Title: Ramrod Key Vacation Home Rentals from CA $748: Search Top Private Vacation Homes for Rent | Expedia.ca [Ramrod Key Travel Guide](https://expedia.ca/Ramrod-Key.dx6156102)[Hotels in Ramrod Key](https://expedia.ca/Ramrod-Key-Hotels.d6156102.Travel-Guide-Hotels)[Vacation Rentals in Ramrod Key](https://expedia.ca/Ramrod-Key-Vacation-Rentals.d6156102.Travel-Guide-VacationRentals)[Flights to Ramrod Key](https://expedia.ca/Cheap-Flights-To-Ramrod-Key.d6156102.Travel-Guide-Flights)[Things to do in Ramrod Key](https://expedia.ca/Things-To-Do-In-Ramrod-Key.d6156102.Travel-Guide-Activities)[Ramrod Key Car Rentals](https://expedia.ca/Car-Rentals-In-Ramrod-Key.d6156102.Car-Rental-Guide)[Ramrod Key Vacation Packages](https://expedia.ca/Ramrod-Key.d6156102.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.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 [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6156102&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6156102&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6156102&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6156102&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Ramrod 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) ![Interior](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/89cf73ff.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) ### Charming 3-bedroom house in Big Pine Key near Beach and Key West [](https://www.expedia.ca/Big-Pine-Key-Hotels-Charming-3-Bedroom-House-In-Big-Pine-Key-Near-Beach-And-Key-West.h116666823.Hotel-Information) Sands 8.8/10 Excellent (3 reviews) "Great property, surrounded by key deer and wild roosters. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott B. CA $302 CA $839 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Charming-3-Bedroom-House-In-Big-Pine-Key-Near-Beach-And-Key-West.h116666823.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) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/67b94030.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) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/e29d300c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Lobster Lodge - Venture Out #543 - Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information) Cudjoe Key 9.2/10 Wonderful (7 reviews) "Close to Key West. Would stay there again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) elisa b. CA $277 CA $837 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/35000000/34330000/34324000/34323967/504ad77a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/35000000/34330000/34324000/34323967/bfb5dd99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34324000/34323967/60a3d49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34330000/34324000/34323967/463cda70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax by Florida Keys Beaches, just a 7-min drive away [](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Fresh-Cozy-2-Bedroom-35seawall.h34323967.Hotel-Information) Cudjoe Key 9.8/10 Exceptional (198 reviews) "Will definitely stay here again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeannine R. CA $281 CA $793 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Fresh-Cozy-2-Bedroom-35seawall.h34323967.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) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/d1732c67.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) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/627e8283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access [](https://www.expedia.ca/Summerland-Key-Hotels-Planktons-Palace-Cozy-2BR-Getaway-In-Oceanfront-Resort-Community-With-Patio-Island-Vibes.h116667062.Hotel-Information) Cudjoe Key CA $292 CA $860 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Summerland-Key-Hotels-Planktons-Palace-Cozy-2BR-Getaway-In-Oceanfront-Resort-Community-With-Patio-Island-Vibes.h116667062.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/9e0e4056.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) ![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) ### SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS [](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.Hotel-Information) Cudjoe Key 9.4/10 Exceptional (101 reviews) "Great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Davian k. CA $415 CA $865 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.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) ![Interior](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/w1282h837x1y0-05f17a6f.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) ![Beach towels](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/86d1247e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds! [](https://www.expedia.ca/Cudjoe-Key-Hotels-Oceanview-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h70541336.Hotel-Information) Cudjoe Key 7.6/10 Good (13 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 $382 CA $748 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Oceanview-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h70541336.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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33490000/33483800/33483790/w1917h1148x0y0-e3e5de04.