
Holiday rentals with outdoor seating in Middleburg
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Top-rated Holiday Houses with Outdoor Seating in Middleburg
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Middleburg outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Quiet Ortega Bungalow by TCC & NAS 15mins to DT
This house was a great fit for our family. Close to our friends and favorite locations. The house was very clean and felt like home away from home. Everything worked as it should without the need for instruction (including the TV). Neighborhood is excellent and cannot be matched for the price.

Stunning Modern Oasis with a Huge Pool
My family and I truly enjoyed ourselves. Everything was as advertised and the grandkids loved the pool. The house was in a great location and close to stores, entertainment and food spots. We will definitely love to stay here again Don't hesitate, go ahead and book your next vacation why Peter!

Historic Hollywood House w/Pool
This place was amazing and really was nice. Save area and amazing amenities. I wanted to stay another night.

Cozy Home with Heated Private Pool and Patio
5 Stars – Wonderful Stay! Yuriy was a fantastic host—very attentive and quick to respond to any questions I had, which made our stay smooth and enjoyable. The home was extremely clean, comfortable, and felt just like home from the moment we arrived. My family and I especially loved the pool—it was a highlight of our trip! We had a great time and will definitely be booking this rental again for future visits to Jacksonville. Highly recommend!

*Office, Laundry, Patio & Walkable to restaurants!
We enjoyed a fun weekend at Jenna's place and would love to book it again in the future!

The Birk House - with Hot Tub!
We loved our stay with our family of 4. We felt right at home. Ending the day with a dip in the hot tub was a nice touch. Having Publix so close was also a big plus with two small kids and lots of snack needs.

Paradise Palms Estate
Just finished up a wonderful stay at Paradise Palms Estate! We are a very busy family of 5 and enjoyed some much needed downtime together in an absolutely gorgeous, peaceful setting! We loved unwinding at the pool, taking advantage of the home gym each morning and also making dinner together in the beautiful (well-stocked) kitchen while relaxing at night. Cassandra was extremely responsive with any questions we had! Would love to get back to visit at some point again very soon!

Fancy Dancy
Will definitely come back and recommend to anyone that’s looking for a quick getaway.
Apartment rentals with outdoor seating

Seahorse Studio (Very Walkable + Free Parking)
We loved staying here and will for sure be back. Our little house was so perfect. It is in a great area with tons to do all around. Allison and Jay's home provided a guidebook to help show what to do and what there is around which helped tremendously!

SeaGlass on Vilano Beach~St. Augustine, FL
There is a painstaking attention to detail in this homey hideaway. The turquoise -- from the shower mat to the Keurig -- are surprisingly cheery and not overdone! The privacy and location are unparalleled ; anything I could possibly need is here. Thank you for a restful haven while I explore this piece of the Florida coast. Betsy Dunlevy, Goshen, NY

Villa Tizoc
Thank You So Much Edward and Glenna, because we really really enjoyed it. We felt like we were home and they were super super friendly. They were really amazing. They greeted us really well once we got there and they were showing us the map to go around the area and the neighborhood they were really respectful. They always greet us in the morning in the afternoon. It was an amazing place and I really really recommended to everyone who wants to travel to Saint Augustine. It’s really worth it. Everything’s walkable distance and they were polite. I will definitely come back with my friend. We enjoyed it. It was really peaceful. They’re really quiet and they were just really amazing. They were lovable and caring and sweet so thank you so much Edward and Glenna.!! 🫶🏼🫶🏼🫶🏼🫶🏼

Regency Retreat, 10 minutes from Downtown
Ashley’s place was great! It was conveniently located near a Walmart, gas stations, and the highway. The amenities were exactly as described. The pool area and gym were clean, well maintained, and peaceful to use. The apartment itself was spotless. Ashley was very responsive and helpful throughout our stay. I would definitely recommend this location to others.

Lake View 2BR/2BA Suite Nr DWTN & NAS w/POOL & Gym
Nakita, is a great host. She's quick to respond to your questions. There's 5 of us and we were comfortable. I was happy with the beautiful kitchen along with washer and dryer. overall, our stay was great.

Carriage Hse in the trees, Historic St. Augustine
It was a very lovely place with everything someone would need. In the heart of everything, but peaceful. James, the host, was very friendly and helpful. He even let my daughter feed one of the tortoises. We would definitely stay here again if ever in St. Augustine!

Top floor modern getaway w/resort amenities!
Wyman was amazing. He was very accommodating and helpful. I really appreciate everything. The space was private and peace. That shower… amazing, gets very hot, I enjoyed it! lol would definitely stay there again.

Fernbank on beautiful Lake Alto. Laketime Getaway
Great People,friendly and sweet. I would definitely stay here again. My family enjoyed it so much. Thank you Mr. James And Mrs.Betty for everything.
Condo rentals with outdoor seating

B - Mid Century Modern Beach Getaway Walk to Sand
had a blast here, the location was great and the apartment was beautiful. can’t wait to make my next trip over and book this again!

Luxury 2/2 condo w/patio, beautiful golf community
This was our 4th time staying here. Always a blessing! Convenient to everything and we enjoy the amenities.

Treehouse Gypsy Palace direct oceanfront
This location had exactly what my husband and I were looking for. Gorgeous views from the location and beach front access made all the difference during the day. Stress free weekend and comfy cozy atmosphere. We were 5 min from really cute local restaurants and grocery store. Probably 20 min from dt but honestly we felt little need to venture out once we arrived here. Great place to unwind and unplug. We cannot wait to come back again!

Be A Nomad | Oceanfront | Beach view paradise
Having a child with medical conditions we searched for a place close to the beach, the location was amazing and as close to the beach as you can get. It was clean and had all the amenities you would need. The hosts were responsive and helpful. We will definitely revisit this location when we return to Jacksonville.

Beachcomber Oceanfront 180* panoramic view
This place was amazing. The beach views were stunning. No picture could capture it! The surrounding neighborhood was very nice and safe. Even though you’re in a complex, walls aren’t paper thin which creates more privacy for your family! Tiffany was very responsive and helpful - even informed us of local events. The place is as listed, fully stocked for pretty much every need, and super convenient for the beach. You can watch the sunrise from the balcony or even the bed. We would love to rebook in the future!

Oceanfront Condo with Views, Pool, Park
My family two babies and a dog stayed here for a long weekend trip. It accommodated all of our needs and was easily located to pool beach. The park right next door was ideally the best part for babies and dog. Would stay here again

Beach Condo, Pools, Bikes, 7 min walk to beach!
Very cute clean, used the bikes…came in for a perfect beach ride or community ride. I absolutely would like to go back and recommend a stay.

Oceanview beach condo Jax Beach
Amazing stay! The location was perfect, right in front of the beach with stunning views. The place was clean, comfortable, and exactly as described. Would definitely come back!
Quick stats about holiday rentals with outdoor seating in Middleburg
Total rentals
10 properties
Nightly prices starting at
$99 NZD before taxes and fees
Total number of reviews
870 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- Old A1A Beach
- TIAA Bank Field
- Boneyard Beach
- Kathryn Abbey Hanna Park
- Paynes Prairie Preserve State Park
- Butler Beach
- Crescent Beach
- Fountain of Youth Archaeological Park
- Amelia Island State Park
- North Beach Guana River Preserve
- Vilano Beach
- Guana Reserve Middle Beach
- Lightner Museum
- St. Augustine Alligator Farm Zoological Park
- Pablo Creek Club
- Ravine Gardens State Park
- Florida Museum of Natural History
- Matanzas Beach
- Eagle Landing Golf Club
- Bent Creek Golf Course
- Little Talbot
- Driftwood Beach