Title: Southwest Florida Vacation Home Rentals from CA $269: 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) ![Delnor-Wiggins Pass State Park featuring a sandy beach as well as a couple](https://images.trvl-media.com/place/6065875/bc23d051-1ceb-4c43-a754-b9feb3316d59.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 In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2026-03-20&endDate=2026-03-22&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 ![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/45ae6432.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 (50) "Very nice place, we loved it. Great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derrick CA $172 CA $403 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Siesta-Key-Hotels-Siesta-Key-Island-Rentals.h89714291.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) ![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) ![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) ### 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 $183 CA $491 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Sarasota-Hotels-Siesta-Heron-Suites-Villas.h59661429.Hotel-Information) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528262/8cf15731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/120000000/119530000/119528300/119528262/74bcb3a0.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 $242 CA $269 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Fort-Myers-Hotels-Hibiscus-House-Bed-Breakfast-Citrus-Room.h119528262.Hotel-Information) ![House, Accessible, Private Bathroom (1902 Della Dr) | Lobby](https://images.trvl-media.com/lodging/115000000/114840000/114839100/114839050/0010e309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible, Private Bathroom (1902 Della Dr) | Shared kitchen](https://images.trvl-media.com/lodging/115000000/114840000/114839100/114839050/97e5fae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible, Private Bathroom (1902 Della Dr) | Lobby](https://images.trvl-media.com/lodging/115000000/114840000/114839100/114839050/7b27b512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible, Private Bathroom (1902 Della Dr) | Interior](https://images.trvl-media.com/lodging/115000000/114840000/114839100/114839050/c6a9291c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1902 Della Dr Rural Estates CA $482 CA $817 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Naples-Hotels-1902-Della-Dr.h114839050.Hotel-Information) ![House, 5 Bedrooms | Pool](https://images.trvl-media.com/lodging/96000000/95010000/95001000/95000991/21be88ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms](https://images.trvl-media.com/lodging/96000000/95010000/95001000/95000991/1f98ee7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Living area](https://images.trvl-media.com/lodging/96000000/95010000/95001000/95000991/a736870c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/96000000/95010000/95001000/95000991/fdc5c8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay House Retreat managed by Beach Retreats Bayshore Gardens CA $876 CA $2,258 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Bradenton-Hotels-Sizzling-Summer-Rates-At-Bay-House-Retreat-5-Bedroom-Home.h95000991.Hotel-Information) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528266/af6bab0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528266/672c6605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528266/5ba59a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528266/40454144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hibiscus House Bed Breakfast Seashell Room Fort Myers River District CA $293 CA $327 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Fort-Myers-Hotels-Hibiscus-House-Bed-Breakfast-Seashell-Room.h119528266.Hotel-Information) ![House, Accessible](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528265/f2745b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528265/4b334894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528265/ea3f4703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Accessible](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528265/a04b4847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada Fort Myers River District CA $260 CA $290 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Fort-Myers-Hotels-Hibiscus-House-Bed-Breakfast-Inn-Turtle-Room-Bed-Ada.h119528265.Hotel-Information) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528274/bde54f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528274/fb6f4aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528274/aee19a93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528274/3aecc8ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hibiscus House Bed Breakfast Inn Flamingo Suite Fort Myers River District CA $276 CA $308 