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 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](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 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6233839&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 one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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) ![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) ### Siesta Heron Suites & Villas Siesta Key 8.4/10 Very good (37) "It was perfect for my family of 4 for our beach vacation!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse CA $158 CA $460 total includes taxes & fees Oct 26 - Oct 27 [](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) ![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/90000000/89720000/89714300/89714291/9ff42f58.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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julianna CA $139 CA $363 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.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) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83720000/83714600/83714522/6089265a.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) ![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) ### Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach. Pelican 9.6/10 Exceptional (36) "This was a calming, relaxing, and refreshing destination. There are unique places to visit nearby." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna R. CA $117 CA $319 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Cape-Coral-Hotels-Modern-Boho-2bed-2bath-Home.h83714522.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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyle S. CA $170 CA $388 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bradenton-Hotels-Charming-Home-Near-Anna-Maria-Island-With-Jacuzzi.h108585518.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) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107620000/107611800/107611754/71091855.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) ![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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa and Colin M. CA $170 CA $482 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Bradenton-Hotels-Enjoy-Coastal-Townhome-W-Sunset-Views-Near-The-Gulfs-Most-Popular-Beaches.h107611754.Hotel-Information) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528262/c6eb3831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Hibiscus House Bed Breakfast Citrus Room Fort Myers River District CA $276 CA $308 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Fort-Myers-Hotels-Hibiscus-House-Bed-Breakfast-Citrus-Room.h119528262.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) ![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 Carriage House, 15 min to AMI Beach & IMG Bradenton 10/10 Exceptional (10) "Nice little spot close to downtown Bradenton. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt CA $138 CA $335 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Bradenton-Hotels-Tiny-Carriage-House.h109073019.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) ![Marina](https://images.trvl-media.com/lodging/27000000/26970000/26968600/26968513/6e1a1273.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) ![Interior](https://images.trvl-media.com/lodging/27000000/26970000/26968600/26968513/b8f9e350.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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leigh L. CA $162 CA $541 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Cape-Coral-Hotels-New-Salt-System-Pool.h26968513.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) ![Interior](https://images.trvl-media.com/lodging/78000000/77100000/77091100/77091045/553034f0.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) ![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 (53) "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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel B. CA $123 CA $325 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Cape-Coral-Hotels-Bright-Airy-2bed-2bath-Home-8-Mins-To-Beach.h77091045.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RHEA CA $138 CA $696 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Bradenton-Hotels-Kapok-In-Bradenton.h21678444.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94740000/94736700/94736610/25e6023e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94740000/94736700/94736610/f4a19781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/95000000/94740000/94736700/94736610/1f8e18a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/95000000/94740000/94736700/94736610/ab84b97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island! River District 10/10 Exceptional (55) "We enjoyed the close proximity to the beaches. Great stay would love to come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott L. CA $117 CA $461 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Bradenton-Hotels-Historic-Bradenton-Bungalow.h94736610.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/93000000/92390000/92387100/92387071/cdeff57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, printers](https://images.trvl-media.com/lodging/93000000/92390000/92387100/92387071/3070f17e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92390000/92387100/92387071/8c82ae31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92390000/92387100/92387071/1ca7b18b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Getaway with the pool North Port 10/10 Exceptional (26) "We enjoyed our stay very much. Will stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christi K. CA $180 CA $538 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/North-Port-Hotels-Perfect-Getaway-With-The-Pool.h92387071.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) ![TV](https://images.trvl-media.com/lodging/91000000/90210000/90201700/90201631/80adbf9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](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) ### \[lounge like locals\] walk to siesta beach +bikes Siesta Key 9.8/10 Exceptional (24) "The property was very clean and conveniently located ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $130 CA $428 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Siesta-Key-Hotels-Lounge-Like-Locals-Walk-To-Siesta-Beach-Bikes.h90201631.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) ![Exterior](https://images.trvl-media.com/lodging/21000000/20370000/20360900/20360832/8a1d83be.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) ### 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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer R. CA $123 CA $362 total includes taxes & fees Oct 25 - Oct 26 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Waterfront-Property-Beautiful-And-Relaxing.h20360832.