Holiday rentals in Cypress

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Top-rated holiday rentals in Cypress

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

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Top guest favourite

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, 139 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 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

Top guest favourite

A cozy living area features a light-colored sofa adorned with decorative pillows, a wooden coffee table at the center, and a lamp providing soft illumination. A textured area rug is laid on the floor, while a window offers natural light, complemented by decorative vases and wall sconces.

Home in Quincy

4.93 out of 5 average rating, 15 reviews

The Forest Retreat-Quincy

Welcome to the Forest Retreat_Quincy, FL. This home offers a peaceful escape just 20 min from Tallahassee & close to fishing havens like Lake Talquin/Lake Seminole and FL Caverns. With forest views out back & modern comforts inside, this is your go-to home base for quiet reflection or outdoor action. Whether you're visting the FL State Capitol, hunting or casting a line at sunrise, this cozy stay gives you the best of both worlds-convenient location & natural serenity. Situatued just off I-10.

Guest favourite

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!

Top guest favourite

An outdoor pool area is enclosed by a white fence, featuring a large blue swimming pool complemented by a spa. Comfortable lounge chairs are arranged around the deck, and a gazebo provides shaded seating. Tall trees and clear blue skies create a serene backdrop.

Guest house in Chipley

4.96 out of 5 average rating, 403 reviews

Guesthouse & Pool

This family friendly home is less than 2 miles from Walmart and restaurants. Wifi, Netflix, Starz, Prime video are included with your stay. There is one queen bed, one full bed, a queen size sleeper sofa, & 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 & no smoking allowed. Home is sanitized between guests.

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 favourite

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 favourite

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

4.89 out of 5 average rating, 219 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 favourite

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 favourite

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, 69 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 favourite

A two-story studio is surrounded by lush greenery, featuring a well-maintained yard with ornamental plants and pathways. The exterior showcases large windows and a welcoming entry, while a screened porch is visible alongside the main structure.

Guest suite in Old Town

4.97 out of 5 average rating, 732 reviews

Private/Entire Studio, Private Keyless Entry

"Private Entrance" 2nd-story STUDIO w/lots of windows. Wood floors, central AC/heat, 1/2 bath, queen bed with new mattress, fridge, Krueig, microwave, WIFI, TV, closet space, ROBES FOR PRIVATE OUTDOOR HEATED SHOWER and towels. Established neighborhood less than 2 miles from FSU and downtown; 1 block to Tallahassee Memorial Hospital. Restaurants under 1/2 mile! It is on our property and we personally clean the studio. Go Noles!

Guest favourite

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, 34 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.

Top guest favourite

A wooden sign shaped like a fish indicates 'The Cottage,' positioned on a post. The background features a gravel pathway leading up to the cottage, surrounded by trees and shrubs. Bright sunlight casts a warm glow over the scene.

Cottage in Donalsonville

4.98 out of 5 average rating, 122 reviews

The Cottage! 5 star! Hottub•fishing•dock/lift

Cozy cottage located on Lake Seminole known for it’s Award winning bass fishing! Open floor plan with light and airy colors throughout! Large screen porch overlooking Lake Seminole! Home is less than 50 feet from the shoreline. The lake is visible from almost every room in the home! Come and enjoy the peace and tranquility of Lake Seminole!