Title: Southwest Florida Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Southwest Florida Travel Guide](https://expedia.ca/Southwest-Florida.dx6233839)[Hotels in Southwest Florida](https://expedia.ca/Southwest-Florida-Hotels.d6233839.Travel-Guide-Hotels)[Vacation Rentals in Southwest Florida](https://expedia.ca/Southwest-Florida-Vacation-Rentals.d6233839.Travel-Guide-VacationRentals)[Flights to Southwest Florida](https://expedia.ca/Cheap-Flights-To-Southwest-Florida.d6233839.Travel-Guide-Flights)[Things to do in Southwest Florida](https://expedia.ca/Things-To-Do-In-Southwest-Florida.d6233839.Travel-Guide-Activities)[Southwest Florida Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Florida.d6233839.Car-Rental-Guide)[Southwest Florida Vacation Packages](https://expedia.ca/Southwest-Florida.d6233839.Destination-Travel-Guides) ![Fort Myers Beach which includes a beach as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/66000/66152-Fort-Myers.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Southwest Florida Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Southwest Florida Vacation Homes ![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) ![Exterior](https://images.trvl-media.com/lodging/60000000/59670000/59661500/59661429/d3b33d16.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) ![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) ### 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 $128 CA $426 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Heron-Suites-Villas.h59661429.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) ![153 Beach Rd, Siesta Key, FL W/jacuzzi | Living area](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/fa023698.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) ![Room amenity](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/08963d61.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 $159 CA $386 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.Hotel-Information) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528262/1e2736d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528262/74f79ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528262/8f978a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528262/588223dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hibiscus House Bed Breakfast Citrus Room Fort Myers River District CA $270 CA $301 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Fort-Myers-Hotels-Hibiscus-House-Bed-Breakfast-Citrus-Room.h119528262.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/f1e11f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/37223624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/a5de6200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106820000/106814600/106814514/5adc4fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ultimate Fishing Retreat- Comfortable and Convenient! Ochopee 9.8/10 Exceptional (13) "Great place" CA $244 CA $639 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Chokoloskee-Hotels-Our-Little-Slice-Of-Paradise.h106814514.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) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108590000/108585600/108585518/8c491d3a.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) ### 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) ![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) ![Interior](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/b25ba3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109080000/109073100/109073019/d32db899.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) ### 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) ![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) "Great stay! Nice place and location!" CA $170 CA $481 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Bradenton-Hotels-Enjoy-Coastal-Townhome-W-Sunset-Views-Near-The-Gulfs-Most-Popular-Beaches.h107611754.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/78000000/77100000/77091100/77091045/bf51c4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77100000/77091100/77091045/98c11f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77100000/77091100/77091045/da050d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/78000000/77100000/77091100/77091045/e3e876bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright & Airy 2bed 2bath home near downtown/Weekly and monthly discounts! Pelican 9.6/10 Exceptional (52) "Reasonably priced for our getaway. Located close enough for a short drive to the beach for us. The place was very clean. I would stay again!" CA $124 CA $328 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Cape-Coral-Hotels-Bright-Airy-2bed-2bath-Home-8-Mins-To-Beach.h77091045.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83720000/83714600/83714522/dd91b043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83720000/83714600/83714522/ab94d961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83720000/83714600/83714522/79149535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83720000/83714600/83714522/6089265a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach. Pelican 9.6/10 Exceptional (35) "This was a calming, relaxing, and refreshing destination. There are unique places to visit nearby." CA $118 CA $319 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Cape-Coral-Hotels-Modern-Boho-2bed-2bath-Home.h83714522.