3214+ Private Villas and Holiday Rentals in Lakeland - Winter Haven |
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Lakeland - Winter Haven Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Lakeland - Winter Haven

Discover more than 3214 vacation rentals available in Lakeland - Winter Haven. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Lakeland - Winter Haven.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Lakeland - Winter Haven, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Lakeland - Winter Haven. On average, places to stay near Lakeland - Winter Haven offer 1006.39 ft², with nightly prices averaging CA $320.

With Casai, finding and comparing holiday rentals in Lakeland - Winter Haven is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Lakeland - Winter Haven

Type Count
Vacation Homes 2288
Villas 274
Holiday Apartments 260
Cottages 60

Use these Quick Filters to Find a Holiday Rental in Lakeland - Winter Haven

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Lakeland - Winter Haven.

Weather in Lakeland - Winter Haven, FL

View the weather forecast for Lakeland - Winter Haven before booking your Lakeland - Winter Haven Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Lakeland - Winter Haven, FL

Casai offers a large selection of top attractions around Lakeland - Winter Haven . Research things to do on your vacation before you visit Lakeland - Winter Haven.


Legoland Florida
Bok Tower Gardens
Dinosaur World
Publix Field at Joker Marchant Stadium
Lakeside Village
Lakeland Center
Lakeland Square Mall
Florida Air Museum
Safari Wilderness
Alafia River State Park
Lake Kissimmee State Park
Chain of Lakes Park
The Circle B Bar Reserve
Southern Dunes Golf and Country Club
Eagle Ridge Mall
Munn Park
Theatre Winter Haven
Wing Chun Kung Fu Downtown Lakeland
Three Lakes Wildlife Management Area
Sun N Fun Air Museum

Other Places to Stay in Lakeland - Winter Haven, FL


Polk County 12,512 Properties
Haines City 833 Properties
Lakeland 498 Properties
Downtown 429 Properties
Winter Haven 270 Properties
River Ranch 82 Properties
Plant City 82 Properties
Cypress Gardens 65 Properties
Lake Wales 52 Properties
Auburndale 36 Properties
East County Civic Group 30 Properties
Dixieland 27 Properties

Frequently Asked Questions About Lakeland - Winter Haven?

What are the top holiday rentals in Lakeland - Winter Haven?

With numerous options available in Lakeland - Winter Haven, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Lakeland - Winter Haven:

How many holiday rentals have private pools in Lakeland - Winter Haven?

Discover a selection of holiday rentals with private pools near Lakeland - Winter Haven with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Lakeland - Winter Haven are best for families?

If you're searching for a family-friendly holiday home in Lakeland - Winter Haven, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Lakeland - Winter Haven:

How many Casai.ca holiday rentals are available in Lakeland - Winter Haven?

As of 2025, Casai boasts over 3214 properties listed in the Lakeland - Winter Haven area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Lakeland - Winter Haven.

Nearby Neighborhood (16) 
Neighborhood Property Count
Downtown Vacation Rentals in Florida 429
Seffner Community Alliance Vacation Rentals in Florida 81
East County Civic Group Vacation Rentals in Florida 30
Dixieland Vacation Rentals in Florida 27
East Lake Morton Vacation Rentals in Florida 345
Lakeland Highlands Vacation Rentals in Florida 57
Fish Hawk Vacation Rentals in Florida 37
FishHawk Ranch Vacation Rentals in Florida 32
Grenelefe Vacation Rentals in Florida 106
Villa Sorrento Vacation Rentals in Florida 2476
Lake Somerset Vacation Rentals in Florida 312
Parker Street Vacation Rentals in Florida 347
Shore Acres Vacation Rentals in Florida 311
Highland Meadows Vacation Rentals in Florida 2068
Lake Bentley Vacation Rentals in Florida 310
Patterson Groves Vacation Rentals in Florida 2410

People Also Ask

There are 3214 Lakeland - Winter Haven, FL Holiday Rentals

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