
Vacation rentals in Lakeland
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Top-rated vacation rentals in Lakeland
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Private Studio Suite
🧳 Perfect for a solo traveler or couple looking to visit the peaceful city of Lakeland. 📍Located about 40 minutes from Tampa and an hour from Orlando, in the family friendly area of Lakeland Highlands. - There’s nearby trails, grocery stores, convenience stores and eateries. - Polk Parkway is less then 10 minutes away, it’s the quickest route to get to i4. 🏠 The suite includes a private entrance with full bathroom and backyard area. 🚗 Free Parking Space(s) 👐🏽 Flexible & Contactless Entry

The Woodsy Weekender
Take it easy at this unique and tranquil getaway in the woods. Wake up in one of our cozy queen or full sized beds, and enjoy coffee and hot chocolate on the 2nd story deck. 10 minutes from downtown Lakeland, spend your day walking our beautiful lakes and eating at our foodie hotspots. End your day back the at Woodsy Weekender making dinner in our full kitchen and sipping wine on the screened in back porch swings watching the sunset. The perfect little "Safe Haven" cabin for all occasions.

Matty’s Citrus Connection
You are going to love this Citrus themed hideaway with its Old Florida feel that takes you back to simpler times. Rest and relax in this backyard paradise while enjoying all that Lakeland has to offer. Whether you choose a relaxing day enjoying the many local activities , take a day trip to a beautiful Florida-beach , or decide to visit one of Florida’s theme parks , this is the place to stay . We are centrally located and have quick access to Polk Pkwy , so your adventures are unlimited .

Romantic Lakefront – Feed Swans – Walkable Dining
Discover SWAN LAKE VACATIONS. Swan elegance meets city charm steps away. Highlights: • Lake Views • Downtown Stroll • King-sized bed • Modern Comfort • Full Kitchen • Semiprivate Patio • Between Tampa & Orlando Why Swan Lake Vacations? • Central Hub • Safety Assurance • Easy drive to beaches and Walt Disney World • Experienced Hosts Escape to Swan Lake Vacations—a place where swans grace the surroundings next to quaint downtown life. Book for a perfect blend of nature and urban comfort!

CasaPlanta Cozy Tropical Guest Suite plantsinrehab
Casa Planta is a garden-inspired oasis where nature & relaxation meet. Our tropical landscape is currently in a seasonal restoration phase due to extreme winter freezes, w/ an evolving garden setting. Recovering plants won't be pruned until April. Enjoy a peaceful walk to your private entrance & unwind poolside in your 2BR/1BA suite. The pool and interior remain exactly as pictured—private, comfy, & serene. The guest suite is attached to the main house but completely blocked off from it.

Charming Dixieland Bungalow
Come to Lakeland, one of the fastest growing areas in Florida. This Beautiful Dixieland Bungalow is nestled in the center of Lakeland. This quaint 1920's home is on a large corner lot with a porch in the front to sip your coffee or tea on the back deck in the rear. Grill out or toss a football around in the large back yard. Enjoy all the activities Lakeland has offer this property is Located about 5 minutes Florida Southern University and about 10 minutes from Southeastern University.

Gorgeous Gem in the Heart of Lakeland
LOCATION, LOCATION! This gorgeous, spacious, newly renovated home is located on one of the most desired and safest streets in all of Lakeland, and steps away from the beautiful Lake Hollingsworth and Trail. Close to the lake, and a short drive to downtown Lakeland, this gem is in the perfect location! This home features zero gravity beds, a gourmet kitchen, private laundry, smart TVs and WiFi, comfortable sofas with ample seating for entertainment, dining and more. You'll love this place!

Charming Lakeside Cottage
Escape to our cozy lakeside cottage, featuring a dock that’s perfect for watching sunrises, fishing, and launching your kayak. The property is on Lake Howard, which is part of the Winter Haven Chain of Lakes. Inside, you’ll find a fully equipped kitchen and comfortable living space for unwinding. Located just a short drive from the excitement of Legoland and Disney World, you can easily explore the area’s attractions while having a peaceful haven to return to.