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/21000000/20370000/20360900/20360832/e87f3154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/21000000/20370000/20360900/20360832/56d068be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/21000000/20370000/20360900/20360832/445c9b0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/21000000/20370000/20360900/20360832/f923a982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Completely remodeled beautiful waterfront property on canal with dock Port Charlotte 9.6/10 Exceptional (61) "Overall was very clean and comfortable, we enjoyed our stay" CA $123 CA $373 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Waterfront-Property-Beautiful-And-Relaxing.h20360832.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) ![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) ![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) ![Private kitchen](https://images.trvl-media.com/lodging/103000000/102700000/102691400/102691349/c7b8f0f4.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 7 - Oct 8 [](https://www.expedia.ca/Sarasota-Hotels-Peaceful-Room-15-Minutes-From-Downtown-Or-Beach.h102691349.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21680000/21678500/21678444/73c5f7f6.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) ### Kapok in Bradenton Sunny Shores 9.4/10 Exceptional (35) "Excellent for a family trip." CA $138 CA $694 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Bradenton-Hotels-Kapok-In-Bradenton.h21678444.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) ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63920000/63918500/63918463/d9d2cc79.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) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/64000000/63920000/63918500/63918463/ca15a667.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 $274 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Sarasota-Hotels-Casa-Azul-2bed1bath.h63918463.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18900000/18893900/18893845/6c618adb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18900000/18893900/18893845/db2a38d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18900000/18893900/18893845/c688a7da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18900000/18893900/18893845/c7bac685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LAST MINUTE DEAL $180 CAPE CORAL, PETS OK Caloosahatchee 8.0/10 Very good (13) "It was an amazing home & the family and i loved the location and the outside pool area !!" CA $202 CA $518 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Cape-Coral-Hotels-LAST-MINUTE-DEAL-200-CAPE-CORAL.h18893845.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/27000000/26970000/26968600/26968513/637fa644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26970000/26968600/26968513/bf682838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26970000/26968600/26968513/b8f9e350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/27000000/26970000/26968600/26968513/adf709b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy a 3-bedroom vacation home in Yacht Club, 19 minutes to Key West Express Caloosahatchee 9.8/10 Exceptional (118) "My husband and I had a very relaxing 10 days here. Very quiet neighborhood and close enough to ride the bikes to Cape Coral beach. " CA $162 CA $541 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Cape-Coral-Hotels-New-Salt-System-Pool.h26968513.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/w1242h995x0y223-01d8ae97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/c65f07e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/663202bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/d511210f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW!! The “WATERSIDE” COTTAGE~With dockage Bokeelia 10/10 Exceptional (41) "My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. " CA $265 CA $546 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.Hotel-Information) ![Condo (LuLu's Key House Kemp Ridley 1/1 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211553/769ba006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (LuLu's Key House Kemp Ridley 1/1 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211553/72d1093a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211553/e27344af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo (LuLu's Key House Kemp Ridley 1/1 Down) | Exterior](https://images.trvl-media.com/lodging/68000000/67220000/67211600/67211553/deb88f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lulu's Key House Kemp Ridley 1/1 Downstairs Siesta Key Village 10/10 Exceptional (4) "Loved the location! " CA $273 CA $689 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sarasota-Hotels-Lulus-Key-House-Kemp-Ridley-11-Downstairs.h67211553.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76800000/76790800/76790733/82ee712a.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) ![Exterior](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/a444b7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/f13cfd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/e257f6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107130000/107121400/107121352/19614960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Emerald Shores East! Walk to Beach! Anna Maria 9.4/10 Exceptional (3) "Enjoyed the convenience of being so close to the beach. Pool area below east side is in desperate need of attention. A little scary when we saw all the electrical wires just hanging from the deck. Pool was cloudy. " CA $258 CA $625 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Anna-Maria-Hotels-1-Min-To-Beach.h107121352.