Cypress Holiday Rentals

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Holiday Rentals in Cypress

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

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

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!!

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!

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

Charming waterfront barndominium on the beautiful spring-fed Chipola River.

2.0 star property
10.0 out of 10, Exceptional, (8)
"."
The price is AU$378
includes taxes & fees
29 Nov - 30 Nov
Charming waterfront barndominium on the beautiful spring-fed Chipola River.

Luxury Riverside Retreat

10.0 out of 10, Exceptional, (3)
"This property is absolutely gorgeous…I recommend to book this property through Vrbo…in fact, my family are discussing renting this property again this upcoming Spring or Summer. The host was very easy to work with and talk to. Landon was very quick with responses and answers…Thank you again Landon for allowing my family to stay here during this very happy time for me. (My son’s wedding)"
Luxury Riverside Retreat

Modern relaxing cabin. Firepit, goats on property, and nearby fishing,.

10.0 out of 10, Exceptional, (12)
"Love staying here and love the owners they are amazing!! Definitely will be back! "
Modern relaxing cabin. Firepit, goats on property, and nearby fishing,.

Vacationers, Fisherman, Hunters, and Work Groups are all welcome!

9.8 out of 10, Exceptional, (37)
"Wonderful host, you couldn’t ask for anything more! We could have hung out and chilled with her and her husband. Very clean and comfortable stay on the lake, we were working, but it sure made life great! Everything you would need, if it’s not there they will go out of there way to get. Go for the weekend, the week or as long as you care to, don’t pass this one up, it’s a place you will visit as much as possible I promise you!!"
The price is AU$313
includes taxes & fees
1 Dec - 2 Dec
Vacationers, Fisherman, Hunters, and Work Groups are all welcome!

Rustic Retreat on Paradise

9.6 out of 10, Exceptional, (13)
"The house is so much larger than we expected! Very open and roomy. The property also has a boat ramp and boat house. The large fenced yard was so great for my 2 dogs. It was great!"
Rustic Retreat on Paradise

5⭐️great weekend find•relax on natures waterfront•sunset🌅•🎣Hottub•covered dock

9.8 out of 10, Exceptional, (41)
"A great place to stay"
5⭐️great weekend find•relax on natures waterfront•sunset🌅•🎣Hottub•covered dock
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 Cypress you may be interested in

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

Residence Hub Inn & Suites

2.5 star property
6.6 out of 10, (970)
"It was perfect place that met my satisfaction "
The price is AU$78
includes taxes & fees
11 Dec - 12 Dec
Residence Hub Inn & Suites

Baymont by Wyndham Marianna

2.5 star property
6.6 out of 10, (672)
"Hotel staff were super friendly and helpful. "
The price is AU$93
includes taxes & fees
25 Dec - 26 Dec
Baymont 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

Are there holiday rentals in Cypress?

Yes, there are holiday rentals close to the most popular sights in Cypress, 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 Cypress has to offer?

Beautiful Lake Front View: This holiday home rental outside of Cypress is located on a lake, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

What can I see and do in Cypress?

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

What are holiday rentals like in Cypress?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cypress. Holiday rentals provide amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for small groups.