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) ![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) ### Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West [](https://www.expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.Hotel-Information) Cudjoe Key 8.8/10 Excellent (157 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 $375 CA $820 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Atlantic-Side-Dockage-Pool-And-20-Miles-From-Key-West.h33483790.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/45000000/44560000/44556700/44556643/080e8cfe.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) ![Marina](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/7f597dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SAVE BIG $$ JANUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS! [](https://www.expedia.ca/Cudjoe-Key-Hotels-Ocean-Paradise-AT-Venture-OUT-4-Bikes-2-2-Person-Kayaks.h44556643.Hotel-Information) Cudjoe Key 9.8/10 Exceptional (82 reviews) "The place is clean and convenient for anyone wanting to spend time on the water in the keys" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ubaldo G. CA $415 CA $866 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Ocean-Paradise-AT-Venture-OUT-4-Bikes-2-2-Person-Kayaks.h44556643.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/12b8b185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/367a13e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/00933dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/17f79918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southern Exposure in Cudjoe Key #49 [](https://www.expedia.ca/Summerland-Key-Hotels-Southern-Exposure-In-Cudjoe-Key-49.h106408131.Hotel-Information) Cudjoe Key 7.6/10 Good (4 reviews) "The house is nice and sitting on the balcony feels like you're floating. It was a nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen G. CA $335 CA $945 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Summerland-Key-Hotels-Southern-Exposure-In-Cudjoe-Key-49.h106408131.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/c3050189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/30086228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/6fdc38c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34010000/34007900/34007879/dc4f2745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cudjoe Cottages, swimming pool, just 20 miles from Key West [](https://www.expedia.ca/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.Hotel-Information) Cudjoe Key 8.8/10 Excellent (150 reviews) "Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) bryan c. CA $451 CA $913 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Summerland-Key-Hotels-Cudjoe-Cottages.h34007879.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) ![Exterior](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/61ab05a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/586730d3.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) ### One of the very few beach houses with a daily, rental license in the Keys. [](https://www.expedia.ca/Summerland-Key-Hotels-Acreage-Beach-House-W-Pool-Billiards.h38413504.Hotel-Information) Summerland Key 8.8/10 Excellent (65 reviews) "Excellent secluded location but near everything Thanks!!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary D. CA $624 CA $1,641 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Summerland-Key-Hotels-Acreage-Beach-House-W-Pool-Billiards.h38413504.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116810000/116800200/116800175/eacdb869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116810000/116800200/116800175/w2499h1666x1y1-11741275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/117000000/116810000/116800200/116800175/w2500h1666x0y1-ee87ad68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/117000000/116810000/116800200/116800175/a2e7cac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly [](https://www.expedia.ca/Summerland-Key-Hotels-Oceanfront-2BR-In-Venture-Out-35-Dock.h116800175.Hotel-Information) Cudjoe Key 10/10 Exceptional (4 reviews) "Beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa P. CA $729 CA $1,417 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Summerland-Key-Hotels-Oceanfront-2BR-In-Venture-Out-35-Dock.h116800175.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408147/89820818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408147/07569964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408147/4c30df1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408147/c5a1cb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 135 Waterfront Property, Boat Dock, Heated Pool, Ocean Views [](https://www.expedia.ca/Summerland-Key-Hotels-Tropical-Tides-In-Cudjoe-Key-135.h106408147.Hotel-Information) Cudjoe Key 10/10 Exceptional (5 reviews) "Our house was beautiful and right on the water! Great sunrises and beautiful views! Fully equipped with everything you need or want! This home is the best VRBO we have rented! Would love to come back!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Loretta F. CA $319 CA $961 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Summerland-Key-Hotels-Tropical-Tides-In-Cudjoe-Key-135.h106408147.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) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/6db1494c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/5fa1ecc4.