Title: Holiday Guest Houses from CA $226 | Expedia.ca [Hotels in Holiday](https://expedia.ca/Holiday-Hotels.d10343.Travel-Guide-Hotels)[Vacation Rentals in Holiday](https://expedia.ca/Holiday-Vacation-Rentals.d10343.Travel-Guide-VacationRentals)[Flights to Holiday](https://expedia.ca/Cheap-Flights-To-Holiday.d10343.Travel-Guide-Flights)[Things to do in Holiday](https://expedia.ca/Things-To-Do-In-Holiday.d10343.Travel-Guide-Activities)[Holiday Car Rentals](https://expedia.ca/Car-Rentals-In-Holiday.d10343.Car-Rental-Guide)[Holiday Vacation Packages](https://expedia.ca/Holiday.d10343.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c4221532ba8f88da254cbbe6b5c950e3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Travel Ginger # Search Guest Houses in Holiday from CA $226 ![](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 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=10343&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Holiday Guest Houses ![Exterior](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214754/293bab48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214754/6d441854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214754/abbc6174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121220000/121214800/121214754/7d1ee21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Left Apt.2BR| 7\` TPA Airport| AC| Pkng| Wine| HSIA Town 'n' Country CA $76 CA $260 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Tampa-Hotels-Left-Apt2BR-7-TPA-Airport-AC-Pkng-Wine-HSIA.h121214754.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/83000000/82790000/82789900/82789855/3e12df00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82790000/82789900/82789855/aa694150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/83000000/82790000/82789900/82789855/da1f697b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82790000/82789900/82789855/dca4a807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 bedroom House in Clearwater w/access to Swimming Pool Safety Harbor 10/10 Exceptional (1) "Great little getaway close to safety harbor downtown area with cool bars and restaurants " CA $183 CA $426 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Brand-New-Secure-Guest-House-In-Clearwater.h82789855.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/68000000/67540000/67533200/67533109/d73669a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67540000/67533200/67533109/904cc479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/68000000/67540000/67533200/67533109/2022dd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67540000/67533200/67533109/aad65c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Guest Suite in Clearwater (GH2) Safety Harbor 6.0/10 (8) "I had booked this place for 2 days, it was a valentines getaway from my fiancé.. we'll check in we walked in and I instantly heard yelling from across the hall, cussing, kids screaming etc.. I smelled a nasty moldy smell instantly.. Being someone with severe asthma I instantly started to sneeze, runny nose, watery eyes etc... we walked back to the pool area and it was by far the nastiest pool I've ever seen!! Looked like dead skin was floating on top of the water ( I even have pictures ) so with... CA $105 CA $260 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Comfortable-Guest-Suite-In-Clearwater.h67533109.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121220000/121214300/121214255/722544a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/122000000/121220000/121214300/121214255/125cf6ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121220000/121214300/121214255/823d9cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/122000000/121220000/121214300/121214255/12b22fe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Right Apt 1 BR | 7\` TPA Airport| 14\` Ray Jam| Pkng Town 'n' Country CA $76 CA $226 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Tampa-Hotels-Right-Apt-1-BR-7-TPA-Airport-14-Ray-Jam-Pkng.h121214255.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/97000000/96110000/96100500/96100420/5ccd5706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96110000/96100500/96100420/353ffae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/97000000/96110000/96100500/96100420/aac07739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96110000/96100500/96100420/55c74728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Home Tampa Forest Hills 7.6/10 Good (4) "Very nice clean and comfortable house!" CA $410 CA $606 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Tampa-Hotels-Family-Home-Tampa.h96100420.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/68000000/67540000/67531100/67531049/37cd93cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67540000/67531100/67531049/64dae75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/68000000/67540000/67531100/67531049/4e1ff3e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67540000/67531100/67531049/9a5c5039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully furnished guest house in Clearwater (GH1) Safety Harbor 5.0/10 (2) CA $105 CA $260 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Fully-Furnished-Guest-House-In-Clearwater.h67531049.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/68000000/67540000/67531600/67531585/b3da33e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67540000/67531600/67531585/f6749de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/68000000/67540000/67531600/67531585/25ab9add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/68000000/67540000/67531600/67531585/4d093147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guest House in Clearwater w/acces to Shared Swimming Pool (GH3) Safety Harbor 4.8/10 (3) "We are over 70 n handicap. We had to move over to other unit bed was saturated from air conditioning" CA $105 CA $260 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Brand-New-Secure-Guest-House-In-Clearwater.h67531585.