Title: Pine Island Vacation Rentals from $198: Search Short-Term Rentals | Expedia.com [Hotels in Pine Island](https://expedia.com/Pine-Island-Hotels.d553248635975864571.Travel-Guide-Hotels)[Flights to Pine Island](https://expedia.com/Cheap-Flights-To-Pine-Island.d553248635975864571.Travel-Guide-Flights)[Car Rentals in Pine Island](https://expedia.com/Car-Rentals-In-Pine-Island.d553248635975864571.Car-Rental-Guide)[Pine Island Vacation Packages](https://expedia.com/Pine-Island.d553248635975864571.Destination-Travel-Guides) ![End of sunset Pine Island Beach](https://images.trvl-media.com/place/553248621532653789/b163fd6d-4c30-4176-b052-62fa59c41451.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Lou ![](https://images.trvl-media.com/place/553248621532653789/b163fd6d-4c30-4176-b052-62fa59c41451.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=553248635975864571&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=553248635975864571&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=553248635975864571&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=553248635975864571&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pine Island vacation rentals ![Cabin, 1 Bedroom, Smoking, Garden View | Property entrance](https://images.trvl-media.com/lodging/72000000/71270000/71270000/71269983/429ae41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/72000000/71270000/71270000/71269983/841b59d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 1 Bedroom, Smoking, Garden View | Exterior](https://images.trvl-media.com/lodging/72000000/71270000/71270000/71269983/7dfe8dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin, 1 Bedroom, Smoking, Garden View | Living room](https://images.trvl-media.com/lodging/72000000/71270000/71270000/71269983/c37695a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pleasant Days Lodging Southwest Cottage [](https://www.expedia.com/Homosassa-Hotels-Pleasant-Days-Bb-Southwest-Cottage.h71269983.Hotel-Information) Homosassa 8.4/10 Very Good (7 reviews) "We had a good experience and would book it again if we’re in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dale $106 nightly $116 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/Homosassa-Hotels-Pleasant-Days-Bb-Southwest-Cottage.h71269983.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94474100/94474017/54b7ae24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94474100/94474017/5f1af3e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94474100/94474017/61aa5a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94474100/94474017/6cf141be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canalfront Homosassa Escape w/ Private Dock! [](https://www.expedia.com/Homosassa-Hotels-Canalfront-Homosassa-Escape-W-Private-Dock.h94474017.Hotel-Information) Old Homosassa [](https://www.expedia.com/Homosassa-Hotels-Canalfront-Homosassa-Escape-W-Private-Dock.h94474017.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05®ionId=553248635975864571&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_553248635975864571) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+Spring+Hill%2C+Hernando+County%2C+Florida%2C+United+States+of+America®ionId=553248635975864571&latLong=28.572779%2C-82.654419&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+Spring+Hill%2C+Hernando+County%2C+Florida%2C+United+States+of+America®ionId=553248635975864571&latLong=28.572779%2C-82.654419&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+Spring+Hill%2C+Hernando+County%2C+Florida%2C+United+States+of+America®ionId=553248635975864571&latLong=28.572779%2C-82.654419&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=COTTAGE) Apartments [](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+Spring+Hill%2C+Hernando+County%2C+Florida%2C+United+States+of+America®ionId=553248635975864571&latLong=28.572779%2C-82.654419&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=APARTMENT) Condos [](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+Spring+Hill%2C+Hernando+County%2C+Florida%2C+United+States+of+America®ionId=553248635975864571&latLong=28.572779%2C-82.654419&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CONDO) Villas [](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+Spring+Hill%2C+Hernando+County%2C+Florida%2C+United+States+of+America®ionId=553248635975864571&latLong=28.572779%2C-82.654419&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VILLA) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+Spring+Hill%2C+Hernando+County%2C+Florida%2C+United+States+of+America®ionId=553248635975864571&latLong=28.572779%2C-82.654419&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=APART_HOTEL) Chalets [](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+Spring+Hill%2C+Hernando+County%2C+Florida%2C+United+States+of+America®ionId=553248635975864571&latLong=28.572779%2C-82.654419&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CHALET) Residences [](https://www.expedia.com/Hotel-Search?destination=Pine+Island%2C+Spring+Hill%2C+Hernando+County%2C+Florida%2C+United+States+of+America®ionId=553248635975864571&latLong=28.572779%2C-82.654419&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=RESIDENCE) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPine-Island-Vacation-Rentals.d553248635975864571.