Greenwood Holiday Rentals

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Holiday Rentals in Greenwood

The Willis House Historic Home Retreat on 6 Acres and 35 Live Oak Trees

10.0 out of 10, Exceptional, (5)
"this home had all the amenities we needed for our group. Rooms were very comfortable and host was very attentive to our needs. We will return for sure!"
The Willis House Historic Home Retreat on 6 Acres and 35 Live Oak Trees

Healing Sanctuary

Healing Sanctuary

Beautiful Lake Front View

9.8 out of 10, Exceptional, (145)
"From a family trip to an all guys trip this place is exceptional. Clean, neat, tidy. Fully equipped kitchen. Handy boat access. Had a 21’ ranger and 17.5’ tracker docked at dock with no issues. We will be staying here again in the future. "
Beautiful Lake Front View

The Tiny Cabin! Lake Seminole! Waterfront! Fishing! Large dock/lift!

10.0 out of 10, Exceptional, (21)
"Cute little cottage! Enjoyed our stay!"
The Tiny Cabin! Lake Seminole! Waterfront! Fishing! Large dock/lift!

Barndominium on Lake Seminole with dock and boat launch! Sleeps 6

9.6 out of 10, Exceptional, (26)
"Very clean and safe place to stay. Only 30 seconds to trails end and public boat ramp to lake Seminole. We had a wonderful stay and experience. "
Barndominium on Lake Seminole with dock and boat launch! Sleeps 6

2 BR 2 Bath Cabin on private 1.5 acres.Huge cement pad for parking. No clay road

10.0 out of 10, Exceptional, (85)
"We love this cabin! Great location and perfect for multiple boats. We will definitely be back. "
2 BR 2 Bath Cabin on private 1.5 acres.Huge cement pad for parking. No clay road

Lake Seminole house with access to Fish Pond drain - near State Park

9.8 out of 10, Exceptional, (15)
"great stay for this area!"
Lake Seminole house with access to Fish Pond drain - near State Park

RV Executive Home in Tranquil Setting, Inground Indoor Pool heated year around

10.0 out of 10, Exceptional, (4)
"My children and I had a very nice stay. Pretty property. My kids enjoyed the pool. Our hosts were always available to help or answer questions. Would definitely come back."
RV Executive Home in Tranquil Setting, Inground Indoor Pool heated year around

Sunny Florida Abode - Patio, Pool, & Fire Pit

10.0 out of 10, Exceptional, (11)
"Perfect location for exploring the Caverns (just a short walk from the house). The property is beautiful, clean and very welcoming. Kitchen is well stocked, pool was perfect! We loved it! "
Sunny Florida Abode - Patio, Pool, & Fire Pit

Great Creek Location for fishermen, travelers, hunters, and families!

9.8 out of 10, Exceptional, (109)
"Nice place to stay just across the road from the lake. Property manager/ owner was super nice and helpful along with great neighbors. "
Great Creek Location for fishermen, travelers, hunters, and families!

Georgia Lake House Retreat

2.0 star property
10.0 out of 10, Exceptional, (4)
"We loved our stay. No time to fish but thoroughly enjoyed the captivating view of the lake through the 3 sliding glass doors out to the deck. We met in Donalsonville to take in a football game in Tallahassee. Avoided the crowds & high prices of staying close in. The home was perfectly stocked with everything we needed, ie Hilton could not have done it better. We will plan a fishing guide with a pontoon boat when we can come back for a longer stay. Thanks for your hospitality!"
Georgia Lake House Retreat

Cottage style home

8.6 out of 10, Excellent, (32)
"It was perfect for our little group. Would absolutely stay here again. "
Cottage style home

RV Executive Home III in tranquil setting, Indoor - Inground Pool

10.0 out of 10, Exceptional, (3)
"Very nice "
The price is AU$480
includes taxes & fees
29 Nov - 30 Nov
RV Executive Home III in tranquil setting, Indoor - Inground Pool

Great views and walking distance to the boat ramp at Lake Seminole!!

10.0 out of 10, Exceptional, (6)
"It was perfect for us. Plenty of room, off the beaten path, and quiet. Would recommend and use again, if the need comes."
Great views and walking distance to the boat ramp at Lake Seminole!!

Juju's Pond House on Smith Pond

10.0 out of 10, Exceptional, (19)
"Exactly as portrayed. Excellent in every way. Genuinely nice location, convenient to town, yet secluded and private. Great get away. Would recommend it to others. Excellent host."
Juju's Pond House on Smith Pond

RV Exectutive Home, Indoor Inground Pool, Tranquil Property

8.0 out of 10, Very good, (4)
"The AC was only working in the master bedroom, there was no bedding and toilet paper upon our arrival, the gas range was not working, we couldn't open the blinds, fire ants near the entrance."
The price is AU$516
includes taxes & fees
29 Nov - 30 Nov
RV Exectutive Home, Indoor Inground Pool, Tranquil Property

Luxury on Lake Seminole, Relaxing Getaway, Private Dock, Gorgeous Sunsets, Canoe

9.4 out of 10, Exceptional, (56)
"Large home, easily accommodates large families. Be aware, you're actually getting two homes with this listing... separate bedrooms, living space, and kitchen. This was perfect for us, each having their own privacy. Thanks for allowing us to stay in your home and enjoy the beautiful view!"
Luxury on Lake Seminole, Relaxing Getaway, Private Dock, Gorgeous Sunsets, Canoe

Lake Seminole Cabin on Spring Creek Channel - Covered Dock

10.0 out of 10, Exceptional, (19)
"Needed to get away for a relaxing weekend and go fishing. That's exactly what we did! No problems during our stay and we used a local fishing guide too. Had a very good time!"
Lake Seminole Cabin on Spring Creek Channel - Covered Dock

5⭐️Lake Seminole•fishing🎣•Friends•Family•spacious home near Big Jim’s!

10.0 out of 10, Exceptional, (5)
"The house was really nice and cozy. The door was a bit of a pain but nothing to make me take away any stars. The neighborhood is so quiet and I loved sitting at the picnic table listening to the boats. We couldn't figure out how to get the satellite TV to work but that is alright we enioyed having family time. Will stay again."
5⭐️Lake Seminole•fishing🎣•Friends•Family•spacious home near Big Jim’s!

Tent Site on Tranquil Grounds. Indoor Inground Pool.

The price is AU$198
includes taxes & fees
29 Nov - 30 Nov
Tent Site on Tranquil Grounds. Indoor Inground Pool.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Greenwood you may be interested in

The Willis House Historic Home Retreat on 6 Acres and 35 Live Oak Trees

10.0 out of 10, Exceptional, (5)
"this home had all the amenities we needed for our group. Rooms were very comfortable and host was very attentive to our needs. We will return for sure!"
The Willis House Historic Home Retreat on 6 Acres and 35 Live Oak Trees

Healing Sanctuary

Healing Sanctuary

Microtel Inn & Suites by Wyndham Marianna

2.0 star property
6.6 out of 10, (963)
"Affordable. Convenient location. "
The price is AU$97
includes taxes & fees
30 Nov - 1 Dec
Microtel Inn & Suites by Wyndham Marianna
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Greenwood?

Yes, there are holiday rentals close to the most popular sights in Greenwood, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Greenwood has to offer?

The Willis House Historic Home Retreat on 6 Acres and 35 Live Oak Trees: This highly rated holiday home rental in Greenwood offers a balcony, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Greenwood?

While you're exploring the area, Florida Caverns State Park and Blue Springs State Recreation Area And Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Chipola College and Chipola River.

What are holiday rentals like in Greenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenwood. Holiday rentals feature extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.