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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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, 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

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 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, 156 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

4.89 out of 5 average rating, 218 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 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, 109 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

The front porch features a swinging bench adorned with a decorative yellow cushion. A potted plant sits beside the door, which is made of wood and includes brass fittings. Sunlight filters through the trees, casting a warm glow onto the light blue floorboards.

Home in Bainbridge

4.97 out of 5 average rating, 298 reviews

Little House on Broughton Downtown Bainbridge Stay

Located just four blocks from beautiful downtown Bainbridge, this one bedroom, one bath historic shotgun house was recently moved to Broughton Street from across town and fully renovated by your host. Enjoy a taste of an original tiny home with big personality! Home includes free wifi, fully equipped kitchen, and tips from your host on favorite local stops. Pet friendly stay perfect for walks through historic downtown Bainbridge for pets under 50 pounds with a $75 pet fee.

Top 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

5 out of 5 average rating, 68 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 spacious studio featuring a comfortable bed covered in blue linens. Two armchairs are positioned near a small table, with large windows offering unobstructed views of the ocean. The balcony is adorned with outdoor seating, allowing for relaxation with a sea breeze.

Apartment in Long Beach

4.96 out of 5 average rating, 149 reviews

Beautiful Gulf Views | Cozy Escape

Immerse yourself in coastal bliss at this gorgeous beachfront escape! 🏖 Seasonal Beach Service from 9 AM–5 PM Just share your condo number with the beach staff and enjoy! 🏖 Take in breathtaking ocean views, direct beach access, and upscale amenities. 🏖 Cool off in the pool and savor stunning sunsets from your private balcony. 🏖 With modern comforts and a prime location, this front-beach condo delivers the perfect mix of relaxation and adventure.

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, 119 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!

Guest favorite

A young goat with distinctive floppy ears and a brown coat stands among straw. Its curious expression and gentle features reflect the calm environment of the farm.

Farm stay in Tallahassee

4.84 out of 5 average rating, 353 reviews

Little Coop Rustic FarmStay, Baby Goats are here!

Goat House Farm is a 501(c)3 nonprofit educational farm. All profits go toward supporting our youth and educational programs. Come and de-stress by snuggling our goats. These bundles of joy are guaranteed to make you smile! We are near Tallahassee but in a rural area, down a dirt road, but we promise the trip is worth it. Kayaking (byo) and calm hiking right off the property, plus beautiful sunsets on the lake.

Guest favorite

Home in Marianna

4.9 out of 5 average rating, 39 reviews

Cabin close to FL Caverns Hot Tub, WI-FI & Firepit

Cozy Retreat | Cabin Getaway🌲 Unplug and unwind at this peaceful cabin retreat surrounded by nature. Soak in the relaxing hot tub, enjoy outdoor scenery, play games, and end the day gathered around a crackling fire under the stars. Perfect for couples, solo travelers, or families. Conveniently located just 14 minutes from Florida Caverns State Park, this getaway is the ideal escape to recharge and reconnect.

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, 32 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.