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, 113 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 favorite
A patio set with two chairs and a small table is positioned on a wooden dock overlooking Lake Seminole. The serene water reflects a gradient of soft colors at sunset, creating a calm atmosphere. Surrounding trees are visible along the shoreline.
Home in Donalsonville
5.0 out of 5 average rating, 168 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 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
5.0 out of 5 average rating, 20 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.

Superhost
An aerial view of a riverside retreat showcases the vibrant orange exterior of the cabin, with spacious decks extending towards the water. Surrounding natural landscape is visible, providing a serene and inviting backdrop. The illuminated cabin reflects warmth during twilight.
Cabin in Altha
4.87 out of 5 average rating, 100 reviews

Breathtaking Luxury Riverside Retreat near Beaches

Escape to this private riverfront retreat and enjoy breathtaking views of the crystal-clear, spring-fed Chipola River. Swim, fish, kayak, tube, snorkel, or simply relax under the stars. Just one hour from the sugar-white beaches of Panama City, this unique double-cabin getaway offers the best of river and beach adventures. Whether you're planning a romantic escape, family vacation, fishing trip, or girls' getaway, you'll find the perfect blend of nature, comfort, and unforgettable memories.

Superhost
Cabin in Donalsonville
5.0 out of 5 average rating, 28 reviews

Lakefront Serenity Cove

Whether you are here for a respite, competing in a fishing tournament or a snowbird looking for a restful place to spend the winter, Serenity Cove has much to offer to all types of travelers. Just 3 minutes to many boat landings out to Lake Seminole! Ample parking for multiple cars and trucks with trailers. The nearby riverfront town of Bainbridge (20 min) has a lovely town square with a vibrant restaurant, shopping and art scene. NOTE: FISHING from Serenity Cove is from the DOCK ONLY.

Top guest favorite
A screened-in back porch offers views of the lake and surrounding nature. The entrance features a wooden door and a welcome mat. Sunlight filters through the screens, casting gentle patterns on the floor. A lawn dotted with trees leads to the water's edge.
Cabin in Donalsonville
4.98 out of 5 average rating, 101 reviews

Fisherman's Lodge

This 3 bed, 3 bath house on Spring Creek at Lake Seminole is perfect for families or large groups of hunters and fisherman. It can comfortably sleep up to 12 people. Located less than a mile from Big Jim's Restaurant and boat ramp. This home has a fully equipped kitchen and two 65-inch TV's with YouTube TV. There is a gas grill outside and a fire pit that is perfect for relaxing evenings. You can dock your boat steps away from the screened in back porch or park it under the carport.

Top guest favorite
Home in Grand Ridge
4.98 out of 5 average rating, 43 reviews

Mimi's Cottage Cozy, relaxing, King bed, snacks!

Conveniently located 6 minutes off I-10. Tournament goers, this home is a short 15-minute drive. Away from it all, yet close enough to Marianna to grab a bite or make it for early games. Visiting to take in all Jackson County has to offer? We are 8 minutes from your boat being launched in Lake Seminole or 10 minutes from the Apalachicola River. *45 min. to Dothan, AL *1 hr. to Tallahassee *1hr 15min. from the World's Most Beautiful Beaches We'd love to host your family!

Guest favorite
Home in Sneads
4.9 out of 5 average rating, 40 reviews

The fishing camp

Private dock to fish sunbathe tie boats off to .Boat ramp is across the street,three rivers park is 1000 yards,dirt roads and trails . My place is on Lake Seminole I have a big area for parking trucks with boat trailers and off road vehicles are welcome , animals are welcome . Fenced in side yard , grill , smoker, fish cleaning table , fish fryer, deer hanger for cleaning, outdoor patio area, fire pit, and outside surveillance cameras washer and dryer hot tub

Top guest favorite
The historic property, built in 1917, features a two-story façade with spacious porches on both levels. Surrounded by large oak trees, the exterior is complemented by well-maintained landscaping and a flag gently waving, highlighting a serene atmosphere.
Home in Greenwood
5.0 out of 5 average rating, 21 reviews

The Willis House

Come forget about your worries at this peaceful 6 acre historic property built in 1917. The huge oak trees surround this property making it a built in canopy. This keeps the house cooler in the summer. Sit or walk around the 4500 square feet of porches and catch a breeze or sit and have quite time. The home has been recently remodeled and set to current fire code standards. The house has a lot of room to roam full upstairs and downstairs.

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
5.0 out of 5 average rating, 172 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.

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
4.97 out of 5 average rating, 62 reviews

Satterfield Boat House

Placid waterfront retreat with large dock. 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 favorite
A two-story cabin is depicted, elevated on stilts above a grassy area. A spacious porch with railings extends around the front, featuring red shutters on the windows. Three green kayaks are visible underneath the cabin, alongside paddles, emphasizing the cabin's access to water activities.
Home in Altha
4.99 out of 5 average rating, 168 reviews

Wandering Waters Cabin

FISH-HUNT-BIKE-SWIM-KAYAK-GLAMP Come stay on the beautiful Chipola River in the Florida Panhandle. This inviting cabin overlooks the river with a spacious dock that can be used for a variety of water activities. The house is centrally located approximately one hour from Tallahassee, Dothan, and Panama City Beach-the World's Most Beautiful Beaches.

Popular amenities for Cypress vacation rentals