Holiday houses in Lake Hamilton

New Modern Guest House! Great location. Smoke-Free

New, modern, well located Guest House, with private entrance for your complete privacy; we are 3 minutes away from Port 27, 10 min away from Legoland, 40 min out from the major Parks and one hour from Bush Garden Tampa. One bedroom, one bathroom, living room with kitchenette (No Stove), Hotel Style Suite. Up to 4 guest, room with a queen bed and a sofa bed in the living area. Wi-fi included. Parking for one car. Is a quiet and comfy guest house separated by a door from the rest of the house

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

🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿‍♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

Bamboo Bus -Sauna/ Pool/Fire pit/Grill

Bamboo Bus is a unique, romantic and tranquil spa like getaway, perfect for relaxing with your significant other, family or friends. Enjoy the pool, unwind in the barrel sauna, grill your favorite meals and gather around the fire pit for s’mores under the stars. Located less than a mile from Lake Pierce, bring your kayaks and explore nearby lakes and state parks. Just 20 mins to LEGOLAND and 50 mins to Disney, it’s the perfect peaceful escape with easy access to Central Florida attractions.

Lakefront Cabin in Private Woods - Central Florida

Located in the "Heart of Florida." Halfway between Tampa & Orlando. Beaches are 75-90 miles to either coast. Previous guests describe: Breathtaking sunrises. Wide-open views. Cozy & comfortable space. Perfect for relaxing & recharging. A hidden gem close to everything. Squeaky clean. Frequent wildlife sightings. Thoughtfully stocked with amenities. A home away from home. A little piece Heaven. Host part of new pilot program. Starting Jan 5th, guests can pre-order groceries via app.

Classic Cottage in country setting

Relax with the family in this peaceful setting. Short drive to the parks, shopping, restaurants. 10 minutes from Interstate 4. Walmart and Posner Park Shopping Center nearby. Patio area with fire pit and gas grill and lawn chairs. 2 car carport parking on premise. 2 bedroom w/HDTV's, 2 bath, fully furnished kitchen, dishwasher, breakfast nook, dining room, living room w/HDTV. Washer/dryer. Fully fenced 3/4 acre yard with plenty of room for kids to play. Self check in with keypad.

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. This is a mother-in-law suite that is connected to the main home. 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. Dog welcome with prior approval and pet fee. Boat parking at dock. Boat rental available at Central Florida Water Sports. Private entry with keyless touchpad.

Roe Family Lake House (Lake Mcleod)

We can't wait for you to enjoy our fully renovated, family friendly lake house. It's a happy home that provides a wonderful backdrop to any vacation. Centrally located to many Florida destinations- Legoland is only 7 miles away, Disney World is 35 miles away, and you are less than 50 miles from Tampa. The house is located on over an acre of lakefront property. The lake has a public boat launch if your family enjoys water sports or fishing or use the kayaks we provide on site!

New Villa Near Disney & Legoland

Welcome to our newly built Haines City home! Perfect for families, friends, and business travelers, it features modern amenities, a fully equipped kitchen, and cozy bedrooms. While we don’t have a private pool, community options are nearby. Conveniently located near Disney, Universal, Legoland, and top golf courses, it’s a great base for exploring Central Florida. Enjoy comfort, style, and a welcoming space for work or play. Book your stay today and create lasting memories!

Casa Inman – 3BR Luxury Stay Minutes from Legoland

Welcome to Casa Inman, your elegant Winter Haven retreat just minutes from LEGOLAND Florida. This modern 4-bedroom, 2-bath home with a private office offers comfort, space, and style for up to 10 guests. Enjoy the open-concept living area, fully equipped kitchen, and private patio. Located near Lake Hamilton, golf courses, and downtown restaurants, Casa Inman combines convenience and tranquility. Our team provides attentive service to make your stay exceptional.

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.

Lakefront Boho Cottage w/ Fire Pit | Still Waters

Welcome to Still Waters Retreat, a peaceful lakefront cottage just 10 minutes from Lake Myrtle Sports Complex and about 30–35 minutes from Disney (without traffic). Perfect for couples, families, and tournament stays, enjoy calming lake views, golden sunsets, cozy boho interiors, and s’mores by the firepit. Minutes from downtown Lakeland, dining, shopping, major highways, and easy day trips to Orlando or Tampa — serenity without sacrificing convenience.

Villa Blanca

Relax with the whole family at this peaceful pool home located off the quiet roads along the higher elevation of the Florida ridge. Propane tank for home generator. In ground pool covered by enclosed screen. Property fronts the old Sun Air Golf course (not active). An active bar and grill still operates in the old country club at the end of the neighborhood. Right in the center of both Legoland and Disney World