Title: Big Pine Key Vacation Home Rentals from CA $678: Search Top Private Vacation Homes for Rent | Expedia.ca [Big Pine Key Travel Guide](https://expedia.ca/Big-Pine-Key.dx7195)[Hotels in Big Pine Key](https://expedia.ca/Big-Pine-Key-Hotels.d7195.Travel-Guide-Hotels)[Vacation Rentals in Big Pine Key](https://expedia.ca/Big-Pine-Key-Vacation-Rentals.d7195.Travel-Guide-VacationRentals)[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)[Big Pine Key Car Rentals](https://expedia.ca/Car-Rentals-In-Big-Pine-Key.d7195.Car-Rental-Guide)[Big Pine Key Vacation Packages](https://expedia.ca/Big-Pine-Key.d7195.Destination-Travel-Guides) ![Bahia Honda State Park showing general coastal views, a bridge and a beach](https://images.trvl-media.com/place/7195/5947ed8f-07bf-40de-9b8f-70a7b9a8077a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/7195/5947ed8f-07bf-40de-9b8f-70a7b9a8077a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 prices for these dates In two weeks [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=7195&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=7195&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=7195&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=7195&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Big Pine Key vacation homes ![Interior](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/810dd5f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/2880840b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/0999e99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/89cf73ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sands [](https://www.expedia.ca/Big-Pine-Key-Hotels-Charming-3-Bedroom-House-In-Big-Pine-Key-Near-Beach-And-Key-West.h116666823.Hotel-Information) 8.8/10 Excellent (6 reviews) "The house was not thoroughly cleaned. The cabinets and under the place mats were dirty. When we opened the pack and play it had an orange substance caked all over inside. We tried to watch tv and remote had no batteries, we tried the second remote and that didn’t work either. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather H. CA $404 CA $947 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Charming-3-Bedroom-House-In-Big-Pine-Key-Near-Beach-And-Key-West.h116666823.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/60000000/59910000/59900400/59900375/de336606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/60000000/59910000/59900400/59900375/f9feb3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59910000/59900400/59900375/e7d67cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/60000000/59910000/59900400/59900375/d236b1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Coral Lagoon [](https://www.expedia.ca/Marathon-Hotels-Tropical-Paradise-At-1-Rated-Resort-In-Marathon-Coral-Lagoon-With-Boat-Slip.h59900375.Hotel-Information) 10/10 Exceptional (272 reviews) "Excellent stay for a family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra P. CA $608 CA $1,202 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Marathon-Hotels-Tropical-Paradise-At-1-Rated-Resort-In-Marathon-Coral-Lagoon-With-Boat-Slip.h59900375.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120200000/120190200/120190116/w1290h872x0y712-d904f2f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120200000/120190200/120190116/w1290h867x0y717-942cdc6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/121000000/120200000/120190200/120190116/w1290h863x0y712-1fe919da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120200000/120190200/120190116/w1290h872x0y712-09ccb6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Marathon [](https://www.expedia.ca/Marathon-Hotels-Charming-2-Bedroom-House-In-Marathon-With-Pool.h120190116.Hotel-Information) 8.0/10 Very good (2 reviews) "Great Home & Location & Enjoyable Stay! Thanks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James J. CA $499 CA $1,152 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Marathon-Hotels-Charming-2-Bedroom-House-In-Marathon-With-Pool.h120190116.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/37000000/36320000/36314000/36313957/3f6d6367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/37000000/36320000/36314000/36313957/5798397e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36320000/36314000/36313957/b3457393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/37000000/36320000/36314000/36313957/685d589e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Marathon [](https://www.expedia.ca/Marathon-Hotels-Escape-To-Marathon-In-Large-4BR-3BA-Canal-Front-Home-Sleep-10-With-Heated-Pool.h36313957.Hotel-Information) 9.6/10 Exceptional (94 reviews) "Had a wonderful time. Great location, private pool and everything you could think of. This trip it was just the two of us. This would be a great place for a family. 100% would come back and would recommend spending your vacation here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa L. CA $675 CA $1,354 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Marathon-Hotels-Escape-To-Marathon-In-Large-4BR-3BA-Canal-Front-Home-Sleep-10-With-Heated-Pool.h36313957.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/6bfc69e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/5f412538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/080e8cfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/1020b125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Cudjoe-Key-Hotels-Ocean-Paradise-AT-Venture-OUT-4-Bikes-2-2-Person-Kayaks.h44556643.Hotel-Information) 9.8/10 Exceptional (85 reviews) "The rental was super clean and beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) christopher v. CA $271 CA $678 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Ocean-Paradise-AT-Venture-OUT-4-Bikes-2-2-Person-Kayaks.h44556643.