Title: Lower Keys Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Lower Keys Travel Guide](https://expedia.ca/Lower-Keys.dx553248621593965863)[Hotels in Lower Keys](https://expedia.ca/Lower-Keys-Hotels.d553248621593965863.Travel-Guide-Hotels)[Vacation Rentals in Lower Keys](https://expedia.ca/Lower-Keys-Vacation-Rentals.d553248621593965863.Travel-Guide-VacationRentals)[Flights to Lower Keys](https://expedia.ca/Cheap-Flights-To-Lower-Keys.d553248621593965863.Travel-Guide-Flights)[Things to do in Lower Keys](https://expedia.ca/Things-To-Do-In-Lower-Keys.d553248621593965863.Travel-Guide-Activities)[Lower Keys Car Rentals](https://expedia.ca/Car-Rentals-In-Lower-Keys.d553248621593965863.Car-Rental-Guide)[Lower Keys Vacation Packages](https://expedia.ca/Lower-Keys.d553248621593965863.Destination-Travel-Guides) ![Big Pine Key featuring a bay or harbour, general coastal views and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63852-Big-Pine-Key.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Lower Keys Vacation Rentals ![](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 Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248621593965863&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248621593965863&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248621593965863&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248621593965863&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Lower Keys Vacation Homes ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/b83fa837.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) ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/e450191c.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) ### 🌴 TROPICAL RETREAT 🌴 RV in the Keys Big Pine Key 10/10 Exceptional (2) "Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place." CA $124 CA $378 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Big-Pine-Key-Hotels-TROPICAL-RETREAT-RV-In-The-Keys.h111943308.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/28679789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/8e7ed1a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/6bfc69e0.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) ### OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS! Cudjoe Key 9.8/10 Exceptional (81) "Great location near Key West. Awesome property, will book again." CA $222 CA $625 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Ocean-Paradise-AT-Venture-OUT-4-Bikes-2-2-Person-Kayaks.h44556643.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/9c267ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/w1024h630x0y0-e267420a.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/f111b153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/f2ffe64a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS Cudjoe Key 9.6/10 Exceptional (98) "Clean place with room for 2 couples. Everything you need." CA $194 CA $586 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101340000/101335900/101335845/dcea0251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101340000/101335900/101335845/b542acf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/102000000/101340000/101335900/101335845/e2a72978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101340000/101335900/101335845/f05f9053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage in Big Pine Key – 35 Min to Key West, Pool & Free Parking Big Pine Key 9.0/10 Wonderful (9) "Lovely unit, clean and accessible. Would recommend." CA $202 CA $426 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Tiny-House.h101335845.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/c7065ca6.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) ![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) ### Blue Lobster Lodge - Venture Out #543 - Cudjoe Key Cudjoe Key 9.2/10 Wonderful (7) "Close to Key West. Would stay there again!!" CA $264 CA $820 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/82f72492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/734f0cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/def4d659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/2761e1ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Getaway in the Florida Keys SUGARLOAF KEY 8.4/10 Very good (7) "Amazing property and views. Tom was great and very helpful with places to go and things to do. Will definitely recommend!!" CA $1,688 CA $3,320 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Sugarloaf-Key-Hotels-Beach-House-At-Sugarloaf-Key-W430ft-Dock-5ft-Drft.h48220112.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/78d41425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/611ec5f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/359e6f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84050000/84046300/84046253/2fb13370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kelly's Kabin - Adorable Private Summerland Key Cottage Summerland Key 9.8/10 Exceptional (119) "We enjoyed our stay! Great little house and location. " CA $314 CA $756 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Summerland-Key-Hotels-Kellys-Kabin-Adorable-Private-Summerland-Key-Cottage.h84046253.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/a0c4a639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/9f86efca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/0999e99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116670000/116666900/116666823/a5b1dd6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house in Big Pine Key near Beach and Key West Sands CA $200 CA $712 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Charming-3-Bedroom-House-In-Big-Pine-Key-Near-Beach-And-Key-West.h116666823.Hotel-Information) ![On the beach, beach towels](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/f3afeb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/94858c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/90-4f9fb4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/356d9302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes Cudjoe Key 9.8/10 Exceptional (237) "Lovely property. Well equipped, nicely decorated, perfect for our stay." CA $488 CA $1,141 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Summerland-Key-Hotels-Gated-Community-On-Open-Water-With-Dock.h19709378.