Title: Visit Summerland Key: 2026 Travel Guide for Summerland Key, Florida | Expedia.com [Hotels in Summerland Key](https://expedia.com/Summerland-Key-Hotels.d6177802.Travel-Guide-Hotels)[Vacation Rentals in Summerland Key](https://expedia.com/Summerland-Key-Vacation-Rentals.d6177802.Travel-Guide-VacationRentals)[Flights to Summerland Key](https://expedia.com/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.com/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Car Rentals in Summerland Key](https://expedia.com/Car-Rentals-In-Summerland-Key.d6177802.Car-Rental-Guide)[Summerland Key Vacation Packages](https://expedia.com/Summerland-Key.d6177802.Destination-Travel-Guides) # Summerland Key, FL ## Travel Guide ![View To Old Bahia Honda Bridge, Part Of The Florida Keys Overseas Heritage Trails, From West Summerland Key On A Sunny Autumn Day With A Clear Blue Sky And A Few Clouds](https://images.trvl-media.com/place/6177802/bda449a1-0506-4d80-94a6-fb19766bc7f4.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![View To Old Bahia Honda Bridge, Part Of The Florida Keys Overseas Heritage Trails, From West Summerland Key On A Sunny Autumn Day With A Clear Blue Sky And A Few Clouds](https://images.trvl-media.com/place/6177802/bda449a1-0506-4d80-94a6-fb19766bc7f4.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Aerial view of road and bridge over turquoise water along the coastline, Summerland Key, Florida, United States.](https://images.trvl-media.com/place/6177802/4bf80d35-adde-455f-be41-56acedfc3c73.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Aerial view of road to Key West with turquoise water and small island, Summerland Key, Florida, United States.](https://images.trvl-media.com/place/6177802/f131c6a4-614b-4692-9e06-db0aca0a1329.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Mom and baby dolphin playing in the wake of a boat](https://images.trvl-media.com/place/6177802/7c0ec733-b80f-463f-b74e-bd7f391defb5.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Summerland Key Where to stay Things to do ### Where to stay in Summerland Key ![Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.](https://images.trvl-media.com/place/553248635976481702/7efc6f73-bf7b-4c19-9424-6ca3071f1ffe.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Cutthroat Harbor Estates While Cutthroat Harbor Estates isn't home to many top sights, Venture Key and Venture Out Keys are some notable places to visit nearby. [](https://expedia.com/Summerland-Key-Cutthroat-Harbor-Estates.dx553248635976481702) ![Sugarloaf Shores featuring a bay or harbor](https://images.trvl-media.com/place/6270983/44cc35b6-7c5a-4d30-8d33-616900dbf0d6.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Sugarloaf Shores While Sugarloaf Shores isn't home to many top sights, Upper Sugarloaf Sound and Florida Keys Beaches are some notable places to visit nearby. [](https://expedia.com/Summerland-Key-Sugarloaf-Shores.dx6270983) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Cudjoe Gardens When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Upper Sugarloaf Sound, some noteworthy sights in the nearby area. [](https://expedia.com/Summerland-Key-Cudjoe-Gardens.dx553248635976472640) ![Bahia Honda State Park - Calusa Beach, Florida Keys - tropical beach - USA.](https://images.trvl-media.com/place/553248635976468855/342969f8-bf72-47fd-9555-c44c22f7719e.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Breezeswept Beach Estates While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Newfound Harbor Keys are some notable places to visit nearby. [](https://expedia.com/Ramrod-Key-Breezeswept-Beach-Estates.dx553248635976468855) [See our Where To Stay guide](https://expedia.com/Summerland-Key.dx6177802.Where-To-Stay?rfrr=TG.LP.Dest.Neighborhoods) - Summerland Key Hotel Deals - Vacation Rentals in Summerland Key ![Looe Key Reef Resort](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Looe Key Reef Resort 27340 Overseas Highway Summerland Key FL $286 nightly $322 total Feb 22 - Feb 23 Total with taxes and fees Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ... 