Title: Longboat Key, FL Villas 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)[Vacation Rentals in Longboat Key](https://expedia.com/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[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 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-06-26&endDate=2026-06-28&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 villas ![Exterior](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/6eb440d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/033b13db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/07b4f92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/9e0c4116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Bradenton [](https://www.expedia.com/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information) 10/10 Exceptional (33 reviews) "Such a great place to stay! So clean and so welcoming. Will stay there again if in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris H. $323 nightly $361 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/68ea063f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/2f892a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/4539214a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/736d3c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Anna Maria [](https://www.expedia.com/Anna-Maria-Hotels-Bayside-Retreat-With-Pool-And-Bay-Views-Near-Beaches.h40281598.Hotel-Information) 9.6/10 Exceptional (72 reviews) "Enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JAMELYN G. $828 nightly $924 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Bayside-Retreat-With-Pool-And-Bay-Views-Near-Beaches.h40281598.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/15a35812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/e81c3179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/a3cd721b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/d51780de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Holmes Beach [](https://www.expedia.com/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information) 10/10 Exceptional (1 review) "Great place. We loved it!!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill T. $872 nightly $972 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information) ![Flat-screen TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/f891d14d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/a5036b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/46b1585f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027252/d2522b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Casey Key [](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-DA-1-K-Bed-Villa-8.h56027252.Hotel-Information) 10/10 Exceptional (4 reviews) "Had a very relaxing time. Nice short walk to the beach" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mitch K. $445 nightly $496 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-DA-1-K-Bed-Villa-8.h56027252.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/65356120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/c4e22d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/97e655f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/983c7f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in South Bradenton [](https://www.expedia.com/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information) 8.0/10 Very Good (2 reviews) "I just want to say the place is nice, but it needs more cleaning. There was a lot of pet hair, and the floor was dirty. These are small things, but if they paid a little more attention to those details, it would be absolutely fantastic, a perfect 100\. If you asked me if I would recommend it, my answer would be yes. As I said before, the place is very nice, comfortable, and cozy, and the neighborhood is very quiet. Would I go back? Of course I would, just please, more cleaning!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria I $248 nightly $264 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/e19d0ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/bf330827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/5220b066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/b3a3c491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Sarasota [](https://www.expedia.com/Sarasota-Hotels-Bright-Spacious-Villa-With-A-Pool-15-Min-From-Siesta-Beach-1-Beach-In-The-USA.h76660375.Hotel-Information) 9.6/10 Exceptional (16 reviews) "House was exactly like the pictures. It was very clean, spacious, and a great location. We would welcome a chance to stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve N. $406 nightly $453 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Bright-Spacious-Villa-With-A-Pool-15-Min-From-Siesta-Beach-1-Beach-In-The-USA.h76660375.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/06df27dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/281cf723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/1171817d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/784eab97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Bradenton [](https://www.expedia.com/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information) 9.2/10 Wonderful (14 reviews) "Very accommodating host with amazing communication. Home was immaculate and the location was ideal. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephan L. $392 nightly $438 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/dc81d918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/cc2c3005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/875c1979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/d1a6aa79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Bradenton [](https://www.expedia.com/Bradenton-Hotels-Salty-Lime-Villa-2-River-View-W-Pool-On-Riverwalk.h99538320.Hotel-Information) 10/10 Exceptional (26 reviews) "We had an amazing stay at Salty Lime Villa. It was incredibly cute, clean, and well-stocked. Theresa was incredibly communicative and welcoming. Highly recommend & would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa M. $323 nightly $361 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Bradenton-Hotels-Salty-Lime-Villa-2-River-View-W-Pool-On-Riverwalk.h99538320.