Title: Book the Best Hotels with POOL in Perry in 2025 | Expedia.ca [Hotels in Perry](https://expedia.ca/Perry-Hotels.d7302.Travel-Guide-Hotels)[Vacation Rentals in Perry](https://expedia.ca/Perry-Vacation-Rentals.d7302.Travel-Guide-VacationRentals)[Flights to Perry](https://expedia.ca/Cheap-Flights-To-Perry.d7302.Travel-Guide-Flights)[Perry Car Rentals](https://expedia.ca/Car-Rentals-In-Perry.d7302.Car-Rental-Guide)[Perry Vacation Packages](https://expedia.ca/Perry.d7302.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/462b2ca06f65d5443101d87795a1431b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Perry, FL from CA $60 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Perry Hotels with a Pool Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=7302&startDate=2025-10-04&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=7302&startDate=2025-10-05&endDate=2025-10-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7302&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7302&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Perry Hotels with a Pool ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/59600/59566/f1febe62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave](https://images.trvl-media.com/lodging/1000000/60000/59600/59566/w3597h2692x0y0-90c54ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/60000/59600/59566/w3597h2692x0y0-78949e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/59600/59566/6fcb9fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Madison Madison 8.0/10 Very good (558) "Great place to stay" CA $157 CA $177 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Tallahassee-Hotels-Best-Western-Plus-Madison-Inn.h59566.Hotel-Information) ![Outdoor pool, open 6:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2660000/2654400/2654331/8734af8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/3000000/2660000/2654400/2654331/48a7c765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms, Jetted Tub (1 King Bed)](https://images.trvl-media.com/lodging/3000000/2660000/2654400/2654331/a5d938c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2660000/2654400/2654331/e031e660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites PERRY by IHG Perry 8.6/10 Excellent (677) "Hands down for the best Gravy " CA $198 CA $222 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Tallahassee-Hotels-Holiday-Inn-Express-Hotel-Suites-PERRY.h2654331.Hotel-Information) ![3 outdoor pools, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/112000000/111770000/111760600/111760596/a171b74c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Cabin, Resort View | Terrace/patio](https://images.trvl-media.com/lodging/112000000/111770000/111760600/111760596/05c7a6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House](https://images.trvl-media.com/lodging/112000000/111770000/111760600/111760596/0b9a80af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Cabin, Resort View | Terrace/patio](https://images.trvl-media.com/lodging/112000000/111770000/111760600/111760596/d134c1d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suwannee River Rendezvous Mayo 8.4/10 Very good (18) "Always a good time!" CA $38 CA $60 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Mayo-Hotels-Suwannee-River-Rendezvous.h111760596.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/20400/20390/6670ad2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/20400/20390/d39da683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/30000/20400/20390/c719ab4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/20400/20390/df10ee1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Madison Madison 7.0/10 Good (553) "quiet, friendly, clean " CA $105 CA $119 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Tallahassee-Hotels-Days-Inn-By-Wyndham-Madison.h20390.Hotel-Information) ![Outdoor pool, open 9 AM to 10 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/480000/471500/471442/7b76a8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/480000/471500/471442/ca024b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/471500/471442/b0196dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/480000/471500/471442/0bfa5039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Perry Perry 8.6/10 Excellent (711) "Nice place to stay in a small town" CA $219 CA $245 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Tallahassee-Hotels-Hampton-Inn-Perry.h471442.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/200000/198300/198292/a6347f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free cribs/infant beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/200000/198300/198292/ee229436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/200000/198300/198292/c6eeeedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/200000/198300/198292/4f300944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Monticello Lamont 7.0/10 Good (568) "Great for the price and short stays." CA $111 CA $122 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Tallahassee-Hotels-Super-8-By-Wyndham-Monticello.h198292.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4890000/4880500/4880437/f355200a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/5000000/4890000/4880500/4880437/6cacd615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/5000000/4890000/4880500/4880437/662f1022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/5000000/4890000/4880500/4880437/b7714606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steinhatchee River Inn Steinhatchee 9.4/10 Exceptional (378) "Cold air conditioning,very clean rooms" CA $194 CA $217 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Chiefland-Hotels-Steinhatchee-River-Inn.h4880437.