Title: Longboat Key Vacation Rentals from $419: Search Short-Term Rentals | Expedia.com [Longboat Key Travel Guide](https://expedia.com/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.com/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Flights to Longboat Key](https://expedia.com/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.com/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Car Rentals in Longboat Key](https://expedia.com/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide)[Longboat Key Vacation Packages](https://expedia.com/Longboat-Key.d8409.Destination-Travel-Guides) ![1_140312352](https://images.trvl-media.com/place/8409/5148e343-e0bb-499a-bdf6-afb169532e5b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8409/5148e343-e0bb-499a-bdf6-afb169532e5b.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 [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=8409&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 four months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=8409&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) ## Our top choices for Longboat Key vacation rentals ![On the beach](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/665e1235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/34203672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/4d3a8e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/7448a02e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom, beachfront condo in marvelous Longboat Key [](https://www.expedia.com/Longboat-Key-Hotels-Charming-1-Bedroom.h111700208.Hotel-Information) Longboat Key 9.0/10 Wonderful (29 reviews) "Easy check in and the condo was exactly what we were expecting. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kellie C. [](https://www.expedia.com/Longboat-Key-Hotels-Charming-1-Bedroom.h111700208.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/29000000/28780000/28770400/28770356/096e52ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/29000000/28780000/28770400/28770356/382a2f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/29000000/28780000/28770400/28770356/2058ff36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28780000/28770400/28770356/91e43758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR Beach Getaway – Silver Sands #254 by RVA [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-254-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h28770356.Hotel-Information) Longboat Key 9.0/10 Wonderful (92 reviews) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Will stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chrissy C. $378 nightly $421 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-254-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h28770356.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/79000000/78220000/78217800/78217795/ef2a09eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78220000/78217800/78217795/a0e38487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78220000/78217800/78217795/6e2bb08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo](https://images.trvl-media.com/lodging/79000000/78220000/78217800/78217795/84eaa56d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated Beachfront Condo at Prestigious Long Boat Key Resort [](https://www.expedia.com/Longboat-Key-Hotels-Beachfront-Condo-At-Prestigious-Long-Boat-Key-Club-Resort.h78217795.Hotel-Information) Longboat Key 8.6/10 Excellent (17 reviews) "Perfect view, super clean, convenient, was the perfect size for me and my husband. We stayed for our 10 year anniversary and everything was perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) HALEY B. $919 nightly $1,024 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Longboat-Key-Hotels-Beachfront-Condo-At-Prestigious-Long-Boat-Key-Club-Resort.h78217795.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/83643405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/c2b0345f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/e323e842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/b8c072df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Bliss on Longboat Key- Steps to the sand [](https://www.expedia.com/Longboat-Key-Hotels-Beachfront-Bliss-On-Longboat-Key-Steps-To-The-Sand.h116546614.Hotel-Information) Longboat Key 8.8/10 Excellent (6 reviews) "Great locale right on the beach " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carole $396 nightly $441 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Longboat-Key-Hotels-Beachfront-Bliss-On-Longboat-Key-Steps-To-The-Sand.h116546614.