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/83000000/82800000/82790600/82790528/16ac3fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/83000000/82800000/82790600/82790528/099a3c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82800000/82790600/82790528/b0ed0864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/83000000/82800000/82790600/82790528/52dd2ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern House in Clearwater with Swimming Pool Safety Harbor 5.0/10 (2) "Terrible. 91 degrees inside the house. Poor management. No response from the host. I would highly recommend Nothing about this house but to save yourself from Hell and Robbery. Our Family of 16 regret staying here and are in the process of seeking refund right now! They even had the nerve to ask me could I fix it???????????" CA $351 CA $800 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Modern-House-In-Clearwater-W-Private-Pool.h82790528.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=2025-10-30&endDate=2025-10-31®ionId=10343&adults=2&lodging=GUEST_HOUSE&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%2FHoliday-Guest-Houses.d10343-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHoliday-Guest-Houses.d10343-aaGuestHouses.Travel-Guide-Accommodation) ## Top Holiday Hotel Reviews ![Hilton Clearwater Beach Resort & Spa](//images.trvl-media.com/lodging/1000000/30000/28100/28023/da46d3f6_y.jpg) ### Hilton Clearwater Beach Resort & Spa 10/10 Excellent "⭐️⭐️⭐️⭐️⭐️ An Exceptional Stay at Hilton Clearwater Beach Resort & Spa Our experience at Hilton Clearwater was truly amazing from start to finish. The location couldn’t be better — with direct beach access and everything within walking distance, it made our stay incredibly convenient and relaxing. The hotel itself was spotless, and our room was perfect: clean, comfortable, and thoughtfully prepared. Valet parking was smooth and easily accessible right from the hotel, which made getting around stress-free. The resort atmosphere, combined with the excellent service and amenities, made this a memorable stay. We would absolutely return and highly recommend this Hilton for anyone visiting Clearwater Beach." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.Hotel-Information) ![Wyndham Grand Clearwater Beach](//images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg) ### Wyndham Grand Clearwater Beach 10/10 Excellent "Everything is amazing. It there are not enough outlets. Ie on both sides of the bed and next to the mirror outside the bathroom. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ![Courtyard by Marriott Clearwater Beach](//images.trvl-media.com/lodging/61000000/60290000/60282900/60282828/8449fb42_y.jpg) ### Courtyard by Marriott Clearwater Beach 10/10 Excellent "Great location, close to beach" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Courtyard-By-Marriott-Tampa-Clearwater-Beach.h60282828.Hotel-Information) ![Shephard's Beach Resort](//images.trvl-media.com/lodging/1000000/870000/870000/869973/95dee199_y.jpg) ### Shephard's Beach Resort 10/10 Excellent " Very enjoyable " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Shephards-Beach-Resort.h869973.Hotel-Information) ![Grand Hyatt Tampa Bay](//images.trvl-media.com/lodging/1000000/10000/7600/7558/4855c91c_y.jpg) ### Grand Hyatt Tampa Bay 10/10 Excellent "Clean rooms" [](https://expedia.ca/Tampa-Hotels-Grand-Hyatt-Tampa-Bay.h7558.Hotel-Information) ![ChartHouse Clearwater Beach Marina Hotel](//images.trvl-media.com/lodging/115000000/114460000/114455200/114455182/48a8960b_y.jpg) ### ChartHouse Clearwater Beach Marina Hotel 10/10 Excellent "Had an amazing stay with my husband definitely will come again. Beautiful hotel " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-ChartHouse-Clearwater-Beach-Marina-Hotel.h114455182.Hotel-Information) ![The Westin Tampa Bay](//images.trvl-media.com/lodging/1000000/10000/1600/1557/5e6ee943_y.jpg) ### The Westin Tampa Bay 10/10 Excellent "Hotel room was clean comfortable beds and staff very friendly. Excellent hotel" [](https://expedia.ca/Tampa-Hotels-Westin-Tampa-Bay-Hotel.h1557.Hotel-Information) ![Sandpearl Resort](//images.trvl-media.com/lodging/1000000/10000/1500/1460/4779675f_y.jpg) ### Sandpearl Resort 10/10 Excellent "Amazing resort we were very pleased!!!" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Sandpearl-Resort.h1460.Hotel-Information) ![Hyatt Regency Clearwater Beach Resort & Spa](//images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/d01b652e_y.jpg) ### Hyatt Regency Clearwater Beach Resort & Spa 10/10 Excellent "I stay here every time i visit clearwater beach. It is my favorite place. The staff is wonderful, the food is great and i always feel safe and welcome. The sunset view from the rooftop or even from the pool area is phenominal. Thank you for always providing great rooms and warm hospitality. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.Hotel-Information) ## Find out more about Holiday ## Holiday Guest Houses information | Number of reviews | 4 | | --- | --- | | Accommodation | 23 Guest Houses | | Lowest Price | CA $226 | | Highest Price | CA $800 | ## Explore a world of travel with Expedia - Lodging - More ways to book - [Family Hotels in Aloha Gardens](https://www.expedia.ca/Aloha-Gardens-Holiday-Hotels-Family-Hotel.0-n553248635976478423-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Aloha Gardens](https://www.expedia.ca/Aloha-Gardens-Holiday-Hotels-LGBT-Friendly-Hotel.0-n553248635976478423-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Villas in Anclote](https://www.expedia.ca/Anclote-Villas.d553248635975857581-aaVillas.Travel-Guide-Accommodation) - [Condo Resorts in Beacon Square](https://www.expedia.ca/Beacon-Square-Condominium-Resort.d553248635975867678-aaCondominiumResort.Travel-Guide-Accommodation) - 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