A sunset over a calm lake with a dock and boats.

Find Hotels with a Pool in Middleburg, FL

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Middleburg Hotels with a Pool

Tonight
Aug 21 - Aug 22
Tomorrow
Aug 22 - Aug 23
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Middleburg hotels with a pool

A swimming pool with sun loungers and a covered seating area, surrounded by a modern building with large windows.
A circular fire pit surrounded by six white chairs with wooden frames, set on a tiled patio with a view of a lake and trees in the background.
A modern bathroom with a round mirror, a sink, a glass shower enclosure, and a toilet.
A modern dining area with white tables and chairs, a kitchen in the background, and a sign that reads "A Great Day Starts with Breakfast."

1. TownePlace Suites by Marriott Middleburg

TownePlace Suites by Marriott Middleburg
Middleburg
$111 nightly
$125 total
Aug 30 - Aug 31
Total with taxes and fees
TownePlace Suites by Marriott Middleburg
A rectangular pool with clear blue water, surrounded by a tiled deck.
A modern hotel room with a sliding door leading to a bathroom, a large bed with a view of the city, a desk with a chair, and a window with a view of the city.
A Hampton Inn & Suites hotel with a modern facade, a covered entrance, and landscaped areas with plants.
A modern lounge area with a central wooden table, multiple seating options including sofas and chairs, and a patterned carpet.

2. Hampton Inn & Suites Middleburg

Hampton Inn & Suites Middleburg
Middleburg
  • Take a refreshing dip in this spotless hotel's outdoor pool before unwinding on sun loungers.
$118 nightly
$133 total
Sep 2 - Sep 3
Total with taxes and fees
Hampton Inn & Suites Middleburg
A swimming pool with a tiled deck, a metal fence, and a building with multiple windows in the background.
A spacious lobby with a modern design, featuring a seating area with sofas and armchairs, a coffee table, and a fireplace.
A modern living room with a stone fireplace, a flat-screen TV, and comfortable seating.
A Comfort Inn & Suites building with a covered entrance, multiple windows, and a parking area with cars and palm trees.

3. Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
Westside
  • Splash into vacation mode at the outdoor pool with extended hours from morning to evening.
$101 nightly
$115 total
Aug 30 - Aug 31
Total with taxes and fees
Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
An indoor swimming pool with a clear blue water surface, surrounded by white walls and a brick building.
A spacious lobby with a reception desk, seating area, and a television mounted on the wall.
A breakfast area with a self-serve station, a refrigerator, and a display of food items.
A hotel room with a large bed, a desk, a chair, a television, and a window.

4. Holiday Inn Express & Suites Fleming Island by IHG

Holiday Inn Express & Suites Fleming Island by IHG
Fleming Island
  • Poolside bliss awaits with refreshing dips and sun-soaked relaxation at this hotel's outdoor sanctuary.
$118 nightly
$133 total
Aug 30 - Aug 31
Total with taxes and fees
Holiday Inn Express & Suites Fleming Island by IHG
A pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows and balconies.
A Hampton Inn hotel with a large building, a fountain, and a parking area.
A modern hotel lobby with seating areas, tables, and a large TV screen.
A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

5. Hampton Inn & Suites Jacksonville / Orange Park

Hampton Inn & Suites Jacksonville / Orange Park
Orange Park
  • Serene outdoor pool oasis welcomes adult guests, featuring sun loungers and umbrellas for the perfect Jacksonville getaway.
$101 nightly
$114 total
Aug 28 - Aug 29
Total with taxes and fees
Hampton Inn & Suites Jacksonville / Orange Park
A swimming pool with a 3 FT depth marker, surrounded by white lounge chairs and a building with multiple windows and a grey facade.
A bathroom with a toilet, sink, and towel rack.
A hotel room with a large bathtub, a bedside table with a lamp, and a bed with white linens.
A Country Inn & Suites by Radisson building with a modern architectural design, featuring a prominent entrance and a landscaped front yard.

6. Country Inn & Suites by Radisson, Jacksonville - Orange Park

Country Inn & Suites by Radisson, Jacksonville - Orange Park
Westside
  • Dive into sun-soaked serenity at this hotel's scenic outdoor pool retreat with plush loungers and extended swimming hours.
$79 nightly
$90 total
Sep 13 - Sep 14
Total with taxes and fees
Country Inn & Suites by Radisson, Jacksonville - Orange Park
A hotel with a pool area, including two pools and lounge chairs.
A hotel reception area with wooden cabinets, a coffee station, and a mural on the wall.
A hotel room with two beds, a desk with a computer, a chair, a TV, and a lamp.
A gym with treadmills, ellipticals, and weight machines.