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73780000/73775800/73775725/02c5ad7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73780000/73775800/73775725/f5c03408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven](https://images.trvl-media.com/lodging/74000000/73780000/73775800/73775725/c169d702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/74000000/73780000/73775800/73775725/cbd5003e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Siesta Key Village [](https://www.expedia.com/Siesta-Key-Hotels-Canal-Lower-Gorgeous-3-Bed-3-Bath-Near-SK-Village.h73775725.Hotel-Information) 9.6/10 Exceptional (38 reviews) "Phenomenal experience and the perfect house! Location, communication, beach access, pool and being that close to the village was great — perfect place to relax and enjoy Siesta!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dylan F. $1,215 nightly $1,308 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Siesta-Key-Hotels-Canal-Lower-Gorgeous-3-Bed-3-Bath-Near-SK-Village.h73775725.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121960000/121958200/121958160/7701189d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/122000000/121960000/121958200/121958160/2d8966db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121960000/121958200/121958160/cb078d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/122000000/121960000/121958200/121958160/6ee9bd6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Lake Sarasota [](https://www.expedia.com/Sarasota-Hotels-ZoriLux-Villa-Pool-Firepit-BBQ-Oasis.h121958160.Hotel-Information) $1,109 nightly $1,235 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-ZoriLux-Villa-Pool-Firepit-BBQ-Oasis.h121958160.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/2d773279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/w1200h719x0y0-353519d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/w1200h720x0y0-ceea8366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/eb040b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Holmes Beach [](https://www.expedia.com/Holmes-Beach-Hotels-NEW-Beach-FrontHeated-Pool-Coconuts-107.h122269025.Hotel-Information) $825 nightly $921 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Holmes-Beach-Hotels-NEW-Beach-FrontHeated-Pool-Coconuts-107.h122269025.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/558aecbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/65c20287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/0d3bae69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/9c7447b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Anna Maria [](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) 9.8/10 Exceptional (39 reviews) "Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michel $765 nightly $853 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/5d18b318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/8ede5b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/2fe193bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/99497a2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Anna Maria [](https://www.expedia.com/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information) 9.4/10 Exceptional (96 reviews) "The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gilaine F. $995 nightly $1,108 total Mar 13 - Mar 14 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/d1e1e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/5db32930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/33df57cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/e6c3fd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Anna Maria [](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Island-Bungalow-With-Pool-Across-The-Street-From-Beach.h40280261.Hotel-Information) 9.2/10 Wonderful (59 reviews) "Really nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dee J. $742 nightly $828 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Island-Bungalow-With-Pool-Across-The-Street-From-Beach.h40280261.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/5d728169.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/bcbb2f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/b129d93f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/b37a731d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Anna Maria [](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-Enjoy-Resort-Style-Pool-Steps-From-The-Bay-And-Pine-Ave.h40281750.Hotel-Information) 9.6/10 Exceptional (51 reviews) "Great location! Beautifully decorated." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana F. $1,063 nightly $1,186 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-Enjoy-Resort-Style-Pool-Steps-From-The-Bay-And-Pine-Ave.h40281750.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/6c79b4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/5f6cb959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/ef6d2efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/1298993b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Casey Key [](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-3-Bed-2-Bath-3K-Beds-Villa-5.h56027278.Hotel-Information) 10/10 Exceptional (1 review) "The escape at Casey key was a great place to stay , was clean rooms were nice and updated and look forward to next Memorial Day weekend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roger B. $792 nightly $882 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-3-Bed-2-Bath-3K-Beds-Villa-5.h56027278.Hotel-Information) ![TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/b5c6791b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/b9f04881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/89bc7f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/fd89fa80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Casey Key [](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-K-Beds-Villa-9.h56027626.Hotel-Information) $649 nightly $723 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-K-Beds-Villa-9.h56027626.