Beach house holiday rentals in Kissimmee

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Top-rated beach house rentals in Kissimmee

Guests agree: these beach houses are highly rated for location, cleanliness and more.

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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!!!

Guest favourite

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

5 out of 5 average rating, 7 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

4.91 out of 5 average rating, 23 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.

Superhost

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

5 out of 5 average rating, 6 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 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

4.72 out of 5 average rating, 25 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

Home in Kissimmee

8848 BC - 8Bds Windsor At Westside

Top 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

4.96 out of 5 average rating, 113 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.