
Vacation rentals in Lakeland
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Top-rated vacation rentals in Lakeland
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Sunshine Studio + Courtyard, mins from SUN N FUN!
Your cozy retreat awaits you in Sunshine Studio! It is centrally located in Lakeland, a short drive from downtown, Florida Southern College(1.4 miles) SEU(1 mile) 17 mins from SUN N FUN!The studio comes fully equipped with everything you need to enjoy a relaxing or adventurous stay! Cook a dinner for two in the well appointed modern kitchen! Enjoy a glass of wine in the warm lit courtyard to cap the night! Private parking is just a few steps down the pathway through the courtyard from your door!

Glam Townhouse in Downtown Lakeland - 2bed/2bath
Location, Comfort, and Privacy! We have all you look for one night or extended stay. This apartment was newly remodeled and designed for you to feel like home. Private garage, lock code system (key-less). Walking distance from Lake Hollingsworth, Morton, local coffee shops, restaurants, gas stations, etc. Lakeland is also conveniently located between Orlando and Tampa. 40minutes from Disney & Bush Gardens, 30min to Legoland, 1 hour from Orlando/Universal, and the gorgeous beaches on the gulf.

La Casita Azul
The Little Blue House is a studio,guest house in our backyard. The backyard, which includes a covered deck, comfortable furniture, and a TV, is yours to enjoy. Separate entrance on the opposite side of the main house. This cozy comfortable room has a microwave, small refrigerator/freezer, and Kurig coffee maker( coffee included).It is perfectly located in the historic East Lake Morton, walking distance to Lake Morton, Lake Mirror, and downtown Lakeland. Perfect location to enjoy Lakeland.

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!

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.

Charming Lakefront Cottage with Stunning Views
Welcome to our lake house retreat in Lakeland, Florida. You can enjoy a peaceful getaway with beautiful sunset views and tranquil waters during the evenings, and still visit major cities such as Orlando and Tampa during the day which are less than an hour away. Minutes from Southeastern University, Florida Southern, Lake Hollingsworth, and other attractions in the Lakeland area.

Private Wooded Property 1+ acres with MIL Suite!
1+ Acre property with 4 bedrooms and 3 full baths including a mother-in-law suite. This is perfect for your next getaway including High speed Wifi, Two 4K 55” TV with Nexflix and everything you need for your vacation! If you wish to explore the home is located in a great location with quick access to Parks, Colleges, Airports, and Amusement Parks!

Luxury Mid Century Home w/ King Bed by Golf Course
A centrally located mid century home! Perfect for families looking to make lasting memories. Unwind in the relaxing living room that overlooks Cleveland Heights Golf Course. Common Grounds playground / tennis courts are directly across from your front door. A short stroll down the street will lead you to the prominent Lake Hollingsworth.
Popular amenities for Lakeland vacation rentals
Stay near Lakeland's top sights
Lakeland home rentals

Pets Welcome. Cozy Sail Away Retreat!

Adult-Only Getaway w/ Mermaid Pool | 18+, Private

Clean Lakeland Home w/ Water Views & RV Parking!!!

Heart of South Lakeland in adorable neighborhood!

Blue Cottage On Parker [Downtown Lakeland]

Cute, Historic District Home - GREAT LOCATION

Lakefront - Private Fishing Dock - Ample Parking

The Golf Course House
Lakefront home rentals in Lakeland

Beautiful Lake House Boating Fishing near Legoland

Waterfront Wizarding Near Universal's Harry Potter

Spectacular Waterfront Home in Winter Haven

Lakefront Home on the Winter Haven Chain O’Lakes!

Breathtaking Home

Crooked Lake House With Dock

Hidden 💎 Minimalist Design | Lego+Disney

Fishing Lakefront Paradise w/ Boat Slip & Parking!
Other great vacation rentals in Lakeland

King Beds+Pet Friendly | Near Downtown & Tigertown

Lakeland Paradise Villa

Luxury 3BR Near Downtown | Pet Friendly + Peaceful

Modern private Guesthouse, mins from SEU

Game Room & Luxury • Walk to Lake Morton

Luxury Modern Home In S Lakeland

Updated home with heated & screened in pool

Lake Morton Historic Home
When is the best time to visit Lakeland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,510 GYD | G$21,975 GYD | G$23,022 GYD | G$21,975 GYD | G$19,882 GYD | G$19,882 GYD | G$19,464 GYD | G$19,673 GYD | G$19,255 GYD | G$19,673 GYD | G$20,929 GYD | G$20,929 GYD |
| 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 790 vacation rentals in Lakeland

Nightly prices starting at
Lakeland vacation rentals start at G$2,093 GYD per night before taxes and fees

Verified guest reviews
Over 29,390 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 260 rentals that welcome pets

Vacation rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
440 properties have a dedicated workspace

Wi-Fi availability
770 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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