Title: Longboat Key Vacation Home Rentals from CA $394: Search Top Private Vacation Homes for Rent | Expedia.ca [Longboat Key Travel Guide](https://expedia.ca/Longboat-Key.dx8409)[Hotels in Longboat Key](https://expedia.ca/Longboat-Key-Hotels.d8409.Travel-Guide-Hotels)[Vacation Rentals in Longboat Key](https://expedia.ca/Longboat-Key-Vacation-Rentals.d8409.Travel-Guide-VacationRentals)[Flights to Longboat Key](https://expedia.ca/Cheap-Flights-To-Longboat-Key.d8409.Travel-Guide-Flights)[Things to do in Longboat Key](https://expedia.ca/Things-To-Do-In-Longboat-Key.d8409.Travel-Guide-Activities)[Longboat Key Car Rentals](https://expedia.ca/Car-Rentals-In-Longboat-Key.d8409.Car-Rental-Guide)[Longboat Key Vacation Packages](https://expedia.ca/Longboat-Key.d8409.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/ead9fbeb457abde1c17824ab53aacc80.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Longboat Key Vacation Rentals ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=8409&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Longboat Key Vacation Homes ![A heated pool](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/0d958ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/43db1448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/7ddb3b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23550000/23547100/23547098/3bd0f014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground Floor, Steps to the Sand Silver Sands #243A Resort by RVA Longboat Key 8.6/10 Excellent (59) "Clean, cozy and right in the beach!! Was a perfect little getaway! " CA $167 CA $403 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Sands-243a-Hotel-1-BA-Resort-On-Longboat-Key-By-Rva.h23547098.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/b8c072df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/8a3f628c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/b62a571f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/117000000/116550000/116546700/116546614/ef617826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Bliss on Longboat Key- Steps to the sand Longboat Key 7.0/10 Good (2) "Location was perfect for the beach access we were looking for. The unit was small with a few minor glitches, but it was clean.The property and pool were well mantained and there were no issues with check-in." CA $163 CA $384 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Longboat-Key-Hotels-Beachfront-Bliss-On-Longboat-Key-Steps-To-The-Sand.h116546614.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/117000000/116090000/116086300/116086240/2c18c696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/117000000/116090000/116086300/116086240/b336368d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116090000/116086300/116086240/b7e0b699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116090000/116086300/116086240/5790d9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo with a View 4: Open Thursday Night! Longboat Key 10/10 Exceptional (2) "I absolutely loved this Condo! The view was so amazing, the beach it just a few steps away. The pictures are 100% accurate if not better. The host was attentive and so nice, she even left me muffins and drinks at my door for when I arrived and they were delicious! Will definitely be coming back again. Thanks for the great stay! I highly recommend this place for sure! " CA $199 CA $426 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Longboat-Key-Hotels-Condo-With-A-View-4-Beachfront.h116086240.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/120000000/120000000/119998700/119998626/4bfbb457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/120000000/119998700/119998626/dcd08ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/120000000/119998700/119998626/9bab6f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/120000000/119998700/119998626/00cd7e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal-Front Charmer with Private Beach Access! Longboat Key CA $558 CA $928 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Longboat-Key-Hotels-Canal-Front-Charmer-With-Deeded-Beach-Access.h119998626.Hotel-Information) ![Condo, Pool View | Private kitchen](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/0ea98630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![39-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/044717f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Lake View | Private kitchen](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/74e8ca6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/93c41295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Heron Suites & Villas Siesta Key 8.4/10 Very good (35) "It was perfect for my family of 4 for our beach vacation!!" CA $133 CA $431 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Heron-Suites-Villas.h59661429.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57260000/57258700/57258673/f0dc1607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/58000000/57260000/57258700/57258673/w1440h959x0y1-7ffa8698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/58000000/57260000/57258700/57258673/82e102e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/58000000/57260000/57258700/57258673/f1df4079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winter Special! New HOT TUB! Beach! Pool Heat! Bradenton 9.8/10 Exceptional (32) "As wonderful as it appears. Great host." CA $261 CA $928 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bradenton-Hotels-Spring-Special-New-HOT-TUB-Beach-Huge-Private-Pool-Game-Room.h57258673.Hotel-Information) ![Smart TV, stereo](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/7e83ed7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/7148e781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/1db87145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/8c491d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming home near Anna Maria Island with Jacuzzi Bradenton 10/10 Exceptional (14) "Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!" CA $138 CA $353 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bradenton-Hotels-Charming-Home-Near-Anna-Maria-Island-With-Jacuzzi.h108585518.Hotel-Information) ![322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/aa15caa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/08963d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/9ff42f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![711 Beach Rd, Siesta Key, FL No Pool](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/5d33a805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Siesta Key Island Rentals Siesta Key 9.6/10 Exceptional (48) "This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. " CA $166 CA $394 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/34000000/33400000/33393800/33393742/8aa0ab0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33400000/33393800/33393742/7c9280ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33400000/33393800/33393742/ba244c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33400000/33393800/33393742/1da0f055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extremely comfortable&clean VILLAS! Heated pool and Jacuzzi SUMMER SPECIAL RATES Sarasota 9.6/10 Exceptional (35) "Great place, clean, fully stocked kitchen, very convenient location. Would definitely stay again." CA $113 CA $563 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Sarasota-Hotels-Extremely-Comfortableclean-VILLAS-Heated-Pool-And-Jacuzzi-SUMMER-SPECIAL-RATES.h33393742.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/ac59d277.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) ![Beach nearby](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/634a4793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/109000000/108540000/108530200/108530119/bac577ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches Bradenton 9.2/10 Wonderful (11) "The bedrooms and bathrooms were spacious and also the closets. The kitchen was well-equipped. Overall a very comfortable and safe place to stay." CA $209 CA $601 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Bradenton-Hotels-W-Bradenton-Country-Club-Estates.h108530119.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/25000000/24140000/24133000/24132964/06d0cdd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/25000000/24140000/24133000/24132964/a984a4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/25000000/24140000/24133000/24132964/b752e184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24140000/24133000/24132964/41f7bb2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise Cove -- A perfect Beach Getaway Bradenton 10/10 Exceptional (131) "Relaxing week with the family, great location, nice home with pool, and very closed to beautiful beaches." CA $198 CA $555 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Bradenton-Hotels-Contactless-Check-In-At-Paradise-Cove-A-Perfect-Beach-Getaway.h24132964.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/83000000/82710000/82709900/82709805/a61fb0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/83000000/82710000/82709900/82709805/3f2980db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82710000/82709900/82709805/9e949efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82710000/82709900/82709805/71948389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Coastal Vibes w/ Private Pool! Bradenton 9.6/10 Exceptional (32) "Perfect! Would stay again " CA $167 CA $475 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Bradenton-Hotels-Great-Location-Private-Pool-And-Dog-Friendly.h82709805.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/w1290h1721x0y538-61c2ec39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/41ec2756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/0449e44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/3b8a52ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches! Sabal Harbour 10/10 Exceptional (19) "Everything was great!" CA $169 CA $482 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bradenton-Hotels-Enjoy-Coastal-Townhome-W-Sunset-Views-Near-The-Gulfs-Most-Popular-Beaches.h107611754.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102700000/102691400/102691349/f7aed3d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102700000/102691400/102691349/d01f02cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102700000/102691400/102691349/69f519d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/103000000/102700000/102691400/102691349/3bbf3e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Room 15 Minutes from Downtown or Beach Sarasota Springs 9.6/10 Exceptional (25) "Easy to find and just as listed. Awesome decor and very comfy bed. Owner very accommodating and answered messages and phone calls when I needed her! Drive to beach each day! " CA $100 CA $181 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Sarasota-Hotels-Peaceful-Room-15-Minutes-From-Downtown-Or-Beach.h102691349.