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 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Middleburg hotels with a pool

A rectangular pool with clear blue water, surrounded by a tiled deck.
A reception area with a wooden reception desk, a welcome sign, and a reception counter.
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 modern lounge area with a central wooden table, multiple seating options including sofas and chairs, and a patterned carpet.

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 dining area with white tables and chairs, a kitchen in the background, and a sign that reads "A Great Day Starts with Breakfast."
A modern bathroom with a round mirror, a sink, a glass shower enclosure, and a toilet.

2. TownePlace Suites by Marriott Middleburg

TownePlace Suites by Marriott Middleburg
Middleburg
$133 nightly
$150 total
Oct 11 - Oct 12
Total with taxes and fees
TownePlace Suites by Marriott Middleburg
A pool area with a clear view of the pool, surrounded by palm trees and a well-maintained lawn.
A bedroom with a bed, nightstands, a ceiling fan, and patterned wallpaper.
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.

3. 2BR Suite - Pool, Gym, Games & Dog Friendly

2BR Suite - Pool, Gym, Games & Dog Friendly
Middleburg
$267 nightly
$296 total
Oct 6 - Oct 7
Total with taxes and fees
2BR Suite - Pool, Gym, Games & Dog Friendly
A pool area with a clear view of the pool, surrounded by palm trees and a well-maintained lawn.
A restroom with two sinks, white tiled walls, and a black hexagonal floor.
A modern living room with a shuffleboard table, a large flat-screen TV, and a seating area with sofas and ottomans.
A gym with three treadmills, one elliptical, and a stationary bike, all with digital screens.

4. 2BR Suite - Pool, Gym, Games & Dog Friendly

2BR Suite - Pool, Gym, Games & Dog Friendly
Middleburg
$243 nightly
$270 total
Oct 6 - Oct 7
Total with taxes and fees
2BR Suite - Pool, Gym, Games & Dog Friendly
A hotel with a swimming pool, lounge chairs, and umbrellas.
A modern living room with a shuffleboard table, a large flat-screen TV, and a seating area with sofas and ottomans.
A living room with a grey sofa, a white coffee table, a patterned wall, and a ceiling fan.
A modern kitchen with a large island, bar stools, pendant lighting, and a television mounted above the island.

5. 1BR King Suite - Pool, Gym, Games & Dog Friendly

1BR King Suite - Pool, Gym, Games & Dog Friendly
Middleburg
$227 nightly
$252 total
Oct 6 - Oct 7
Total with taxes and fees
1BR King Suite - Pool, Gym, Games & Dog Friendly
A swimming pool with a tiled deck, a metal fence, and a building with multiple windows in the background.
A hotel room with a bed, a sofa, a desk, a TV, a desk lamp, a chair, and a decorative screen.
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.

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.
$91 nightly
$103 total
Nov 1 - Nov 2
Total with taxes and fees
Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
A swimming pool with a lounge area, a covered seating area, and a building labeled 'BANQUET HALL' in the background.
A bathroom with a large mirror, a sink, and a shower area.
A Holiday Inn Express & Suites hotel with a modern design, featuring a mix of white, blue, and orange colors.
A hotel room with a large bed, a desk, a chair, a television, and a window.

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.
$111 nightly
$125 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 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.

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
Oct 25 - Oct 26
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 hotel room with a sofa, two armchairs, a TV, a lamp, and a framed picture on the wall.
A hotel room with a sofa, armchair, and a television.
A modern kitchen with a stone backsplash, a coffee station, and a dining area with blue chairs and a long table.

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
Oct 11 - Oct 12
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 reception area with wooden cabinets, a coffee station, and a mural on the wall.
A gym with treadmills, ellipticals, and weight machines.
A hotel room with two beds, a desk with a computer, a chair, a TV, and a lamp.

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 18 - Oct 19
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

Courtyard by Marriott Jacksonville Flagler Center

Courtyard by Marriott Jacksonville Flagler Center

10/10 Excellent
"bar was convenient"
Vincent 2-night trip
Posted 15 hours ago
Courtyard by Marriott Jacksonville Flagler Center
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

10/10 Excellent
"N/A"
Joe 1-night trip
Posted 5 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 $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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