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/29000000/28780000/28770500/28770443/c662f7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28780000/28770500/28770443/46fa5a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/29000000/28780000/28770500/28770443/b7214e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/29000000/28780000/28770500/28770443/f043cdd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf Views – Silver Sands #250, Longboat Key by RVA [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-250-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h28770443.Hotel-Information) Longboat Key 9.0/10 Wonderful (76 reviews) "Beautiful beach, great views from the balcony, we had a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meghan P. $419 nightly $467 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-250-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h28770443.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/9d6a1945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/f3fd974c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/6dfb61f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/24000000/23300000/23291300/23291227/88c51812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Studio – Cabana #5B by RVA [](https://www.expedia.com/Sarasota-Hotels-Cabana-Beach-Club-5b-Suite1-BA-Resort-On-Longboat-Key-By-Rva.h23291227.Hotel-Information) Longboat Key 8.2/10 Very Good (74 reviews) "Very nice place, clean and quiet. Staff very accommodating and professional. Definitely 5 star. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) K M. $278 nightly $310 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Cabana-Beach-Club-5b-Suite1-BA-Resort-On-Longboat-Key-By-Rva.h23291227.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/24000000/23980000/23973600/23973596/8b4ac7c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23980000/23973600/23973596/c5d22471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23973600/23973596/d45f0415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23980000/23973600/23973596/724a5003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Beach Access – Silver Sands #249 by RVA [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-249-2-BR-15-BA-Resort-On-Longboat-Key-By-Rva.h23973596.Hotel-Information) Longboat Key 9.2/10 Wonderful (58 reviews) "Perfect location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel H. $570 nightly $635 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-249-2-BR-15-BA-Resort-On-Longboat-Key-By-Rva.h23973596.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/679f93ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/w4176h2736x0y48-e6cea4fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/2dc1e0c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/b4bdc499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground Floor, Steps to Sand – Silver Sands #243A by RVA [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-243a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23547098.Hotel-Information) Longboat Key 8.6/10 Excellent (62 reviews) "Super beautiful beach and heated pool. So nice. My room had zero view but it was fine. You are there for beach. Not the room. It was clean. Pool was so clear and warm! Coffee pot, refrig and micro all good. Bed was comfy. No sink in apt except bathroom sink. Awkward. But fine. Sunrise to sunset . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela $336 nightly $374 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-243a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23547098.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/24000000/23040000/23032400/23032364/e57f7123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23040000/23032400/23032364/f86e8b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/24000000/23040000/23032400/23032364/14d23968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/24000000/23040000/23032400/23032364/295f8be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Gulf View Condo Cabana Beach Club #7 by RVA [](https://www.expedia.com/Sarasota-Hotels-Cabana-Beach-Club-7-2brden-2-BA-Resort-On-Longboat-Key-By-Rva.h23032364.Hotel-Information) Longboat Key 9.6/10 Exceptional (72 reviews) "Great location. The unit is as advertised. No surprises." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael D. $605 nightly $674 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Cabana-Beach-Club-7-2brden-2-BA-Resort-On-Longboat-Key-By-Rva.h23032364.Hotel-Information) ![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/945db7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/60d0a16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/0baad83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23060000/23058000/23057985/da2a3cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Comfort - Beach Castle #23 by RVA [](https://www.expedia.com/Sarasota-Hotels-Private-Condo-Walk-To-Beach-And-Bay-Beach-Castle-23-Longboat-Key.h23057985.Hotel-Information) Longboat Key 10/10 Exceptional (58 reviews) "Amazing family vacation and loved the location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kaitlin M. $482 nightly $537 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Private-Condo-Walk-To-Beach-And-Bay-Beach-Castle-23-Longboat-Key.h23057985.