Charming Historic Area Retreat!
Welcome to our charming one-bedroom short-term rental nestled in the scenic Lake Morton Historic District and conveniently located near the prestigious Florida Southern College. This thoughtfully designed accommodation offers a perfect blend of modern comfort and historic charm. Situated just a stone's throw away from the beautiful Lake Hollingsworth and Lake Morton our property provides an easy access to leisurely strolls around the lake and jogging trails.

Central Location, Charming Historic Bungalow
Craftsman style bungalow on quiet, cobblestone streets in a beautiful Historic District. Enjoy the neighborhood park, sip a latte at the Hillcrest Coffee Shop, enjoy the birds and wildlife of Lake Hunter or take a short walk to downtown Lakeland with it's many wonderful restaurants, entertainment venues and more beautiful lakes. The RP Funding Center is a 10 minute walk away and the location also provides easy access to I-4 for trips to Tampa or Orlando.

Serenity Studio is steps from Lake Hollingsworth
Relax and unwind at Serenity Studio. This stylish space is located steps from Lake Hollingsworth in a quiet established neighborhood. Your privacy is Paramount. The studio is fully equipped with a kitchenette, washer/dryer, smart TV with high speed internet and cable connected. This is the perfect spot for a getaway!! You will leave well rested and refreshed. Welcome to Serenity Studio! This is a Pet Friendly Studio with additional pet fees.

Hidden Ruby Apartment
Your family will be close to everything when you stay at this centrally-located place. Within walking distance to restaurants, major grocery stores, parks, and much more. Midway between major cities of Orlando and Tampa for the urban seekers. Reserved guest parking, front porch sitting area, washer and dryer, work station, and a children-safe environment. This apartment was designed to accommodate all of your needs.
Popular amenities for Lakeland vacation rentals
Stay near Lakeland's top sights
Lakeland home rentals

2/1 Historic “Fenced” family & pet friendly home

Vintage Styled Mid-Century w/ Large Fenced Yard

Chic Villa in Lakeland *No Cleaning Fee*

Heart of South Lakeland in adorable neighborhood!

Cozy Retreat in the city

Lake Hunter Cozy Cottage, Sleeps 6

Lakeland LakeFront 4BD | 3BA FSC SEU Sun & Fun Tigers

Lake Morton Historic Home
Lakefront home rentals in Lakeland

Lake Whistler Beach House with lakefront pool

Beautiful Lake House Boating Fishing near Legoland

Spectacular Waterfront Home in Winter Haven

Lakefront Home on the Winter Haven Chain O’Lakes!

Breathtaking Home

Extra large home! Bring Your Boat & all the Toys!

Spectacular Lake View - Game Room- Close to Disney

Crooked Lake House With Dock
Other great vacation rentals in Lakeland

Relax in Heated Saltwater Pool w/ Screened Lanai

Lakefront Boho Cottage w/ Fire Pit | Still Waters

Cozy Oaks Suite

Welcome to your home away from home!