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/a5e815ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/5c1c879f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/622c3ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/75b33826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown. Southgate 10/10 Exceptional (65) "Enjoyed our stay. Great location close to everything we needed" CA $99 CA $347 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Sarasota-Hotels-Centrally-Located-20-Minutes-To-Siesta-And-St-Armands-10-Minutes-To-Downtown.h76790733.Hotel-Information) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/w2047h1365x0y0-8b739e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/2928c88a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/a201f7af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/b25ba3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Studio Carriage House, 15min to Beach Bradenton 10/10 Exceptional (10) "Nice little spot close to downtown Bradenton. " CA $105 CA $294 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Bradenton-Hotels-Tiny-Carriage-House.h109073019.Hotel-Information) ![Deluxe Villa | Living area](https://images.trvl-media.com/lodging/116000000/115140000/115131000/115130957/w1270h862x20y1-2157a508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa | Private kitchen](https://images.trvl-media.com/lodging/116000000/115140000/115131000/115130957/w1286h860x4y2-e6289e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115140000/115131000/115130957/w1286h850x4y0-d4db1721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115140000/115131000/115130957/w1286h858x4y3-7d39bd0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bradenton Breeze West Samoset 6.0/10 (2) "It was good! " CA $159 CA $455 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bradenton-Hotels-Bradenton-Breeze.h115130957.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/64000000/63920000/63918500/63918463/2f921cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63920000/63918500/63918463/4fe65013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63920000/63918500/63918463/32531e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63920000/63918500/63918463/d9d2cc79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Azul 2Bed/1Bath Bayou Oaks 9.4/10 Exceptional (66) "The home was decorated beautiful! We enjoyed ourselves. Comfortable and kitchen were stocked nicely. Great location, 5-10 minutes from most places of interest. Nice communication and easy to check in and out. " CA $126 CA $275 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Sarasota-Hotels-Casa-Azul-2bed1bath.h63918463.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/25cd6471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/af4423ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/297301d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/ff579f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kapok in Bradenton Sunny Shores 9.4/10 Exceptional (35) "Excellent for a family trip." CA $138 CA $660 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Bradenton-Hotels-Kapok-In-Bradenton.h21678444.Hotel-Information) ![Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/0f940b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/27c86f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/d18b218c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211563/bfcc1e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lulu's Key House Leatherback 2/2 Downstairs Siesta Key Village CA $351 CA $822 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Sarasota-Hotels-Lulus-Key-House-Leatherback-22-Downstairs.h67211563.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.ca/Hotel-Search?startDate=2025-10-21&endDate=2025-10-22®ionId=8409&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Private-Vacation-Homes.d8409-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLongboat-Key-Private-Vacation-Homes.d8409-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Longboat Key Hotel Reviews ![Zota Beach Resort](//images.trvl-media.com/lodging/16000000/15710000/15703500/15703469/277458de_y.jpg) ### Zota Beach Resort 10/10 Excellent "We had a wonderful stay at Zota Beach Resort on Longboat Key. The property is beautiful, right on the beach, with stunning Gulf views from our balcony. Our room was modern, well equipped, and very comfortable. The front desk staff were warm, kind, and professional, which made us feel welcome from the moment we arrived. In the evening, we relaxed by the pool under the stars and noticed a raccoon passing by at a safe distance away from the pool. When we mentioned it, the staff explained that the resort partners with rescue organizations to relocate them, though as part of Florida’s natural environment, new ones may appear. It did not take away from our experience, and we appreciated how proactive and transparent the staff were. Overall, the resort felt safe, peaceful, and high quality. A beautiful place for a relaxing getaway, and I would definitely return. " [](https://expedia.ca/Sarasota-Hotels-Zota-Beach-Resort.h15703469.Hotel-Information) ![Sea Club I Beach Resort](//images.trvl-media.com/lodging/9000000/8110000/8109300/8109251/8623a3bb_y.jpg) ### Sea Club I Beach Resort 10/10 Excellent "What a treasure. Loved it. " [](https://expedia.ca/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information) ![The Resort at Longboat Key Club](//images.trvl-media.com/lodging/1000000/30000/27600/27542/97bea551_y.jpg) ### The Resort at Longboat Key Club 10/10 Excellent "The room and view was gorgeous. The accommodations are fantastic. The hotel is 20 minutes from our favorite Italian restaurant, Marcello’s. ❤️" [](https://expedia.ca/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) ![ Flash Sale Late Sept-early Oct Take a Peek 1fabulous unit.](//images.trvl-media.com/lodging/40000000/39610000/39600600/39600573/0bb5c5a9_y.jpg) ### Flash Sale Late Sept-early Oct Take a Peek 1fabulous unit. 10/10 Excellent "Had a great relaxing time with family. The property is right on a beautiful beach which is crowd free and clean. Plenty of chairs and umbrellas available for use. Please be aware that the location is at least 20 mins away from the restaurants and shops. But that is also the reason you can have a great time away with your loved ones without disturbances. " [](https://expedia.ca/Sarasota-Hotels-New-To-Homeaway-Gulf-Front-Reduced-Price-To-Get-Started-149-1-Bed-Or-Suite.h39600573.Hotel-Information) ![THE BEACH #107 Summer special 210 nite+fees