Title: Top Guest Houses in Pinellas County in 2026 | Expedia.ca [Pinellas County Hotels](https://expedia.ca/Destinations-In-Pinellas-County.d553248635083900526.Hotel-Destinations)[Vacation Rentals in Pinellas County](https://expedia.ca/Destinations-In-Pinellas-County.d553248635083900526.Vacation-Rental-Destinations)[Pinellas County Car Rentals](https://expedia.ca/Destinations-In-Pinellas-County.d553248635083900526.Car-Rental-Destinations)[Pinellas County Vacations](https://expedia.ca/Pinellas-County.d553248635083900526.Destination-Travel-Guides) ![St. Pete Beach showing general coastal views and a beach as well as a small group of people](https://images.trvl-media.com/place/9802/65e5af0c-f2a8-4f2b-b3de-a571fc1d6950.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Guest Houses in Pinellas County ## Compare and save - ![](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 [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635083900526&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635083900526&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635083900526&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635083900526&startDate=2026-02-20&endDate=2026-02-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Pinellas County ![Fort De Soto Park which includes a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/174000/174956-St-Petersburg.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### St. Petersburg - Clearwater [](https://expedia.ca/St-Petersburg-Clearwater-Guest-Houses.d178310-aaGuestHouses.Travel-Guide-Accommodation) ## Our top choices for Pinellas County guest houses ![Beach nearby](https://images.trvl-media.com/lodging/64000000/63340000/63330400/63330355/1674988f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63340000/63330400/63330355/72703120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63340000/63330400/63330355/dffab9a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/64000000/63340000/63330400/63330355/475e2a62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Acorn Cottage \* Downtown \* Tropical Yard [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Acorn-Cottage-Tiny-Home-Lush-Yard.h63330355.Hotel-Information) Tarpon Springs 9.6/10 Exceptional (60) "Wonderful accommodations just the right size for two people. Close to many eating and drinking options in Tarpon Springs. Very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) AJ H. [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Acorn-Cottage-Tiny-Home-Lush-Yard.h63330355.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30640000/30634800/30634797/d3519fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, video library](https://images.trvl-media.com/lodging/31000000/30640000/30634800/30634797/72ae72f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30640000/30634800/30634797/336daf31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30640000/30634800/30634797/2aaa8809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two-bedroom house in peaceful St Pete neighborhood [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Two-Bedroom-House-In-Peaceful-St-Pete-Neighborhood.h30634797.Hotel-Information) Azalea Homes 10/10 Exceptional (16) "Perfect little house for our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nichole M. [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Two-Bedroom-House-In-Peaceful-St-Pete-Neighborhood.h30634797.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/68000000/67540000/67531100/67531049/7f0dc9a1.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) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67540000/67531100/67531049/6f9ddb8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67540000/67531100/67531049/dcce3852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fully furnished guest house in Clearwater (GH1) [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Fully-Furnished-Guest-House-In-Clearwater.h67531049.Hotel-Information) Safety Harbor 5.0/10 (2) "The 3 units divided from an old 1958 house has large gaps between units. No service provided and no response to photos and video. No hot water no wifi or tv remote. No dryer so if you swim, pack wet clothes in suitcase. No soap in shower and towels were rags. Suite with kitchen had 3 greasy frying pans and white powder in drawers. Frig sounded lijke an airplane. After a week neither Derrick or Jerry contacted me about the lack of service or their competency with hotel mngmt. Call your tenant or... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet C. CA $166 CA $330 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Fully-Furnished-Guest-House-In-Clearwater.h67531049.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/f4c7938b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/f47539b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/99cce29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151104/7151e627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Hidden Gem Steps to Pass-a-Grille Beach Dogs Ok! [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hidden-Gem-Steps-To-Pass-A-Grille-Beach.h66151104.Hotel-Information) Pass-a-Grille 9.4/10 Exceptional (15) " Very close to the beach, several diners, safe and beautiful area. Highly recommend if you have a small group on your getaway, doesn’t get much better" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin R. CA $175 CA $450 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Hidden-Gem-Steps-To-Pass-A-Grille-Beach.h66151104.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675683/8f2325eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675683/9478ba1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675683/4c84de66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89680000/89675700/89675683/8ea9462e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Retreat| Walk 2Dtwn+beach |Bikes+Patio [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cozy.h89675683.Hotel-Information) Historic Old Northeast 9.6/10 Exceptional (14) "Great location!!Small space, but worked well for my wife and I.We had a great time, so no complaints." