Ski-in/Ski-out holiday rentals in Polk County

Find and book unique ski-in/ski-out homes on Airbnb

Top-rated ski-in/ski-out rentals in Polk County

Guests agree: These ski-in/ski-out homes are highly rated for location, cleanliness and more.

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The serene landscape captures a vibrant sunrise over Lake Jessie, with soft hues of pink and orange reflecting on the calm water. Tall grasses frame the foreground, enhancing the peaceful atmosphere of this scenic lakeside view.

Home in Winter Haven

5.0 out of 5 average rating, 6 reviews

Bright Winter Haven Waterfront Home on Lake Jessie

Newly renovated and spacious home on Lake Jessie is the best of Winter Haven's Chain of Lakes. The home is well equipped, so you can relax and have a fun vacation. Perfect for extended families, large groups, or retreats. Waterski/barefoot/wakeboard, fish, kayak or SUP from your back door. Nearby slalom courses for waterskiers, plus a seaplane base! Watch the sunrise from your private dock or patio. Bring your boat or rent one locally. 20 minutes to Legoland, 30-45 minutes to Disney & Universal.

Guest favourite

The exterior of the single-family home is illuminated at night, highlighting the garage and front entrance. Soft lighting accentuates the landscaped garden and driveway, creating a welcoming entrance. The home's design features a combination of stone and stucco, framed by a well-maintained lawn.

Home in Kissimmee

4.95 out of 5 average rating, 111 reviews

“Casa Del Sol”

"Casa Del Sol" is an exquisitely clean stay. We have all NEW furniture. And never forgetting our four legged friends,we have some toys and a comfortable and clean yard. "Casa Del Sol" has security cameras, although it is peacefully quiet to rest.PLUS there is what you like near you.Located minutes from the attractions.*Disney Springs -2.4 Miles *Magic Kingdom -7.4 *Animal Kingdom *Hollywood Studios -4.2 *Epcot -4.1 *Universal Studios and Universal CityWalk -9*SeaWorld Orlando-4.8 *Walmart 1 min

Top Guest favourite

The exterior of a spacious home is presented, featuring a blue façade and a welcoming entrance. Lush tropical foliage surrounds the property, which is highlighted by palm trees and manicured lawns. A vibrant sunset casts colorful hues in the sky, enhancing the serene atmosphere.

Home in Winter Haven

4.98 out of 5 average rating, 137 reviews

Spectacular Waterfront Home in Winter Haven

Enjoy a wonderful family get away at this premier waterfront home on the famous Chain of (19) Lakes! Separate yourself from the crowd at this beautiful Cypress Gardens home set on an acre with lush tropical foliage and surrounded by 3 sides of water. Featuring a chef's kitchen, 2 private docks, the "New Florida Pool," 2 hot tubs, fire pit and many more amenities. Enjoy relaxed luxury at its finest. We are just a few minutes to Legoland, restaurants and shopping, but miles from ordinary!

Superhost

A swimming pool and a spa are shown, surrounded by a paved area with lounge chairs. Lush greenery and colorful buildings are visible in the background, adding to the inviting atmosphere. The pool features clear blue water, with a gentle gradient from shallow to deep.

Condo in Kissimmee

4.76 out of 5 average rating, 33 reviews

MARBELLA beautiful residential complex

Diviértete con toda la familia en este alojamiento Have fun with the whole family in this accommodation with style and a lot of comfort for your vacations, located in the center of kissimme just 15 minutes from the most fun parks of Disney world, restaurants, shops, recreational parks and much more in one place, the community has a swimming pool, picnic area, Gin, lake, free parking, 24 hour security and much more you will not regret choosing this beautiful quiet and crowded place

Guest favourite

A cozy living area features a comfortable sofa with light cushions and a coffee table at its center. A ceiling fan is positioned above, while a television is mounted on the wall. Natural light enters through glass doors that lead to a balcony with greenery visible outside.

Condo in Davenport

4.86 out of 5 average rating, 35 reviews

Tuscana Resort,Disney a 17 minutos

Welcome to Disney's Tuscana Resort at the exclusive Champion Gate Resort.Modern apartment offerings Luxury & Comfort enjoy a refreshing pool,Relax in the hot tub,stay fit in the gym,sip delicious cocktails and beverages at the Tiki bar,enjoy some delicious and flavorful dining at the restaurant open late! shops and attractions within walking distance! Attractions like Disney World are only 7 miles away! The perfect family getaway unforgettable memories and fun.

Guest favourite

A serene lake scene captures a person paddle boarding at sunset. The sun dips below the horizon, casting warm orange and yellow hues across the water's surface. A private dock and several paddle boards are visible in the foreground, enhancing the outdoor setting.