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) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/f620b37f.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) ### Island Time #110 Ocean Views - Cudjoe Key Cudjoe Key 9.8/10 Exceptional (9) "Greta property, really enjoyed the water view and the bbq grill " CA $256 CA $812 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Summerland-Key-Hotels-Island-Time-110-Ocean-Views-Cudjoe-Key.h108496393.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/41314575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/d62d627a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/f739e31d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/65968399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm - Beach Houses Key West Upper Sugarloaf Key 10/10 Exceptional (13) "We had a great time at this out-of-the-way spot. It was quiet, beautiful, and comfortable. Lots to do around the property. The pool area is especially beautiful. Highly recommend!" CA $591 CA $1,483 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Palm.h94616487.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/9d72c172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/40a49494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/130b2801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/w2500h1666x0y1-ef4cfe80.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 Cudjoe Key CA $256 CA $820 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Summerland-Key-Hotels-Updated-2BR2BA-Venture-Out-Home-W-Pool-Access.h120816897.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) ![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117680000/117678200/117678152/5a7e1cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/118000000/117680000/117678200/117678152/a4dfc6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key Cudjoe Key 10/10 Exceptional (2) "Absolutely love it here… Randy is great to work with and always available. " CA $251 CA $549 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Summerland-Key-Hotels-Charming-2-Bedroom-House-With-WiFi.h117678152.Hotel-Information) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/4683e6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/cba02a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/c36b2ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/a3f04aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lighthouse - Beach Houses Key West Upper Sugarloaf Key 9.6/10 Exceptional (11) "We saved up for 3 years for this trip and this property did not disappoint! Thank you for sharing your beautiful piece of paradise with us!" CA $1,105 CA $2,045 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sugarloaf-Key-Hotels-BUNGALOWS-AT-SUGARLOAF-BEACH-THE-LIGHTHOUSE.h89810800.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) ![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/e93bd5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/7c5d926a.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) ### Just 20 miles from Key West! Oceanfront, dockage, swimming pool Cutthroat Harbor Estates 8.4/10 Very good (117) "Deer in the front yard, perfect location, clean and friendly " CA $314 CA $752 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.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) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/w1719h1144x6y0-9b572dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/996d51b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/39000000/38420000/38413600/38413504/c3e9677e.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. Summerland Key 8.8/10 Excellent (64) "My family and I had an incredible stay. We utilized every available component of the home including the dock. Property manager provided us with 2 available free ramps to drop off our jet-skis. We settled on the ramp located on Blimp Road, which was a 10 minute drive and 15-20 minute ride on the skis. We were able to tie off our skis our whole stay with no issues. Home was exactly as disclosed and worked great for our family. Communication was great, with quick respond time. " CA $836 CA $1,941 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Summerland-Key-Hotels-Acreage-Beach-House-W-Pool-Billiards.h38413504.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106920000/106911800/106911727/a0a288d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106920000/106911800/106911727/d7fdd1bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/107000000/106920000/106911800/106911727/62b4ca8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis, books](https://images.trvl-media.com/lodging/107000000/106920000/106911800/106911727/54d787f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key Cudjoe Key 9.0/10 Wonderful (7) "Place was perfect for our trip. Staff was super nice and helpful as well. " CA $293 CA $857 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Summerland-Key-Hotels-Salty-Breeze-161-Canal-Front-Venture-Out-Home-On-Cudjoe-Key.h106911727.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) ![Beach](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/c518e45b.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) ![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) ### Galleon Getaway #533- Oceanfront Community Cudjoe Key CA $205 CA $755 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Summerland-Key-Hotels-Galleon-Getaway-533-Oceanfront-Community.h118656049.Hotel-Information) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/01c132bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/8eb4c1e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/6cde1396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/6f5e4f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key Cudjoe Key CA $366 CA $960 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-2BR2BA-35-Seawall-For-32-Boat-Beautiful-Sunrises-On-Cudjoe-Key.h120862073.