Title: The Best Hotels with a Pool in Middleburg from $72 in 2026 | Expedia.com [Middleburg Travel Guide](https://expedia.com/Middleburg.dx183107)[Hotels in Middleburg](https://expedia.com/Middleburg-Hotels.d183107.Travel-Guide-Hotels)[Vacation Rentals in Middleburg](https://expedia.com/Middleburg-Vacation-Rentals.d183107.Travel-Guide-VacationRentals)[Flights to Middleburg](https://expedia.com/Cheap-Flights-To-Middleburg.d183107.Travel-Guide-Flights)[Car Rentals in Middleburg](https://expedia.com/Car-Rentals-In-Middleburg.d183107.Car-Rental-Guide)[Middleburg Vacation Packages](https://expedia.com/Middleburg.d183107.Destination-Travel-Guides) ![Sunset on Doctors lake Florida ](https://images.trvl-media.com/place/183107/007e9504-1219-4efe-ae2b-823126703daa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183107/007e9504-1219-4efe-ae2b-823126703daa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Middleburg Hotels with a Pool Tonight [Feb 19 - Feb 20](https://www.expedia.com/Hotel-Search?regionId=183107&startDate=2026-02-19&endDate=2026-02-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 20 - Feb 21](https://www.expedia.com/Hotel-Search?regionId=183107&startDate=2026-02-20&endDate=2026-02-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=183107&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=183107&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middleburg hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/119000000/119000000/118998200/118998192/a280191f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/119000000/119000000/118998200/118998192/add8a3b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/119000000/119000000/118998200/118998192/0dd6a816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/119000000/119000000/118998200/118998192/9196848e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Middleburg [](https://www.expedia.com/Middleburg-Hotels-TownePlace-Suites-By-Marriott-Middleburg.h118998192.Hotel-Information) Middleburg 9.8/10 Exceptional (58 reviews) "Lovely stay! The room, staff, amenities, breakfast.. all fantastic!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon $133 nightly $150 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Middleburg-Hotels-TownePlace-Suites-By-Marriott-Middleburg.h118998192.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39920000/39916300/39916205/d66fc18b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/40000000/39920000/39916300/39916205/d362b636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39920000/39916300/39916205/w3839h2584x0y3-a3561561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/40000000/39920000/39916300/39916205/19e95c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Middleburg [](https://www.expedia.com/Jacksonville-Hotels-Hampton-Inn-Suites-Middleburg.h39916205.Hotel-Information) Middleburg 9.2/10 Wonderful (647 reviews) "The staff is always friendly and rooms are super clean. It is always our "go to" hotel when we go to Middleburg. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth $115 nightly $130 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Hampton-Inn-Suites-Middleburg.h39916205.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/56000000/55560000/55553300/55553245/e397dcaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/56000000/55560000/55553300/55553245/7c10e44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/56000000/55560000/55553300/55553245/6fb43428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bed sheets](https://images.trvl-media.com/lodging/56000000/55560000/55553300/55553245/4ebe8e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites MacClenny I-10 [](https://www.expedia.com/Jacksonville-Hotels-Hampton-Inn-Suites-Macclenny-I-10.h55553245.Hotel-Information) MacClenny 9.4/10 Exceptional (796 reviews) "Room clean staff nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $96 nightly $106 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Hampton-Inn-Suites-Macclenny-I-10.h55553245.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/910000/903300/903290/253a1423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/910000/903300/903290/151eb783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/903300/903290/3b6e1844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/910000/903300/903290/w851h683x1y0-6723da78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Carpet Inn [](https://www.expedia.com/Gainesville-Hotels-Red-Carpet-Inn.h903290.Hotel-Information) Starke 8.6/10 Excellent (629 reviews) "Stayed here once before, would absolutely stay again. This hotel has excellent service and very clean, newly renovated rooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica $65 nightly $72 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Gainesville-Hotels-Red-Carpet-Inn.h903290.