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

Find Hotels with a Pool in Middleburg, FL

Check availability on Middleburg Hotels with a Pool

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 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
$124 nightly
$140 total
Nov 1 - Nov 2
Total with taxes and fees
TownePlace Suites by Marriott Middleburg
A rectangular pool with clear blue water, surrounded by a tiled deck.
A Hampton Inn & Suites by Hilton sign and a modern building with multiple windows and a flag.
A conference room with a long table, multiple chairs, a podium, and three artworks on the wall.
A modern hotel lobby with a central bar area, seating arrangements, 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.
$112 nightly
$126 total
Nov 1 - Nov 2
Total with taxes and fees
Hampton Inn & Suites Middleburg
A pool area with a clear view of the pool, surrounded by palm trees and a well-maintained lawn.
A modern hotel lobby with a central coffee station, seating area, and a large TV screen displaying an underwater scene.
A modern bathroom with a bathtub, toilet, and shower.
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, 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 rectangular swimming pool with a tiled edge, surrounded by lounge chairs and palm trees, with a clear sky above.
A bedroom with a bed, nightstands, a ceiling fan, and patterned wallpaper.
A modern bathroom with a shower, a sink, and a mirror.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with a bowl of fruit.

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

2BR Suite | Pool, Gym, Games!
Middleburg
$268 nightly
$298 total
Nov 16 - Nov 17
Total with taxes and fees
2BR Suite | Pool, Gym, Games!
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.

5. 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.
$97 nightly
$110 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 clear blue water surface, surrounded by white walls and a brick building. There are lounge chairs and a blue umbrella 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 coffee station with two coffee machines and a variety of coffee pods and cups.

6. 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
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express & Suites Fleming Island by IHG
A hotel with a swimming pool, outdoor seating, and a two-story building with balconies.
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.
A modern kitchen with a stone backsplash, a coffee station, and a dining area with blue chairs and a long table.

7. 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 swimming pool with lounge chairs and a fenced area, surrounded by a building with multiple windows.
A bar area with a curved counter, bar stools, pendant lighting, a flat-screen TV, and a display of bottles.
A modern bathroom with a wooden vanity, a white sink, a toilet, and a glass shower enclosure.
A hotel lobby with a reception desk, seating area, and a large green sign.

8. Holiday Inn Hotel & Suites Orange Park by IHG

Holiday Inn Hotel & Suites Orange Park by IHG
Orange Park
  • Unwind poolside at this Orange Park retreat where an outdoor pool and bubbling hot tub create the perfect relaxation zone.
$110 nightly
$124 total
Nov 8 - Nov 9
Total with taxes and fees
Holiday Inn Hotel & Suites Orange Park by IHG
A swimming pool with a white fence, blue umbrellas, and white chairs.
A covered outdoor seating area with chairs and a palm tree.
A hotel room with a bed, bedside tables, a desk, a TV, and a window with curtains.
A bathroom with a toilet, sink, bathtub, and shower.

9. Days Inn by Wyndham Jacksonville/Orange Park Near NAS Jax

Days Inn by Wyndham Jacksonville/Orange Park Near NAS Jax
Orange Park
  • Soak up the sun in this inviting outdoor pool with seasonal lounging and nearby water sports.
$60 nightly
$67 total
Oct 20 - Oct 21
Total with taxes and fees
Days Inn by Wyndham Jacksonville/Orange Park Near NAS Jax
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 bathroom with a toilet, sink, and towel rack.
A Country Inn & Suites by Radisson building with a modern architectural design, featuring a prominent entrance and a landscaped front yard.

10. 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 15 - Nov 16
Total with taxes and fees
Country Inn & Suites by Radisson, Jacksonville - Orange Park
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Choose what matters most at hotels with a pool in Middleburg

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Middleburg Hotel Reviews

DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

8/10 Good
"shower head was broken and sprayed all over. tried to secure with a face cloth. Shower curtain was to short, Soaked half the floor."
Michael Frederick 2-night trip
Posted 6 hours ago
DoubleTree by Hilton Hotel Jacksonville Riverfront
Sheraton Jacksonville Hotel

Sheraton Jacksonville Hotel

10/10 Excellent
"Staff was real nice rooms were clean. Bartender was real nice facilities looked amazing."
Jarvon 1-night trip
Posted 9 hours ago
Sheraton Jacksonville Hotel
Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

10/10 Excellent
"Perfect"
Ricardo L 1-night trip
Posted 14 hours ago
Hyatt Regency Jacksonville
Courtyard by Marriott Jacksonville Flagler Center

Courtyard by Marriott Jacksonville Flagler Center

8/10 Good
"Facility was clean desk clerk friendly and helpful. First day did not clean our room. Second day changed towels and emptied trash but bed was not made and unsure if things were cleaned. Breakfast menu was limited, offered eggs, potato, sausage that staff did not want to prepare-told use would take too long to prepare. Had bagel and prepackaged sandwich for more than fill breakfast next morning at a diner. There was a parking fee that we were not informed prior to stay and the lot is not secure. Would not stay there again."
Dolores 3-night trip
Posted 18 hours ago
Courtyard by Marriott Jacksonville Flagler Center
World Golf Village Renaissance St. Augustine Resort

World Golf Village Renaissance St. Augustine Resort

8/10 Good
"Valet “Top Notch!” Breakfast buffet offers eggs/omelet’s to order which is nice. A little pricey at $22. Wait staff superior, especially Ms. Annabel. Room was very clean and housekeeping was readily available. Compliments to Ms. Teresita with QA Mgr."
Michael 2-night trip
Posted 18 hours ago
World Golf Village Renaissance St. Augustine Resort
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

10/10 Excellent
"The young man at the front desk @2pm ish was stellar. Also the young woman in the restaurant, working by herself, had a great attitude. Kudos to both."
Roderick 1-night trip
Posted 19 hours ago
Embassy Suites by Hilton Jacksonville Baymeadows

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 $69 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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