Pet-friendly holiday rentals in Highlands County

Luxury Lakefront | Private Dock | Pool & In-ground

Welcome to a luxury lakefront retreat overlooking the breathtaking waters of Lake Carrie. Spend sun-soaked days on your private dock & swimming beach, unwind in the pool (Pool & In-ground Spa can be heated for $75 per night), or dive into adventure with the water trampoline, rope swing, kayaks, paddleboards & all beach essentials. Enjoy sunset dinners on the outdoor patio, grill in the full outdoor kitchen, gather around the firepit, & end the night with laughs in the game room. Designed for unf

Outdoor spaces · Bathroom · Hot tub

Lake Huntley Oasis - Pvt Dock - 1/2 Acre - Kayak

Live the lake life! Watch the sun set over Lake Huntley from your kitchen window and firepit; explore the lake by docking your watercraft (or rent ours) in your backyard, or use our included tandem kayak, canoe, SUP. This cozy house has 3 bedrooms, 2 bathrooms and sleeps up to 9 comfortably. Enjoy plenty of living space, a large screened-in porch, full kitchen, fire pit and BBQ grills. The house also includes onsite laundry, EV charger, RV hookup & parking. Kitchen completely renovated in 2024!

Pets · Outdoor spaces · Comfort

Life is better at the Lake.Pool/Spa/Dock/Lake June

This fully equipped pool home is located at the canal to Lake June in Lake Placid, FL. Enjoy quality time, whether it's boating, jumping in the pool, relaxing with a good book, golfing or reconnecting with friends and family. This fully equipped 4 bedroom home, build in 2005 features a screened in HEATED Pool & Spa, boat parking alongside the dock directly at the house, BBQ & more. A Golf Cart available @ additional charge. Close to Golf, shopping, Restaurants and downtown. Full house generator

Pets · Walkability · Sleep quality

Windy Point Estate

WELCOME TO WINDY POINT ESTATE - Located in a very quiet and serene acers on the bank of Lake Istokpoga. The Estate is an over 6,000 sf /5 bedrooms 5 1/2 bath on magnificent lake front vacation house with breathtaking sunrise views over Lake Istokpoga. Nestled near Lake Placid, FL. This vacation home rests on 4 +/- acres, secluded at the end of the road. Surrounded by lush landscape, a bright green sprawling lawn, majestic trees, a peaceful pond, a gorgeous lake and ample type of birds& Ospreys.

Outdoor spaces · Hospitality · TV

Stunning Lakefront Luxury Getaway

🌅 Lakefront on Lake Henry 🚣‍♀️ Kayak to Lake June-Kayaks provided! 🎉 Outdoor Paradise: Dock for fishing, kayaks, boat lift, two grills 🍳 Gourmet Kitchen: Fully stocked with all the supplies and tools any chef would want! 🛌 Super Comfortable Beds and Interior Decor 🏖 Fun Guaranteed: Board games, foosball, pool table, life-sized wall scrabble, puzzles, books, and more! 🐕 Pets Welcome 🌐 Fast Internet 🏎️20 minutes to Sebring Track 😊 24/7 Local Host Support 😀Host covers Airbnb fee

Pets · Outdoor spaces · Back garden

LakeFront Sunrise Cottage

Catch sunrises or fish at this 2/1 lakefront house with sandy beach and private boat house! This cheery cottage is perfect for sunrises with coffee or exploring beautiful Lake Sebring on kayaks (included with booking). Plenty of parking onsite (bring your boat trailer), you will love this oasis on the lake! We want your stay to be pleasant and carefree so we do not require our guests to do any dishes, laundry, or other cleaning when checking out. Our housekeeping crew will take care of you!

Outdoor spaces · Pets · Value

Lake Retreat | Wellness & Spa | Kayaks | Sunrises

Trade noise and traffic for glass-smooth lakefront living! Wake up to open skies and a private lake surrounded by 6+ acres of nature. Made for slow mornings, barefoot walks, sunrise paddles from your private dock and star-filled nights in the hot tub. Spend the day journaling by the water, in the outdoor gym, kayaking, then unwind in the jacuzzi or by the fire. Time slows and the lake becomes your daily ritual. Lakefront Retreat • Jacuzzi • 6+ Acres • Private Dock • Family • Sports Games

Walkability · Outdoor spaces · Cleanliness

Lakefront Paradise Heated Pool Boat Dock & Fishing

Lakefront Paradise on 21 Acres w/Private Beach Private Ranch retreat. 5 Bedrooms + 3 Baths Sleeps 12 + Two Sofa Beds -Heated Pool -Private Beach -Private Dock -Fishing & Watersports -Paddle Boat -Kayaking -Paddle Boarding -Billiards Room -Racing Simulator -Feed the Horses & Friendly Goats -Public Boat Ramp (bring your boat) -24' Boat / Pontoon (Available for Rent) #1: King Bed #2: Queen Bed #3: Queen Bed #4: Queen Bed #5: Kids Room Two Bunk Beds (sleep 4) + Two Queen Sofa Beds

Pets · Outdoor spaces · Pool

The Dolphin house on Lake Sebring

Super comfortable Midcentury Florida cottage. High end complete remodel for 2025. 3Bed/2bath on beautiful Lake Sebring. Fishing boating skiing on clean water. Stunning Florida sunset views that you can enjoy from everywhere. Inside or the back patio, private dock or by the lakeside firepit. Every comfort of home. Smart TVs in every bedroom and internet. Even a Camper hookup. Close to the downtown circle as well as shopping and restaurants. Nothing like it. You just need groceries.

Outdoor spaces · Family · Cleanliness

Waterfront home on Lake Istokpoga with Boat house

Take a break and unwind at this peaceful oasis. Enjoy this 2 Bedroom 2 Bathroom home with Large open floor plan with full kitchen, dining room and living room and a family room. Master bathroom with jacuzzi tub and walk in showers in both bathrooms, King bed in Master and Queen bed in 2nd bedroom. This home is located on the water and boathouse with lift in included with rental. This home has several steps and is not handicap accessible.

Pets · Outdoor spaces · Hospitality

Lake Placid FL 3-BR Pet Friendly Home privatefence

Escape to our calm, stylish 3-bed, 2-bath home in a quiet neighborhood near Lake Henry. Designed like a modern resort, it's perfect for families or friends or if you are working in the area. Enjoy all the comforts—like a washer, dryer, TVs, plush beds, fully equipped kitchen, high speed wi-fi, air conditioning, and private fenced backyard with a BBQ and wireless key pad for check in. Your peaceful escape awaits. Comfortably sleeps 6.

Pets · Indoor spaces · Air conditioning

Animal Lovers Farm+FREE Horse Riding+ Farm Animals

Escape to Animal Lovers Farm, a 20-acre Old Florida retreat beneath a canopy of majestic live oak trees. Stay in our Rustic Bunkhouse and experience life on a real animal farm where friendly donkeys, miniature horses, goats and chickens roam freely. Guests enjoy complimentary guided horseback riding and the peaceful charm of relaxing under the oaks surrounded by nature and animals.

Pets · Outdoor spaces · Cleanliness