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90210000/90201700/90201631/9c8ae69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/91000000/90210000/90201700/90201631/f745e5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90210000/90201700/90201631/4ff649bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/91000000/90210000/90201700/90201631/b7c79ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \[lounge like locals\] walk to siesta beach +bikes Siesta Key 9.8/10 Exceptional (24) "The property was very clean and conveniently located ." CA $108 CA $398 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Siesta-Key-Hotels-Lounge-Like-Locals-Walk-To-Siesta-Beach-Bikes.h90201631.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=2025-10-20&endDate=2025-10-21®ionId=6233839&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&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%2FSouthwest-Florida-Private-Vacation-Homes.d6233839-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthwest-Florida-Private-Vacation-Homes.d6233839-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Southwest Florida Hotel Reviews ![Kompose Boutique Hotel](//images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "Great customer seevice" [](https://expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](//images.trvl-media.com/lodging/1000000/1000000/991200/991114/7c494168_y.jpg) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs 10/10 Excellent "Excellent service at the pool area" [](https://expedia.ca/Bonita-Springs-Hotels-Hyatt-Vacation-Club-At-Coconut-Cove.h991114.Hotel-Information) ![Hilton Naples](//images.trvl-media.com/lodging/1000000/450000/448200/448199/ce47963b_y.jpg) ### Hilton Naples 10/10 Excellent "Very nice place. The only thing I didn’t like was that it had ants in my room and they were all over a meal I had taken to the room to eat late at night." [](https://expedia.ca/Naples-Hotels-Hilton-Naples.h448199.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](//images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 10/10 Excellent "Very nice hotel close to the beach (Only 5 minutes drive). The staff is amazing and always willing to help. " [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Margaritaville Beach Resort Fort Myers ](//images.trvl-media.com/lodging/96000000/95130000/95127000/95126992/w3998h2821x0y0-a77e6574_y.jpg) ### Margaritaville Beach Resort Fort Myers 10/10 Excellent "Everything about this place was amazing! " [](https://expedia.ca/Fort-Myers-Beach-Hotels-Margaritaville-Beach-Resort-Fort-Myers.h95126992.Hotel-Information) ![Carlisle Inn](//images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "The Carlisle Inn is a gem! Truely a 5-star hotel. Elligent furnishing, large rooms, Wide halls. The hot tub and pool area are superb. If you stay the restaurant in the front parking lot is a must." [](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ![Lani Kai Beachfront Resort](//images.trvl-media.com/lodging/1000000/440000/438800/438796/b5b17142_y.jpg) ### Lani Kai Beachfront Resort 10/10 Excellent "Great!" [](https://expedia.ca/Fort-Myers-Hotels-Lani-Kai-Beachfront-Resort.h438796.Hotel-Information) ![Hyatt House Naples/5th Avenue](//images.trvl-media.com/lodging/13000000/12810000/12805400/12805323/b4e7afd1_y.jpg) ### Hyatt House Naples/5th Avenue 10/10 Excellent "Excellent value, especially for Naples. We came here for a two nights stay for my birthday and were pleased with staff and the value, for such a great location at such a quality hotel. We arrived late and went looking for food elsewhere only to find out most places were closed at 9 PM. We were thrilled to find the hotel's restaurant & bar were still open. The food was so amazing, we ate all but one meal there. The bartender was very friendly as was the front desk staff. The view from our room, which was on the water, was spectacular and the pool was pure perfection. It made for a very nice short getaway. One note of caution; There is an airport nearby and the planes descend, at a very low altitude, while coming in for a landing, directly over the pool area multiple times per day. Although they are mostly smaller planes and small jets, I would not recommend this hotel to anyone suffering from PTSD because you hear the planes coming before you see them and they sound a bit like a missile. Children however would love it!" [](https://expedia.ca/Naples-Hotels-Hyatt-House-Naples5th-Avenue.h12805323.Hotel-Information) ![Marco Beach Ocean Suites](//images.trvl-media.com/lodging/93000000/92930000/92927500/92927422/eeea5841_y.jpg) ### Marco Beach Ocean Suites 10/10 Excellent "Very clean and staff was amazing. Only downfall is no pool until Feb 2026 under construction. But everything else was amazing " [](https://expedia.ca/Marco-Island-Hotels-Marco-Beach-Ocean-Resort.h92927422.Hotel-Information) ## Find out more about Southwest Florida ## Southwest Florida Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | Vacation Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Bell Villa](https://www.expedia.ca/4Star-Bell-Villa-Bonita-Springs-Hotels.s40-n553248635976469205-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Aberdeen](https://www.expedia.ca/Aberdeen-Apart-Hotels.d553248635975850734-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Aberdeen](https://www.expedia.ca/Aberdeen-Bed-And-Breakfast.d553248635975850734-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Aberdeen](https://www.expedia.ca/Aberdeen-Castles.d553248635975850734-aaCastles.Travel-Guide-Accommodation) - [Cottages in Aberdeen](https://www.expedia.ca/Aberdeen-Cottages.d553248635975850734-aaCottages.Travel-Guide-Accommodation) - 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