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/a6b424e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/69552d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/c4a5ffc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23040000/23032200/23032191/bdbecc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax at Gulf – Silver Sands Resort #232, Longboat [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-232-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23032191.Hotel-Information) Longboat Key 9.2/10 Wonderful (73 reviews) "Was good. Decent place to work remotely. Open to better rate in the future to stay for a month." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan S. $378 nightly $421 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-232-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23032191.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23690000/23689800/23689709/187ad445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23690000/23689800/23689709/bd28e7b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23690000/23689800/23689709/32dd27eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23690000/23689800/23689709/26ebbc8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Beach Studio – Silver Sands #255A by RVA [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-255a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23689709.Hotel-Information) Longboat Key 9.0/10 Wonderful (64 reviews) "Perfect location and well-maintained unit - highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Philip K. $497 nightly $554 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-255a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23689709.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/b4b33828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/w1349h899x1y1-8bbaebd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/w1347h899x1y1-02530c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67600000/67598600/67598524/9f228ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Beach Paradise. Ground Floor unit 64 [](https://www.expedia.com/Sarasota-Hotels-Beach-Front-One-Bedroom-Condo-Paradise-Ground-Floor.h67598524.Hotel-Information) Longboat Key 10/10 Exceptional (62 reviews) "The condo was very clean and the beach was very close." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick C. [](https://www.expedia.com/Sarasota-Hotels-Beach-Front-One-Bedroom-Condo-Paradise-Ground-Floor.h67598524.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/3d04b947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/5e4d2297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/f8c1a431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/b0f9f470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Bliss–Longboat Key Beach 106 by RVA [](https://www.expedia.com/Sarasota-Hotels-The-Beach-On-Longboat-Key-106-Studio-1-BA-Resort-By-Rva.h61500921.Hotel-Information) Longboat Key 8.8/10 Excellent (92 reviews) "Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessie $331 nightly $369 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-The-Beach-On-Longboat-Key-106-Studio-1-BA-Resort-By-Rva.h61500921.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/92000000/91330000/91328000/91327944/ab9a75cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/92000000/91330000/91328000/91327944/5667d342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91330000/91328000/91327944/fc37ec64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91330000/91328000/91327944/b9c22c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winter’s Overrated. Longboat Key Isn’t. — 2BR w/ Beach Access [](https://www.expedia.com/Longboat-Key-Hotels-Slow-Down-And-Unwind-At-Cranes-Bay.h91327944.Hotel-Information) Longboat Key 9.4/10 Exceptional (31 reviews) "While still a bit of post hurricane construction was going on at the property, it didn’t ruin our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean P. [](https://www.expedia.com/Longboat-Key-Hotels-Slow-Down-And-Unwind-At-Cranes-Bay.h91327944.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23980000/23972700/23972686/ae42b077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23980000/23972700/23972686/3b076332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23980000/23972700/23972686/64a36b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23980000/23972700/23972686/c94b81f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands #245S Resort by RVA [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-245s-2-BR-2-BA-Resort-On-Longboat-Key-By-Rva.h23972686.Hotel-Information) Longboat Key 9.0/10 Wonderful (28 reviews) "This place has an old Florida vibe. It was a great place to enjoy a weekend with friends. The condo had everything we needed and easy walk to the beach. We saw some beautiful sunsets." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet S. $502 nightly $559 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-245s-2-BR-2-BA-Resort-On-Longboat-Key-By-Rva.h23972686.