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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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, 114 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
Home in Grand Ridge
4.98 out of 5 average rating, 44 reviews

Mimi's Cottage Cozy King bed, near tournaments!

Conveniently located 6 minutes off I-10. Away from it all, yet close enough to Marianna to grab a bite or make it for tournaments and 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! No refunds on cancellations within 24 hrs of reservation time.

Top guest favourite
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, 169 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 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.

Top guest favourite
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 favourite
Home in Seminole County
5.0 out of 5 average rating, 17 reviews

Sans Souci (no worries) at the Lake-4 Bdrm, HotTub

Big Beautiful Home on the lake. Perfect size and location for family and friends to gather. This spacious home has 4 bedrooms / 2.5 baths. Sleeps 10 in beds and 2 on a deluxe air mattress and a Broyhill sofa bed. Enjoy your morning coffee while the sun rises on the lake. Fish from the dock or take your boat out on the lake. There’s a boat ramp just 2 minutes away! A large yard for everyone to soak up the sun. Once you experience this home & the natural beauty of the area, you’ll be hooked!

Top guest favourite
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, 102 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.

Guest favourite
Home in Sneads
4.9 out of 5 average rating, 41 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 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
5.0 out of 5 average rating, 174 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 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
4.97 out of 5 average rating, 64 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 favourite
Home in Marianna
5.0 out of 5 average rating, 23 reviews

Charming In-Town Bungalow

Unique and stylish home located in a historic Marianna neighborhood. Overflowing with sidewalks, the urban setting is walkable to many city amenities and businesses. Quiet, quaint, and quality! This home is thoughtfully restored to preserve character while adding modern comforts. Spacious and functional! Whether your travel is for business or pleasure, your stay will be cozy and clean.

Top guest favourite
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, 169 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.

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