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 [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-07-17&endDate=2026-07-19&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 ![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) ![Marina](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/b3a3c491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/77000000/76670000/76660400/76660375/851e6936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA [](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) Sarasota 9.6/10 Exceptional (19 reviews) "Such a relaxing villa just 15 minutes from Siesta Key! We had such a wonderful time relaxing, hanging at the pool, and visiting the local shops. If you’re looking for a place to stay, choose this condo, you will not regret 😊" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sommer $385 nightly $430 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/100000000/99540000/99539200/99539178/6eb440d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/8e605469.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) ![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) ### Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly! [](https://www.expedia.com/Bradenton-Hotels-Tropical-Studio-Riverpark-Front-Villa-Only-Minutes-From-Beaches-Pet-Friendly.h99539178.Hotel-Information) Bradenton 10/10 Exceptional (34 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. $322 nightly $360 total Apr 12 - Apr 13 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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/9549f3e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/9b8ca1d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/039b75f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/647f798f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly [](https://www.expedia.com/Bradenton-Hotels-Tranquil-Tide-Villa-Riverview-Wpool-On-Riverwalk.h99501985.Hotel-Information) Bradenton 9.8/10 Exceptional (23 reviews) "The host was welcoming, and the amenities were great. We liked staying in that part of town." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Perry W. $322 nightly $360 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Bradenton-Hotels-Tranquil-Tide-Villa-Riverview-Wpool-On-Riverwalk.h99501985.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) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/b5b3d937.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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/cc2c3005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly [](https://www.expedia.com/Bradenton-Hotels-Salty-Lime-Villa-2-River-View-W-Pool-On-Riverwalk.h99538320.Hotel-Information) Bradenton 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. $319 nightly $357 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Bradenton-Hotels-Salty-Lime-Villa-2-River-View-W-Pool-On-Riverwalk.h99538320.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) ![TV](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/983c7f5d.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) ![Dining](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/c4e22d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront 2BR Bradenton Rental Near IMG & Beaches [](https://www.expedia.com/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information) South Bradenton 8.0/10 Very Good (2 reviews) "Very clean. No tissues or napkins🤔. Recommend pump hand soap instead of little bars. Also, 2 outdoor chaises were ripped and 1 out of 2 outdoor chairs was broken and unable to use the.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura $236 nightly $251 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Bradenton-Hotels-Mi-Pequena-Casa-22-On-A-Lake.h122182334.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73780000/73775800/73775725/600676e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/74000000/73780000/73775800/73775725/52c01ecf.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) ![Oven](https://images.trvl-media.com/lodging/74000000/73780000/73775800/73775725/c169d702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal Lower-Gorgeous 3 bed 3 bath near SK Village [](https://www.expedia.com/Siesta-Key-Hotels-Canal-Lower-Gorgeous-3-Bed-3-Bath-Near-SK-Village.h73775725.Hotel-Information) Siesta Key Village 9.6/10 Exceptional (40 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. $1,138 nightly $1,222 total Mar 31 - Apr 1 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/41000000/40290000/40281700/40281663/5d18b318.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) ![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/d4c72a53.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) ### Bayfront Bliss! Pool, BBQ and Dolphin Views! [](https://www.expedia.com/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information) Anna Maria 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. $882 nightly $984 total Apr 27 - Apr 28 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/123000000/122230000/122225700/122225657/15a35812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/8fc88978.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) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122230000/122225700/122225657/d51780de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Paradise! Ground level with Heated pool [](https://www.expedia.com/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information) Holmes Beach 10/10 Exceptional (1 review) "Great place. We loved it!!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill T. $694 nightly $774 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Holmes-Beach-Hotels-Beachfront-Paradise-Ground-Level-With-Heated-Pool.h122225657.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83750000/83744100/83744020/9bbf8fa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board](https://images.trvl-media.com/lodging/84000000/83750000/83744100/83744020/ebffa8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83750000/83744100/83744020/af888692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/84000000/83750000/83744100/83744020/73c4840e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644 [](https://www.expedia.com/Sarasota-Hotels-Downtown-Sarasota-Villa-2-Bedrooms-Sleeps-6-Updated-In-22.h83744020.Hotel-Information) Central Sarasota 8.4/10 Very Good (11 reviews) "Enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg M. $541 nightly $541 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Sarasota-Hotels-Downtown-Sarasota-Villa-2-Bedrooms-Sleeps-6-Updated-In-22.h83744020.