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/112000000/111070000/111069900/111069858/8eed4109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111070000/111069900/111069858/w2499h1666x1y1-c36ce585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/112000000/111070000/111069900/111069858/a66e8c8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111070000/111069900/111069858/w2499h1666x1y1-59b013e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sailfish Haven #390 - Ocean Views, 35' seawall Cudjoe Key 8.8/10 Excellent (6) "It was a perfect home to stay in cudokey" CA $256 CA $812 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Summerland-Key-Hotels-Sailfish-Haven-390-Ocean-Views.h111069858.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=2025-10-23&endDate=2025-10-24®ionId=553248621593965863&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](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%2FLower-Keys-Private-Vacation-Homes.d553248621593965863-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLower-Keys-Private-Vacation-Homes.d553248621593965863-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Lower Keys Hotel Reviews ![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 "I love this place!!!" [](https://expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community](//images.trvl-media.com/lodging/111000000/110190000/110181100/110181084/b6ab72d2_y.jpg) ### Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community 10/10 Excellent "This property was stunning and just perfect for our stay. The view is absolutely amazing from either the top balcony or the lower level parking area. Wish we would have had more time to stay and enjoy the views. Plenty of communication with the host/property manager. They were quick to respond to questions and kept us informed of instructions. We will absolutely try to stay here again on our next visit. Thank you! " [](https://expedia.ca/Summerland-Key-Hotels-Caribbean-Blue-517-Oceanfront-Property.h110181084.Hotel-Information) ![Sugarloaf Key Hotel at KOA Resort](//images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/3a7e709a_y.jpg) ### Sugarloaf Key Hotel at KOA Resort 10/10 Excellent "Great place to stay! " [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information) ![Sugar Loaf Lodge](//images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e_y.jpg) ### Sugar Loaf Lodge 10/10 Excellent "Everything was fine even better as it was there for longer " [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![Cottage with swimming pool and dockage, just minutes to Key West!](//images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/49b733bd_y.jpg) ### Cottage with swimming pool and dockage, just minutes to Key West! 10/10 Excellent "Perfect for a Keys stay when you don’t want to be surrounded by Key West tourists. " [](https://expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.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 "This is a very REASONABLY priced lodging for the FL Keys so expect simple things. We had a great stay, room was clean, the young gent at the front desk was exceptionally friendly and helpful, ditto at checkout. The beds are comfortable. The shower head had great pressure and the onsite tiki bar is a big plus. There were no plastic cups or coffee maker in the room but there was a microwave and fridge and table with two chairs. The ice machine was not working but there is a quickie mart just next door for that if you needed it. Could the resort be flashier, yes it could but Looe Key Reef Resort offered us a cost effective comfy safe stay in a place where time in the room was not important. We did not use the pool or the dive/snorkle amenities as we came down to fish, but if you wanted that stuff it’s all here. We hope to be back soon." [](https://expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![Direct Oceanfront Cottage-Sunrise View- #2,](//images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/9213c0e2_y.jpg) ### Direct Oceanfront Cottage-Sunrise View- #2, 10/10 Excellent "We love the keys and were looking for a cozy place to stay. This cottage was a place to come home to after enjoying our days exploring. It had everything we needed. We are easy to please people. Thank you! " [](https://expedia.ca/Summerland-Key-Hotels-Direct-Oceanfront-Cottage-Sunrise-View-2.h33743667.Hotel-Information) ![Parmer's Resort](//images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg) ### Parmer's Resort 10/10 Excellent "Clean room , many options for guests to do around property. Close to key west and marathon" [](https://expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![Old Florida Style, wrap around porch, boat basin for dockage, open water](//images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/60b95cd9_y.jpg) ### Old Florida Style, wrap around porch, boat basin for dockage, open water 10/10 Excellent "This place really had it all , one of my best stays yet anywhere. " [](https://expedia.ca/Little-Torch-Key-Hotels-Old-Florida-Style.h73238458.Hotel-Information) ## Find out more about Lower Keys ## Lower Keys Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Big Torch Key Hotels](https://www.expedia.ca/Big-Torch-Key-Hotels.d553248635974614531.Travel-Guide-Hotels) - [Resorts in Big Torch Key](https://www.expedia.ca/Big-Torch-Key-Resort-Hotels.d553248635974614531-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Coopertown](https://www.expedia.ca/Coopertown-Bed-And-Breakfast.d6177715-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Coopertown](https://www.expedia.ca/Coopertown-Guest-Houses.d6177715-aaGuestHouses.Travel-Guide-Accommodation) - [Cudjoe Gardens Hotels](https://www.expedia.ca/Cudjoe-Gardens-Summerland-Key-Hotels.0-n553248635976472640-0.Travel-Guide-Filter-Hotels) - 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