7. Fairfield Inn by Marriott Jacksonville Orange Park

Fairfield Inn by Marriott Jacksonville Orange Park
Orange Park
  • Dive into a refreshing seasonal pool retreat with golf course views and sun loungers at this art deco Jacksonville hotel.
$71 nightly
$80 total
Aug 30 - Aug 31
Total with taxes and fees
Fairfield Inn by Marriott Jacksonville Orange Park
A hotel pool area with a clear blue pool, a sun umbrella, and a brick patio.
A modern bar area with a large TV, bar stools, and a well-stocked liquor cabinet.
A hotel room with a bed, a desk with a TV, a red chair, and a window with curtains.
A spacious lobby with high ceilings, multiple seating areas, and a central reception desk.

8. Hilton Garden Inn Jacksonville Orange Park

Hilton Garden Inn Jacksonville Orange Park
Orange Park
  • Dive into aquatic bliss at this hotel's refreshing outdoor pool, where crystal-clear waters invite daily dips from dawn to dusk.
$101 nightly
$114 total
Aug 28 - Aug 29
Total with taxes and fees
Hilton Garden Inn Jacksonville Orange Park
An outdoor patio with a pool, seating area, and string lights.
A modern lounge area with a sofa, chairs, and hanging lights.
A modern hotel entrance with a covered walkway, palm trees, and a blue and white facade.
A self-service beverage station with a variety of drinks and snacks, a refrigerated display, and a coffee machine.

9. Tru by Hilton Jacksonville South Mandarin

Tru by Hilton Jacksonville South Mandarin
Jacksonville
  • Splash into a Florida getaway with a sun-soaked outdoor pool and comfy loungers for ultimate relaxation.
$85 nightly
$97 total
Aug 30 - Aug 31
Total with taxes and fees
Tru by Hilton Jacksonville South Mandarin
A swimming pool with a white fence, blue umbrellas, and white chairs.
A hotel room with a bed, bedside tables, a desk, a TV, and a window with curtains.
A covered outdoor seating area with chairs and a palm tree.
A bathroom with a toilet, sink, bathtub, and shower.

10. Days Inn by Wyndham Orange Park/Jacksonville

Days Inn by Wyndham Orange Park/Jacksonville
Orange Park
  • Soak up the sun in this inviting outdoor pool with seasonal lounging and nearby water sports.
$65 nightly
$73 total
Aug 23 - Aug 24
Total with taxes and fees
Days Inn by Wyndham Orange Park/Jacksonville
View all properties

Choose what matters most at hotels with a pool in Middleburg

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Middleburg Hotel Reviews

Sheraton Jacksonville Hotel

Sheraton Jacksonville Hotel

8/10 Good
"Property was clean and kept up to date. Staff was friendly"
Charles 2-night trip
Posted 1 hour ago
Sheraton Jacksonville Hotel
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

10/10 Excellent
"Always a good stay at Embassy suites. Nice staff, evening reception, good breakfast, and comfortable beds."
Nanette 1-night trip
Posted 3 hours ago
Embassy Suites by Hilton Jacksonville Baymeadows
DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

10/10 Excellent
"Staff was helpful and courteous. Bar) restaurant needs help when events are happening inside the hotel."
Elizabeth 1-night trip
Posted 7 hours ago
DoubleTree by Hilton Hotel Jacksonville Riverfront
Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

10/10 Excellent
"The hotel was perfected suited for my needs. The staff was excellent!"
Selina 3-night trip
Posted 1 day ago
Marriott Jacksonville Downtown
Hotel Indigo Jacksonville-Deerwood Park by IHG

Hotel Indigo Jacksonville-Deerwood Park by IHG

10/10 Excellent
"Clean well maintained property. I would recommend"
Dana 1-night trip
Posted 2 days ago
Hotel Indigo Jacksonville-Deerwood Park by IHG

Frequently asked questions

What are the best hotels in Middleburg with outdoor pools?
The Hampton Inn & Suites Middleburg is a fantastic choice for travellers seeking a hotel with an outdoor pool. With an excellent review rating of 9.2, guests frequently praise the friendly and helpful staff, making every stay feel welcoming. The outdoor pool area is complemented by sun loungers, allowing families to relax while the kids splash around. Additionally, the hotel offers a complimentary buffet breakfast, ensuring that everyone starts their day off right.Another outstanding option in Middleburg is the TownePlace Suites by Marriott Middleburg, 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?
Enjoy staying in a hotel in Middleburg with an outdoor pool. You can find a great deal from $73 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Middleburg hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Middleburg for you.

Explore a world of travel with Expedia