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Vacation rentals in Cypress

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Top-rated vacation rentals in Cypress

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A serene bedroom is showcased featuring a spacious bed with a textured blue coverlet and a decorative striped pillow. A barn door leads to a modern bathroom, while a white brick fireplace adds character. Natural light filters through patterned curtains, enhancing the calming atmosphere.
Home in Marianna
4.82 out of 5 average rating, 91 reviews

Fielder's Choice - 1940s Brick Home Full of Fun

Have fun with the whole family in this stylish place conveniently located near Downtown, Chipola College, and the M.E.R.E (travel ball families-complex 4.5 miles). Fielder’s Choice, a 1940s brick home, is a perfect mix of new and old and packed with fun and games inside and outside! Jackson County’s ecotourism is thriving; 9 bodies of water for fishing, paddling, and tubing; adventure trails-walking and horseback; and Caverns. Explore new flavors in locally curated ice cream & craft beers. Pets!

Superhost
The elevated home is surrounded by green trees and grass, showcasing a spacious patio area below. A wooden deck extends from the top level, providing access to the outdoors. Lattice work and a utility pole are visible, contributing to the private setting.
Cottage in Bainbridge
4.72 out of 5 average rating, 126 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.

Top guest favorite
A single-story home features a light yellow exterior and a metal roof. A spacious front porch is visible, with a bench positioned for relaxation. The surrounding lawn is large and open, with a few trees in the background, contributing to a peaceful country setting.
Home in Grand Ridge
5 out of 5 average rating, 17 reviews

Uncle Buddy's Place

Bring you family or your hunting partners to Uncle Buddy's Place for world class hunting & fishing in Grand Ridge, Florida. This is only a 5 minute drive to Lake Seminole, a 20 minute drive to the MERE Sports Complex, 15 minutes to Jackson Blue Springs, and 20 minutes to the Florida Caverns State Park. Centrally located between the Apalachicola and Chipola Rivers. This home sleeps 8 people with 1 king bed, 2 queens and a bunk bed. Outdoor seating area with a tv and game cleaning area included.

Top guest favorite
A welcoming entrance features a screened porch with a decorative door. Surrounding greenery includes trimmed bushes and a tree. The grassy lawn extends beyond, with additional trees in the background, creating a serene atmosphere.
Home in Donalsonville
5 out of 5 average rating, 158 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

Guest favorite
A relaxing outdoor space features four blue chairs arranged around a fire pit, set against a scenic lakeside view. The backdrop showcases a tranquil lake at sunset, with reflections of vibrant orange and purple hues in the water. Tall trees frame the area, enhancing the peaceful atmosphere.
Home in Donalsonville
4.88 out of 5 average rating, 220 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.

Top guest favorite
A dock extends over calm waters, supported by wooden stilts, with a shaded seating area accessible for relaxing. Lush greenery surrounds the space, and a decorative planter adds a touch of charm to the landscape.
Tiny home in Donalsonville
4.98 out of 5 average rating, 50 reviews

The Rusty Nail

This tiny home has many extras! Perfect for fishermen with a large yard for boats including power pole and light, with dock and two boat slips. It is also universal for work crews who like to play pool or darts after work. Need ice? Don’t worry you will have your own commercial ice machine to fill those coolers! The perfect getaway for a couples retreat as well, with all the amenities of home including a full kitchen and a cozy little porch to relax out on while you grill your favorite food.

Top guest favorite
A charming cottage exterior features a welcoming front porch with four white bistro chairs and a small table. Decorative plants frame the entrance, and a teal door is adorned with a wreath. Lush green grass surrounds the structure, complemented by tall pines in the background.
Cottage in Cottonwood
4.97 out of 5 average rating, 111 reviews

Cozy Cottage in the Pines

Enjoy a quiet stay just outside of town on a farm! Listen to the breeze whisper through the pines and relax in this peaceful country setting. The cottage is 2 miles north of Cottonwood and is just under 10 miles to The Ross Clark Circle in Dothan. Dothan has a lot to do…..shopping, dining, and entertainment. Also, the cottage is only a few miles from the Florida line and the Georgia line if you’re going there for something fun! WiFi is fast so working from the cottage is easy as well!

Guest favorite
A white bench with a cushioned seat is positioned on a wooden porch. A decorative pillow with a pumpkin design rests on the bench. Natural light filters through a nearby window, highlighting the wooden structure's red and brown walls.
Cabin in Sneads
4.99 out of 5 average rating, 70 reviews

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.

Top guest favorite
A wooden porch swing is suspended from a support beam, positioned to overlook an open field. A vibrant sunset fills the horizon, blending soft hues of pink and orange against a backdrop of trees. The tranquil landscape invites moments of relaxation.
Tiny home in Ashford
4.95 out of 5 average rating, 124 reviews

Childhood memories

Peaceful, private country retreat with beautiful views and friendly cows in the backyard. Enjoy your morning coffee on the porch swing and relax in the ultra-comfy bed after a quiet, restful night. Includes full-sized fridge, microwave, toaster oven, TV, Wi-Fi, and full bathroom. Just 10 minutes from Farley Nuclear Plant and 13 minutes from Southeast Health. Perfect for relaxing stays or quiet work trips. Come enjoy our little slice of paradise!

Top guest favorite
A wooden gazebo is set in a lush green setting, featuring a small table with two chairs. The open structure showcases decorative railing and is surrounded by trees, creating a peaceful outdoor seating area.
Cottage in Marianna
5 out of 5 average rating, 141 reviews

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 private 1/2 acre equipped with large smart TV's in both the living room and bedroom with Prime video.

Top guest favorite
A charming yellow house is featured, with a welcoming entryway and a spacious wraparound porch. Large windows allow natural light, while a cart is visible on the wooden pathway. The surrounding area is lined with low greenery, enhancing the outdoor ambiance.
Houseboat in Donalsonville
4.97 out of 5 average rating, 30 reviews

2 Loose Scrooze houseboat on Lake Seminole

You’ll treasure your time at this memorable place. Located on the Chatahoochie river leading into lake Seminole Ga. One of the best bass fishing lakes around. Evening sunsets are amazing and peaceful. Perfect place to relax and unwind for awhile. Bring your boat and tie up to the front of the house. Pops dockside grill is a restaurant located at the entrance to the docks. Boat ramp also available at restaurant. Golf cart friendly area.

Guest favorite
The spacious exterior of the waterfront retreat is presented, featuring a white wooden façade with a covered porch supported by columns. Green shrubs and trees surround the property, and a broad lawn stretches out under a bright blue sky, providing a sense of openness.
Home in Seminole County
4.94 out of 5 average rating, 35 reviews

Satterfield Boat House

Placid waterfront retreat. Great for observing wildlife and enjoying the peaceful outdoors, away from the hustle and bustle of urban and suburban areas. A wonderful location for fishing in the spring and summer, duck hunting in winter, and boating year-round. Enjoy the temperate weather in the fall and spring. Nearby spots to visit include local lakeside restaurants and wildlife parks.

Popular amenities for Cypress vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Jackson County
  5. Cypress