Home in Winter Haven

5.0 out of 5 average rating, 5 reviews

Our Camp at Lake Cannon · Beach · Dock · 7 Beds

Lakefront home on Lake Cannon — private dock, private beach, and a big yard on Winter Haven's Chain of Lakes. 7 beds: a king master plus a bunk room (two full-over-full bunks + a twin trundle). Great for work crews, monthly stays, small groups, and anglers who want space, truck/trailer parking, and quick lake access. 3 paddleboards included, sunsets off the dock, full kitchen, washer/dryer, fast wifi, self check-in. Monthly & extended stays welcome.

A vibrant game room features a Super Mario theme, with colorful murals of Mario characters on blue walls. An air hockey table occupies the foreground, while a large screen television is mounted on the wall. Bright red pendant lights hang from the ceiling, enhancing the playful atmosphere.

Home in Kissimmee

5.0 out of 5 average rating, 4 reviews

8848 BC - 8Bds Windsor At Westside

🏠 Entire Place – Experience the ultimate in comfort and privacy in our spacious 8-bedroom, 6-bathroom home, accommodating up to 18 guests. Your dream vacation starts here. 🔐 Self Check-In – Enjoy a seamless arrival with our keyless entry system. You'll receive a personalized door code for convenient, stress-free access. 📌 House Rules ✅ Check-in: 4:00 PM ✅ Check-out: 10:00 AM 🚫 No pets, parties, or smoking 👤 Minimum booking age: 21 years old

Guest favourite

Home in Kissimmee

4.96 out of 5 average rating, 46 reviews

Cozy 3BR Retreat at The Hub

The Hub Retreat: Modern 3 Bedroom Home Near Disney 🏠 Entire Home – Enjoy complete comfort and privacy with the entire property exclusively for your group. 👥 Capacity – Comfortably accommodates up to 8 guests. 🔐 Self Check-In – Enjoy an easy arrival with keyless entry and your personalized door code. 📌 House Rules ✅ Check-in: 4:00 PM ✅ Check-out: 10:00 AM 🚫 No pets, parties, or smoking allowed 👤 Minimum booking age: 21 years old

Superhost

Home in Kissimmee

Storey Lake Home:Pool, Gym, Lazy River&near Disney

Escape to this beautiful home in the secure Storey Lake Resort, just minutes from Disney. Enjoy a private pool, modern kitchen, spacious living and dining areas, and stylish decor. Resort amenities include a clubhouse, heated pool, lazy river, waterslides, gym, and more. Perfect for families or groups, this home offers comfort, convenience, and easy access to Orlando’s top attractions. Book now for an unforgettable stay!

Guest favourite

Four inviting bedrooms are displayed, each featuring distinct color themes and decor. Comfortable beds with accent pillows are complemented by nightstands with lamps. Large windows provide natural light, enhancing the cozy ambiance in each space, perfect for restful stays.

Home in Kissimmee

4.95 out of 5 average rating, 42 reviews

Brand-new home with Reunion Village amenities

This home features 3 bedrooms and 2 bathrooms with an open-concept layout, including a fully equipped kitchen, dining area, and spacious living room perfect for family gatherings. Enjoy the ping pong table and kids' play area for added fun. The community offers a variety of amenities, including seven pools, a fitness center, playgrounds, gift shop and access to resort restaurants. Just a few minutes from Disney.

The exterior of the villa showcases a modern design with a welcoming entrance featuring a large door and decorative windows. Lush landscaping surrounds the home, including well-maintained shrubs and palm trees. A spacious driveway leads to the attached garage, providing ample parking.

Home in Kissimmee

4.57 out of 5 average rating, 7 reviews

Great Value 3BR Villa w/ Private Pool & Game Room

Elegant 3BR Villa with Private Pool & Game Room in Emerald Island Resort Welcome to your dream vacation home! This luxurious 3-bedroom, 2-bathroom villa is located in the prestigious Emerald Island Resort in Kissimmee. Perfect for families and large groups, this spacious home offers top-notch amenities and a prime location just minutes from Disney World and other top attractions.

Guest favourite

Townhouse in Kissimmee

4.83 out of 5 average rating, 23 reviews

Modern 3BR Near Disney|Private Pool&Ensuite Luxury

Just minutes from Disney!!! Relax in this 3 bedroom, 3 bath townhouse with your Own private pool. Cook in a full kitchen, unwind in ensuite bedrooms, and enjoy Windsor Palms resort perks: community pool, spa, movie theater, and sports courts. Perfect for families or friends looking for comfort, fun, and a true home away from home near Orlando’s top attractions!