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph F. CA $124 CA $265 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cozy.h89675683.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/64000000/63120000/63114100/63114066/6691aa70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63120000/63114100/63114066/476b9a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63120000/63114100/63114066/7a516b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63120000/63114100/63114066/e98f4e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Cottage \* King Bed \* Tropical Yard [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Palm-Cottage-King-Bed-Lush-Yard.h63114066.Hotel-Information) Tarpon Springs 9.4/10 Exceptional (60) "Great location. Nice quiet clean cottage." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Palm-Cottage-King-Bed-Lush-Yard.h63114066.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/92000000/91590000/91587700/91587688/4ea4705f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91590000/91587700/91587688/6eb634d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/92000000/91590000/91587700/91587688/0f12647c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91590000/91587700/91587688/d4dd35cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachcomber Beach Casita | Steps to The Sand! [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beachcomber-Beach-House-Unit-2.h91587688.Hotel-Information) Clearwater Beach 7.4/10 Good (11) "Close to everything loved staying here. Cute place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Beachcomber-Beach-House-Unit-2.h91587688.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/cd41f171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/a57711d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/cb7e8909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66160000/66151200/66151105/7af7450a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage in Pass-A-Grille Beach, Dogs Ok [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-Cottage-In-Pass-A-Grille-Beach.h66151105.Hotel-Information) Pass-a-Grille 9.6/10 Exceptional (31) "my sister and I enjoyed the space very much. the dogs enjoyed the nice fenced yard. thank you! lovely area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liz E. CA $184 CA $434 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-Cottage-In-Pass-A-Grille-Beach.h66151105.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/34daee16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/c91510d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/9fbb5f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/31000000/30250000/30249600/30249599/4bf8a91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### With Oasis Shared Backyard [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-With-Oasis-Shared-Backyard.h30249599.Hotel-Information) Lake Maggiore Shore 8.4/10 Very good (35) "My stay was enjoyable. The owner was helpful with everything. Was great for the price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) william a. CA $130 CA $205 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-With-Oasis-Shared-Backyard.h30249599.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/118000000/117960000/117958600/117958566/be6fbf72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/118000000/117960000/117958600/117958566/5b675d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117960000/117958600/117958566/14fd7fb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117960000/117958600/117958566/7f361c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming PaG Studio & Sunsets +Steps 2 Sand +Bikes [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-PaG-Studio-Sunsets-Steps-2-Sand-Bikes.h117958566.Hotel-Information) Pass-a-Grille CA $153 CA $322 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-PaG-Studio-Sunsets-Steps-2-Sand-Bikes.h117958566.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/b5771bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/5156e17c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/018533ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107970000/107961700/107961678/w1280h848x0y0-13f75f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plush K&Q Beds w/ Hot Tub near St Pete & Beaches [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Plush-KQ-Beds-W-Hot-Tub-Near-St-Pete-Beaches.h107961678.Hotel-Information) St. Petersburg 9.2/10 Wonderful (5) "Beautiful stay, very clean and comfy. Easy access. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Plush-KQ-Beds-W-Hot-Tub-Near-St-Pete-Beaches.h107961678.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/83000000/82800000/82790600/82790528/9e4392fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/83000000/82800000/82790600/82790528/d0cd142e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/83000000/82800000/82790600/82790528/90151109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/83000000/82800000/82790600/82790528/2b67e5d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern House in Clearwater with Swimming Pool [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Modern-House-In-Clearwater-W-Private-Pool.h82790528.Hotel-Information) 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???????????" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david g. CA $345 CA $786 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Modern-House-In-Clearwater-W-Private-Pool.h82790528.