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/a543b33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/6f0b79b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/9e088949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/6833da0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in South Bradenton [](https://www.expedia.com/Bradenton-Hotels-Heated-Pool-And-Spa-Outdoor-KitchenTheaterGames.h122811944.Hotel-Information) 2.0/10 (1 review) "Where do I start. We arrived in the house to find there are not seven bedrooms, but six. The pool was not clean it had leaves and other items at the bottom as well as the hot tub had a used filter laying in it along with other debris and was cold. The hot tub took 24 hours to heat up. The house itself is very weird in the set up and the furniture inside. Looks like it was bought at a yard sale. The hot water on one side of the house did not work in one of the showers and one of the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William R. $1,414 nightly $1,563 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Bradenton-Hotels-Heated-Pool-And-Spa-Outdoor-KitchenTheaterGames.h122811944.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=2026-03-21&endDate=2026-03-22®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=AA_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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=VILLA) 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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=APART_HOTEL) 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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&lodging=COTTAGE) 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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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=2026-06-05&d1=2026-06-05&endDate=2026-06-08&d2=2026-06-08&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-Villas.d8409-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Villas.d8409-aaVillas.Travel-Guide-Accommodation) ## Top Longboat Key Hotel Reviews ![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/928bedb0_y.jpg) ### Zota Beach Resort 10/10 Excellent "room was very clean, staff pleasant, could see both ocean and beach" [](https://expedia.com/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ![Charming 1-bedroom, beachfront condo in marvelous Longboat Key](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/665e1235_y.jpg) ### Charming 1-bedroom, beachfront condo in marvelous Longboat Key 10/10 Excellent "Spectacular view and beach. We had a wonderful stay and the unit was a great value. Great unit for two people. Space would be tight for anymore than two guests. " [](https://expedia.com/Longboat-Key-Hotels-Charming-1-Bedroom.h111700208.Hotel-Information) ![Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views](https://images.trvl-media.com/lodging/39000000/38190000/38188700/38188629/9db501af_y.jpg) ### Now Open! 7-Night Deal – Oceanfront w/ Private Balcony & Stunning Views 8/10 Good "Host was great. Everything we needed plus it was clean. " [](https://expedia.com/Longboat-Key-Hotels-AMAZING-OCEAN-VIEWS-FROM-PRIVATE-BALCONY.h38188629.Hotel-Information) ![Oceanfront Oasis – Longboat Key 226 by RVA](https://images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/209a6cf9_y.jpg) ### Oceanfront Oasis – Longboat Key 226 by RVA 10/10 Excellent "This is a lovely spot on a quiet beach. We really enjoyed our trip. " [](https://expedia.com/Sarasota-Hotels-The-Beach-On-Longboat-Key-226-Studio-1-BA-Resort-By-Rva.h23133871.Hotel-Information) ![Country Club Long Boat Key Beach Villa 2B 3BA Pool](https://images.trvl-media.com/lodging/33000000/32670000/32660300/32660283/51ecc90f_y.jpg) ### Country Club Long Boat Key Beach Villa 2B 3BA Pool 10/10 Excellent "Our host Elisha was wonderful, she was always available to us. The location of the townhouse is excellent, we enjoyed the private beach, pool, walking paths and the cultural happenings. Would love to come back next year!" [](https://expedia.com/Longboat-Key-Hotels-Country-Club-Long-Boat-Key-Beach-Villa-2B-3BA-PoolNo-Hurricane-Damage.h32660283.Hotel-Information) ![Beachfront Bliss on Longboat Key- Steps to the sand](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/83643405_y.jpg) ### Beachfront Bliss on Longboat Key- Steps to the sand 2/10 Terrible "Location 5 star, Unit, clean, totally mislead on size. no room to unpack,or store clothes had to live out of suitcase on floor. no place to prepare food or store it. Table to eat meals totally inadequate for more then 2 people Pull out was only good for maybe 2 small children. 1 TV could only watch from from said pull out 5 feet away. Bathroom, small no mat on tub shower floor This unit should not be allowed on your web site" [](https://expedia.com/Longboat-Key-Hotels-Beachfront-Bliss-On-Longboat-Key-Steps-To-The-Sand.h116546614.Hotel-Information) ![Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.](https://images.trvl-media.com/lodging/112000000/111680000/111672200/111672131/9ed1865d_y.jpg) ### Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand. 10/10 Excellent "The beach and pool we’re wonderful.The location of the efficiency was perfect.Great for a quick stay" [](https://expedia.com/Longboat-Key-Hotels-Charming-1-Bedroom.h111672131.Hotel-Information) ![THE BEACH CONDO #107 BEACHFRONT FULL VIEW](https://images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/9273c908_y.jpg) ### THE BEACH CONDO #107 BEACHFRONT FULL VIEW 10/10 Excellent "Host was wondeful!Location and condo fabulous!" [](https://expedia.com/Longboat-Key-Hotels-THE-BEACH.h35541645.Hotel-Information) ![The St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/6b2968af_y.jpg) ### The St. Regis Longboat Key Resort 10/10 Excellent "great property great service expensive but worth it in my opinion " [](https://expedia.com/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) ## Find out more about Longboat Key ## Longboat Key Villas information | Number of reviews | 355 | | ----------------- | --------- | | Accommodation | 10 Villas | | Lowest Price | $264 | | Highest Price | $1,563 | ## Frequently asked questions ### Why book your villa in Longboat Key with Expedia? ### How can I find cheap villas in Longboat Key? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Cannons Marina ](https://www.expedia.com/Cannons-Marina-Hotels.0-l6295961-0.Travel-Guide-Filter-Hotels) - [Anna Maria Island Hotels ](https://www.expedia.com/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels) - 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