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23050000/23041500/23041423/f6b7bee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23050000/23041500/23041423/ccb75f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23050000/23041500/23041423/9b2d808c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/24000000/23050000/23041500/23041423/ef0a30e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Starfish Studio Silver Sands #247A – Studio/1BA Resort in LBK [](https://www.expedia.com/Longboat-Key-Hotels-Silver-Sands-247A-Studio1-BA-Resort-In-LBK.h23041423.Hotel-Information) Longboat Key 7.8/10 Good (7 reviews) "Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: My expection due to the reviews and price were higher. The room was ok cleanliness part. However it was very dated, smelled like mold, bed was extremely uncomfortable, and the shower was not as clean as the other part of the room. I will... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raiza S. $332 nightly $370 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Longboat-Key-Hotels-Silver-Sands-247A-Studio1-BA-Resort-In-LBK.h23041423.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/77000000/76990000/76986900/76986827/9f74f832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76990000/76986900/76986827/3a27f504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76990000/76986900/76986827/361f6a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76990000/76986900/76986827/07e391bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vitamin Sea Escape! [](https://www.expedia.com/Longboat-Key-Hotels-Gorgeous-Gulfside-Condo-With-A-View.h76986827.Hotel-Information) Longboat Key 10/10 Exceptional (87 reviews) "The perfect beach cottage for our wedding anniversary. We had everything we needed including beautiful weather ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie Q. $429 nightly $478 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Longboat-Key-Hotels-Gorgeous-Gulfside-Condo-With-A-View.h76986827.Hotel-Information) ![On the beach, beach umbrellas](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/cf50a77b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/6b6b32c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/554d8cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23100000/23099900/23099822/88d933a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Comfort – Silver Sands Resort #233 by RVA [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-233-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23099822.Hotel-Information) Longboat Key 8.8/10 Excellent (31 reviews) "Great location. Friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David $345 nightly $384 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Silver-Sands-233-1-BR-1-BA-Resort-On-Longboat-Key-By-Rva.h23099822.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116090000/116086300/116086240/9e259c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116090000/116086300/116086240/7ec5702c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116090000/116086300/116086240/3d11c956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/117000000/116090000/116086300/116086240/c36d4658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Salt Sand! [](https://www.expedia.com/Longboat-Key-Hotels-Condo-With-A-View-4-Beachfront.h116086240.Hotel-Information) Longboat Key 10/10 Exceptional (5 reviews) "The host Heidi was so welcoming! The condo had absolutely everything we could need (including an iron and board that we needed for dress clothes.) The lanai, pool, and beach were fabulous. We would definitely stay here again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laure H. $519 nightly $578 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Longboat-Key-Hotels-Condo-With-A-View-4-Beachfront.h116086240.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=2026-03-08&endDate=2026-03-09®ionId=8409&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_8409) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America®ionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America®ionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=CONDO) Villas [](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America®ionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=VILLA) Cottages [](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America®ionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=COTTAGE) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America®ionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America®ionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=APARTMENT) Cabins [](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America®ionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=CABIN) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America®ionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=HOUSE_BOAT) Residences [](https://www.expedia.com/Hotel-Search?destination=Longboat+Key%2C+Florida%2C+United+States+of+America®ionId=8409&latLong=27.412542%2C-82.658989&adults=2&startDate=2026-05-23&d1=2026-05-23&endDate=2026-05-26&d2=2026-05-26&lodging=RESIDENCE) ![](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%2FLongboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals) ## Top Longboat Key Hotel Reviews ![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg) ### Zota Beach Resort 10/10 Excellent "Great atmosphere and good! Rooms were very nice and clean. Staff was super friendly. I loved the valet parking. Free beach chairs included in the resort fee was a great benefit. The pool was nice and heated for a February stay. I highly recommend. " [](https://expedia.com/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ![Oceanfront Bliss–Longboat Key Beach 106 by RVA](https://images.trvl-media.com/lodging/62000000/61510000/61501000/61500921/4c1f67bf_y.jpg) ### Oceanfront Bliss–Longboat Key Beach 106 by RVA 10/10 Excellent "Water barely runs at bath lavatory . Everything else was outstanding. " [](https://expedia.com/Sarasota-Hotels-The-Beach-On-Longboat-Key-106-Studio-1-BA-Resort-By-Rva.h61500921.Hotel-Information) ![The Resort at Longboat Key Club](https://images.trvl-media.com/lodging/1000000/30000/27600/27542/12e41aae_y.jpg) ### The Resort at Longboat Key Club 10/10 Excellent "The staff is all so friendly and accommodating. We also enjoyed our suite on the beach very much. They were even so kind as to upgrade us to a better view since it was our anniversary. We will be coming back. " [](https://expedia.com/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ![Right on the beach.Renovated ground Floor unit 63.](https://images.trvl-media.com/lodging/69000000/68160000/68153900/68153868/73b3f930_y.jpg) ### Right on the beach.Renovated ground Floor unit 63. 10/10 Excellent "Everything was wonderful! The office personnel, the cleanliness, the comfort. Couldn’t ask for a better experience. " [](https://expedia.com/Sarasota-Hotels-Beach-Front-Paradise-And-The-Most-Beautiful-Sunset-Ground-Floor.h68153868.Hotel-Information) ![Oceanfront Oasis – Longboat Key 226 by RVA](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/eb017046_y.jpg) ### Oceanfront Oasis – Longboat Key 226 by RVA 10/10 Excellent "We loved being right on the beach. The room was great with no issues at all." [](https://expedia.com/Sarasota-Hotels-The-Beach-On-Longboat-Key-226-Studio-1-BA-Resort-By-Rva.h23133871.Hotel-Information) ![Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC](https://images.trvl-media.com/lodging/112000000/111680000/111672200/111672131/fd0b2caa_y.jpg) ### Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC 10/10 Excellent "Perfect stay for a short weekend. Had a shower drain issue that was corrected within the hour. Would stay again." [](https://expedia.com/Longboat-Key-Hotels-Charming-1-Bedroom.h111672131.Hotel-Information) ![Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views](https://images.trvl-media.com/lodging/39000000/38190000/38188700/38188629/966a6d0f_y.jpg) ### Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views 10/10 Excellent "Quiet location, great view, small but perfect for our needs. Welcoming and responsive host. " [](https://expedia.com/Longboat-Key-Hotels-AMAZING-OCEAN-VIEWS-FROM-PRIVATE-BALCONY.h38188629.Hotel-Information) ![Beachfront Bliss on Longboat Key- Steps to the sand](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/b8c072df_y.jpg) ### Beachfront Bliss on Longboat Key- Steps to the sand 10/10 Excellent "Welcome material was clear and helpful. Access was easy. All amenities were as expected. Location was superb, very quiet and peaceful for us as a couple. Thoroughly enjoyed our stay, right on the beach." [](https://expedia.com/Longboat-Key-Hotels-Beachfront-Bliss-On-Longboat-Key-Steps-To-The-Sand.h116546614.Hotel-Information) ![Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8 ](https://images.trvl-media.com/lodging/34000000/33510000/33504400/33504319/5227c05d_y.jpg) ### Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8 10/10 Excellent "The place was great. Very clean just steps away from beach. " [](https://expedia.com/Longboat-Key-Hotels-Longboat-Key-Bliss-A-Perfect-Retreat-At-Cabana-Beach-Club-9Also-Available8.h33504319.Hotel-Information) ## Price trends for vacation rentals in Longboat Key | Less expensive | More expensive | Next month | | -------------- | -------------- | ---------- | | February | June | $430 | | Month | Price | | --------- | ----- | | January | $449 | | February | $354 | | March | $430 | | April | $422 | | May | $429 | | June | $490 | | July | $490 | | August | $400 | | September | $389 | | October | $376 | | November | $402 | | December | $439 | 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 Longboat Key. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Find out more about Longboat Key **Everything you need to know about Longboat 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 Longboat 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 Longboat Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Longboat Key vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Longboat 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 Longboat 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 $419 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 Longboat Key rentals** At Expedia, we put the best Longboat 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 Longboat 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 Longboat 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 Longboat 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 Longboat 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) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) - [Condo Rentals in Longboat Key ](https://expedia.com/Longboat-Key-Condos.d8409-aaCondos.Travel-Guide-Accommodation) - [Vacation Homes in Longboat Key ](https://expedia.com/Longboat-Key-Private-Vacation-Homes.d8409-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Longboat Key ](https://expedia.com/Longboat-Key-Apartments.d8409-aaApartments.Travel-Guide-Accommodation) - [Cottages in Longboat Key ](https://expedia.com/Longboat-Key-Cottages.d8409-aaCottages.Travel-Guide-Accommodation) - [Villas in Longboat Key ](https://expedia.com/Longboat-Key-Villas.d8409-aaVillas.Travel-Guide-Accommodation) - [Resorts in Longboat Key ](https://expedia.com/Longboat-Key-Resorts.d8409-aaResorts.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Longboat Key? ### What are some of the best vacation rentals that Longboat Key has to offer? ### How many vacation rentals are there in Longboat Key? ### What can I see and do in Longboat Key? ### What are vacation rentals like in Longboat Key? ### Expedia's Latest Trends Hotels - [Hotels in Fort Myers](https://expedia.com/Fort-Myers-Hotels.d602729.Travel-Guide-Hotels) - [Hotels in Pensacola Beach](https://expedia.com/Pensacola-Beach-Hotels.d6677.Travel-Guide-Hotels) - [Hotels in Gainesville](https://expedia.com/Gainesville-Hotels.d6048189.Travel-Guide-Hotels) - [Hotels in Cocoa Beach](https://expedia.com/Cocoa-Beach-Hotels.d6549.Travel-Guide-Hotels) - [Hotels in West Palm Beach](https://expedia.com/West-Palm-Beach-Hotels.d2742.Travel-Guide-Hotels) - [Oceanfront Hotels in Destin](https://expedia.com/Destin-Hotels-Oceanfront-Hotels.0-0-d6906-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Hotels in Destin](https://expedia.com/Destin-Hotels.d6906.Travel-Guide-Hotels) - [Hotels in Sarasota](https://expedia.com/Sarasota-Hotels.d602719.Travel-Guide-Hotels) - [Hotels in Naples](https://expedia.com/Naples-Hotels.d602724.Travel-Guide-Hotels) - [Hotels in Pensacola](https://expedia.com/Pensacola-Hotels.d6023331.Travel-Guide-Hotels) - [Oceanfront Hotels in Panama City Beach](https://expedia.com/Panama-City-Beach-Hotels-Oceanfront-Hotels.0-0-d8021-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [All-inclusive Resorts in Key West](https://expedia.com/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllinclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels in Daytona Beach](https://expedia.com/Daytona-Beach-Hotels.d6023995.Travel-Guide-Hotels) - [Beach Hotels in Destin](https://expedia.com/Destin-Hotels-Beach-Hotel.0-0-d6906-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels in Key West](https://expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels) - [Hotels in Tallahassee](https://expedia.com/Tallahassee-Hotels.d6048214.Travel-Guide-Hotels) - [Oceanfront Hotels in St. Augustine](https://expedia.com/St-Augustine-Hotels-Oceanfront-Hotels.0-0-d6047864-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Siesta Key](https://expedia.com/Siesta-Key-Hotels-Oceanfront-Hotels.0-0-d6881-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Hotels in Panama City Beach](https://expedia.com/Panama-City-Beach-Hotels.d8021.Travel-Guide-Hotels) - [Hotels in St. Augustine](https://expedia.com/St-Augustine-Hotels.d6047864.Travel-Guide-Hotels) Flights - [Cheap Flights to Destin](https://expedia.com/Cheap-Flights-To-Destin.d6906.Travel-Guide-Flights) - [Cheap Flights to Key West](https://expedia.com/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights) - [Cheap Flights to Fort Myers](https://expedia.com/Cheap-Flights-To-Fort-Myers.d602729.Travel-Guide-Flights) - [Cheap Flights to Daytona Beach](https://expedia.com/Cheap-Flights-To-Daytona-Beach.d6023995.Travel-Guide-Flights) - [Cheap Flights to Sarasota](https://expedia.com/Cheap-Flights-To-Sarasota.d602719.Travel-Guide-Flights) - [Cheap Flights to Pensacola](https://expedia.com/Cheap-Flights-To-Pensacola.d6023331.Travel-Guide-Flights) Cars - [Car rentals in West Palm Beach](https://expedia.com/Car-Rentals-In-West-Palm-Beach.d2742.Car-Rental-Guide) Packages - [Key West Vacation](https://expedia.com/Key-West.d1187.Destination-Travel-Guides) - [Destin Vacation](https://expedia.com/Destin.d6906.Destination-Travel-Guides) General - [Visit Santa Rosa Beach](https://expedia.com/Santa-Rosa-Beach.dx183118) ![](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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