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/37000000/36480000/36478300/36478252/86e4562d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/37000000/36480000/36478300/36478252/9efd0b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36480000/36478300/36478252/b9d052ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36480000/36478300/36478252/6bbfdcdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to The Beach, shops and restaurants, The sweetest place is “The Sweet” [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Walk-To-The-BeachThe-Sweet.h36478252.Hotel-Information) Largo 10/10 Exceptional (53) "This was perfect for my husband and I. Such a cute comfortable place. Great location to restaurants, beach, grocery stores and a lot more. The hosts were very easy to communicate with. Would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa W. CA $142 CA $312 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Walk-To-The-BeachThe-Sweet.h36478252.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112860000/112854100/112854086/d979d2cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112860000/112854100/112854086/9e67d8f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112860000/112854100/112854086/d3e27d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112860000/112854100/112854086/991d230c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy being minutes from Central Ave’s local gems, vibrant downtown spots and the beach! [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Enjoy-Being-Minutes-From-Central-Aves-Local-Gems.h112854086.Hotel-Information) United Central [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Enjoy-Being-Minutes-From-Central-Aves-Local-Gems.h112854086.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/101000000/100610000/100602800/100602771/07ada3fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100610000/100602800/100602771/e3ad931a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100610000/100602800/100602771/a25e1336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100610000/100602800/100602771/2255f9dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage in Dunedin close to beaches - decorated for Christmas! [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-Cottage-In-Dunedin-Close-To-Beaches.h100602771.Hotel-Information) Dunedin 10/10 Exceptional (9) "Good location in Dunedin close to shopping and restaurants. Helpful owners. Great place for single or couple" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve M. [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Charming-Cottage-In-Dunedin-Close-To-Beaches.h100602771.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99110000/99105000/99104982/604d7cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99110000/99105000/99104982/7ceb5cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99110000/99105000/99104982/998d21f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/100000000/99110000/99105000/99104982/231a68a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tree Top Getaway- Sleeps 4 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Tree-Top-Getaway-Sleeps-4.h99104982.Hotel-Information) Gulfport 9.6/10 Exceptional (5) "Fun little property for a weekend getaway!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlotte C. CA $189 CA $323 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Tree-Top-Getaway-Sleeps-4.h99104982.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/60000000/59830000/59821900/59821848/b7f8313c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/60000000/59830000/59821900/59821848/e0ef2154.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/60000000/59830000/59821900/59821848/a2f20c7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/60000000/59830000/59821900/59821848/957af0c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy creative getaway guesthouse [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cozy-Creative-Getaway-Guesthouse.h59821848.Hotel-Information) Safety Harbor 10/10 Exceptional (70) "We had a great time visiting Safety Harbor. The house was located within a short walk to Main st. and was perfect for our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank P. [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cozy-Creative-Getaway-Guesthouse.h59821848.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/83000000/82790000/82789900/82789855/1b54ba77.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) ![Pool](https://images.trvl-media.com/lodging/83000000/82790000/82789900/82789855/3e12df00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/83000000/82790000/82789900/82789855/58a6209d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 bedroom House in Clearwater w/access to Swimming Pool [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Brand-New-Secure-Guest-House-In-Clearwater.h82789855.Hotel-Information) Safety Harbor 10/10 Exceptional (1) "Great little getaway close to safety harbor downtown area with cool bars and restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vadim D. CA $311 CA $566 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Brand-New-Secure-Guest-House-In-Clearwater.h82789855.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/68000000/67540000/67531600/67531585/4d093147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/68000000/67540000/67531600/67531585/da40d754.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/68000000/67540000/67531600/67531585/074e1619.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) ### Guest House in Clearwater w/acces to Shared Swimming Pool (GH3) [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Brand-New-Secure-Guest-House-In-Clearwater.h67531585.Hotel-Information) 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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gerry D. CA $69 CA $218 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Brand-New-Secure-Guest-House-In-Clearwater.h67531585.