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/8bf693c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/09f11ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/35103395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/d1732c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Planktons-Palace-Cozy-2BR-Getaway-In-Oceanfront-Resort-Community-With-Patio-Island-Vibes.h116667062.Hotel-Information) 10/10 Exceptional (1 review) "Excellent location - clean, quiet, well-kept community. Boat launch was key for us. Pool and beach looked very nice, but we didn't use. The unit is as described and has a nice patio out back that we used every day." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl V. CA $286 CA $845 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Summerland-Key-Hotels-Planktons-Palace-Cozy-2BR-Getaway-In-Oceanfront-Resort-Community-With-Patio-Island-Vibes.h116667062.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/08f26cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/75d37db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/a9f31955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/6db1494c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Updated-2BR2BA-Venture-Out-Home-W-Pool-Access.h120816897.Hotel-Information) 8.0/10 Very good (1 review) " Great 2 bedroom home in a lovely vacation community . We enjoyed the 2 recliners to relax after a full day of exploring as well as in the morning with our coffee. The screened in patio was a nice perk as well . At check in , a calendar of events was provided and the staff were friendly and helpful. FYI : We enjoyed a gorgeous sunrise right by the beach near the pool ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jim b. CA $342 CA $918 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Summerland-Key-Hotels-Updated-2BR2BA-Venture-Out-Home-W-Pool-Access.h120816897.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/a01f4162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/e29d300c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/99097ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/67b94030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information) 9.4/10 Exceptional (8 reviews) "Close to Key West. Would stay there again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) elisa b. CA $272 CA $822 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/d56a9a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LED TV, DVD player, table tennis, books](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/787fb31a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/d57de0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/9c267ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.Hotel-Information) 9.4/10 Exceptional (104 reviews) "Janet was great; quick to respond and very kind. Also the kayaks were fun and the beds were super comfy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren D. CA $340 CA $769 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408135/9627a6b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408135/eff8416f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408135/f4fe44d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408135/4384cc83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Fun-In-The-Sun-In-Cudjoe-Key-51.h106408135.Hotel-Information) 8.6/10 Excellent (9 reviews) "This was a beautiful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie A. CA $314 CA $944 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Summerland-Key-Hotels-Fun-In-The-Sun-In-Cudjoe-Key-51.h106408135.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/6e3c9448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/w1284h2247x0y0-fe8bc1e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/w1282h837x1y0-05f17a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/86d1247e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Cudjoe-Key-Hotels-Oceanview-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h70541336.Hotel-Information) 7.8/10 Good (14 reviews) "Good experience. The property is well place and the Venture is really nice and quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Primeau J. CA $338 CA $702 total includes taxes & fees Mar 7 - Mar 8 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Oceanview-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h70541336.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/4c3dc49f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/393a2acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/a935335c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/c8d44015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-2BR2BA-35-Seawall-For-32-Boat-Beautiful-Sunrises-On-Cudjoe-Key.h120862073.Hotel-Information) 10/10 Exceptional (1 review) "Very clean! Good location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) January M. CA $465 CA $1,075 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-2BR2BA-35-Seawall-For-32-Boat-Beautiful-Sunrises-On-Cudjoe-Key.h120862073.