Title: Cudjoe Key Vacation Rentals from $289: Search Short-Term Rentals | Expedia.com [Cudjoe Key Travel Guide](https://expedia.com/Cudjoe-Key.dx3000430966)[Hotels in Cudjoe Key](https://expedia.com/Cudjoe-Key-Hotels.d3000430966.Travel-Guide-Hotels)[Flights to Cudjoe Key](https://expedia.com/Cheap-Flights-To-Cudjoe-Key.d3000430966.Travel-Guide-Flights)[Things to do in Cudjoe Key](https://expedia.com/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities)[Car Rentals in Cudjoe Key](https://expedia.com/Car-Rentals-In-Cudjoe-Key.d3000430966.Car-Rental-Guide)[Cudjoe Key Vacation Packages](https://expedia.com/Cudjoe-Key.d3000430966.Destination-Travel-Guides) ![Venture Out in Cudjoe Key, Florida Keys. ](https://images.trvl-media.com/place/3000430966/daf5ff89-9933-4bcf-aacf-f9b64b3fe505.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000430966/daf5ff89-9933-4bcf-aacf-f9b64b3fe505.jpg?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 [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=3000430966&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=3000430966&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=3000430966&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=3000430966&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cudjoe Key vacation rentals ![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2720h1531x0y0-d54bbbc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, Ocean View | 4 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2304h1532x8y4-86de2f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, Ocean View | Garden view](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w1153h1530x0y2-2909ca24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2641h1530x1y4-f00b5aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Atlantic View Luxury Villa with Pool [](https://www.expedia.com/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) Summerland Key 10/10 Exceptional (2 reviews) "We were here for a night and it was great. A nice rustic feel on a big property, with good view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Preetam $975 nightly $1,097 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) ![Studio, Non Smoking (Tiny House Isla) | Living area | TV, fireplace](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/0c457183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/fbdb0a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/02360473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, snorkeling, kayaking](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/2cf41658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunshine Key RV Resort & Marina [](https://www.expedia.com/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.Hotel-Information) Big Pine Key 8.8/10 Excellent (162 reviews) "Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brenda $305 nightly $343 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.Hotel-Information) ![1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/cbb89b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/2ece49e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Wooden Bridge Resort and Marina [](https://www.expedia.com/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) Punta Brisa 8.6/10 Excellent (313 reviews) "Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter $295 nightly $332 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/0e99b193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/986d0b41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/7d7ded0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003218/736d18c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Front One Bedroom Residence [](https://www.expedia.com/Key-West-Hotels-Ocean-Front-One-Bedroom-Residence.h109003218.Hotel-Information) Key West $725 nightly $816 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Ocean-Front-One-Bedroom-Residence.h109003218.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/721053af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/bc5aedd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Cabin | Living area | 40-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua Lodges at Hurricane Hole Marina [](https://www.expedia.com/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) Stock Island 9.0/10 Wonderful (181 reviews) "Great stay better than we expected " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jordan $298 nightly $335 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) ![Apartment | 2 bedrooms](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/87c78511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 2 bedrooms](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/f7550de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/99362c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/c6062e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Marina Suite by Brightwild Waterfront [](https://www.expedia.com/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information) Stock Island 10/10 Exceptional (3 reviews) "Nice place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pawel $730 nightly $822 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/b85cd3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/ee43d350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/a00c4a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/5e338074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Luxury Home - Tidelands House [](https://www.expedia.com/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information) Raccoon Key $2,882 nightly $3,242 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information) ![House | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/3d9bbd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 2 bedrooms, Internet](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) ![House | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/1f10acb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Starlight Serenity - Hideaway w Stunning Views [](https://www.expedia.com/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information) Summerland Key $742 nightly $834 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/506c248d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmgale House in Key West [](https://www.expedia.com/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information) Raccoon Key $2,215 nightly $2,492 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information) ![House | 8 bedrooms, Internet](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/2a1c9fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 8 bedrooms, Internet](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/a11dab24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/eafa7da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 8 bedrooms, Internet](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/10b16cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Fairhaven House at Solaire Lunara Bay [](https://www.expedia.com/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.Hotel-Information) Raccoon Key $3,019 nightly $3,396 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.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/110000000/109010000/109003100/109003077/493aac8c.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) ![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/cd2d402f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capmar House by Brightwild Huge Home Pool [](https://www.expedia.com/Key-West-Hotels-Capmar-House-By-Brightwild-Huge-Home-Pool.h109003077.Hotel-Information) Raccoon Key 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 [](https://www.expedia.com/Key-West-Hotels-Capmar-House-By-Brightwild-Huge-Home-Pool.h109003077.Hotel-Information) ![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/9b8ce096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/8a17d933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 2 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/541e3b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003060/0136fdc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tortuga Suite Sparkling Pool Hot Tub [](https://www.expedia.com/Key-West-Hotels-Tortuga-Suite-Sparkling-Pool-Hot-Tub.h109003060.Hotel-Information) Key West $662 nightly $745 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Tortuga-Suite-Sparkling-Pool-Hot-Tub.h109003060.Hotel-Information) ![House | 6 bedrooms, desk, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003217/b41f142c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003217/4361f11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003217/6f1bc557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 6 bedrooms, desk, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003217/d1fab471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New Catchlight House With Private Pool [](https://www.expedia.com/Key-West-Hotels-Brand-New-Catchlight-House-With-Private-Pool.h109003217.Hotel-Information) Raccoon Key $2,289 nightly $2,575 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Brand-New-Catchlight-House-With-Private-Pool.h109003217.Hotel-Information) ![House | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003076/6e73c576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003076/390e7f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003076/f52168de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 4 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003076/3cc76b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aquaria House by Brightwild Pool Boat Dock [](https://www.expedia.com/Key-West-Hotels-Aquaria-House-By-Brightwild-Pool-Boat-Dock.h109003076.Hotel-Information) Raccoon Key $1,669 nightly $1,878 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Aquaria-House-By-Brightwild-Pool-Boat-Dock.h109003076.Hotel-Information) ![House | 6 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003168/b715a609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 6 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003168/68d94d85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 6 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003168/d0ab25ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003168/2cf64a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Crestwood House by Brightwild Huge Pool [](https://www.expedia.com/Key-West-Hotels-New-Crestwood-House-By-Brightwild-Huge-Pool.h109003168.Hotel-Information) Raccoon Key $2,178 nightly $2,450 total Apr 22 - Apr 23 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-New-Crestwood-House-By-Brightwild-Huge-Pool.h109003168.