000/109800000/109794900/109794896/b5098a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reel Island Retreat #273 at Venture Out in the Florida Keys Cudjoe Key 9.6/10 Exceptional (7) "Very clean place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael T. CA $294 CA $915 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Summerland-Key-Hotels-Reel-Island-Retreat-273-At-Venture-Out-In-The-Florida-Keys.h109794896.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/113000000/112980000/112976000/112975923/81fafea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/113000000/112980000/112976000/112975923/6fd19ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112980000/112976000/112975923/w2499h1666x1y1-6358dbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/113000000/112980000/112976000/112975923/w2499h1666x1y1-164b9192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saltwater Serenity #392 - Ocean Views on Cudjoe Key Cudjoe Key 10/10 Exceptional (7) "'Amazing' is the best word I have to describe this vacation rental. Three of us stayed and the house was perfect. Clean, comfortable (the adjustable beds are GREAT), quiet, roomy and perfectly located. Amazing views as well! Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivory C. CA $294 CA $903 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Summerland-Key-Hotels-Saltwater-Serenity-392-Ocean-Views-On-Cudjoe-Key.h112975923.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943366/6e677530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943366/0d768abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943366/33eb7376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943366/45fc9285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴 Big Pine Key CA $188 CA $455 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Big-Pine-Key-Hotels-RV-IN-THE-KEYS-INSIDE-OUTSIDE-LIVING.h111943366.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/2a96627a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/w2499h1562x1y1-92d1fa50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/w2500h1666x0y1-fe00fd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/dd398ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mahi House #440 - 35' seawall Cudjoe Key 10/10 Exceptional (1) "The house was just right. Nice community. Quiet and peaceful. Just what we needed. The host was kind and responsive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily P. CA $294 CA $903 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Summerland-Key-Hotels-Mahi-House-440-35-Seawall.h113458491.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/c01d0a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/w2499h1666x1y1-5482a6a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/w2499h1666x1y1-6b986066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/c518e45b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Galleon Getaway #533- Oceanfront Community Cudjoe Key CA $206 CA $803 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Summerland-Key-Hotels-Galleon-Getaway-533-Oceanfront-Community.h118656049.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/114000000/113760000/113757500/113757452/3363c359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/114000000/113760000/113757500/113757452/735675d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113760000/113757500/113757452/b1007ce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113760000/113757500/113757452/30234589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marathon Oceanfront Suite | Balcony + 2 Luxe Baths Marathon 10/10 Exceptional (2) "Entering the property reminded me of that scene in crazy rich Asians when the girlfriend is driving up to the mansion for the first time… and the property reminded me of something like out of white lotus… without the drama. lol it was the nicest place if ever stayed and the service was beyond phenomenal. We did a fishing charter with captain Sara and two conchs which was awesome especially just being a 3 minute walk from our room. I hope we have the opportunity to stay at this facility again.... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stan M. CA $635 CA $823 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Marathon-Hotels-Marathon-Oceanfront-Suite-Balcony-2-Luxe-Baths.h113757452.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/73acf8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/22584e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/357cfc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/bea2cf35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Time #110 Ocean Views - Cudjoe Key Cudjoe Key 9.4/10 Exceptional (10) "Greta property, really enjoyed the water view and the bbq grill " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William B. CA $294 CA $903 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Summerland-Key-Hotels-Island-Time-110-Ocean-Views-Cudjoe-Key.h108496393.