7.4/10 Good! (1,009 reviews) Great place ! Friendly staff Reviewed on Feb 6, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=4759500&PinnedHotelID=4759500&HadPinnedHotel=true®ionId=6177802) ![Parmer's Resort](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Parmer's Resort 565 Barry Avenue Summerland Key FL Fully refundableReserve now, pay when you stay $368 nightly $414 total Mar 4 - Mar 5 Total with taxes and fees Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ... 8.8/10 Excellent! (1,003 reviews) The rooms were very clean! Views were beautiful. Pool was heated the cool days we were there. The breakfast was good and fresh. Loved the afternoon tea, hot chocolate, and coffee selections. Staff were very welcoming! Reviewed on Feb 4, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=5561465&PinnedHotelID=5561465&HadPinnedHotel=true®ionId=6177802) ![Sugarloaf Key Hotel at KOA Resort](https://images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/3a7e709a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sugarloaf Key Hotel at KOA Resort 251 Co Rd 939 Summerland Key FL Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. ... 9.6/10 Exceptional! (481 reviews) The staff were wonderful, seam-less check. Immaculate and spacious rooms! I would just add a multi use counter top toaster oven seeing as there is no oven. Reviewed on Feb 4, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=101135765&PinnedHotelID=101135765&HadPinnedHotel=true®ionId=6177802) [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=101135765&PinnedHotelID=101135765&HadPinnedHotel=true®ionId=6177802) [See all 607 properties in Summerland Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F9%2F2026&endDate=2%2F10%2F2026®ionId=6177802) 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. ![Private Secluded Ocean View & Pool Near Key West](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/6b4e7932_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Private Secluded Ocean View & Pool Near Key West Summerland Key FL Stay at this vacation home in Summerland Key. Enjoy free WiFi, private pools, and a fitness center. Our guests praise the helpful staff in our reviews. Popular ... 8.2/10 Very Good! (99 reviews) A wonderful time was had by all. Host was very responsive and we had no issues. Beautiful home and views! Reviewed on Nov 18, 2025 [](https://expedia.com/Summerland-Key-Hotels-Private-Secluded-Ocean-View-Pool-Near-Key-West.h57865163.Hotel-Information) ![Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West](https://images.trvl-media.com/lodging/58000000/57260000/57259300/57259241/ad7594c7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West Cudjoe Key FL Stay at this vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Florida Keys Beaches and Upper Sugarloaf ... 8.6/10 Excellent! (90 reviews) It was good for what we wanted. The price point was really good. As others have stated, it is in need of some updates. The host was very communicative and very nice! We definitely enjoyed our stay and would consider staying there again. Reviewed on Aug 11, 2025 [](https://expedia.com/Summerland-Key-Hotels-Oceanfront-Home-Shared-Swimming-Pool.h57259241.Hotel-Information) ![Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/13a191dd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West Cudjoe Key FL Stay at this cottage in Summerland Key. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Florida Keys Beaches and Upper ... 8.2/10 Very Good! (56 reviews) It was like staying at my Grandmom's house--it was clean but bathroom and kitchen cabinet needed some attention. Still, we were very happy with bungalow 12 and would stay there again.We only stayed overnight but the little pool, beach and fire pit would be quite enjoyable had we stayed longer. Great ... Reviewed on Jan 22, 2026 [](https://expedia.com/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information) [See all properties in Summerland Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6177802&sort=VACATION_RENTAL) 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. ## Check Summerland Key hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6177802&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6177802&startDate=2026-02-08&endDate=2026-02-09) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6177802&startDate=2026-02-09&endDate=2026-02-10)[Feb 9 - Feb 10](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6177802&startDate=2026-02-09&endDate=2026-02-10) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6177802&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6177802&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026) ### Popular places to visit ![Stopped by the sea on a ride down the Overseas Highway from Miami to Key West. The bike is a KZ750 lent to me by the guy living in the condo next door. #TheKeys #florida #beach #kawasaki ](https://images.trvl-media.com/place/553248635983994028/1d746f78-98d9-4591-8682-e70514df330b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sugarloaf Beach Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key? [](https://expedia.com/Sugarloaf-Beach-Summerland-Key.d553248635983994028.Vacation-Attraction) #### Upper Sugarloaf Sound Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key. [](https://expedia.com/Upper-Sugarloaf-Sound-Summerland-Key.d553248635976195391.Vacation-Attraction) #### Upper Sugarloaf Key Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key. [](https://expedia.com/Upper-Sugarloaf-Key-Summerland-Key.d553248635975865768.Vacation-Attraction) #### Pye Key Commune with nature and explore the great outdoors at Pye Key during your travels in Summerland Key. [](https://expedia.com/Pye-Key-Summerland-Key.d874555935142699008.Vacation-Attraction) #### Crab Key Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key. [](https://expedia.com/Crab-Key-Summerland-Key.d874555154127626240.Vacation-Attraction) #### Venture Key Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key. [](https://expedia.com/Venture-Key-Summerland-Key.d874556559894753280.Vacation-Attraction) ### Things to do ![Passengers enjoying the shade on the Conch Tour Train in Key West](https://mediaim.expedia.com/localexpert/191535/9b448a2f-ece5-45c7-be77-f9172888dc8f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Key West Conch Tour Train $45 per adult **88%** of travellers recommend [](https://expedia.com/things-to-do/key-west-conch-tour-train.a191535.activity-details) ![Dolphin Watching and Snorkeling](https://mediaim.expedia.com/localexpert/44991362/0af7b5ef-8c18-4f45-a635-e6b2b31df2d6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Key West Dolphin & Snorkeling Tour - Small Group $135 per adult [](https://expedia.com/things-to-do/key-west-dolphin-snorkeling-tour-small-group.a44991362.activity-details) ![12-Hours Day Trip in Key West from Miami](https://mediaim.expedia.com/localexpert/599608/0a5f7b52-4c57-40ec-80e7-716ee9b4b224.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Full Day Trip in Key West from Miami $27 per adult [](https://expedia.com/things-to-do/full-day-trip-in-key-west-from-miami.a599608.activity-details) ![Key West's Island Eco Tour: Kayaking, Snorkeling & Sandbar Adventure](https://mediaim.expedia.com/localexpert/871719/a6166402-5f03-40af-8190-7e15d45b8798.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour $120 per adult **98%** of travellers recommend [](https://expedia.com/things-to-do/key-wests-island-eco-tour-sandbar-adventure-with-kayaking-tour.a871719.activity-details) ![Guided Night Kayak Adventure Tour in Luminous Lagoon](https://mediaim.expedia.com/localexpert/48928308/4982a48a-b059-49b1-b4bd-26182e177fdf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Guided Night Kayak Adventure Tour in Luminous Lagoon $90 per adult **86%** of travellers recommend [](https://expedia.com/things-to-do/guided-night-kayak-adventure-tour-in-luminous-lagoon.a48928308.activity-details) ![Key West Back-Country Eco Tour with Snorkel](https://mediaim.expedia.com/localexpert/587829/b428fd9d-801e-4052-a1e3-cf7bf43b3049.