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/a0efd596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/b1dba35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/63dd94bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66940000/66937900/66937856/e1476281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Completely Remodeled- 150 Yards to Beach and Restaurants! [](https://www.expedia.com/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.Hotel-Information) South Village 10/10 Exceptional (38 reviews) "We had a great stay, having the pool and beach so close was perfect. We appreciated the beach gear and laundry as well. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelsey B. $407 nightly $454 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Siesta-Key-Hotels-Completely-Remodeled-150-Yards-To-Beach-And-Restaurants.h66937856.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) ![TV](https://images.trvl-media.com/lodging/123000000/122270000/122269100/122269025/3eb2ae94.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/w1200h719x0y0-353519d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW!\~ Beach Front/Heated Pool! Coconuts 107 [](https://www.expedia.com/Holmes-Beach-Hotels-NEW-Beach-FrontHeated-Pool-Coconuts-107.h122269025.Hotel-Information) Holmes Beach 10/10 Exceptional (1 review) "We had an amazing 5 days enjoying waterfront access and gorgeous sunsets. The bed was very comfortable and the condo was spotless. It was very convenient to have 2 chair and umbrella. Although we didn't use the pool, it was great to have available. We didn't eat dinner in, but if you do you will need to bring or purchase seasonings, etc. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cheryl m. $965 nightly $1,075 total Apr 22 - Apr 23 Total with taxes and fees [](https://www.expedia.com/Holmes-Beach-Hotels-NEW-Beach-FrontHeated-Pool-Coconuts-107.h122269025.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/123000000/122440000/122434400/122434307/w960h720x160y0-7af9d1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/123000000/122440000/122434400/122434307/fc2ad4fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122440000/122434400/122434307/554a01b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122440000/122434400/122434307/ee4f6692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated [](https://www.expedia.com/Siesta-Key-Hotels-Tranquil-Villa-With-Private-Beach.h122434307.Hotel-Information) Sarasota 10/10 Exceptional (4 reviews) "We enjoyed spending a week in this villa. It was cozy, very clean and perfect for our family. Great location... you can enjoy 3 different pools or the private beach aera. Looking forward to our next visit. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beverly G. $519 nightly $580 total Apr 24 - Apr 25 Total with taxes and fees [](https://www.expedia.com/Siesta-Key-Hotels-Tranquil-Villa-With-Private-Beach.h122434307.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) ![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/0d3bae69.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) ![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) ### Beautiful Bungalow with Pool and Bay Views! [](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information) Anna Maria 9.6/10 Exceptional (41 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 $627 nightly $700 total Apr 26 - Apr 27 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/41000000/40290000/40281600/40281598/68ea063f.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281598/ff9ab75b.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) ### Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining [](https://www.expedia.com/Anna-Maria-Hotels-Bayside-Retreat-With-Pool-And-Bay-Views-Near-Beaches.h40281598.Hotel-Information) Anna Maria 9.6/10 Exceptional (75 reviews) "Enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JAMELYN G. $793 nightly $884 total Apr 28 - Apr 29 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/41000000/40290000/40280300/40280261/d1e1e9b1.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) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40280300/40280261/c5f0fc40.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) ### Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av [](https://www.expedia.com/Anna-Maria-Hotels-Anna-Maria-Island-Bungalow-With-Pool-Across-The-Street-From-Beach.h40280261.Hotel-Information) Anna Maria 9.2/10 Wonderful (60 reviews) "Really nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dee J. $576 nightly $642 total Apr 28 - Apr 29 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/36000000/35190000/35185100/35185092/b8e0feb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/c2b84370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/dc99519f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35190000/35185100/35185092/d2a6f177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk [](https://www.expedia.com/Siesta-Key-Hotels-Heated-Pool.h35185092.Hotel-Information) South Village 9.4/10 Exceptional (55 reviews) "Stayed at the property prior to our cruise out of port canaveral. Was perfect for our needs - steps to the beach and close to many stores/cafes/etc. would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John K. $259 nightly $290 total Apr 16 - Apr 17 Total with taxes and fees [](https://www.expedia.com/Siesta-Key-Hotels-Heated-Pool.h35185092.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) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/6b4908b4.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) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40281800/40281750/bcbb2f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Resort-Style Pool Steps from the Bay and Pine Ave! [](https://www.expedia.com/Anna-Maria-Hotels-Beautiful-Bungalow-Enjoy-Resort-Style-Pool-Steps-From-The-Bay-And-Pine-Ave.h40281750.Hotel-Information) Anna Maria 9.6/10 Exceptional (53 reviews) "Great location! Beautifully decorated." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana F. $754 nightly $841 total Apr 28 - Apr 29 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) ![Exterior](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/8a0ad581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/919f5c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/f8ecdac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67270000/67268200/67268187/4cf8f217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Remodeled-150 Yards to Beach and Restaurants! [](https://www.expedia.com/Siesta-Key-Hotels-Newly-Remodeled-150-Yards-To-Beach-And-Restaurants.h67268187.Hotel-Information) South Village 10/10 Exceptional (37 reviews) "Perfect for our family, we will be back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan S. $429 nightly $478 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Siesta-Key-Hotels-Newly-Remodeled-150-Yards-To-Beach-And-Restaurants.h67268187.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) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/6833da0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/cde4a886.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) ### Heated Pool and Spa • Outdoor Kitchen/Theater/Games [](https://www.expedia.com/Bradenton-Hotels-Heated-Pool-And-Spa-Outdoor-KitchenTheaterGames.h122811944.Hotel-Information) South Bradenton 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. $863 nightly $954 total Apr 21 - Apr 22 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=2026-04-13&endDate=2026-04-14®ionId=8409&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style 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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=CONDO) 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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=VACATION_HOME) 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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&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=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&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 "It’s a beautiful hotel right on the beach. Spacious clean rooms. " [](https://expedia.com/Sarasota-Hotels-Zota-Beach-Resort.h15703469.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 "Beautiful beach. Nice pool. Could have used more dishes and glassware. Cleanliness was pretty good. " [](https://expedia.com/Longboat-Key-Hotels-AMAZING-OCEAN-VIEWS-FROM-PRIVATE-BALCONY.h38188629.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 8/10 Good "To many barking dogs" [](https://expedia.com/Longboat-Key-Hotels-Country-Club-Long-Boat-Key-Beach-Villa-2B-3BA-PoolNo-Hurricane-Damage.h32660283.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 "If you're looking for a spot on the beach on a budget this is your place. Im big on not having a road between the beach and where i stay and this checked that box. Most other places are 2 or 3 times the price. This is a great value and i cant say enough about dominick and the propert management team. Had a couple questions that were taken care of immediately. Cant wait to come back. Thanks again!" [](https://expedia.com/Longboat-Key-Hotels-Charming-1-Bedroom.h111672131.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 6/10 Okay "Room was very clean. Beach area was perfect, chairs included on the beach made it very nice. Pool was perfect, warm and kept well maintained. Shortly after check in our refrigerator was not working, owner did communicate back regarding issue fairly prompt. Unfortunately the refrigerator issue did not get resolved until 1:00 in the afternoon the day before check out (5 days later). While I do understand things happen, there is no one on site to resolve issues. Not having a working refrigerator with small children with minimal quick food options near made it very difficult. On top of losing 250 worth of groceries the first day we were there. While overall the condo was nice and what we had exactly the minor issue not getting resolved in a timely manner due to no staffing significantly altered our trip. " [](https://expedia.com/Longboat-Key-Hotels-Charming-1-Bedroom.h111700208.Hotel-Information) ![Sea Club I Beach Resort](https://images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/9f710fd4_y.jpg) ### Sea Club I Beach Resort 10/10 Excellent "Rented lovely economy studio, was on an upper floor - quiet and an end unit. Office was helpful and room very clean!" [](https://expedia.com/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.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 "Everything was amazing!!" [](https://expedia.com/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) ![Sun- Kissed Memories!](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/bba1574f_y.jpg) ### Sun- Kissed Memories! 10/10 Excellent "Fantastic. Just as advertised. The host was very hospitable and engaged. Can’t wait to return next year. " [](https://expedia.com/Sarasota-Hotels-Beachfront-Condo-On-Beautiful-Longboat-Key.h57669720.Hotel-Information) ![Direct Beachfront Gulf with Amazing Views ](https://images.trvl-media.com/lodging/25000000/24300000/24294300/24294259/2d43b64d_y.jpg) ### Direct Beachfront Gulf with Amazing Views 10/10 Excellent "Great condo! Beautiful view of the gulf. Pool was added bonus. Very easy check-in. Clean and spacious. " [](https://expedia.com/Longboat-Key-Hotels-Direct-Beachfront-Gulf-With-Amazing-Views.h24294259.Hotel-Information) ## Find out more about Longboat Key ## Longboat Key Villas information | Number of reviews | 561 | | ----------------- | --------- | | Accommodation | 10 Villas | | Lowest Price | $251 | | Highest Price | $1,222 | ## 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) - [Gay friendly Hotels in Longbeach Village ](https://www.expedia.com/Longbeach-Village-Longboat-Key-Hotels-LGBT-Welcoming-Hotel.0-n553248635976481697-0-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - 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