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

Guesthouse in Chipley

4.95 out of 5 average rating, 196 reviews

Guesthouse & Pool

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

Feb 9 – 16

G$17,133 GYD per night

Guest favorite

Home in Donalsonville

4.94 out of 5 average rating, 153 reviews

Big home Outdoor Kitchen & HotTub on Lake Seminole

Lakefront house has 4 Large Bedrooms & 2½ Baths as well as a blow up mattress. 10 people can comfortably sleep in this spacious 2250 square foot house. You can enjoy a massive fireplace, cathedral ceiling with cypress beams, and a large sun-room offering a wonderful view of the lake, two miles from Seminole State Park & landing for boats only 1/8 of a mile from house. The lake is perfect for all boating activities including fishing, skiing, and pulling kids on tubes. Truly perfect for everyone!

Feb 28 – Mar 7

G$48,735 GYD per night

Guest favorite

Home in Donalsonville

5.0 out of 5 average rating, 124 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

Apr 8 – 15

G$21,221 GYD per night

Guest favorite

Cottage in Marianna

5.0 out of 5 average rating, 89 reviews

Quiet, cozy 1 bdrm cottage near Caverns & Bear Paw

No cleaning fees! Peaceful, quiet golf cart friendly location 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 is equipped with large smart TV's in both the living room and bedroom including HBO Max, Prime, Hulu. There is a pull out sofa w/ mattress topper for extra comfort *on request

Aug 16 – 23

G$26,098 GYD per night

Guest favorite

Home in Donalsonville

4.98 out of 5 average rating, 132 reviews

The R & R Lake House on Lake Seminole

Fish, Hunt, Grill, or Chill with direct access to the big lake in just 8 minutes by boat.. Lake Seminole contains 37,500 acres of water, and a shoreline of 376 miles. Bass-Masters annual event attracts anglers from all 50 states. The fish include largemouth bass, crappie, chain pickerel, catfish, striped bass and others. Home is nicely decorated with a lake theme. Awesome Sunsets and views of the lake from the screened-in porch, backyard, 80ft dock, and boat house.

Sep 28 – Oct 5

G$31,104 GYD per night

Guest favorite

Home in Bainbridge

4.98 out of 5 average rating, 213 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.

Mar 22 – 29

G$24,420 GYD per night

Guest favorite

Cabin in Sneads

5.0 out of 5 average rating, 17 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.

Jul 6 – 13

G$19,735 GYD per night

Guest favorite

Home in Donalsonville

4.89 out of 5 average rating, 100 reviews

Vacation Home, Families, Sportsmen, Travelers

Creek view, three bedroom, two bath brick home, fully furnished home away from home. Renters have use of dock and covered slip within 200ft, right across street. Spring Creek is tributary of Flint and Chattahoochee Rivers and Lake Seminole. Easily sleeps eight with queen sofa bed in Florida Room. Fire pit. Well trained pets welcome. Fenced in Back yard. Two large side yards for parking vehicles and boats. Electrical hook up also available. MONTHLY RATES ARE NEGOTIABLE.

Nov 10 – 17

G$26,491 GYD per night

Guest favorite

Farm stay in Tallahassee

4.93 out of 5 average rating, 278 reviews

Goat House FarmStay Cottage - No Cleaning Fees!

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

Jun 29 – Jul 6

G$14,071 GYD per night

Guest favorite

Cottage in Dothan

4.99 out of 5 average rating, 141 reviews

Juju’s Pond House on Smith Pond

Take it easy at this unique and tranquil getaway located on 100 acres and nestled quietly on a private pond. The house was originally built in 1921 and in 2018 we had the house moved down to the pond and did a full renovation while preserving as much original character as we could. Enjoy your morning coffee and watch the sunrise from the screen porch swing or one of the docks at the pond. The property has nature trails to explore, fishing, and plenty of wildlife.

Oct 25 – Nov 1

G$31,688 GYD per night

Guest favorite

Tiny home in Marianna

4.9 out of 5 average rating, 396 reviews

Live Simply Entire Tiny House/Shed conversion

***Extra Care Taken To Protect You!**** Live Simply- This 12 x 24 Tiny House/shed conversion is a perfectly private, quaint little space for your business traveling needs or your weekend getaways offering A/C, heat, refrigerator, microwave, small kitchenette for meal prep with a hot plate and microwave. Two comfy recliners to relax and have some popcorn while watching your Netflix, Prime or Hulu favorites. Also available for longer stays, just ask!

Oct 5 – 12

G$19,989 GYD per night

Guest favorite

Home in Marianna

4.94 out of 5 average rating, 47 reviews

"The Marianna"- Cute Cottage in Historic Downtown

Our cottage is centrally located in downtown Marianna. You will be walking distance to restaurants and shopping. The cottage is uniquely decorated and has all of the amenities you need. There is a large front porch and also a back yard area for enjoying your morning coffee or afternoon sunset. Smart TV's are in the living room and both bedrooms. The bedroom both have queen beds.

Apr 17 – 24

G$26,444 GYD per night