Beachfront Full View](//images.trvl-media.com/lodging/36000000/35550000/35541700/35541645/9273c908_y.jpg) ### THE BEACH #107 Summer special 210 nite+fees Beachfront Full View 10/10 Excellent "We will definitely be back!" [](https://expedia.ca/Longboat-Key-Hotels-THE-BEACH.h35541645.Hotel-Information) ![Beach front 2 bed-2 bath private balcony, modern with Gulf front views](//images.trvl-media.com/lodging/112000000/111690000/111680700/111680669/b8fb2c4f_y.jpg) ### Beach front 2 bed-2 bath private balcony, modern with Gulf front views 10/10 Excellent "This unit is perfectly located on longboat key. Just steps to the beach, less than a mile to the grocery store and conveniently located near several excellent restaurants. The description of the unit was spot on and would definitely stay there again." [](https://expedia.ca/Longboat-Key-Hotels-Beach-Front-2-Bed-2-Bath-Private-Balcony.h111680669.Hotel-Information) ![The St. Regis Longboat Key Resort](//images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg) ### The St. Regis Longboat Key Resort 10/10 Excellent "Great customer service, excell" [](https://expedia.ca/Longboat-Key-Hotels-The-St-Regis-Longboat-Key-Resort.h5487.Hotel-Information) ![Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA](//images.trvl-media.com/lodging/24000000/23140000/23133900/23133871/eb017046_y.jpg) ### Unforgettable Oceanfront Oasis-The Beach on Longboat Key #226 by RVA 10/10 Excellent "Stay was wonderful… forgot how peaceful the beach can actually be! Place was pristine and the view… spectacular! " [](https://expedia.ca/Sarasota-Hotels-The-Beach-On-Longboat-Key-226-Studio-1-BA-Resort-By-Rva.h23133871.Hotel-Information) ![Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.](//images.trvl-media.com/lodging/34000000/33750000/33740700/33740629/6f1448ad_y.jpg) ### Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available. 10/10 Excellent "We had a wonderful experience again at this unit. A few changes post hurricane, but all good! The new couch is comfortable and the fresh white paint looked great. Check in was easy and communication with property owner was quick. We loved the pool and beach and look forward to coming back. " [](https://expedia.ca/Longboat-Key-Hotels-Charming-Cabana-Beach-Club-8-Your-Coastal-Retreat-Awaits9-Also-Available.h33740629.Hotel-Information) ## Find out more about Longboat Key ## Longboat Key Vacation Homes information | Number of reviews | 90 | | --- | --- | | Accommodation | 162 Vacation Homes | | Lowest Price | CA $394 | | Highest Price | CA $822 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Family Hotels in Bay Isles](https://www.expedia.ca/Bay-Isles-Longboat-Key-Hotels-Family-Hotel.0-n553248635976473218-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Bay Isles](https://www.expedia.ca/Bay-Isles-Longboat-Key-Hotels-Oceanfront-Hotels.0-n553248635976473218-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Bay Isles Hotels](https://www.expedia.ca/Bay-Isles-Longboat-Key-Hotels.0-n553248635976473218-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Bayshore Gardens](https://www.expedia.ca/Bayshore-Gardens-Bradenton-Hotels-Adults-Only-Resorts.0-n553248623282278434-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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[Inns in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Inns.d9113-aaInns.Travel-Guide-Accommodation) - [Lodges in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Lodges.d9113-aaLodges.Travel-Guide-Accommodation) - [Motels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Motels.d9113-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Pinellas Park](https://www.expedia.ca/Pinellas-Park-RV-Parks.d9113-aaRVParks.Travel-Guide-Accommodation) - [Riads in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Riads.d9113-aaRiads.Travel-Guide-Accommodation) - [Lodges in Polk City](https://www.expedia.ca/Polk-City-Lodges.d6154853-aaLodges.Travel-Guide-Accommodation) - [Riads in Polk City](https://www.expedia.ca/Polk-City-Riads.d6154853-aaRiads.Travel-Guide-Accommodation) - [Adults Only Resorts & in Sunny Shores](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels-Adults-Only-Resorts.0-n553248635976469851-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Sunny Shores](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels-Couples-Resorts-Hotels.0-n553248635976469851-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Sunny Shores Hotels](https://www.expedia.ca/Sunny-Shores-Bradenton-Hotels.0-n553248635976469851-0.Travel-Guide-Filter-Hotels) - [Flights from Toronto (YYZ) to Sarasota (SRQ)](https://www.expedia.ca/lp/flights/yyz/srq/toronto-to-sarasota) - [Visit Bayshore Gardens](https://www.expedia.ca/Bradenton-Bayshore-Gardens.dx553248623282278434) - [Coquina Baywalk](https://www.expedia.ca/Coquina-Baywalk-Bradenton-Beach.d6295818.Vacation-Attraction) - [Cortez Beach](https://www.expedia.ca/Cortez-Beach-Bradenton-Beach.d6128278.Vacation-Attraction) - [Historic Bridge Street Pier](https://www.expedia.ca/Historic-Bridge-Street-Pier-Bradenton-Beach.d6295814.Vacation-Attraction) - [Img Academy](https://www.expedia.ca/IMG-Academy-Bradenton.d6296268.Vacation-Attraction) - [Img Bollettieri Tennis Academy](https://www.expedia.ca/IMG-Bollettieri-Tennis-Academy-Bradenton.d6128286.Vacation-Attraction) - [Visit Longbeach Village](https://www.expedia.ca/Longboat-Key-Longbeach-Village.dx553248635976481697) - [Car rentals near Bayshore Gardens](https://www.expedia.ca/Car-Rentals-In-Bayshore-Gardens.d553248623282278434.Car-Rental-Guide) - [Cortez Vacation Rentals](https://www.expedia.ca/Cortez-Vacation-Rentals.d553248623461959293.Travel-Guide-VacationRentals) - [Book Vacation Homes in Longboat Key on Expedia.com](https://www.expedia.com/Longboat-Key-Private-Vacation-Homes.d8409-aaPrivateVacationHomes.Travel-Guide-Accommodation)