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/37ba1c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/25a85f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/a6150bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90020000/90010100/90010009/00d34243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Cudjoe-Key-Hotels-Spanish-Queen-Venture-Out.h90010009.Hotel-Information) 9.4/10 Exceptional (19 reviews) "This is our third time staying here. It is a great property and works perfectly for a three-person family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly G. CA $477 CA $923 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Spanish-Queen-Venture-Out.h90010009.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/118000000/117680000/117678200/117678152/50d75af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117680000/117678200/117678152/bb5499e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/118000000/117680000/117678200/117678152/b7dc0f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117680000/117678200/117678152/b22a7d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Charming-2-Bedroom-House-With-WiFi.h117678152.Hotel-Information) 10/10 Exceptional (3 reviews) "Absolutely love it here… Randy is great to work with and always available. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannine R. CA $374 CA $700 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Summerland-Key-Hotels-Charming-2-Bedroom-House-With-WiFi.h117678152.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/90000000/89090000/89085000/89084949/beabdb4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89090000/89085000/89084949/55a25975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89090000/89085000/89084949/w2500h1666x0y1-6df08e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89090000/89085000/89084949/27011986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Relax-At-Keys-Time-2BR-Waterfront-Rental-W-Kayaks.h89084949.Hotel-Information) 9.2/10 Wonderful (29 reviews) "Close to Key West and lots of great boating" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Simon S. CA $358 CA $931 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Summerland-Key-Hotels-Relax-At-Keys-Time-2BR-Waterfront-Rental-W-Kayaks.h89084949.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1917h1435x0y0-13878f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/ac960d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1916h1147x0y0-2466c03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1917h1268x0y0-ddb8f2af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.Hotel-Information) 9.0/10 Wonderful (160 reviews) "Great location , clear communications and listing accuracy. Will be coming back again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kirk D. CA $477 CA $952 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b25eb073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b653e8ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/df6d7013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/e93bd5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cutthroat Harbor Estates [](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.Hotel-Information) 8.4/10 Very good (123 reviews) "Great experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peyton S. CA $443 CA $908 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/124000000/123230000/123228800/123228788/64bb49ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123230000/123228800/123228788/2fb28220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/124000000/123230000/123228800/123228788/84ed301b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123230000/123228800/123228788/ac295bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-Getaway-With-23-Seawall.h123228788.Hotel-Information) 8.0/10 Very good (1 review) CA $358 CA $939 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-Getaway-With-23-Seawall.h123228788.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/ccc6991c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/2903bcd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/61ab05a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/5c8f33a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Summerland Key [](https://www.expedia.ca/Summerland-Key-Hotels-Acreage-Beach-House-W-Pool-Billiards.h38413504.Hotel-Information) 8.8/10 Excellent (66 reviews) "If you are looking to see spectacular sunrises in the Keys, this location is great. Kitchen is well stocked with everything you need. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paula D. CA $953 CA $2,114 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Summerland-Key-Hotels-Acreage-Beach-House-W-Pool-Billiards.h38413504.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111630000/111623800/111623710/b18e92fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111630000/111623800/111623710/70e51e73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111630000/111623800/111623710/5597a05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111630000/111623800/111623710/5f380157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Ocean-Vue-In-Cudjoe-Key.h111623710.Hotel-Information) 10/10 Exceptional (3 reviews) "The place was great. The location was excellent. The view was amazing. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rob M. CA $353 CA $993 total includes taxes & fees Mar 13 - Mar 14 [](https://www.expedia.ca/Summerland-Key-Hotels-Ocean-Vue-In-Cudjoe-Key.h111623710.