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPine-Island-Vacation-Rentals.d553248635975864571.Travel-Guide-VacationRentals) ## Top Pine Island Hotel Reviews ![Holiday Inn Express Hotel & Suites Brooksville West by IHG](https://images.trvl-media.com/lodging/2000000/1460000/1453500/1453476/20d5ee10_y.jpg) ### Holiday Inn Express Hotel & Suites Brooksville West by IHG 10/10 Excellent "Room clean and comfortable." [](https://expedia.com/Port-Richey-Hotels-Holiday-Inn-Express-Hotel-Suites-Brooksville-West.h1453476.Hotel-Information) ![Motel 6 Spring Hill, FL - Weeki Wachee](https://images.trvl-media.com/lodging/1000000/30000/22500/22426/3f000ab9_y.jpg) ### Motel 6 Spring Hill, FL - Weeki Wachee 10/10 Excellent "Great staff made an unpleasant situation very tolerable. Thank you so much for your kindness." [](https://expedia.com/Port-Richey-Hotels-Motel-6-Spring-Hill.h22426.Hotel-Information) ![DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!](https://images.trvl-media.com/lodging/47000000/46080000/46074800/46074734/7d494314_y.jpg) ### DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE! 10/10 Excellent "The house was beautiful and well stocked. Location was perfect for seeing manatees,kayaking and paddleboarding right off the back yard. " [](https://expedia.com/Spring-Hill-Hotels-DIRECT-WEEKI-WACHEE-RIVERFRONT-KEY-WEST-PARADISE.h46074734.Hotel-Information) ![Hampton Inn Spring Hill](https://images.trvl-media.com/lodging/1000000/160000/151100/151085/6c533f0b_y.jpg) ### Hampton Inn Spring Hill 10/10 Excellent "Clean room, helpful and friendly staff " [](https://expedia.com/Port-Richey-Hotels-Hampton-Inn-Spring-Hill.h151085.Hotel-Information) ![Holiday Inn Express Hotel & Suites Port Richey by IHG](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652828/d51cb75b_y.jpg) ### Holiday Inn Express Hotel & Suites Port Richey by IHG 10/10 Excellent "Love the hot tub!" [](https://expedia.com/Port-Richey-Hotels-Holiday-Inn-Express-Hotel-Suites-Port-Richey.h1652828.Hotel-Information) ![Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee](https://images.trvl-media.com/lodging/4000000/3100000/3095700/3095649/080c6c5f_y.jpg) ### Microtel Inn & Suites by Wyndham Spring Hill/Weeki Wachee 10/10 Excellent "Clean. " [](https://expedia.com/Port-Richey-Hotels-Microtel-Inn-Suites-By-Wyndham-Spring-HillWeeki-Wachee.h3095649.Hotel-Information) ![Rodeway Inn](https://images.trvl-media.com/lodging/1000000/10000/5900/5873/9bbfd7fd_y.jpg) ### Rodeway Inn 10/10 Excellent "Nice clean room and comfortable bed. Day manager was helpful and kind, let me know about laundry facilities there and offered detergent and quarters! Staff was amazing, helpful. Good spot for a traveler." [](https://expedia.com/Crystal-River-Hotels-Bella-Oasis-Hotel.h5873.Hotel-Information) ![WoodSpring Suites Hudson Port Richey](https://images.trvl-media.com/lodging/88000000/87010000/87001700/87001698/d0cc3b16_y.jpg) ### WoodSpring Suites Hudson Port Richey 10/10 Excellent "Great value and very friendly" [](https://expedia.com/Port-Richey-Hotels-WoodSpring-Suites-Hudson-Port-Richey.h87001698.Hotel-Information) ![Beautiful River Front Home-Best on the Weeki Wachee-Read our FIVE STARS Reviews](https://images.trvl-media.com/lodging/20000000/19430000/19428000/19427922/655eacf0_y.jpg) ### Beautiful River Front Home-Best on the Weeki Wachee-Read our FIVE STARS Reviews 10/10 Excellent "Immediately and continuously impressive property AND management!Spotless, thoughtful, and spacious.Absolutely perfect setting.Zero stress." [](https://expedia.com/Port-Richey-Hotels-Beautiful-River-Front-Home-Best-On-The-Weeki-Watchee-Read-Or-Reviews.h19427922.Hotel-Information) ## Find out more about Pine Island **Everything you need to know about Pine Island vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on. There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pine Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Pine Island vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Pine Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pine Island in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $198 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Pine Island rentals** At Expedia, we put the best Pine Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Pine Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pine Island vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pine Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in Pine Island ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - 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[Vacation Homes in Pine Island ](https://expedia.com/Pine-Island-Private-Vacation-Homes.d553248635975864571-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Pine Island ](https://expedia.com/Pine-Island-Cottages.d553248635975864571-aaCottages.Travel-Guide-Accommodation) - [Apartments in Pine Island ](https://expedia.com/Pine-Island-Apartments.d553248635975864571-aaApartments.Travel-Guide-Accommodation) - [Villas in Pine Island ](https://expedia.com/Pine-Island-Villas.d553248635975864571-aaVillas.Travel-Guide-Accommodation) - [Condo Rentals in Pine Island ](https://expedia.com/Pine-Island-Condos.d553248635975864571-aaCondos.Travel-Guide-Accommodation) - [Cabin Rentals in Pine Island ](https://expedia.com/Pine-Island-Cabins.d553248635975864571-aaCabins.Travel-Guide-Accommodation) - [B&B in Pine Island ](https://expedia.com/Pine-Island-Bed-And-Breakfast.d553248635975864571-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Pine Island ](https://expedia.com/Pine-Island-Motels.d553248635975864571-aaMotels.Travel-Guide-Accommodation) - [Chalets in Pine Island ](https://expedia.com/Pine-Island-Chalets.d553248635975864571-aaChalets.Travel-Guide-Accommodation) - [Lodges in Pine Island ](https://expedia.com/Pine-Island-Lodges.d553248635975864571-aaLodges.Travel-Guide-Accommodation) - [RV Parks in Pine Island ](https://expedia.com/Pine-Island-RV-Parks.d553248635975864571-aaRVParks.Travel-Guide-Accommodation) - [Guest Houses in Pine Island ](https://expedia.com/Pine-Island-Guest-Houses.d553248635975864571-aaGuestHouses.Travel-Guide-Accommodation) - [Farmstay in Pine Island ](https://expedia.com/Pine-Island-Agritourism.d553248635975864571-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Pine Island ](https://expedia.com/Pine-Island-Apart-Hotels.d553248635975864571-aaApartHotels.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in Pine Island? ### What's the top vacation rental that Pine Island has to offer? ### How many vacation rentals will I find in Pine Island? ### What’s there to see and do in Pine Island? ### What’s a vacation rental in Pine Island like? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - 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