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) ### Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West [](https://www.expedia.ca/Summerland-Key-Hotels-Updated-2BR2BA-Venture-Out-Home-W-Pool-Access.h120816897.Hotel-Information) Cudjoe Key CA $354 CA $930 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Summerland-Key-Hotels-Updated-2BR2BA-Venture-Out-Home-W-Pool-Access.h120816897.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/49000000/48330000/48322700/48322610/b468beff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48330000/48322700/48322610/5c9e6fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48330000/48322700/48322610/cf6c657d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/49000000/48330000/48322700/48322610/a5cb9a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fishermen's Paradise | Pool, dock, gorgeous home [](https://www.expedia.ca/Big-Pine-Key-Hotels-Fishermens-Paradise-3-Bed.h48322610.Hotel-Information) Big Pine Key 9.8/10 Exceptional (25 reviews) "this home slept 6 adults and 2 children more than comfortable. Would highly recommend! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) karin p. CA $1,571 CA $1,972 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Fishermens-Paradise-3-Bed.h48322610.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/0c89d58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/3835dc3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b25eb073.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) ### Just 20 miles from Key West! Oceanfront, dockage, swimming pool [](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.Hotel-Information) Cutthroat Harbor Estates 8.4/10 Very good (120 reviews) "Great experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peyton S. CA $417 CA $877 total includes taxes & fees Jan 18 - Jan 19 [](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) ### Waterfront Getaway with 23' Seawall, Boat Access, Outdoor Dining & Cozy Interiors [](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-Getaway-With-23-Seawall.h123228788.Hotel-Information) Cudjoe Key CA $365 CA $924 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-Getaway-With-23-Seawall.h123228788.Hotel-Information) ![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/3d9bbd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/w3000h1968x0y0-d4c36356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/e1353328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/f9199920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Starlight Serenity - Hideaway w Stunning Views [](https://www.expedia.ca/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information) Summerland Key CA $503 CA $1,056 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109800000/109794900/109794896/3e905f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/110000000/109800000/109794900/109794896/2c998f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109800000/109794900/109794896/1e949ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109800000/109794900/109794896/6ea5f149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reel Island Retreat #273 at Venture Out in the Florida Keys [](https://www.expedia.ca/Summerland-Key-Hotels-Reel-Island-Retreat-273-At-Venture-Out-In-The-Florida-Keys.h109794896.Hotel-Information) Cudjoe Key 9.6/10 Exceptional (7 reviews) "We really enjoyed our stay here. We really loved sitting on the back porch by the water and the closeness to the community pool and courts. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsay C. CA $437 CA $1,034 total includes taxes & fees Feb 5 - Feb 6 [](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/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) ### Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key [](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-2BR2BA-35-Seawall-For-32-Boat-Beautiful-Sunrises-On-Cudjoe-Key.h120862073.Hotel-Information) Cudjoe Key 10/10 Exceptional (1 review) "Very clean! Good location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) January M. CA $474 CA $1,094 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-2BR2BA-35-Seawall-For-32-Boat-Beautiful-Sunrises-On-Cudjoe-Key.h120862073.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=2026-01-29&endDate=2026-01-30®ionId=6156102&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Ramrod+Key%2C+Florida%2C+United+States+of+America®ionId=6156102&latLong=24.661255%2C-81.413971&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Ramrod+Key%2C+Florida%2C+United+States+of+America®ionId=6156102&latLong=24.661255%2C-81.413971&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=APART_HOTEL) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Ramrod+Key%2C+Florida%2C+United+States+of+America®ionId=6156102&latLong=24.661255%2C-81.413971&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Ramrod+Key%2C+Florida%2C+United+States+of+America®ionId=6156102&latLong=24.661255%2C-81.413971&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=CABIN) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Ramrod+Key%2C+Florida%2C+United+States+of+America®ionId=6156102&latLong=24.661255%2C-81.413971&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Ramrod+Key%2C+Florida%2C+United+States+of+America®ionId=6156102&latLong=24.661255%2C-81.413971&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=VILLA) ![](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%2FRamrod-Key-Private-Vacation-Homes.d6156102-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRamrod-Key-Private-Vacation-Homes.d6156102-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Ramrod