Holiday houses in Cypress

5 out of 5 average rating, 137 reviews

Cottage in Marianna

Chipola Woods quiet & cozy near Caverns, Bear Paw

No cleaning fees! Our one & only peaceful, quiet golf cart friendly location conveniently between I-10/US90 yet the Caverns, Bear Paw river float, Merritts Mill Pond, Hinson Nature Preserve, Blue Springs and all shops, cinema, boat launches & restaurants within a 10 min drive. Golfing, beach, & airports within 1 hour. Modern cottage on a 1/2 acre equipped with large smart TV's in both the living room and bedroom with Prime video. Queen pullout sofa w/mattress topper for extra comfort *on request

4.95 out of 5 average rating, 336 reviews

Guesthouse in Chipley

Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, and Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, and a twin. All of which can accommodate a total of 7 guests. Chipley is located off I-10. It is a 55-minute drive to the beach and a 45-minute drive to Dothan, AL. Falling Waters State Park is 3 miles away. Caverns park 15 miles. No pets and no smoking allowed. Home is sanitized between guest.

Superhost

Cottage in Bainbridge

4.73 out of 5 average rating, 112 reviews

Cozy, modern 2 bedroom, 2 bath cottage

Close to Lake Seminole (2 min to fishing ramp) cozy, newly remodeled home. 2 bdrms, MB w/Queen, 2nd BR w/2 twins, 2 new baths. Modern kitchen. Screened porch with water/forest view to the south. Washer/ Dryer. Wheelchair lift to top level. Full patio below home; firepit and patio next to home. Propane grill/propane provided. 2 covered pkg spaces; 30 amp service avail. Private community next to park. N of Chattahoochee by 6 mi; 30 mi S of Bainbridge. Personal transp is necessary.

5 out of 5 average rating, 144 reviews

Peaceful & Beautiful Lake Cabin, Boat House/Dock

Located on beautiful Lake Seminole, a short distance from the hosts main house. Includes use of boat house & dock (you'll need your own boat). 2 boat landings within a mile. Across the lake from Lake Seminole State Park. Within 2 miles of gas station, Dollar General & restaurant. 45min to FL ST Caverns. Free wifi. Full Kitchen is equipped with dishes, pots pans, full size oven/range, refrigerator, microwave, coffee maker. Large flat screen TV, screened in porch and back deck near fire pit

Superhost

4.88 out of 5 average rating, 207 reviews

“The Q'whack Shack" on Lake Seminole with Dock

Aptly named, “The Q'Whack Shack,” our quaint lakefront home is the perfect host accommodation for a charming weekend or weeklong reprieve. Ideally situated on the heart of Lake Seminole, The Q’Whack Shack is a water enthusiasts dream hideaway. Enjoy boating, angling, an array of watersports (skiing, tubing, etc.), grade-A bass fishing and duck hunting with convenient private dock access just steps from the back door. Waterfront restaurants and other provisions just a quick boat/car ride away.

4.95 out of 5 average rating, 185 reviews

Cabin in Tallahassee

Coastal City Cabin: A Cozy Florida Getaway A-Frame

Picture this.. Spend the day fishing out on the coast or swimming in the world's largest freshwater spring then some fun in town with great eats & live music! Finish the night with a hot tub soak under the stars. No worries, you can do it all again tomorrow! Conveniently nestled between Tallahassee and the 'Forgotten Coast', our cabin is a perfect match for your adventure-filled vacation. A quick 15 minute ride from the Tallahassee airport has you enjoying the sunset from our rocking chairs.

Guest suite in Enterprise

4.98 out of 5 average rating, 553 reviews

BEST VALUE - No Cleaning Fee

"Relaxing, calm, quiet, peaceful"--all used to describe the 1,200 sq. feet of guest space attached to our home--Read a complete description under "The Space." The private guest suite includes a family room, two bedrooms and bath on our micro-farm just 4 minutes from Fort Rucker and Enterprise. Southern hospitality at its best--Read our reviews! Ammenities include personal-size fridge, coffee, microwave, pool table, WiFi, TV, DVD, Wii, games and toys; laundry room; Handicap/ADA accessible;

4.95 out of 5 average rating, 179 reviews

Big Home with HotTub on Lake Seminole

Lakefront house has 4 Large Bedrooms & 2½ Baths. 10 people can comfortably sleep in this spacious 2250 square foot house. You will enjoy a massive fireplace, cathedral ceiling with cypress beams, and a large sun-room offering a wonderful view of the lake, two miles from Seminole State Park & a slip for boats nearby. The lake is perfect for all boating activities including fishing, skiing, and pulling kids on tubes. Pets are welcome. There is a $100 pet fee. Hot tub will be filled and ready!

