Title: Raccoon Key Vacation Rentals from $313: Search Short-Term Rentals | Expedia.com [Raccoon Key Travel Guide](https://expedia.com/Raccoon-Key.dx180164)[Hotels in Raccoon Key](https://expedia.com/Raccoon-Key-Hotels.d180164.Travel-Guide-Hotels)[Flights to Raccoon Key](https://expedia.com/Cheap-Flights-To-Raccoon-Key.d180164.Travel-Guide-Flights)[Things to do in Raccoon Key](https://expedia.com/Things-To-Do-In-Raccoon-Key.d180164.Travel-Guide-Activities)[Car Rentals in Raccoon Key](https://expedia.com/Car-Rentals-In-Raccoon-Key.d180164.Car-Rental-Guide)[Raccoon Key Vacation Packages](https://expedia.com/Raccoon-Key.d180164.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=180164&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=180164&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) In three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=180164&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=180164&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Raccoon Key vacation rentals ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/4d522535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/80422f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/b47188e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/ad59ca22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Capmar-House-At-Lunara-Bay.h74132652.Hotel-Information) 9.8/10 Exceptional (29 reviews) "The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveler $1,558 nightly $1,729 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Capmar-House-At-Lunara-Bay.h74132652.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132637/86f4f5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132637/cf0cd87f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132637/9522f7a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132637/w3000h1993x0y0-64c28448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Springtide-House-At-Lunara-Bay.h74132637.Hotel-Information) 9.6/10 Exceptional (44 reviews) "It was great. House was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ernest H. $1,541 nightly $1,710 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Springtide-House-At-Lunara-Bay.h74132637.Hotel-Information) ![House | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/d15d3c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/6ec081bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/105adf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/cd2d402f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Capmar-House-By-Brightwild-Huge-Home-Pool.h109003077.Hotel-Information) 10/10 Exceptional (1 review) "Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay" ![France](https://a.travel-assets.com/egds/marks/flags/fr.svg) Karen $1,575 nightly $1,772 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Capmar-House-By-Brightwild-Huge-Home-Pool.h109003077.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/2885e075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/8d434b6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/3593d5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/33a62704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-The-Seagate-Estate-At-Lunara-Bay.h74132624.Hotel-Information) 10/10 Exceptional (22 reviews) "The perfect House , everything was good " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CARLOS G. $1,637 nightly $1,816 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Seagate-Estate-At-Lunara-Bay.h74132624.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/61fc156d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/092ca3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/e32b0a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994655/0ce6f815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Parking.h115994655.Hotel-Information) 10/10 Exceptional (3 reviews) "Beautiful home with great outdoor space and we loved the pool and private dock" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon L. $2,398 nightly $2,660 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Parking.h115994655.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/46f398f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/53e705db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/25087c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/98000000/97540000/97538200/97538167/07101baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Altair-House-At-Lunara-Bay.h97538167.Hotel-Information) 9.8/10 Exceptional (13 reviews) "Great house. Large space, everything you need is there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CRIMSON A. $2,065 nightly $2,298 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Altair-House-At-Lunara-Bay.h97538167.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132667/8cb43281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132667/a041aa61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132667/99a0cc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132667/be2289b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Evershore-Estate-At-Lunara-Bay-Wellness-Home.h74132667.Hotel-Information) 9.8/10 Exceptional (27 reviews) "The house is perfect for our family. Access to water, pool and close enough to key west!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John F. $1,562 nightly $1,733 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Evershore-Estate-At-Lunara-Bay-Wellness-Home.h74132667.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132671/77667c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132671/1cbefc6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132671/79eb084a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132671/403d60b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Mastway-House-At-Lunara-Bay-Wellness-Home.h74132671.Hotel-Information) 9.6/10 Exceptional (32 reviews) "Great place! Plenty of water at the dock for our boat. The host was very responsive and accommodating. We would recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe B. $1,852 nightly $2,057 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Mastway-House-At-Lunara-Bay-Wellness-Home.h74132671.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132629/f12238b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132629/466c62c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132629/a6d00a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132629/02e9b6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Suncoast-House-At-Lunara-Bay.h74132629.Hotel-Information) 9.6/10 Exceptional (42 reviews) "Beautiful House, super clean, perfect location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carlos s. $2,123 nightly $2,357 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Suncoast-House-At-Lunara-Bay.h74132629.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132633/358f9f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132633/0be3ab4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132633/c3bbe589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132633/4660c78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Aquaria-House-At-Lunara-Bay.h74132633.Hotel-Information) 9.8/10 Exceptional (41 reviews) "Our family had a wonderful time at this location. Fishing off the dock and swimming was fun for the kids. A quiet location with a short drive to all attractions." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nola S. $1,567 nightly $1,739 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Aquaria-House-At-Lunara-Bay.h74132633.Hotel-Information) ![TV, stereo, offices](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/222d03ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/6e8a6f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/65c00493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/7fca46e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Floralee-House-At-Lunara-Bay.h109290613.Hotel-Information) 9.8/10 Exceptional (9 reviews) "Amazing house! Spacious, great pool, & good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paige G. $2,092 nightly $2,323 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Floralee-House-At-Lunara-Bay.h109290613.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/d88aeee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/14d16ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/0f36ed5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107980000/107978800/107978707/3c832205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Brand-New-Catchlight-House-With-Private-Pool.h107978707.Hotel-Information) 9.8/10 Exceptional (7 reviews) "Awesome place definitely recommend if going to key west " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon M. $2,033 nightly $2,257 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Brand-New-Catchlight-House-With-Private-Pool.h107978707.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/a2623807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 6 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/9c641387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/7be376a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 6 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/w3000h2208x0y0-ddab4161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information) $2,610 nightly $2,936 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/b52b5b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/ec2635f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/cc36095d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290608/bbfd43bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Palmgale-Estate-At-Lunara-Bay.h109290608.Hotel-Information) 10/10 Exceptional (8 reviews) "Loved the fact that each bedroom had a private bathroom. This house is great for large family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sari v. $2,423 nightly $2,690 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Palmgale-Estate-At-Lunara-Bay.h109290608.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238462/bd124994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238462/660ee6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238462/9200fa14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238462/36229ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Brand-New-The-Greenmoor-House-With-Pool.h120238462.Hotel-Information) 10/10 Exceptional (2 reviews) "We flew into Key West only to find our original host had ghosted us. This host responded immediately to our inquiry for a replacement property. We arrived to find a beautiful home, in perfect condition. The hot tub and pool were awesome, the fire pit and grill made for a great evening with friends. We rented bikes and explored local restaurants which were excellent. The local french bakery was visited often. It is near the Marine Air Station, and you will be able to experience the sights... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim M. $2,398 nightly $2,660 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Brand-New-The-Greenmoor-House-With-Pool.h120238462.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/100000000/99290000/99281600/99281556/29630422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99290000/99281600/99281556/4abcca78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/100000000/99290000/99281600/99281556/61536b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99290000/99281600/99281556/4f7cd0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-The-Windrose-Estate-At-Lunara-Bay.h99281556.Hotel-Information) 10/10 Exceptional (5 reviews) "Perfect location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle H. $2,050 nightly $2,274 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Windrose-Estate-At-Lunara-Bay.h99281556.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/f4cb0461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/e3fefed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/2f1a1fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/d6f3b413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-Larkshine-House-At-Lunara-Bay.h108195321.Hotel-Information) 10/10 Exceptional (9 reviews) "well maintained, clean, easy to access" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raj P. $2,059 nightly $2,290 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Larkshine-House-At-Lunara-Bay.h108195321.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238445/7c5d34c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238445/21137268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238445/59555179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo, offices](https://images.trvl-media.com/lodging/121000000/120240000/120238500/120238445/fa1f5c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120238445.Hotel-Information) 10/10 Exceptional (1 review) "Very comfortable house, plenty of room, lovely pool, everything was very clean and pleasant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allison H. $2,169 nightly $2,406 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120238445.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/b1e7a3be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/3bc6e3c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/46c01245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/116000000/115994700/115994668/25273be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-New-Waterfront-Home-Sunray-Estate.h115994668.Hotel-Information) 10/10 Exceptional (2 reviews) "Amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Byron D. $2,621 nightly $2,908 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-New-Waterfront-Home-Sunray-Estate.h115994668.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/06da87e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/3b0cbc2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/1b939394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/e02baa0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Raccoon Key [](https://www.expedia.com/Key-West-Hotels-New-The-Crestwood-House-Heated-Pool-Parking.h96959915.Hotel-Information) 10/10 Exceptional (1 review) "The house and property was perfect for 4 adults and 4 kids. Gourmet kitchen for great breakfasts to start the day. Grill for cookouts and swimming in the early evenings. Good proximity to downtown key west, but far enough away for quiet time. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vicki L. $2,050 nightly $2,274 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-New-The-Crestwood-House-Heated-Pool-Parking.h96959915.