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003083/ede871b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 5 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003083/a1098e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 5 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003083/05d138f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003083/aa3768aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mirador House by Brightwild Pool Dock [](https://www.expedia.com/Key-West-Hotels-Mirador-House-By-Brightwild-Pool-Dock.h109003083.Hotel-Information) Raccoon Key $2,078 nightly $2,338 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Mirador-House-By-Brightwild-Pool-Dock.h109003083.Hotel-Information) ![House | 8 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003214/4fccee84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003214/e41447b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 8 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003214/bff6435e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 8 bedrooms, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003300/109003214/3b8a10d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New Build Larkshine House - Pool [](https://www.expedia.com/Key-West-Hotels-Brand-New-Build-Larkshine-House-Pool.h109003214.Hotel-Information) Raccoon Key $2,829 nightly $3,183 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Brand-New-Build-Larkshine-House-Pool.h109003214.Hotel-Information) ![House | Private kitchen](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993606/71661a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993606/7301e635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993606/c9f1ccdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993606/af0c8e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Waterfront Home - Sunray House [](https://www.expedia.com/Key-West-Hotels-New-Waterfront-Home-Sunray-House.h115993606.Hotel-Information) Raccoon Key $2,882 nightly $3,242 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-New-Waterfront-Home-Sunray-House.h115993606.Hotel-Information) ![House | 6 bedrooms, Internet](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/2b4d6bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 6 bedrooms, Internet](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/f79f25b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/3a329e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 6 bedrooms, Internet](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/088984dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Joyrise House at Solaire Lunara Bay [](https://www.expedia.com/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120239522.Hotel-Information) Raccoon Key $2,472 nightly $2,781 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120239522.Hotel-Information) ![House | Private kitchen](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/d7ba35f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 6 bedrooms, Internet](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/fbe89a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/8c3abb59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/26314ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New The Greenmoor House With Pool [](https://www.expedia.com/Key-West-Hotels-Brand-New-The-Greenmoor-House-With-Pool.h120237469.Hotel-Information) Raccoon Key $2,147 nightly $2,416 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Brand-New-The-Greenmoor-House-With-Pool.h120237469.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=2026-04-06&endDate=2026-04-07®ionId=3000430966&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.com/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America®ionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America®ionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America®ionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CONDO) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America®ionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APART_HOTEL) Villas [](https://www.expedia.com/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America®ionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=VILLA) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America®ionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=HOUSE_BOAT) Apartments [](https://www.expedia.com/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America®ionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APARTMENT) ![](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%2FCudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals) ## Top Cudjoe Key Hotel Reviews ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e_y.jpg) ### Ibis Bay Beach Resort 10/10 Excellent "Room was just what we were looking for. Loved the outdoor table and chairs. Super comfortable bed and pillows. " [](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg) ### Blue Flamingo Resort Key West 4/10 Poor "Overall the property is nice. Staff not organized check in was a mess. Room stuffy and sticky and bed was uncomfortable " [](https://expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Shuttle times are extremely accurate. Beautfil place with friendly staff. Only wish checkout time was a bit later. Elevators were out our entire stay. We were on third floor. The staff did offer to help carry our luggage up." [](https://expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 8/10 Good "Yes" [](https://expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/864ce9f9_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 10/10 Excellent "Poolside seating plentiful and varied" [](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ![Hampton Inn Key West FL](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/046434c3_y.jpg) ### Hampton Inn Key West FL 10/10 Excellent "We had a great stay! Everything was clean, convenient location, beautiful sunrise view, and pool was perfect too. " [](https://expedia.com/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) ![The Laureate Key West](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/cba0d59f_y.jpg) ### The Laureate Key West 10/10 Excellent "Very well equipped " [](https://expedia.com/Key-West-Hotels-The-Laureate-Key-West.h27156592.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 "Rooms were clean" [](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "So much fun!" [](https://expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ## Price trends for vacation rentals in Cudjoe Key | Less expensive | More expensive | Next month | | -------------- | -------------- | ---------- | | March | July | $364 | | Month | Price | | --------- | ----- | | January | $344 | | February | $397 | | March | $312 | | April | $364 | | May | $348 | | June | $390 | | July | $409 | | August | $408 | | September | $370 | | October | $376 | | November | $379 | | December | $372 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Cudjoe Key. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Find out more about Cudjoe Key **Everything you need to know about Cudjoe 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 Cudjoe 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 Cudjoe Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Cudjoe Key vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Cudjoe 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 Cudjoe 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 $289 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 Cudjoe Key rentals** At Expedia, we put the best Cudjoe 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 Cudjoe 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 Cudjoe 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 Cudjoe 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 Cudjoe 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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