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2390000/2384400/2384393/0a0c5708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave (with Sofabed) | Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/3000000/2390000/2384400/2384393/894b95a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2390000/2384400/2384393/5ca419d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2390000/2384400/2384393/b54c320d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Waldo Inn and Suites [](https://www.expedia.com/Gainesville-Hotels-Best-Western-Waldo-Inn-And-Suites.h2384393.Hotel-Information) Waldo 8.8/10 Excellent (965 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cathy $102 nightly $115 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/Gainesville-Hotels-Best-Western-Waldo-Inn-And-Suites.h2384393.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1960000/1957200/1957169/9ca4d2bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1960000/1957200/1957169/27de75f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1960000/1957200/1957169/ba14c2b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1960000/1957200/1957169/b4bf00dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Chaffee-Jacksonville West by IHG [](https://www.expedia.com/Jacksonville-Hotels-Holiday-Inn-Express-Suites-Chaffee-Jacksonville-West.h1957169.Hotel-Information) Northwest 9.0/10 Wonderful (696 reviews) "Very comfortable, nice area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David $111 nightly $126 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Holiday-Inn-Express-Suites-Chaffee-Jacksonville-West.h1957169.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683616/efb1a3e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683616/5e6f5c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683616/19cfdade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1690000/1683700/1683616/7937a507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Jacksonville-I-295 East/Baymeadows [](https://www.expedia.com/Jacksonville-Hotels-Hampton-Inn-Jacksonville-I-295-EastBaymeadows.h1683616.Hotel-Information) Southside 8.4/10 Very Good (1,003 reviews) "Front desk staff was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tina $89 nightly $101 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Hampton-Inn-Jacksonville-I-295-EastBaymeadows.h1683616.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2420000/2413900/2413834/7e6ff378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/3000000/2420000/2413900/2413834/3517b621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/3000000/2420000/2413900/2413834/83cba0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/3000000/2420000/2413900/2413834/ad551cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Americas Best Value Inn Starke [](https://www.expedia.com/Gainesville-Hotels-Americas-Best-Value-Inn-Starke.h2413834.Hotel-Information) Starke 7.4/10 Good (545 reviews) "Quiet, cozy, convenient and affordable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathryn $75 nightly $83 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/Gainesville-Hotels-Americas-Best-Value-Inn-Starke.h2413834.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/100000000/99500000/99494700/99494677/73de4390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/100000000/99500000/99494700/99494677/1782c7c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99500000/99494700/99494677/7a8a4a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99500000/99494700/99494677/7cc1adc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Jacksonville West I 295 [](https://www.expedia.com/Jacksonville-Hotels-Tru-By-Hilton-Jacksonville-West.h99494677.Hotel-Information) Northwest 9.0/10 Wonderful (219 reviews) "Clean room and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tina $114 nightly $129 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Tru-By-Hilton-Jacksonville-West.h99494677.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/65000000/64450000/64441900/64441817/f8ca1db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/65000000/64450000/64441900/64441817/7e95cff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/65000000/64450000/64441900/64441817/39457b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/65000000/64450000/64441900/64441817/f3986304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station [](https://www.expedia.com/Jacksonville-Hotels-Comfort-Inn-Suites-Jacksonville-Orange-Park.h64441817.Hotel-Information) Westside 9.4/10 Exceptional (1,014 reviews) "Wonderful place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Millie $111 nightly $126 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Jacksonville-Hotels-Comfort-Inn-Suites-Jacksonville-Orange-Park.h64441817.