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/38000000/37780000/37773500/37773420/0375d097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/38000000/37780000/37773500/37773420/7da3f11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37780000/37773500/37773420/a3c23037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37780000/37773500/37773420/4c782a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS! Tradewinds 9.2/10 Wonderful (38) "We enjoyed our stay. Great beach supplies were available." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $238 CA $653 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Sanibel-Hotels-Coastal-Chic-Cottage-Heron-Minutes-To-The-Beach-JULY-SAVINGS.h37773420.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) ![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) ![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) ### 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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine M. CA $102 CA $351 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Sarasota-Hotels-Centrally-Located-20-Minutes-To-Siesta-And-St-Armands-10-Minutes-To-Downtown.h76790733.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84060000/84052300/84052263/5ea61254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/85000000/84060000/84052300/84052263/147a94ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/85000000/84060000/84052300/84052263/a2cb8a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/85000000/84060000/84052300/84052263/98ea88c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish house minutes from the beach South Venice 9.6/10 Exceptional (25) "Great location and safe neighborhood. Definitely will stay again if available." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis M. CA $150 CA $482 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Venice-Hotels-Stylish-House-Minutes-From-The-Beach.h84052263.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) ![Dining](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/663202bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28880000/28879600/28879579/1249367c.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) ### 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ron R. CA $266 CA $547 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Fort-Myers-Hotels-New-The-Waterside-Cottagewith-Dockage.h28879579.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53840000/53837600/53837535/99477110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53840000/53837600/53837535/aa105f7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53840000/53837600/53837535/ca9cc400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/54000000/53840000/53837600/53837535/469214b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Getaway, a Boating Paradise Englewood 10/10 Exceptional (43) "Great place to stay with your boat." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) arthur n. CA $208 CA $480 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Pirates-Haunt-On-Lemon-Bay.h53837535.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/45000000/45000000/44997900/44997820/3e6cecfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/45000000/45000000/44997900/44997820/cef58e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/45000000/45000000/44997900/44997820/01b6026c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/45000000/45000000/44997900/44997820/1371c53a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The BEACH & BAY 120 steps away. Semi-private fishing dock, free bikes Manasota Key 9.8/10 Exceptional (113) "This was our second time at this location and fourth year at one of Dan & Linda’s properties. Everything was clean and to be expected! We had just enough amenities and perfect access to our local favorites (beach, walking paths, restaurants). Manasota Key is a hidden gem and we’re eager to see it back on its feet from last year’s storms. Grateful for an amazing stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth J. CA $252 CA $577 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Englewood-Hotels-The-BEACH-BAY-120-Steps-Away-Semi-Private-Fishing-Dock.h44997820.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=2025-11-07&endDate=2025-11-08®ionId=6233839&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%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 ![Hilton Naples](//images.trvl-media.com/lodging/1000000/450000/448200/448199/29d5d584_y.jpg) ### Hilton Naples 10/10 Excellent "Great helpful staff convenient location and a clean and quiet property Having Shula restaurant on the property was surprisingly impressive " [](https://expedia.ca/Naples-Hotels-Hilton-Naples.h448199.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 "Very good " [](https://expedia.ca/Bonita-Springs-Hotels-Hyatt-Vacation-Club-At-Coconut-Cove.h991114.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 "Beautiful view, clean and comfortable room. " [](https://expedia.ca/Marco-Island-Hotels-Marco-Beach-Ocean-Resort.h92927422.Hotel-Information) ![Holiday Inn Express Cape Coral-Fort Myers Area by IHG](//images.trvl-media.com/lodging/1000000/30000/26900/26860/ab39b98c_y.jpg) ### Holiday Inn Express Cape Coral-Fort Myers Area by IHG 10/10 Excellent "Room updated nicely $ quiet. Only thing. The mini fridge in the room did not have a temperature adjustment dial, it froze everything solid " [](https://expedia.ca/Fort-Myers-Hotels-Holiday-Inn-Express-Cape-Coral-Fort-Myers-Area.h26860.Hotel-Information) ![Compass Hotel by Margaritaville Anna Maria Sound](//images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5_y.jpg) ### Compass Hotel by Margaritaville Anna Maria Sound 10/10 Excellent "Really able to relax." [](https://expedia.ca/Sarasota-Hotels-Compass-Hotel-By-Margaritaville.h41961327.Hotel-Information) ![Sanibel Island Beach Resort](//images.trvl-media.com/lodging/18000000/17300000/17298900/17298818/w2247h1500x326y0-2ea06bb5_y.jpg) ### Sanibel Island Beach Resort 10/10 Excellent "Perfect beach front hotel." [](https://expedia.ca/Fort-Myers-Hotels-Sanibel-Island-Beach-Resort.h17298818.Hotel-Information) ![Kompose Boutique Hotel](//images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "The rooms are well maintained & cleaned. The staff is friendly and provides quick check in which is appreciated. Absolutely appreciate the little market for snacks or supplies. " [](https://expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Golden Host Resort - Sarasota](//images.trvl-media.com/lodging/1000000/30000/21400/21331/125fc79b_y.jpg) ### Golden Host Resort - Sarasota 10/10 Excellent "All good" [](https://expedia.ca/Sarasota-Hotels-Golden-Host-Resort-Sarasota.h21331.Hotel-Information) ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](//images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton 10/10 Excellent "Very clean hotel, very nice and helpful staff, great food, amazing view. Overall 10/10 experience." [](https://expedia.ca/Punta-Gorda-Hotels-Sunseeker-Resort-Charlotte-Harbor.h101505781.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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