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.com/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25®ionId=180164&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.com/deals?rfrr=VR_SPRING_PROMO_180164) ## Find vacation rentals that suit your style Condos [](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CONDO) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VACATION_HOME) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=HOUSE_BOAT) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VILLA) Cabins [](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America®ionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=COTTAGE) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FRaccoon-Key-Vacation-Rentals.d180164.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRaccoon-Key-Vacation-Rentals.d180164.Travel-Guide-VacationRentals) ## Top Raccoon Key Hotel Reviews ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg) ### Beachside Resort & Residences 8/10 Good "Signature room is very dark and quite not what we were ideally looking for. Resort was very nice and accommodating. " [](https://expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Clean room, comfortable bed and excellent service in the front desk by Reka" [](https://expedia.com/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f_y.jpg) ### The Perry Hotel & Marina Key West 8/10 Good "Quick and friendly check in and out. Clean decent room nothing over the top. Loved the balcony leading out to the pool. I don't like paying $29 nightly to park plus resort fee. The pool and surrounding deck/patio are nice. I would have liked it better had there been a jacuzzi. To get ice, had to go to the floor above and halfway down the hall with an undersized ice bucket. Loved being at the pretty Marina. Very close to Key West without the chaos. All and all a nice hotel experience. " [](https://expedia.com/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "Excellent " [](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60_y.jpg) ### Opal Key Resort & Marina, Key West 10/10 Excellent "Room was great. Loved the slippers." [](https://expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) ![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/bc3021c3_y.jpg) ### The Reach Key West, Curio Collection by Hilton 10/10 Excellent "Clean rooms and great staff " [](https://expedia.com/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "The room is nice and clean, we don't really have any view. I would book ocean view next time. " [](https://expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "They brought out an excavator to clean the beach while we were laying out and asked us to move " [](https://expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cd9b522f_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "There were way too few lounge chairs at the pool. My first 2 days, a group of people had put stuff on nearly half the chairs and reserved them for their friends/family were not even in the pool area. They remained empty nearly half the day. Guests should be allowed to monopolize all the lounge chairs if there aren’t enough to go around. I’d recommend replacing some of the tables and chairs by the pool with more loungers. Otherwise, great hotel and extremely accommodating staff. Fabulous drinks and food." [](https://expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ## Find out more about Raccoon Key **Everything you need to know about Raccoon Key vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Raccoon Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on. There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Raccoon Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Raccoon Key vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Raccoon Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Raccoon Key in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $313 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Raccoon Key rentals** At Expedia, we put the best Raccoon Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Raccoon Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Raccoon Key vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Raccoon Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in Raccoon Key ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - 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[Hotels in Dredgers Key](https://expedia.com/Dredgers-Key-Hotels.d180165.Travel-Guide-Hotels) - [Hotels near Southernmost Point](https://expedia.com/Southernmost-Point-Hotels.0-l501380-0.Travel-Guide-Filter-Hotels) - [Hotels near Smathers Beach](https://expedia.com/Smathers-Beach-Hotels.0-l6069255-0.Travel-Guide-Filter-Hotels) - [Hotels near Duval Street](https://expedia.com/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels) - [Hotels near Key West Cemetery](https://expedia.com/Key-West-Cemetery-Hotels.0-l6068615-0.Travel-Guide-Filter-Hotels) Activities - [Things to do in Stock Island](https://expedia.com/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities) - [Things to do in Boca Chica Key](https://expedia.com/Things-To-Do-In-Boca-Chica-Key.d553248635083916609.Travel-Guide-Activities) Packages - [Florida Keys Eco - Discovery Center](https://expedia.com/Florida-Keys-Eco-Discovery-Center-Old-Town-Key-West.d6069247.Vacation-Attraction) - [Saint Mary Star of the Sea](https://expedia.com/Saint-Mary-Star-Of-The-Sea-Old-Town-Key-West.d553248621532652618.Vacation-Attraction) - [Key West Lighthouse and Keeper's Quarters Museum](https://expedia.com/Key-West-Lighthouse-And-Keepers-Quarters-Museum-Old-Town-Key-West.d501383.Vacation-Attraction) - [Duval Street](https://expedia.com/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction) - [Clarence S. Higgs Memorial Beach Park](https://expedia.com/Clarence-S-Higgs-Memorial-Beach-Park-Old-Town-Key-West.d6246822.Vacation-Attraction) - [Mallory Square](https://expedia.com/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction) - [Smathers Beach](https://expedia.com/Smathers-Beach-Beachside.d6069255.Vacation-Attraction) - [Southernmost Point](https://expedia.com/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction) - [Key West Butterfly and Nature Conservatory](https://expedia.com/Key-West-Butterfly-And-Nature-Conservatory-Old-Town-Key-West.d6068597.Vacation-Attraction) - [Key West Cemetery](https://expedia.com/Key-West-Cemetery-Old-Town-Key-West.d6068615.Vacation-Attraction) - [Ernest Hemingway Home and Museum](https://expedia.com/Ernest-Hemingway-Home-And-Museum-Old-Town-Key-West.d501376.Vacation-Attraction) - [Key West Shipwreck Museum](https://expedia.com/Key-West-Shipwreck-Museum-Key-West-Historic-District.d6063545.Vacation-Attraction) - [Harry S. Truman Little White House](https://expedia.com/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction) - [South Beach](https://expedia.com/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction) Vacation Rentals - [Fleming Key Vacation Rentals](https://expedia.com/Fleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals) - [Stock Island Vacation Rentals](https://expedia.com/Stock-Island-Vacation-Rentals.d180166.Travel-Guide-VacationRentals) General - [Visit Boca Chica Key](https://expedia.com/Boca-Chica-Key.dx553248635083916609) - [Visit Fleming Key](https://expedia.com/Fleming-Key.dx180162) - [Visit Stock Island](https://expedia.com/Stock-Island.dx180166) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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