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Fort-Myers-Hotels-Hibiscus-House-Bed-Breakfast-Inn-Flamingo-Suite.h119528274.Hotel-Information) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528280/986d385c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528280/e4d1037a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528280/de494243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/120000000/119530000/119528300/119528280/1ff519af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hibiscus House Bed Breakfast Inn Parrot Room Fort Myers River District CA $296 CA $331 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Fort-Myers-Hotels-Hibiscus-House-Bed-Breakfast-Inn-Parrot-Room.h119528280.Hotel-Information) ![Family House | Private kitchen](https://images.trvl-media.com/lodging/104000000/103840000/103835900/103835873/79a3e201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103840000/103835900/103835873/e0e0ff25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103840000/103835900/103835873/c6a72867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103840000/103835900/103835873/e67d29b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delray House With Hot tub & Game Room Palm River-Clair Mel 2.0/10 (2) "This house was under renovation and no furniture. They moved us to another house that wasn't even breathable because of smoke. 813 properties should be banned" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon CA $381 CA $644 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Tampa-Hotels-Delray-House-With-Hutub-Game-Room.h103835873.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=2025-12-08&endDate=2025-12-09®ionId=6233839&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_6233839) ![](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 ![DiamondHead Beach Resort](https://images.trvl-media.com/lodging/1000000/210000/200700/200632/814c4388_y.jpg) ### DiamondHead Beach Resort 10/10 Excellent "I thoroughly enjoyed my birthday at this resort. Gia welcomed me in the lobby and told me about the resort. She was super friendly, but everyone was really friendly. I bought day passes to the resort for my family that lived in the area, and they enjoyed themselves as well. The pool was perfectly warm the hot tubs were HOT! The variety of live bands made the experience even better. I will be back. The weather was perfect 81-85 everyday!" [](https://expedia.ca/Fort-Myers-Hotels-DiamondHead-Beach-Resort.h200632.Hotel-Information) ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs 10/10 Excellent "Excellent " [](https://expedia.ca/Bonita-Springs-Hotels-Hyatt-Vacation-Club-At-Coconut-Cove.h991114.Hotel-Information) ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton 10/10 Excellent "Always a great experience at Sunseeker. We love staying here often even though only coming up from N. Ft. Myers!" [](https://expedia.ca/Punta-Gorda-Hotels-Sunseeker-Resort-Charlotte-Harbor.h101505781.Hotel-Information) ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg) ### Naples Grande Beach Resort 10/10 Excellent "THE STAFF AND ROOMS WERE GREAT. THE LOCATION IS CLOSE TO EVERYTHING AND ENJOYED THE FOOD AND DRINKS AT THE BAR EXCELLENT CHOICE OF BOURBONS" [](https://expedia.ca/Naples-Hotels-Naples-Grande-Beach-Resort.h15898.Hotel-Information) ![Spark by Hilton Sarasota Siesta Key Gateway](https://images.trvl-media.com/lodging/1000000/30000/26400/26397/18d283d6_y.jpg) ### Spark by Hilton Sarasota Siesta Key Gateway 10/10 Excellent "Everything was great." [](https://expedia.ca/Sarasota-Hotels-Best-Western-Plus-Siesta-Key-Gateway.h26397.Hotel-Information) ![Sanibel Island Beach Resort](https://images.trvl-media.com/lodging/18000000/17300000/17298900/17298818/w2247h1500x326y0-2ea06bb5_y.jpg) ### Sanibel Island Beach Resort 10/10 Excellent "Everything was excellent. Location was close to restaurants and facilities and room were very nice. " [](https://expedia.ca/Fort-Myers-Hotels-Sanibel-Island-Beach-Resort.h17298818.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Naples Downtown](https://images.trvl-media.com/lodging/1000000/30000/24700/24612/1d33d843_y.jpg) ### La Quinta Inn & Suites by Wyndham Naples Downtown 10/10 Excellent "Was clean, love the amenities " [](https://expedia.ca/Naples-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Naples-Downtown.h24612.Hotel-Information) ![Kompose Boutique Hotel](https://images.trvl-media.com/lodging/39000000/38220000/38215400/38215316/e948f2e5_y.jpg) ### Kompose Boutique Hotel 10/10 Excellent "Yes, the room in the staff were great!" [](https://expedia.ca/Sarasota-Hotels-Kompose-Hotel-Sarasota.h38215316.Hotel-Information) ![Carlisle Inn](https://images.trvl-media.com/lodging/20000000/19770000/19761100/19761082/9a1b0e30_y.jpg) ### Carlisle Inn 10/10 Excellent "Beautiful, clean and smelled amazing! Also free cookies in the evening! " [](https://expedia.ca/Sarasota-Hotels-Carlisle-Inn.h19761082.Hotel-Information) ## Find out more about Southwest Florida ## Southwest Florida Vacation Homes information | Number of reviews | 87 | | --- | --- | | Accommodation | 1078 Vacation Homes | | Lowest Price | CA $269 | | Highest Price | CA $2,258 | ## 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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