4.98 out of 5 average rating, 186 reviews

The R & R Lake House on Lake Seminole

Fish, Hunt, Grill, or Chill with direct access to the big lake in just 8 minutes by boat.. Lake Seminole contains 37,500 acres of water, and a shoreline of 376 miles. Bass-Masters annual event attracts anglers from all 50 states. The fish include largemouth bass, crappie, chain pickerel, catfish, striped bass and others. Home is nicely decorated with a lake theme. Awesome Sunsets and views of the lake from the screened-in porch, backyard, 80ft dock, and boat house.

5 out of 5 average rating, 56 reviews

Cabin in Sneads

LouLouBell's Getaway

This unique place has a style all its own. A quiet getaway only 1 mile from Lake Seminole. We have space to park your boat in the grass. Goats on the property for petting, or feeding cheerios. Firepit and swings at night. It is a close drive to Alabama, Georgia, or the Panama City Beaches. Historic Marianna is only 20 minutes away with caverns, tubing, and shopping. Sneads has immediate amenities including groceries, gas, and restaurants, and is only 1 mile from BNB.

4.99 out of 5 average rating, 194 reviews

Cottage in Dothan

Juju’s Pond House on Smith Pond

Take it easy at this unique and tranquil getaway located on 100 acres and nestled quietly on a private pond. The house was originally built in 1921 and in 2018 we had the house moved down to the pond and did a full renovation while preserving as much original character as we could. Enjoy your morning coffee and watch the sunrise from the screen porch swing or one of the docks at the pond. The property has nature trails to explore, fishing, and plenty of wildlife.

4.91 out of 5 average rating, 449 reviews

Apartment in Dothan

Claire’s Cottage with privacy gate

Everything you need in a quaint, modern space located on 7 secluded acres with a privacy gate only minutes from the Ross Clark Circle and downtown, Wi-Fi, Smart TV with YouTube TV subscription included (over 70 channels), brand new fridge, spacious rooms. Washer and dryer available. We allow pets on a case by case basis and charge a one time $10 fee per pet upon guests arrival. We also offer EV level 2 charging (40 amp) for a flat $10 fee.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Cypress holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Cypress

4.85 out of 5 average rating, 71 reviews

Cabin in Bristol

Cabin By The River

JennaRating, 5 stars5 days ago

Jason’s cabin was just as described. Very clean and loved the cabin decor. Jason was responsive and we enjoyed our time there. The river is right across the street and has beautiful sunsets. Nice park for the kids close by. Would definitely stay here again.

4.98 out of 5 average rating, 85 reviews

Cottage in Cottonwood

Cozy Cottage in the Pines

LauraRating, 5 stars2 weeks ago

The cottage was clean and sweetly decorated. The location was out of town and peaceful, just what we were expecting. Thank you for a wonderful stay. We would definitely stay again.

4.95 out of 5 average rating, 55 reviews

Cottage in Bainbridge

Seminole Hideaway Cottage

DrewRating, 5 stars1 month ago

Spent a week here for a fishing trip. Steve greeted me with some fishing info while Sandra made sure everything was exactly what I needed. They gave full access to their boat doc and lift. Privacy is no issue here while you feel you can call for help or info at anytime. This is the place to be if you want easy access fishing. Or even just a calm relaxing time by the water. Step outside at night and listen to all the critters sing! These two have a great thing going.

4.84 out of 5 average rating, 19 reviews

Robert's Retreat

DungRating, 5 stars1 month ago

Remote, serene location, right on the Lake.

5 out of 5 average rating, 12 reviews

Terry’s Air B&B

NicholasRating, 5 stars3 months ago

Great place to stay overnight on a long drive. The area has some nice parks and was quiet enough for me! Recommended if you're looking to get out of an urban setting for awhile! Terry also left me some treats for Valentine's Day!

5 out of 5 average rating, 10 reviews

Home in Greenwood

The Willis House

ValerieRating, 5 stars2 months ago

Our Girl Scout Troop absolutely loved the house and thought wonders of staying in a historic house! The hose and family were wonderful and friendly! The house was beautiful and a total dream, like a scene out of a movie! We wished we could have stayed longer! Plenty of gathering space for activities and loved that they had board games! Such heart goes into the Willis house and the history of it is beautiful!

5 out of 5 average rating, 80 reviews

Home in Marianna

Millstone on the Millpond-6 miles of Springs

TracyRating, 5 stars1 week ago

We highly recommend the Millstone on the Millpond! The house itself was amazing and perfect for our family of 4 trip. Kerri was very responsive to any questions and even checked on us to ensure we were good and didn't need anything. It was the perfect getaway for our family to celebrate our son’s 16th birthday. We enjoyed fishing from the pier and using the kayaks to explore the Millpond. Thank you so much for allowing us to enjoy your beautiful home!