Lake house holiday rentals in Lakeland

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

This super clean, cute as a button Single Family Home provides ample parking with a huge fenced in backyard perfect for your short-term stay! You will find thoughtful touches throughout like USB Wall Outlets and complimentary bicycles! Conveniently located at the center of Lakeland, just minutes of a walk to Lakeland Regional Medical Center (Hospital) along with the newly constructed Carol Jenkins Women's Center. This home has it all and anxiously awaits your arrival to begin making memories!

Cute, Historic District Home - GREAT LOCATION

Enjoy a stylish experience at this centrally-located place 5 mins from downtown Lakeland, 8 mins from I-4, 40 mins from Tampa and Orlando (Disney World/Universal), 1 hour from several beaches including Clearwater. 🐕 Pet friendly but you MUST include your pets in the reservation Nearby places of interest: - Downtown Lakeland - Southeastern University and Florida Southern College - RP Funding Center - Lakeland Linder International Airport - Polk Theatre - Circle B Nature Reserve - and more!

Fishing Lakefront Paradise w/ Boat Slip & Parking!

Welcome to Florida Lakefront Paradise! ⭐️ Breathtaking Sunsets ⭐️ Bass Fishing ⭐️ Reserved Boat Slip ⭐️ Fish Cleaning Station ⭐️ Boat Wash Station ⭐️ Marina with Ice/Gas ⭐️ Large Fire Pit Area ⭐️ Located on Kissimmee Chain of Lakes ⭐️ Smart TV's ⭐️ Screened Lakefront Back Patio ⭐️ High Speed Internet ⭐️ Spacious ⭐️ Balcony Facing the Lake ⭐️ 30 minutes to Lego Land ⭐️ 20 minutes to Bok Tower Gardens ⭐️ 1 hour to Disney World ⭐️ 18 minutes to Spook Hill ⭐️ 18 minutes to Kissimmee State Park

3 Bedroom House | 2 Blocks from Lake Hollingsworth

Enjoy the convenience of this beautiful home located around the most sought-after area, Lake Hollingsworth. Located just two blocks from the lake, one block from Cleveland Heights country club, and directly across from Common Ground park, this property boasts an unbeatable location. Comfortably sleeping 6 guests, this 3 bedroom, 2 bathroom home is the perfect place to stay when visiting Lakeland if you want to experience all of the city's beauty, restaurants, shopping, and things to do.

Strawberry Festival Historic Bungalow

Escape to our exquisite home, perfectly situated in the heart of the most exclusive & upscale neighborhood! This safe, serene enclave offers the best of both worlds: a peaceful spotless retreat just steps from the area’s most popular Lake Hollingsworth & renowned FSU and 5 min drive to SEU. . Stroll to the vibrant lakefront for scenic walks, and drive to the famous Florida Strawberry Festival in 15 minutes and enjoy the concerts , rides and everything Strawberry! Book your stay today!

Lakefront Home on the Winter Haven Chain O’Lakes!

Completely renovated 2 Bedroom, 1.5 bath home location on beautiful Lake Roy on the Winter Haven Chain O’Lakes. One bedroom on the lower level with a queen bed. Second story with king bed and twin bed. Full bath located upstairs). Comfortably sleeps 5. (Additional guests must be pre-approved). Free boat parking and boat rental available. House is connected to the main home with a private keyless touchpad for contactless entry. Pet friendly with prior approval and pet deposit.

Modern Home for Family and Vacations groups

Enjoy a comfortable stay for up to 7 guests in this 3-bedroom, 2-bath home, just 5 minutes from Lakeland airport with quick access to I-4. Close to Legoland, Disney World, and Tampa Bay. Fully equipped with modern appliances, kitchen essentials, and linens. Relax in the spacious backyard with a fire pit and grill, or take a dip in the community pool. Conveniently near shopping, grocery stores, and restaurants, perfect for vacations or business trips. Your next getaway awaits!

* Full home Lakeland *Grill *Viaje Grupal*king bed

🛑 Welcome to my home, filled with love and positive energy! 🌿✨ This property is fully equipped for a comfortable and unique stay. From modern appliances to high-quality linens, everything you need is here. The furniture adds style and comfort, with a dining area perfect for family or friends. Located centrally, this property is 1 hour from Disney, 45 minutes from Tampa, and 30 minutes from Legoland. Close to parks, restaurants, and just minutes from the hospital.

Legoland Lakehouse Canoe&Kayak Retreat

Relax in style in this 100 year old custom built home.Tall ceilings,large rooms and wood floors throughout.With an extra large swimming pool overlooking Little Lake Otis this outdoor area is second to none.Less than 2 miles from Legoland,Chain of Lakes Fieldhouse,and Downtown Winter Haven. It is possible that days may be available and not listed on the calendar. This is to give ample time for cleaning. Feel free to ask for additional availability and shorter stays.

Lake View, Game Room, 10 min Legoland

Welcome to The Elby, a fully renovated 1940's lake home with spacious rooms, modern amenities, and indoor and outdoor games designed w/ family fun in mind! Only 3 min to charming downtown Winter Haven shopping & restaurants, 10 min to Legoland, 30 min to historic downtown Lakeland, & conveniently located between Tampa & Orlando (45 min to Disney & just 60 min to Tampa). We can't wait for you to enjoy the beautiful lakes of Winter Haven at The Elby!

Morton House on the Lake (Downtown/FSC)

Welcome to our charming 3-bedroom, 2-bathroom home on Lake Morton. This spacious retreat comfortably sleeps 8 guests. The lakefront location offers the best views and is the home of Lakeland's iconic swans. You'll enjoy the convenience of being within walking distance of Downtown, where you can explore a variety of shops, restaurants, and entertainment options. The Morton house is steps from the library, coffee house, and the Polk Museum of Art.

The Funky Swan Shack by Lake Morton & Downtown

Enjoy every pop of color in our Vintage Florida Cottage located in the Lake Morton Historic District and just a short walk to Lake Morton, Lake Hollingsworth, and Florida Southern College. This home is just one mile from Downtown Lakeland, Dixieland Historic District, and all of Lakeland’s top restaurants and bars; and is in an absolutely perfect location for exploring all of Lakeland, Tampa, Orlando, Disney World, and Florida beaches.