Key Hotel Reviews ![Sugarloaf Key Hotel at KOA Resort](https://images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/3a7e709a_y.jpg) ### Sugarloaf Key Hotel at KOA Resort 10/10 Excellent "Clean and up to date" [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information) ![Isla Bella Beach Resort & Spa](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/f4f56036_y.jpg) ### Isla Bella Beach Resort & Spa 10/10 Excellent "The room was amazing.... Mahina was 5\* dining The beach unfortunately do not plan to swim there or snorkel which is #1 for me personally to free swim and snorkel... The pools amazing.. Thr attention to detail and placment of amenities excellent except if you are in last building where volleyball is.. We dont eat sushi but it is not a restaurant, its just served on the beqch.. the marketplacd was a little too far of a walk next to the marina... bring your own coffee... the activities and games and daily texts were very informative... the burger bar food was excellent and large portions, except if you wanted a frozen cocktail.. they were not very good unfortunately if they were we would have stayed at main pool longer and they would have made more $$. The bar on beach was in a good location, but we didnt eat there, it closed early and wasnt many people there. even though the menu looked amazing... the bags, ping pong, life size games were cool.. the putting green was small and by marketplace... never seen anyone there.... need to have more tropical music playing at pools and around . The check in was fantastic and complimentary apple cider or champagne was a great touch.. Overall this place was amazing!! Would like yo see the beach dregged and able to swim.. " [](https://expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) ![Knight's Key Suites](https://images.trvl-media.com/lodging/14000000/13210000/13209500/13209442/5fa8d60e_y.jpg) ### Knight's Key Suites 10/10 Excellent "It’s was more of a studio apartment but I loved it! Everything was great. And I like how I was able to pull in and go straight to my room " [](https://expedia.ca/Marathon-Hotels-Captain-Pips-At-Knights-Key-Inn.h13209442.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 "Staff was friendly. Room was clean. Furniture a little worn but bed comfortable and clean linens " [](https://expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![Sugar Loaf Lodge](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e_y.jpg) ### Sugar Loaf Lodge 10/10 Excellent "Great staff and great location!" [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![Parmer's Resort](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg) ### Parmer's Resort 10/10 Excellent "Excellent" [](https://expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.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 room and it is a boat house. I love it" [](https://expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Barnacle Resort](https://images.trvl-media.com/lodging/91000000/90990000/90989500/90989471/048a25f3_y.jpg) ### Barnacle Resort 10/10 Excellent "I booked on the day of arriving (weekday) within a hour I had all the information needed for entry. Rooms were clean. BBQ grill, cooking utensils, kayaks, rowboat and bicycles are there to enjoy. Property is on a private road so there is very little traffic and noise was non-existent. The lady on property was so sweet and made my stay that much more enjoyable. If you enjoy being outside, you will see deer, they are everywhere and will walk up to you. Nature at its finest, so pleasant. Sign on property says feeding or touching deer is unlawful and can be fined or even jailed. I seen several enjoying baby carrots 🤔 " [](https://expedia.ca/Big-Pine-Key-Hotels-Barnacle-Bed-And-Breakfast.h90989471.Hotel-Information) ![Sunshine Key RV Resort & Marina](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/edd108d5_y.jpg) ### Sunshine Key RV Resort & Marina 10/10 Excellent "Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! " [](https://expedia.ca/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.Hotel-Information) ## Find out more about Ramrod Key ## Ramrod Key Vacation Homes information | Number of reviews | 929 | | ----------------- | ------------------ | | Accommodation | 562 Vacation Homes | | Lowest Price | CA $748 | | Highest Price | CA $1,972 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [1 Star Hotels in Eden Pines ](https://www.expedia.ca/1Star-Eden-Pines-Big-Pine-Key-Hotels.s10-n553248635976471710-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Big Pine Key ](https://www.expedia.ca/Big-Pine-Key-Apart-Hotels.d7195-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Big Pine Key ](https://www.expedia.ca/Big-Pine-Key-Bed-And-Breakfast.d7195-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Capsule Hotels in Big Pine Key ](https://www.expedia.ca/Big-Pine-Key-Capsule-Hotels.d7195-aaCapsuleHotels.Travel-Guide-Accommodation) - [Guest Houses in Big Pine Key ](https://www.expedia.ca/Big-Pine-Key-Guest-Houses.d7195-aaGuestHouses.Travel-Guide-Accommodation) - 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