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 [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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 three months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=8409&startDate=2026-06-05&endDate=2026-06-07&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/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) ![Dining](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/c4e22d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122190000/122182400/122182334/743edcc6.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 (1 review) "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 $243 nightly $259 total Feb 16 - Feb 17 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) ![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) ![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) ### 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 (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. $448 nightly $499 total Mar 1 - Mar 2 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) ![Interior](https://images.trvl-media.com/lodging/126000000/125160000/125156500/125156498/48315755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125160000/125156500/125156498/9489152a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125160000/125156500/125156498/ef4a8011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125160000/125156500/125156498/7fdb1bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Miramar [](https://www.expedia.com/Siesta-Key-Hotels-Miramar.h125156498.Hotel-Information) Siesta Key $2,310 nightly $2,611 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Siesta-Key-Hotels-Miramar.h125156498.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) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99540000/99539200/99539178/033b13db.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) ![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 (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. $349 nightly $390 total Feb 22 - Feb 23 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/41000000/40290000/40281600/40281514/558aecbd.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) ![Beach nearby](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/716bb273.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) ### 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 9.8/10 Exceptional (38 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 $528 nightly $590 total Feb 11 - Feb 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/109000000/108540000/108530200/108530119/06df27dd.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) ![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) ![Dining](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/784eab97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches [](https://www.expedia.com/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information) Bradenton 9.4/10 Exceptional (13 reviews) "Perfect spot for golf tournament. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy K. $462 nightly $516 total Feb 16 - Feb 17 Total with taxes and fees [](https://www.expedia.com/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.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) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/100000000/99510000/99502000/99501985/c2c37344.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) ![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) ### 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 (21 reviews) "This property is amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather R. $358 nightly $400 total Feb 24 - Feb 25 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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99540000/99538400/99538320/cc2c3005.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) ![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) ### 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 (24 reviews) "Theresa was a great host and was very accommodating. Her home is very clean and a relaxing outdoor area. If you’re looking for a cozy and relaxing home for your next vacation I highly recommend this rental. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn J. $349 nightly $390 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Bradenton-Hotels-Salty-Lime-Villa-2-River-View-W-Pool-On-Riverwalk.h99538320.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) ![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) ![TV, books](https://images.trvl-media.com/lodging/57000000/56030000/56027300/56027278/5f6cb959.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) ### 3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B [](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-3-Bed-2-Bath-3K-Beds-Villa-5.h56027278.Hotel-Information) Casey Key 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. $866 nightly $965 total Mar 2 - Mar 3 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) ![Exterior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/559f6800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/3426debe.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/103000000/102820000/102819400/102819352/56e79f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102820000/102819400/102819352/71d40599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool [](https://www.expedia.com/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.Hotel-Information) Bradenton $629 nightly $701 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/Bradenton-Hotels-Charming-3-Bd-2-Ba-Villa-In-Cool-Bradenton-WiFi-AC-Laundry-Lanai-Community-Pool.h102819352.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/123000000/122230000/122225700/122225657/8fc88978.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 $848 nightly $946 total Mar 7 - Mar 8 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/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/w1200h720x0y0-ceea8366.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/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 $849 nightly $946 total Feb 15 - Feb 16 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/41000000/40290000/40281800/40281750/5d728169.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) ![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) ### 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 (51 reviews) "Great location! Beautifully decorated." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana F. $616 nightly $687 total Feb 12 - Feb 13 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/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 (59 reviews) "Really nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dee J. $525 nightly $586 total Feb 11 - Feb 12 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/41000000/40290000/40281600/40281598/68ea063f.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) ![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) ### 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 (72 reviews) "Everything was as in the pictures " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julio César R. $765 nightly $854 total Feb 16 - Feb 17 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/41000000/40290000/40281700/40281663/5d18b318.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) ![TV](https://images.trvl-media.com/lodging/41000000/40290000/40281700/40281663/99497a2f.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 9.6/10 Exceptional (94 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. $694 nightly $774 total Feb 17 - Feb 18 Total with taxes and fees [](https://www.expedia.com/Anna-Maria-Hotels-Bayfront-Bliss-Pool.h40281663.Hotel-Information) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/b9f04881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/cf6ee2d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/57000000/56030000/56027700/56027626/0d418fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom/2 Bath Villa (Ground Level) - Unit 9/C [](https://www.expedia.com/Sarasota-Hotels-Escape-Casey-Key-Hotel-Marina-2-Bed-2-Bath-K-Beds-Villa-9.h56027626.Hotel-Information) Casey Key $559 nightly $623 total Feb 12 - Feb 13 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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122820000/122812000/122811944/cde4a886.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) ### 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. $689 nightly $761 total Feb 25 - Feb 26 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=2026-02-24&endDate=2026-02-25®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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=VACATION_HOME) 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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=COTTAGE) 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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=VILLA) 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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=APARTMENT) 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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=APART_HOTEL) 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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&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 ![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) ![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 "overall stay we amazing, walk to the beach, issue was with pluming but fixed it when we were out " [](https://expedia.com/Sarasota-Hotels-Beach-Front-Paradise-And-The-Most-Beautiful-Sunset-Ground-Floor.h68153868.Hotel-Information) ![Zota Beach Resort](https://images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg) ### Zota Beach Resort 10/10 Excellent "Loved the resort" [](https://expedia.com/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ![Direct Oceanview on LBK!](https://images.trvl-media.com/lodging/58000000/57670000/57669800/57669720/bba1574f_y.jpg) ### Direct Oceanview on LBK! 10/10 Excellent "Great host! Amazing location. Loved the beach access and views! Highly recommended " [](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 "Beautiful Property with Amazing Views." [](https://expedia.com/Longboat-Key-Hotels-Direct-Beachfront-Gulf-With-Amazing-Views.h24294259.Hotel-Information) ![Charming 1-bedroom, beachfront condo in marvelous Longboat Key](https://images.trvl-media.com/lodging/112000000/111710000/111700300/111700208/d6a766cd_y.jpg) ### Charming 1-bedroom, beachfront condo in marvelous Longboat Key 10/10 Excellent "Nice location" [](https://expedia.com/Longboat-Key-Hotels-Charming-1-Bedroom.h111700208.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 "What a perfect getaway spot!! Cute and cozy!! We will be back!" [](https://expedia.com/Longboat-Key-Hotels-Longboat-Key-Bliss-A-Perfect-Retreat-At-Cabana-Beach-Club-9Also-Available8.h33504319.Hotel-Information) ![The St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg) ### The St. Regis Longboat Key Resort 10/10 Excellent "Best of the best ! it was incredible! i want to go back again🙌♥️" [](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 | 354 | | ----------------- | --------- | | Accommodation | 10 Villas | | Lowest Price | $259 | | Highest Price | $965 | ## 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) - 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