Lake house holiday rentals in Lakeland

4.96 out of 5 average rating, 141 reviews

Home 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!

5 out of 5 average rating, 14 reviews

Home in Lakeland

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.

4.87 out of 5 average rating, 250 reviews

Home in Kissimmee

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.

5 out of 5 average rating, 20 reviews

Home in Lakeland

Beautiful Villa/Golf Retreat between Orlando&Tampa

Your home away from home! Welcome to your tranquil retreat in the heart of a golf course! 37 miles to Disney, 39 miles to Tampa and 8 miles to Tigertown! Perfect location to visit charming downtown Lakeland and midway between Tampa and Orlando! Community pool, jacuzzi, tennis court & gym access included (1 block away). **PLEASE NOTE**This is a 100% NON-SMOKING/VAPING AND NON-ANIMAL household. This includes service/support animals of any kind due to pet dander allergies in the immediate family.

4.9 out of 5 average rating, 117 reviews

Home in Haines City

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.

4.98 out of 5 average rating, 123 reviews

Spectacular Waterfront Home in Winter Haven

Enjoy a wonderful family get away at this premier waterfront home on the famous Chain of (19) Lakes! Separate yourself from the crowd at this beautiful Cypress Gardens home set on an acre with lush tropical foliage and surrounded by 3 sides of water. Featuring a chef's kitchen, 2 private docks, the "New Florida Pool," 2 hot tubs, fire pit and many more amenities. Enjoy relaxed luxury at its finest. We are just a few minutes to Legoland, restaurants and shopping, but miles from ordinary!

4.95 out of 5 average rating, 101 reviews

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.

Superhost

Home in Kissimmee

4.88 out of 5 average rating, 202 reviews

Waterfront retreat,KING Bed,Heated Pool & Fire Pit

Sit back and relax in this stylish home with all the amenities you need for a fun family getaway. This home has a spacious layout with 3 bedrooms and 2 baths. We have thought of everything so you don't have to-toiletries,washer/dryer, and wifi. Enjoy your morning coffee in the screened in pool area with a beautiful sunrise and lake view or sip a glass of wine while floating in the pool. Just minutes to Theme Parks and major highways, this is the dream home you have been waiting for!

4.9 out of 5 average rating, 118 reviews

Home in Davenport

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.

4.99 out of 5 average rating, 137 reviews

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.

4.91 out of 5 average rating, 183 reviews

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.