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64410000/64407900/64407840/a6d9d00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64410000/64407900/64407840/67c95e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/65000000/64410000/64407900/64407840/b583f116.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/65000000/64410000/64407900/64407840/fed56f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌼 Yellow flower (🦜Pet friendly) [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Where-You-Are-Welcome.h64407840.Hotel-Information) Unknown 9.0/10 Wonderful (21) "Close to family, restaurants, and shopping" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg L. [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Where-You-Are-Welcome.h64407840.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=2026-01-05&endDate=2026-01-06®ionId=553248635083900526&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%2FPinellas-County-Guest-Houses.d553248635083900526-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPinellas-County-Guest-Houses.d553248635083900526-aaGuestHouses.Travel-Guide-Accommodation) ## Top Pinellas County Hotel Reviews ![Hyatt Regency Clearwater Beach Resort & Spa](https://images.trvl-media.com/lodging/3000000/2710000/2703500/2703419/c3ff81f1_y.jpg) ### Hyatt Regency Clearwater Beach Resort & Spa 10/10 Excellent "Room and bathroom was pre outdated but clean, bed is really comfortable and bed sheet is very fresh . Pool is very nice but hot tub is outdated. Staffs are amazing very kind .I would come back. Breakfast is a bit disappointed than I expected." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hyatt-Regency-Clearwater-Beach-Resort-Spa.h2703419.Hotel-Information) ![Hilton Clearwater Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/28100/28023/da46d3f6_y.jpg) ### Hilton Clearwater Beach Resort & Spa 10/10 Excellent "I will definitely be back❤️ it’s centered perfectly for the beach, night life, sport views and food amenities l" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Hilton-Clearwater-Beach-Resort-Spa.h28023.Hotel-Information) ![The Don CeSar](https://images.trvl-media.com/lodging/1000000/20000/16700/16658/2e9ef8e3_y.jpg) ### The Don CeSar 10/10 Excellent "Newly renovated don Caesar is exceptional and the decorations r first class Food was excellent Entertainment in main bar was enjoyable A real Xmas tree is main bar was a classic touch of excellence Room view of the gulf of America was breathtaking " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-The-Don-CeSar.h16658.Hotel-Information) ![Courtyard by Marriott Clearwater Beach](https://images.trvl-media.com/lodging/61000000/60290000/60282900/60282828/b494d886_y.jpg) ### Courtyard by Marriott Clearwater Beach 10/10 Excellent "Great customer service, clean room and premises, friendly staff! " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Courtyard-By-Marriott-Tampa-Clearwater-Beach.h60282828.Hotel-Information) ![Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG](https://images.trvl-media.com/lodging/1000000/910000/901800/901720/d9f838b5_y.jpg) ### Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG 10/10 Excellent "Great stay. Staff were very helpful" [](https://expedia.ca/Tampa-Hotels-Holiday-Inn-Express-Hotel-Suites-Tampa-Northwest-Oldsmar.h901720.Hotel-Information) ![Pier House 60 Clearwater Beach Marina Hotel](https://images.trvl-media.com/lodging/2000000/1630000/1622100/1622046/371277b8_y.jpg) ### Pier House 60 Clearwater Beach Marina Hotel 10/10 Excellent "Staff was great, room was clean with plenty of towels" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Pier-House-60-Clearwater-Beach-Marina-Hotel.h1622046.Hotel-Information) ![Gulfview Hotel on the Beach](https://images.trvl-media.com/lodging/1000000/20000/16400/16308/c5597092_y.jpg) ### Gulfview Hotel on the Beach 10/10 Excellent "Check in went very smoothly and the front desk clerk was very nice and helpful. The room was very clean and the amenities were great " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Gulfview-Hotel-On-The-Beach.h16308.Hotel-Information) ![Sunset Vistas Two Bedroom Beachfront Suites](https://images.trvl-media.com/lodging/1000000/880000/871900/871861/694550f3_y.jpg) ### Sunset Vistas Two Bedroom Beachfront Suites 10/10 Excellent "Amazing :) " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Sunset-Vistas-Two-Bedroom-Beachfront-Suites.h871861.Hotel-Information) ![Wyndham Grand Clearwater Beach](https://images.trvl-media.com/lodging/16000000/15920000/15914400/15914352/3e998290_y.jpg) ### Wyndham Grand Clearwater Beach 10/10 Excellent "Everything about this stay was AMAZING!!!" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Wyndham-Grand-Clearwater-Beach.h15914352.Hotel-Information) ## Find out more about Pinellas County ## Pinellas County Guest Houses information | Number of reviews | 394 | | ----------------- | --------------- | | Accommodation | 34 Guest Houses | | Lowest Price | CA $205 | | Highest Price | CA $786 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Clearwater ](https://www.expedia.ca/3Star-Clearwater-Hotels.s30-0-d6033.Travel-Guide-Filter-Hotels) - [Farmstay in Clearwater ](https://www.expedia.ca/Clearwater-Agritourism.d6033-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Clearwater ](https://www.expedia.ca/Clearwater-Apart-Hotels.d6033-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Clearwater ](https://www.expedia.ca/Clearwater-Apartments.d6033-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Clearwater Beach ](https://www.expedia.ca/Clearwater-Beach-Condos.d10759-aaCondos.Travel-Guide-Accommodation) - 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