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Key West Back-Country Tour with Snorkel - Drive Your Own Boat $170 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/key-west-back-country-tour-with-snorkel-drive-your-own-boat.a587829.activity-details) [See all activities in Summerland Key](https://expedia.com/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities) ## Cities near Summerland Key ![South Beach featuring tropical scenes, general coastal views and a beach](https://images.trvl-media.com/place/6246827/1df1ca27-0c09-4c02-a20a-892bfe87b325.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Key West ![Big Pine Key featuring a river or creek, a bay or harbor and general coastal views](https://images.trvl-media.com/place/7195/453b5f3b-21ff-43f4-af99-caa27959ad08.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Big Pine Key ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Ramrod Key Hotels ](https://www.expedia.com/Ramrod-Key-Hotels.d6156102.Travel-Guide-Hotels) - [RV Parks in Ramrod Key ](https://www.expedia.com/Ramrod-Key-RV-Parks.d6156102-aaRVParks.Travel-Guide-Accommodation) - 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[Things to do in Cudjoe Key ](https://www.expedia.com/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities) - [Things to do in Lower Keys ](https://www.expedia.com/Things-To-Do-In-Lower-Keys.d553248621593965863.Travel-Guide-Activities) - [Things to do in Little Torch Key ](https://www.expedia.com/Things-To-Do-In-Little-Torch-Key.d177498.Travel-Guide-Activities) - Cities near Summerland Key - Places of interest [Key West](https://expedia.com/Key-West.dx1187)[Big Pine Key](https://expedia.com/Big-Pine-Key.dx7195) - [Sugarloaf Beach ](https://expedia.com/Sugarloaf-Beach-Summerland-Key.d553248635983994028.Vacation-Attraction) - [Upper Sugarloaf Sound ](https://expedia.com/Upper-Sugarloaf-Sound-Summerland-Key.d553248635976195391.Vacation-Attraction) - [Upper Sugarloaf Key ](https://expedia.com/Upper-Sugarloaf-Key-Summerland-Key.d553248635975865768.Vacation-Attraction) - [Duval Street ](https://expedia.com/Duval-Street-Key-West-Historic-District.d6068616.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) - [Sombrero Beach ](https://expedia.com/Sombrero-Beach-Marathon.d6069239.Vacation-Attraction) - [Fort Zachary Taylor Historic State Park ](https://expedia.com/Fort-Zachary-Taylor-Historic-State-Park-Key-West.d6069245.Vacation-Attraction) - [Ernest Hemingway Home and Museum ](https://expedia.com/Ernest-Hemingway-Home-And-Museum-Old-Town-Key-West.d501376.Vacation-Attraction) - [South Beach ](https://expedia.com/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction) - [Stock Island Yacht Club & Marina ](https://expedia.com/Stock-Island-Yacht-Club-Marina-Stock-Island.d6184527.Vacation-Attraction) - [Key West Butterfly and Nature Conservatory ](https://expedia.com/Key-West-Butterfly-And-Nature-Conservatory-Old-Town-Key-West.d6068597.Vacation-Attraction) - [Clarence S. Higgs Memorial Beach Park ](https://expedia.com/Clarence-S-Higgs-Memorial-Beach-Park-Old-Town-Key-West.d6246822.Vacation-Attraction) - [Seven Mile Bridge ](https://expedia.com/Seven-Mile-Bridge-Marathon.d6127942.Vacation-Attraction) - [Boca Chica Nude Beach ](https://expedia.com/Boca-Chica-Nude-Beach-Key-West.d553248635983994034.Vacation-Attraction) - [Florida Keys National Marine Sanctuary ](https://expedia.com/Florida-Keys-National-Marine-Sanctuary-Key-West.d6163838.Vacation-Attraction) - [Vaca Key ](https://expedia.com/Vaca-Key-Marathon.d553248635976196298.Vacation-Attraction) - [Harry S. Truman Little White House ](https://expedia.com/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction) - [Key West Golf Club ](https://expedia.com/Key-West-Golf-Club-Stock-Island.d6163814.Vacation-Attraction) - [Key West Tropical Forest and Botanical Garden ](https://expedia.com/Key-West-Tropical-Forest-And-Botanical-Garden-Stock-Island.d553248621532652302.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) - [Calusa Beach ](https://expedia.com/Calusa-Beach-Big-Pine-Key.d553248635983993598.Vacation-Attraction) - [Pigeon Key ](https://expedia.com/Pigeon-Key-Florida.d6182211.Vacation-Attraction) ![](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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