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19®ionId=553248635976468998&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Port Pine Heights Hotel Reviews ![Captain Pips Marina & Hideaway](//images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/8ef9dce3_y.jpg) ### Captain Pips Marina & Hideaway 10/10 Excellent "Remodeled room, kitchen and bathroom was so nice and cute! Loved the free kayak, paddle boarding and bike rentals. Friendly check-in staff too! " [](https://expedia.ca/Marathon-Hotels-Captain-Pips-Marina-Hideaway.h4734183.Hotel-Information) ![Tranquility Bay Beachfront Hotel and Resort](//images.trvl-media.com/lodging/1000000/120000/117100/117099/a50ca43c_y.jpg) ### Tranquility Bay Beachfront Hotel and Resort 10/10 Excellent "I am so grateful we choose tranquility bay for our stay. First time to Florida keys and Marathon. Beautiful kept resort. We stayed in the 200S room. The workers were so amazing and nice. They smiled and so polite. Made the stay very nice and felt welcomed. The resort was so well kept. All pools were Beautiful. We had a heated pool right out if our room. With gorgeous landscaping. The private beach was so cool. For us it was a amazing stay, and hope to be back. Thank you so much." [](https://expedia.ca/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information) ![Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton](//images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/e43f23ef_y.jpg) ### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton 10/10 Excellent "lovely property - disappointed that bottled water was offered in room for $5 when it costs less than $1 and is free at other hotels and why there is a charge for parking when it is plentiful " [](https://expedia.ca/Marathon-Hotels-Faro-Blanco-Resort-Yacht-Club.h1169583.Hotel-Information) ![Old Wooden Bridge Resort and Marina](//images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431_y.jpg) ### Old Wooden Bridge Resort and Marina 10/10 Excellent "Very nice " [](https://expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Courtyard by Marriott Faro Blanco Resort](//images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/962eab99_y.jpg) ### Courtyard by Marriott Faro Blanco Resort 10/10 Excellent "Stunning room, beautifully decorated and spotlessly clean. Super friendly staff, sparkling pools and breathtaking views. This is our new MUST STAY in Marathon - utterly beautiful resort." [](https://expedia.ca/Marathon-Hotels-Courtyard-By-Marriott-Marathon-Florida-Keys.h10554536.Hotel-Information) ![Parmer's Resort](//images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg) ### Parmer's Resort 10/10 Excellent "Excellent for relaxation " [](https://expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![The Hammocks at Marathon](//images.trvl-media.com/lodging/1000000/450000/448300/448273/374bb67d_y.jpg) ### The Hammocks at Marathon 10/10 Excellent "Always love visiting Marathon. Hotel was very nice…especially like our 1st floor room, close to the pool too." [](https://expedia.ca/Marathon-Hotels-The-Hammocks-At-Marathon.h448273.Hotel-Information) ![Looe Key Reef Resort](//images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01_y.jpg) ### Looe Key Reef Resort 8/10 Good "We enjoyed our three night stay. We dived Looe Key reef every day through their dive shop. Safe shallow diving with excellent storage, easy access and excellent staff. Left the afternoon/evening open to relax or go into town. About 50 minutes from Key West. Recommend car rental for your stay" [](https://expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![Sugar Loaf Lodge](//images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e_y.jpg) ### Sugar Loaf Lodge 10/10 Excellent "This was an excellent value for the price - the room was spacious and clean, the property was quiet. There was a beautiful view with a balcony. I could not have been happier with my experience!" 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[Hotels with smoking rooms in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Hotels-With-Smoking-Rooms.0-0-d553248635074842070-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-LGBT-Friendly-Hotel.0-0-d553248635074842070-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Mountain-Hotels.0-0-d553248635074842070-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Oceanfront-Hotels.0-0-d553248635074842070-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Spa-Hotel.0-0-d553248635074842070-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Waterpark-Hotels.0-0-d553248635074842070-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Wedding-Hotels.0-0-d553248635074842070-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Key Largo](https://www.expedia.ca/Key-Largo-Hotels-Hotels-With-Balconies.0-0-d8369-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Key Largo](https://www.expedia.ca/Key-Largo-Hotels-Hotels-With-Bar.0-0-d8369-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Key Largo](https://www.expedia.ca/Key-Largo-Hotels-Hotels-With-Childcare.0-0-d8369-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Key Largo](https://www.expedia.ca/Key-Largo-Hotels-Hotels-With-Hot-Tubs.0-0-d8369-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Key Largo](https://www.expedia.ca/Key-Largo-Hotels-Waterpark-Hotels.0-0-d8369-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Business Hotels in Key West Historic District](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Business-Hotel.0-n6281809-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Key West Historic District](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Green-Sustainable.0-n6281809-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - 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