The Lakeland Hideaway 1 queen bed

Studio Signature

Private Bungalow In Peaceful Downtown Lakeland

The Suite Spot @ Lake Hollingsworth
When is the best time to visit Lakeland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ360 | ﺩ.ﺇ386 | ﺩ.ﺇ404 | ﺩ.ﺇ386 | ﺩ.ﺇ349 | ﺩ.ﺇ349 | ﺩ.ﺇ342 | ﺩ.ﺇ345 | ﺩ.ﺇ338 | ﺩ.ﺇ345 | ﺩ.ﺇ367 | ﺩ.ﺇ367 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Frequently Asked Questions
What are the best places to stay in Lakeland?
Lakeland has stays downtown, around Lake Hollingsworth, and in historic neighborhoods known for tree-lined streets. These areas make it easy to explore local parks, dining options, and cultural attractions.
What are the best things to do in Lakeland with kids?
Families can explore interactive exhibits at local museums, discover animals and guided tours at Safari Wilderness Ranch, and enjoy playgrounds and green spaces around Lake Mirror. Parks in the area frequently have open lawns and picnic spots, making them a welcoming choice for outdoor play.
What are some of the best things to do in Lakeland?
Explore the walkways around Lake Hollingsworth, visit art exhibits at cultural museums, and catch a performance in a local theater. Public gardens and historic sites are often recommended for a relaxing afternoon.
How is the weather in Lakeland?
Lakeland has mild winters around 51–72°F (10–22°C), while summers reach 74–91°F (23–33°C) and tend to be humid with frequent rain showers. Light layers and rain gear are useful year-round.
When is the best time to visit Lakeland?
Spring and fall are often recommended for outdoor activities in Lakeland, with comfortable temperatures and less rainfall than the summer months. Mild winter weather also draws those seeking a break from colder climates.
What are the best places to visit in Lakeland?
Explore gardens near Lake Mirror, visit the Polk Museum of Art, and stroll through the historic downtown area for shopping and dining. Local parks offer scenery and quiet spots for a picnic.
What are some hiking trails in Lakeland?
Lakeland has scenic trails around Circle B Bar Reserve, along the shores of Lake Parker, and through wooded areas in local city parks. These paths are suited for casual strolls or wildlife watching.
What are some family activities we can do in Lakeland?
Families frequently enjoy nature walks at Circle B Bar Reserve, exploring hands-on exhibits in local museums, and attending seasonal community events in city parks. Outdoor playgrounds are scattered across neighborhoods.
What are some of the best day trip ideas from Lakeland?
Around Lakeland, discover botanic gardens, explore wildlife preserves, or relax at regional state parks offering hiking and water activities. Art galleries and small-town main streets nearby invite cultural exploration.
Are there any pet friendly accommodations available in Lakeland?
Lakeland has pet friendly stays in areas near Lake Hollingsworth, downtown, and in residential neighborhoods with walking paths and parks nearby. Many hosts welcome guests traveling with animals.
What are some local tips for visiting Lakeland?
Pack sun protection, check local farmer’s markets for fresh produce, and explore lakeside walking paths early in the morning for quieter scenery. Attending community events is a fun way to connect with residents.
What is Lakeland known for?
Lakeland is known for its scenic lakes, historic downtown, and strong connection to local arts and culture. The city has public gardens, a major art museum, and vibrant seasonal community events.
What are the best hidden gems to explore in Lakeland?
Relax in the Hollis Garden near Lake Mirror, find public murals around the downtown area, and watch waterfowl in quiet lakeside parks. Small local cafés and shops often have creative touches and community stories.
What are the best foods to try in Lakeland?
Lakeland’s dining scene includes Southern-style comfort food, fresh citrus-based dishes, and locally inspired barbecued meats. Neighborhood bakeries are known for pies and handmade sweets.
What should I bring for a trip to Lakeland?
Bring light clothing, sun protection, comfortable walking shoes, and a rain jacket for summer showers. A reusable water bottle is helpful while exploring parks and lakesides.
What is the nightlife in Lakeland like?
Lakeland’s nightlife centers on casual bars, live music venues, and restaurants offering local flavors. Downtown hosts evening events and gatherings with music or art themes throughout the year.
What are the most popular events or festivals in Lakeland?
Lakeland hosts seasonal art fairs, classic car shows, and outdoor music festivals, especially during spring and fall months. Community celebrations often feature local food, crafts, and live performances.
Are there family friendly vacation rentals in Lakeland?
Lakeland has family friendly vacation rentals in quiet neighborhoods, near lakes, and close to parks with playgrounds and open spaces. Many hosts provide amenities for guests traveling with children.
Quick stats about vacation rentals in Lakeland

Total vacation rentals
Explore 830 vacation rentals in Lakeland

Nightly prices starting at
Lakeland vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 31,730 verified reviews to help you choose

Family-friendly vacation rentals
440 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 270 rentals that welcome pets

Vacation rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
480 properties have a dedicated workspace

Wi-Fi availability
820 of Lakeland vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Lakeland rentals

4.8 Average rating
Lakeland stays are highly rated by guests—averaging 4.8 out of 5!
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