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=2026-03-05&endDate=2026-03-06®ionId=183107&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Middleburg Breakfast included Hot tub 4 stars Ocean view 5 stars ![](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=AFFINITY_SPRING_PROMO_183107) ## Top Middleburg Hotel Reviews ![Southbank Hotel by Marriott Jacksonville Riverwalk](https://images.trvl-media.com/lodging/1000000/40000/34600/34600/a7e57e64_y.jpg) ### Southbank Hotel by Marriott Jacksonville Riverwalk 10/10 Excellent "We had a very pleasant stay at Southbank Hotel by Marriott. Overall, everything was great from check-in to check-out. The staff was welcoming and professional, the room was clean and comfortable, and the entire property felt well maintained. The location is convenient, and the atmosphere was relaxing. The only small suggestion would be that the towels could be a bit newer, but that didn’t take away from the experience. Everything else was excellent, and we would definitely stay here again. Highly recommend" [](https://expedia.com/Jacksonville-Hotels-Southbank-Hotel-Jacksonville-Riverwalk.h34600.Hotel-Information) ![Baymont by Wyndham Jacksonville/Butler Blvd](https://images.trvl-media.com/lodging/1000000/540000/539500/539493/3e050dbd_y.jpg) ### Baymont by Wyndham Jacksonville/Butler Blvd 10/10 Excellent "Staff and over all great" [](https://expedia.com/Jacksonville-Hotels-Baymont-By-Wyndham-JacksonvilleButler-Blvd.h539493.Hotel-Information) ![Hyatt Regency Jacksonville](https://images.trvl-media.com/lodging/1000000/570000/563200/563167/639b17f1_y.jpg) ### Hyatt Regency Jacksonville 10/10 Excellent "Everything was heat. Fantastic view, helpful staff, great restaurants on the premises. " [](https://expedia.com/Jacksonville-Hotels-Hyatt-Regency-Jacksonville.h563167.Hotel-Information) ![DoubleTree by Hilton Hotel Jacksonville Riverfront](https://images.trvl-media.com/lodging/1000000/50000/40800/40756/08e9014b_y.jpg) ### DoubleTree by Hilton Hotel Jacksonville Riverfront 10/10 Excellent "Beautiful location staff throughout hotel was amazing" [](https://expedia.com/Jacksonville-Hotels-DoubleTree-By-Hilton-Hotel-Jacksonville-Riverfront.h40756.Hotel-Information) ![Wyndham Garden Jacksonville](https://images.trvl-media.com/lodging/1000000/20000/12900/12836/33fabc3d_y.jpg) ### Wyndham Garden Jacksonville 10/10 Excellent "Great, thanx" [](https://expedia.com/Jacksonville-Hotels-Wyndham-Garden-Jacksonville.h12836.Hotel-Information) ![Candlewood Suites Jacksonville Southpoint by IHG](https://images.trvl-media.com/lodging/1000000/120000/117200/117118/42c95a73_y.jpg) ### Candlewood Suites Jacksonville Southpoint by IHG 10/10 Excellent "Clean room, good staff" [](https://expedia.com/Jacksonville-Hotels-Southpoint-Suites.h117118.Hotel-Information) ![Embassy Suites by Hilton Jacksonville Baymeadows](https://images.trvl-media.com/lodging/1000000/10000/1200/1119/b15a4b28_y.jpg) ### Embassy Suites by Hilton Jacksonville Baymeadows 10/10 Excellent "Excellent " [](https://expedia.com/Jacksonville-Hotels-Embassy-Suites-By-Hilton-Jacksonville-Baymeadows.h1119.Hotel-Information) ![Holiday Inn St. Augustine - World Golf by IHG](https://images.trvl-media.com/lodging/1000000/220000/210300/210286/5b08f9a1_y.jpg) ### Holiday Inn St. Augustine - World Golf by IHG 10/10 Excellent "The hotel was fantastic. The staff was amazing and the room was beautiful, clean and well equipped." [](https://expedia.com/St-Augustine-Hotels-Holiday-Inn-St-Augustine-World-Golf.h210286.Hotel-Information) ![Comfort Suites Baymeadows Near Butler Blvd](https://images.trvl-media.com/lodging/1000000/30000/28500/28403/c90424b5_y.jpg) ### Comfort Suites Baymeadows Near Butler Blvd 10/10 Excellent "Room was excellent and spacious. No issues with check in and breakfast was available!" [](https://expedia.com/Jacksonville-Hotels-Comfort-Suites-Baymeadows-Near-Butler-Blvd.h28403.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Middleburg with outdoor pools? > Another outstanding option in Middleburg is the [TownePlace Suites by Marriott Middleburg](https://www.expedia.com/Middleburg-Hotels-TownePlace-Suites-By-Marriott-Middleburg.h118998192.Hotel-Information), which boasts an impressive superb score of 10.0 from guests. This hotel features an outdoor pool and a free breakfast, making it convenient for families on the go. With its spacious suites and family-friendly atmosphere, it's an ideal spot for those looking for comfort and quality during their stay. ### How much does a hotel with outdoor pool in Middleburg cost? ### Is it cheaper to book flights and a Middleburg hotel with a pool as a package? ### How can I save on a Middleburg hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Cottages in Penney Farms ](https://www.expedia.com/Penney-Farms-Cottages.d3000345343-aaCottages.Travel-Guide-Accommodation) - [Penney Farms Hotels ](https://www.expedia.com/Penney-Farms-Hotels.d3000345343.Travel-Guide-Hotels) - [Cabin Rentals in Penney Farms ](https://www.expedia.com/Penney-Farms-Cabins.d3000345343-aaCabins.Travel-Guide-Accommodation) - [B&B in Penney Farms ](https://www.expedia.com/Penney-Farms-Bed-And-Breakfast.d3000345343-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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