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

Find Hotels with a Pool in Middleburg, FL

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Check availability on Middleburg Hotels with a Pool

Tonight
Sep 9 - Sep 10
Tomorrow
Sep 10 - Sep 11
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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 modern bathroom with a round mirror, a sink, a glass shower enclosure, and a toilet.
A spacious living area with multiple seating options, a large TV, and a view of the outdoors through 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.

1. TownePlace Suites by Marriott Middleburg

TownePlace Suites by Marriott Middleburg
Middleburg
$111 nightly
$125 total
Sep 20 - Sep 21
Total with taxes and fees
TownePlace Suites by Marriott Middleburg
A rectangular pool with clear blue water, surrounded by a tiled deck.
A modern lounge area with a central wooden table, multiple seating options including sofas and chairs, and a patterned carpet.
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 reception area with a wooden reception desk, a welcome sign, and a reception counter.

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 20 - Sep 21
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 Comfort Inn & Suites building with a covered entrance, multiple windows, and a parking area with cars and palm trees.
A modern living room with a stone fireplace, a flat-screen TV, and comfortable seating.
A hotel room with a bed, a sofa, a desk, a TV, a desk lamp, a chair, and a decorative screen.

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.
$103 nightly
$117 total
Oct 4 - Oct 5
Total with taxes and fees
Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
A swimming pool with a clear blue water surface, surrounded by white walls and a brick building. There are lounge chairs and a blue umbrella in the background.
A Holiday Inn Express & Suites hotel with a modern design, featuring a mix of white, blue, and orange colors.
A bathroom with a large mirror, a sink, and a shower area.
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.
$127 nightly
$143 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express & Suites Fleming Island by IHG
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 living room with a blue sofa, a round coffee table, a wooden cabinet with decorative items, a fireplace, and a clock on the wall.
A Country Inn & Suites by Radisson building with a modern architectural design, featuring a prominent entrance and a landscaped front yard.
A hotel room with a large bathtub, a bedside table with a lamp, and a bed with white linens.

5. 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
Oct 4 - Oct 5
Total with taxes and fees
Country Inn & Suites by Radisson, Jacksonville - Orange Park
A pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows and balconies.
A modern hotel lobby with seating areas, tables, and a large TV screen.
A Hampton Inn hotel with a large building, a fountain, and a parking area.
A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

6. 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
Sep 20 - Sep 21
Total with taxes and fees
Hampton Inn & Suites Jacksonville / Orange Park
A swimming pool with a blue cover, surrounded by lounge chairs and a palm tree.
A modern hotel lobby with a bar area, seating arrangements, and a reception desk.
A bathroom with a bathtub, a shower curtain, a sink with a granite countertop, and a mirror with a gold frame.
A hotel room with a large bed, a separate bathroom with a bathtub, a desk with a chair, and a cityscape painting on the wall.

7. Quality Inn Jacksonville - Orange Park near Naval Air Station

Quality Inn Jacksonville - Orange Park near Naval Air Station
Westside
  • Sun-kissed serenity awaits at the outdoor pool oasis, complete with loungers for the perfect afternoon escape.
$63 nightly
$71 total
Sep 10 - Sep 11
Total with taxes and fees
Quality Inn Jacksonville - Orange Park near Naval Air Station
A hotel with a pool area, including two pools and lounge chairs.
A gym with treadmills, ellipticals, and weight machines.
A Fairfield Inn & Suites hotel with a clear entrance and a covered waiting area.
A hotel reception area with wooden cabinets, a coffee station, and a mural on the wall.

8. 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
Sep 19 - Sep 20
Total with taxes and fees
Fairfield Inn by Marriott Jacksonville Orange Park
A hotel with a swimming pool, outdoor seating, and a two-story building with balconies.
A modern kitchen with a stone backsplash, a coffee station, and a dining area with blue chairs and a long table.
A hotel room with a sofa, armchair, and a television.
A hotel room with a sofa, two armchairs, a TV, a lamp, and a framed picture on the wall.

9. Baymont by Wyndham Jacksonville Orange Park

Baymont by Wyndham Jacksonville Orange Park
Westside
  • Splash into vacation vibes with the refreshing outdoor pool at this Jacksonville hotel.
$57 nightly
$65 total
Sep 20 - Sep 21
Total with taxes and fees
Baymont by Wyndham Jacksonville Orange Park
An outdoor patio with a pool, seating area, and string lights.
A modern lobby with a central reception desk, seating area with sofas, patterned rugs, and a view of the outdoors.
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.

10. 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
Sep 27 - Sep 28
Total with taxes and fees
Tru by Hilton Jacksonville South Mandarin
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

Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

10/10 Excellent
"The stay was amazing. The staff was awesome"
Matt 1-night trip
Posted 8 hours ago
Wyndham Garden Jacksonville
Sheraton Jacksonville Hotel

Sheraton Jacksonville Hotel

8/10 Good
"Everything was good about the hotel except the fact that breakfast was not included with our stay. I wouldn’t have mind paying but it was regular hotel breakfast that was served. So if I’m going to pay $15 person, I prefer to pay for a restaurant of my liking. Other than that everything was nice. The area is pretty and close to a lot shops."
Susana 2-night trip
Posted 10 hours ago
Sheraton Jacksonville Hotel
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

10/10 Excellent
"Good people"
Jose 2-night trip
Posted 11 hours ago
Embassy Suites by Hilton Jacksonville Baymeadows
DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

10/10 Excellent
"My room ceiling had a leak over the bed they sent maintenance but the bed and my clothing was wet they made it up to me they let me have a late checkout 3pm which was great they also provided dry blankets we have a beautiful time"
Ava 2-night trip
Posted 16 hours ago
DoubleTree by Hilton Hotel Jacksonville Riverfront
Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

10/10 Excellent
"Very accommodating front desk, valet and concierge! Centrally located and convenient to the water, downtown, Maxwell coffee house, convention center , restaurant, shopping and everything you would need. Room clean and bed comfy"
Lisa 1-night trip
Posted 18 hours ago
Marriott Jacksonville Downtown

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 $65 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.

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