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=2026-03-16&endDate=2026-03-17®ionId=7195&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_7195) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America®ionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America®ionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APART_HOTEL) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America®ionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America®ionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VILLA) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America®ionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America®ionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CONDO) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America®ionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Big+Pine+Key%2C+Florida%2C+United+States+of+America®ionId=7195&latLong=24.669865%2C-81.353966&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CABIN) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FBig-Pine-Key-Private-Vacation-Homes.d7195-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBig-Pine-Key-Private-Vacation-Homes.d7195-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Big Pine Key Hotel Reviews ![Kingsail Resort](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/96bf2fd2_y.jpg) ### Kingsail Resort 10/10 Excellent "Very good " [](https://expedia.ca/Marathon-Hotels-Kingsail-Resort.h1775568.Hotel-Information) ![Banana Bay Resort & Marina](https://images.trvl-media.com/lodging/1000000/930000/921900/921804/4b412739_y.jpg) ### Banana Bay Resort & Marina 10/10 Excellent "We had a great experience at Banana Bay! The room was beautiful and clean, and we had a balcony, which was so great. The pool was large and great to swim in. Banana Bay is also very centrally located in Marathon, so it was easy and convenient to get around (including to Sombrero Beach, which is a quick 10 min bike ride or 3 minute car ride away). Concierge and staff were all so polite. All in all, a great experience!" [](https://expedia.ca/Marathon-Hotels-Banana-Bay-Resort-Marina.h921804.Hotel-Information) ![Isla Bella Beach Resort & Spa](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/f6566b0f_y.jpg) ### Isla Bella Beach Resort & Spa 10/10 Excellent "Front desk staff and wait staff were great! We stayed on our way to key west and on the way back we decided to stay again. In fact as we were getting ready to leave, we couldn’t think of a reason not to stay just one more night. So we ended up staying there three nights of our five night trip. The pools were great. There was live music at the outdoor bar. The view is beautiful! Definitely will stay there again." [](https://expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) ![Looe Key Reef Resort](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01_y.jpg) ### Looe Key Reef Resort 10/10 Excellent "Clean, very hospitable, will return." [](https://expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/854776a0_y.jpg) ### Tranquility Bay Beachfront Hotel and Resort 10/10 Excellent "Yes, the villa was spotless and the staff were very accommodating. Th fully equipped kitchen was much appreciated as were the outdoor amenities. " [](https://expedia.ca/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information) ![Fairfield Inn & Suites by Marriott Marathon Florida Keys](https://images.trvl-media.com/lodging/1000000/20000/19900/19823/b7875c57_y.jpg) ### Fairfield Inn & Suites by Marriott Marathon Florida Keys 10/10 Excellent "Clean room. Wonderful breakfast." [](https://expedia.ca/Marathon-Hotels-Fairfield-Inn-Suites-By-Marriott-Marathon-Florida-Keys.h19823.Hotel-Information) ![Parmer's Resort](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg) ### Parmer's Resort 10/10 Excellent "What a wonderful place to stay. Very beautiful and tranquil. If you are looking for things to do, it is there. Everyone there was extremely helpful and was quick to go out of their way to make sure your stay was enjoyable. " [](https://expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![Captain Pips Marina & Hideaway](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/8ef9dce3_y.jpg) ### Captain Pips Marina & Hideaway 10/10 Excellent "All of that + great location for phishing" [](https://expedia.ca/Marathon-Hotels-Captain-Pips-Marina-Hideaway.h4734183.Hotel-Information) ![Old Wooden Bridge Resort and Marina](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431_y.jpg) ### Old Wooden Bridge Resort and Marina 10/10 Excellent "Clean cozy room. Very friendly staff. Excellent location. I will book again." [](https://expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ## Find out more about Big Pine Key ## Big Pine Key Vacation Homes information | Number of reviews | 726 | | ----------------- | ------------------- | | Accommodation | 1760 Vacation Homes | | Lowest Price | CA $678 | | Highest Price | CA $2,114 | ## Explore a world of travel with Expedia - Lodging - Packages - Cars - Vacation Rental - More ways to book - [1 Star Hotels in Eden Pines ](https://www.expedia.ca/1Star-Eden-Pines-Big-Pine-Key-Hotels.s10-n553248635976471710-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Atlantis Estates ](https://www.expedia.ca/Atlantis-Estates-Big-Pine-Key-Hotels-All-Inclusive-Hotel.0-n553248635976480034-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Atlantis Estates ](https://www.expedia.ca/Atlantis-Estates-Big-Pine-Key-Hotels-Cheap-Hotels.0-n553248635976480034-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Atlantis Estates ](https://www.expedia.ca/Atlantis-Estates-Big-Pine-Key-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976480034-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - 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