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
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Middleburg hotels with a pool

A rectangular pool with clear blue water, surrounded by a tiled deck.
A business center with a sign indicating 24-hour operation, a seating area with green and blue upholstered benches, and a patterned wall.
A gym with treadmills, weight racks, kettlebells, and exercise equipment.
A modern hotel lobby with a reception desk, seating area, and large windows.

1. 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.
$112 nightly
$126 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites Middleburg
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 spacious living area with multiple seating options, a large TV, and a view of the outdoors through large windows.

2. TownePlace Suites by Marriott Middleburg

TownePlace Suites by Marriott Middleburg
Middleburg
$124 nightly
$140 total
Oct 25 - Oct 26
Total with taxes and fees
TownePlace Suites by Marriott Middleburg
A rectangular swimming pool with a tiled edge, surrounded by lounge chairs and palm trees, with a clear sky above.
A gym with treadmills, weight machines, and a bench.
A well-maintained grassy area with palm trees, a small gazebo, and a fence.
A restroom with two sinks, white tiled walls, and a black hexagonal floor.

3. 2BR Suite | Pool, Games, Gym, Pet Friendly!

2BR Suite | Pool, Games, Gym, Pet Friendly!
Middleburg
$220 nightly
$244 total
Oct 20 - Oct 21
Total with taxes and fees
2BR Suite | Pool, Games, Gym, Pet Friendly!
A hotel with a swimming pool, lounge chairs, and umbrellas.
A modern gym with a large mirror, exercise equipment, and a scenic mural.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with a bowl of fruit.
An outdoor grill area with two grills, a paved walkway, and a view of apartment buildings across a body of water.

4. 2BR Suite | Pool, Gym, Games!

2BR Suite | Pool, Gym, Games!
Middleburg
$250 nightly
$278 total
Nov 2 - Nov 3
Total with taxes and fees
2BR Suite | Pool, Gym, Games!
A hotel with a swimming pool, lounge chairs, and umbrellas.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with a bowl of fruit.
A modern living room with a shuffleboard table, a large flat-screen TV, and a seating area with sofas and ottomans.
A conference room with a wooden table, blue chairs, a framed plant, and a view of a building outside.

5. 1BR Suite | Pool, Gym, Games, Pet-Friendly

1BR Suite | Pool, Gym, Games, Pet-Friendly
Middleburg
$181 nightly
$201 total
Oct 18 - Oct 19
Total with taxes and fees
1BR Suite | Pool, Gym, Games, Pet-Friendly
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 Comfort Inn & Suites building with a covered entrance, multiple windows, and a parking area with cars and palm trees.
A hotel room with a bed, a sofa, a desk, a TV, a desk lamp, a chair, and a decorative screen.

6. 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.
$92 nightly
$104 total
Nov 8 - Nov 9
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 hotel room with a large bed, a desk, a chair, a television, and a window.
A Holiday Inn Express & Suites hotel with a modern design, featuring a mix of white, blue, and orange colors.
A coffee station with two coffee machines and a variety of coffee pods and cups.

7. 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.
$122 nightly
$137 total
Nov 1 - Nov 2
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 Country Inn & Suites by Radisson building with a modern architectural design, featuring a prominent entrance and a landscaped front yard.
A bathroom with a toilet, sink, and towel rack.
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.

8. 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
Nov 8 - Nov 9
Total with taxes and fees
Country Inn & Suites by Radisson, 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.
$61 nightly
$69 total
Oct 25 - Oct 26
Total with taxes and fees
Baymont by Wyndham Jacksonville Orange Park
A hotel with a pool area, including two pools and lounge chairs.
A hotel room with two beds, a desk with a computer, a chair, a TV, and a lamp.
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.

10. 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
Oct 25 - Oct 26
Total with taxes and fees
Fairfield Inn by Marriott Jacksonville Orange Park
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

Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

10/10 Excellent
"great place, highly recommended. manager is the bomb."
Peter 1-night trip
Posted 1 hour ago
Hyatt Regency Jacksonville
Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

10/10 Excellent
"The staff was friendly and helpful."
mayra 2-night trip
Posted 8 hours ago
Marriott Jacksonville Downtown
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

8/10 Good
"Clean room, very old property, needs more love for sure… staff is super friendly and helpful!"
Melissa 1-night trip
Posted 4 days ago
Southbank Hotel by Marriott Jacksonville Riverwalk

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 $66 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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