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/85000000/84010000/84008200/84008195/0d9ad38a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/85000000/84010000/84008200/84008195/1a8524ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/85000000/84010000/84008200/84008195/b3d315d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/85000000/84010000/84008200/84008195/6e7034f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Morning Glory Cottage Steinhatchee 10/10 Exceptional (15) "Perfect place!" CA $256 CA $640 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Steinhatchee-Hotels-The-Morning-Glory-Cottage.h84008195.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111750000/111746600/111746514/988bad76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/112000000/111750000/111746600/111746514/3c4c7b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111750000/111746600/111746514/69a86426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/112000000/111750000/111746600/111746514/eb853770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suite A on Convict Springs Mayo CA $188 CA $229 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Mayo-Hotels-Suite-A-On-Convict-Springs.h111746514.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111750000/111746100/111746080/f074de55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/112000000/111750000/111746100/111746080/326ae9b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Soap](https://images.trvl-media.com/lodging/112000000/111750000/111746100/111746080/c1a38396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111750000/111746100/111746080/ba1ef966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHouse at Convict Springs Mayo CA $153 CA $192 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Mayo-Hotels-SpringHouse-At-Convict-Springs.h111746080.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=2025-10-19&endDate=2025-10-20®ionId=7302&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Perry Hotel Reviews ![Days Inn by Wyndham Madison](//images.trvl-media.com/lodging/1000000/30000/20400/20390/885dbf92_y.jpg) ### Days Inn by Wyndham Madison 10/10 Excellent "Staff is friendly. Rooms are clean and stocked with fresh towels.never have an issue here. Will def stay again " [](https://expedia.ca/Tallahassee-Hotels-Days-Inn-By-Wyndham-Madison.h20390.Hotel-Information) ![Hampton Inn Perry](//images.trvl-media.com/lodging/1000000/480000/471500/471442/ca024b8b_y.jpg) ### Hampton Inn Perry 10/10 Excellent "Convenient parking that was well lit and at no charge." [](https://expedia.ca/Tallahassee-Hotels-Hampton-Inn-Perry.h471442.Hotel-Information) ![Best Western Plus Madison](//images.trvl-media.com/lodging/1000000/60000/59600/59566/w3597h2692x0y0-90c54ccd_y.jpg) ### Best Western Plus Madison 10/10 Excellent "Nice property! Highly recommend!" [](https://expedia.ca/Tallahassee-Hotels-Best-Western-Plus-Madison-Inn.h59566.Hotel-Information) ![Holiday Inn Express Hotel & Suites PERRY by IHG](//images.trvl-media.com/lodging/3000000/2660000/2654400/2654331/f59c7d95_y.jpg) ### Holiday Inn Express Hotel & Suites PERRY by IHG 10/10 Excellent "Hands down for the best Gravy " [](https://expedia.ca/Tallahassee-Hotels-Holiday-Inn-Express-Hotel-Suites-PERRY.h2654331.Hotel-Information) ![Super 8 by Wyndham Madison](//images.trvl-media.com/lodging/1000000/870000/861700/861606/65038686_y.jpg) ### Super 8 by Wyndham Madison 10/10 Excellent "Great location. Safe and quiet. Amazing team always look after you! " [](https://expedia.ca/Tallahassee-Hotels-Super-8-By-Wyndham-Madison.h861606.Hotel-Information) ![Super 8 by Wyndham Monticello](//images.trvl-media.com/lodging/1000000/200000/198300/198292/ee229436_y.jpg) ### Super 8 by Wyndham Monticello 10/10 Excellent "One of the cleanest places I have stayed in years" [](https://expedia.ca/Tallahassee-Hotels-Super-8-By-Wyndham-Monticello.h198292.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Perry? > [Holiday Inn Express Hotel & Suites PERRY by IHG](https://www.expedia.ca/Tallahassee-Hotels-Holiday-Inn-Express-Hotel-Suites-PERRY.h2654331.Hotel-Information): Features buffet, an outdoor pool, and complimentary wired internet access. [Royal Inn Motel](https://www.expedia.ca/Tallahassee-Hotels-Royal-Inn-Motel.h9810733.Hotel-Information): Provides a snack bar/deli, an outdoor pool, and buffet. [Hampton Inn Perry](https://www.expedia.ca/Tallahassee-Hotels-Hampton-Inn-Perry.h471442.Hotel-Information): Features full, an outdoor pool, and free self parking. [Dekle Beach Darling - Beautiful Sunsets and Great Fishing](https://www.expedia.ca/Tallahassee-Hotels-Dekle-Beach-Darling-Beautiful-Sunsets-And-Great-Fishing.h33645580.Hotel-Information): Offers free self parking, an outdoor pool, and complimentary wireless internet access. [Skylark Motel](https://www.expedia.ca/Tallahassee-Hotels-Skylark-Motel.h30054534.Hotel-Information): Provides a snack bar/deli, 3 outdoor pools, and free self parking. ### What is there to see and do in Perry? > Make a point to visit attractions like Keaton Beach and One More Cast. During your stay, check out sights such as Perry Train Depot, Taylor County Sports Complex, and Forest Capital Museum State Park. You'll also discover lots of options for restaurants in Perry. ### When is the best time to book a hotel with a pool in Perry? > You may want to consider a place to stay with an outdoor swimming pool if you plan to visit Perry in the hottest months of July, August, or June when the average temperature is 80°F. 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