Beach house holiday rentals in Kissimmee

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Top-rated beach house rentals in Kissimmee

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A heated private pool is nestled within a screened patio, offering a clear view of a natural fishing lake. The water appears calm, with grass and palm trees lining the shore. Several white birds can be seen wading near the water's edge in the distance.

Home in Kissimmee

4.68 out of 5 average rating, 209 reviews

MAGIC LAKE VIEW VILLA 5* HEATED POOL & SPA DISNEY

Recently Renovated in Feb 2026! Magic Lake View Villa near Disney— Totally private (no neighbors looking in either side) heated PRIVATE South pool with hot tub facing a 14 acre natural fishing lake on a prestigious Lake Berkley Resort, 24/7 Security - gated territory, 100% SAFE! Just 7.8 miles to DISNEY! The villa has everything you could wish for: best place for relax, NETFLIX TV, a breathtaking lake view, runners will enjoy morning run around the lake, GYM. LOCATION - LOCATION - LOCATION!!!

Top Guest favourite

Home in Clermont

5 out of 5 average rating, 44 reviews

Lakefront home - country - check for seasonal rate

Your family will be close to everything when you stay at this centrally located home. It is close to Orlando attractions such as Disney Parks, Universal Studios, Legoland, Many places to golf, short drive to most of Florida's natural springs and only an hour and half to the west or east cost of Fl. It is a wonderful place to relax and Play in the water or fish off the dock and watch sunsets. It is a beautiful country setting and is great for just taking a walk or hiking, you can go for miles.

The image captures a lakeside view of the cottage, framed by tall trees with hanging moss. A wooden deck extends towards the water, providing access to Lake Louisa. The shoreline is dotted with green grass, and a clear blue sky enhances the serene atmosphere.

Home in Clermont

4.78 out of 5 average rating, 9 reviews

Vacation Village Lake House

Welcome to the Lake house! While staying here you will have direct access to beautiful Lake Louisa, PLUS access to all the amenities Vacation Village has to offer. Including an Olympic sized swimming pool, lighted basketball & tennis/pickleball courts, fishing pier, & more! The 3 Bed/2 Bath cottage is just a short drive to Downtown Clermont or Winter Garden, less than 30mins to Disney / Universal, & just a few minutes to shopping & restaurants. If you love Lake Life this is the stay for you.

Superhost

A mid-century home is framed by mature oak trees, providing shade to the grassy front yard. Large windows reflect the natural light, highlighting the clean lines of the exterior. The tranquil setting is complemented by the beauty of the surrounding landscape.

Home in Windermere

4.92 out of 5 average rating, 26 reviews

Water Front Haven

Skip the crowds and experience the true Florida lifestyle. Beautiful home on a safe, quiet street with access to 12 lakes in your back yard. Simple & clean decor. Outdoor dining on porch & dock. Close to attractions & beaches (45 min). Nestled among palm, oak & camphor trees. Feed the fish and turtles from your private dock. Rent a boat and explore lovely lakes. Enjoy nightly walks on sandy streets canopied by old oak trees. Walk to parks, coffee shops, cafes and swimming areas.

Guest favourite

An expansive outdoor pool area features palm trees, sandy beach volleyball courts, and thatched umbrellas. Lounge chairs in blue and white are arranged around the pool, creating a vibrant atmosphere. The lush greenery of the surrounding landscape adds natural beauty to the setting.

Home in Davenport

4.81 out of 5 average rating, 16 reviews

Beach Resort with pool tiki bar near Disney World

Your special getaway to the sun and fun just minutes from Disney World Parks and Attractions. Newly remodeled from top to bottom with a fully equipped kitchen to a private screened balcony that goes from the Master suite to the Living room. Everyone will have no problem slipping into vacation mode. The interior boasts comfortable furnishings and beautiful decor with comfortable beds to big screen smart TV's in each room and a Special Disney room with full size Ms. Pac Man Arcade game.

Guest favourite

An expansive sandy area features blue lounge chairs arranged under palm trees and thatched umbrellas. A pool area is visible in the background, surrounded by lush foliage and additional seating. Soft sand invites relaxation by the water, adding to the resort's tropical ambiance.

Home in Davenport

4.88 out of 5 average rating, 16 reviews

Hit the Beach near Disney with Poolside Tiki Bar

A sandy beach area features six colorful Adirondack chairs arranged in a row, facing the tranquil lake. The wooden dock extends into the water, with a second dock visible to the right. Fluffy clouds create a dynamic sky above the peaceful setting.

Home in Clermont

4.88 out of 5 average rating, 48 reviews

Florida Family Home w/ Dock on Saw Mill Lake!

Don’t forget to pack your swimsuits when you come to stay at this dog-friendly 4-bedroom, 2-bathroom Cleremont vacation rental that is backed up to Saw Mill Lake! Packed under the screened lanai you’ll find entertainment for the whole family including pool toys, yard games, and a grill for BBQ nights. Head over to the Disney Parks for even more entertainment, which are just 24 miles away! After a long day, come home and relax at the private beach to watch a beautiful Florida sunset.

A spacious boat dock extends into the water, featuring multiple seating areas under a gazebo-like structure with a red umbrella. Surrounding greenery complements the serene lake view, while the clear sky and gentle clouds create a peaceful atmosphere.

Home in Clermont

4.83 out of 5 average rating, 6 reviews

LakeHouse

This beautiful historic house sits on an acre on lake Crescent. You will have your own private beach and private boat dock with two slips. Lake Crescent is part of the Clermont chain of lakes so you will have access to 14 adjoining lakes. So many FUN things to do. This house has accommodated multiple weddings throughout the years. 16 miles from Disney properties, 30 miles to Universal properties, and both East coast and West coast beaches approximately one and a half hour away.

A vibrant themed game room features colorful Super Mario decor on the walls, creating a playful environment. An air hockey table is positioned in the foreground, with comfortable seating visible in shades of yellow. A large TV screen is mounted on the blue wall, enhancing the entertainment options.

Home in Kissimmee

4.74 out of 5 average rating, 27 reviews

Exclusive 8BR Themed Villa • Private Pool Retreat

🏠 Entire Place – Experience the ultimate in comfort and privacy in our spacious 8-bedroom, 6-bathroom home, accommodating up to 18 guests. Your dream vacation starts here. 🔐 Self Check-In – Enjoy a seamless arrival with our keyless entry system. You'll receive a personalized door code for convenient, stress-free access. 📌 House Rules ✅ Check-in: 4:00 PM ✅ Check-out: 10:00 AM 🚫 No pets, parties, or smoking 👤 Minimum booking age: 21 years old

Guest favourite

The room features a spacious bed with a dark headboard and a blue accent pillow. A small table with two chairs is positioned nearby, while a flat-screen TV is mounted on the wall. Natural light enters through a window dressed with sheer curtains.

Home in St. Cloud

4.95 out of 5 average rating, 126 reviews

Comfy Studio w/ private Entrance

Relax at this peaceful place to stay where you will feel at Home. This home and it’s located 14 miles away from Orlando International Airport, 30-50 min ( depending on the traffic)to Disney World, Sea World, Universal Studios, Outlets and other Orlando attractions.