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!

Nature Lover's Lake & Pool Home w/ Sunrise Views!

Kick back & relax in this calm, stylish & spacious home, just feet away from the lake. Imagine sipping on your morning coffee from the back pool deck, watching the birds, turtles, and yes alligators as the sun comes up. Soak in the beautiful, peaceful, natural surroundings and views. Water's Edge is a newly renovated property (Mar 2025) that has been professionally designed and is well stocked with everything you need in a vacation "home-base". Great location 7 minutes from downtown Lakeland.

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

Breathtaking Home

New two story home with private pool, patio, barbecue area & game room. Surrounded by parks, gardens, tranquil lakes & walkways with breathtaking views. Resort amenities located right across the street with an amazing clubhouse (private owned), Bar & Grill restaurant, water park (extra fee), arcade, gym, volleyball court, soccer & football fields, & event center for parties & weddings. (Pet free home) 12 mi Legoland/19 mi Disney/26 mi SeaWorld & International Drive/29 mi Universal Studios.

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.

HL137 - Orlando Vacation Home with Private Pool

HL137 - Orlando Vacation Home with Private Pool Welcome to HL137, your newly renovated Orlando vacation rental near Disney! This spacious villa near Disney World has everything you need for the perfect getaway — including a private pool & spa, stylish living spaces, a fun-filled game room, and plenty of room for the whole family. With 5 bedrooms, modern amenities, and an unbeatable location, it’s the ideal luxury Orlando vacation home for families, groups, and Disney lovers alike.

Beautiful Lake House Boating Fishing near Legoland

Welcome to The Executive Lake House ten minutes from Lego Land in beautiful Winterhaven, Florida. The brand new rental home sits on a lake and offers a dock, with boats, fishing gear and beautiful views of the lake. The home offers two bedrooms, a , full kitchen and laundry and one full bathroom The backyard has a playground and pool area that is ( not) included at this price point. If wanting an additional charge of 20 dollars per night Will be charged. Let me know at booking.

Historic University Neighborhood

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 Florida Southern University. Stroll to the vibrant lakefront for scenic walks, and immerse yourself in the cultural buzz of the nearby university campus and only a short 5 min drive to SEU campus! Book your stay today!

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!

Legoland Lakehouse w/Pool &New AC

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.

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.

Lakeside Home Close to It All

Lakeside historic home in the heart of Lakeland! Enjoy lake views from your private porch. Home is walking distance to Tigertown and nearby parks with lake access, minutes from charming downtown, close to dozens of restaurants and shops, and only a few blocks from Lakeland's medical row, including Lakeland Regional Hospital. Close to I-4 for quick and easy access to Tampa or Orlando. Situated in quiet and established neighborhood.