Holiday rentals in Glades County

4.96 out of 5 average rating, 139 reviews

Cabin in Venus

1930's Old Florida Shingle Cabin

Come enjoy a peaceful getaway at our family's shingle house, built in 1936 by Tom Gaskins, founder of Florida tourist attraction, the Cypress Knee Museum. Relax out in the country and enjoy the spectacular wildlife. Access to Florida's famous Fisheating Creek - go for a hike and bring your fishing pole! Sit around the firepit and enjoy the stars. Only an hour from beautiful beaches! Lockbox code provided the day of arrival. Note: there may be friendly/gentle cows who greet you upon arrival.

4.97 out of 5 average rating, 119 reviews

Cottage in Okeechobee

Lake Okeechobee Crappie Cottage Tiny House for Two

NO CLEANING FEE! Your awaycation begins at "Crappie Cottage" on a tranquil canal and just minutes to Lake O! Buckhead Ridge (1-1/4 sq miles) is a safe community (about 1500 residents-mostly seasonal) where fishing and leisure is what we know! The Kissimee River is right up the road! As your host, we'll ensure you're informed of all the amenities & activities during your particular stay. Our cottage is perefectly supplied & includes grills & firepit for your use. Safe, fenced in parking also.

4.91 out of 5 average rating, 76 reviews

Flat in Lake Placid

Jefferson Ave Retreat

This in law suite offers a Room with Direct TV and 2 recliners, in the same room Kitchen area has a microwave, refrigerator, sink and garbage disposal. Bedroom has a queen size bed with walk in closet. The Bathroom has a walk in shower 2 shower heads. You will also have access to the lanai. After purchasing contact us with your ETA within 12 hours of your arrival. Listing says from 2pm-6pm we are flexible must asked in advance we will try to accommodate. Inquire about boat or trailer parking.

4.84 out of 5 average rating, 57 reviews

Home in LaBelle

Spacious Estate

BRAND NEW HOME Charming big house in Port of Labelle. Just blocks away from private (free) port. Perfect for a week getaway, group business trip, work from home alternative or home base while exploring everything SW FL has to offer. 2 hours from Miami, WPB, and Orlando. 1 hour from Naples. 30 mins from Lake Okeechobee, 30 mins from Red Sox Fenway stadium and 20 mins from Ft Myers. Only 7 mins from Labelle downtown. Unbeatable location! Extended stays require walkthrough inspection.

4.96 out of 5 average rating, 76 reviews

Home in Venus

The Deer Retreat at Venus

Escape to this charming, secluded cottage in beautiful Highlands County. Nestled among trees, this cozy retreat offers the perfect getaway for relaxation and reconnecting with nature. Enjoy meals or a barbecue on the spacious back deck, surrounded by lush greenery and an expansive backyard. As the sun sets, switch on the string lights adorning the porch and deck to create ambiance. Spend your evenings around the fire pit under the stars. And yes, we have WiFi for staying connected!

Guest house in Okeechobee

4.94 out of 5 average rating, 31 reviews

Cottage With Dock | 10 Min To Lake Okeechobee

Calling all anglers! Whether you're enjoying a peaceful morning on the water, or unwinding after a day of reeling in that trophy bass, this is your perfect fishing basecamp. Direct access to the canals of Buckhead Ridge and offers direct access to Lake Okeechobee, one of the best bass fishing spots in the country! ➤ Ample Trailer Parking ➤ Air-Conditioned ➤ High-Speed Wi-Fi & Smart TV ➤ Pet-Friendly ➤ Private Dock & Boat Slip ➤ Direct Canal Access ➤ Lake Okeechobee 10-20 min

4.95 out of 5 average rating, 42 reviews

Cozy cottage by Caloosahatchee River and lake O

Cozy and charms cottage on the banks of the Caloosahatchee River and Lake Okeechobee, ideal for sportsmen & nature enthusiasts. Weather you are exploring inland in the Fisheating Creek Wildlife Preserve or navigating through the Caloosahatchee River to Lake Okechobee you'll have a comfortable place to re-charge with sweeping views and a large sun drenched deck This authentic Florida retreat is just a short walk to the river where you see the most beautiful sunsets.

Superhost

4.78 out of 5 average rating, 51 reviews

Jessica’s Lil Piece of Heaven

Forget your worries in this spacious and serene space. Spend your days porch sitting and watching the canal, or bank fishing in the front or back canals. Bring your boat, tie it to the new sea wall, ramp within a mile from the property and lock into the Big O 3 mins down the rim canal. Our home is within 2 hrs of Disney & the Florida Keys & 30mins to the nearest Atlantic beach. 1 1/2hrs to Ft Myers area.

5 out of 5 average rating, 21 reviews

Tiny home in Moore Haven

Tiny House Getaway Near Lake O

Fisheating Bay is a quiet manufactured home community of less than 70 properties. We are not far from Moore Haven, Dollar General, Circle K and an easy drive to Buckhead Ridge, Seminole Brighton Casino, Okeechobee (Music Fest) or Clewiston. Enjoy the world's best bass fishing or a quiet getaway. This is a very peaceful environment, which add to its charm and feeling of relaxation.

4.92 out of 5 average rating, 36 reviews

Retreat for tournament fishermen and hunters.

Tournament fishermen/hunters will also have the option of security of the drive-in garage for both truck and boat, which has worked well for several tournament fisherman who thought the garage was awesome. Keep it simple at this peaceful and centrally-located place. Located between Okeechobee and Clewiston and 5 minutes from Harney Pond boat ramp.

5 out of 5 average rating, 17 reviews

Caloosa Cabin

Take it easy at this unique and tranquil getaway. Country, riverfront setting in a fully renovated 1940's cabin. Plenty of parking for multiple trucks and boats! horseshoe pit, cornhole setup and a canoe for four. charcoal barbecue grill and a beautiful pool with a deck. There is a dock on the river across the road where you can relax and fish.