Beachfront holiday rental in Osceola County

Find and book unique beachfront homes on Airbnb

Top-rated beachfront accommodation in Osceola County

Guests agree: These beachfront homes 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

4.69 out of 5 average rating, 210 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!!!

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A kayak glides through calm waters surrounded by lush greenery, with a wooden dock visible in the background. Tall trees frame the scene, providing a serene atmosphere. This image highlights the tranquility and natural beauty of the area, reflective of the unit's peaceful surroundings.

Guesthouse in Kissimmee

4.6 out of 5 average rating, 15 reviews

Waterfront/KayakFishing/nearDisney&LakeTohoa/Pets

This is a peaceful unit located in the heart of the city, right across the street from the National Golf Club. The property features a spacious yard by the water, offering access to kayaking and boating that leads directly to a large natural lake. Supermarkets, restaurants, and shopping are all within walking distance, making it a rare vacation destination. It closes to Disney World, Sea World and Universal all attractions, kids, retirees, family, wildlife recovery and romantic couple’s heaven.

ConditionSleep qualityFamily

Guest favourite

A spacious pool area is framed by a screened enclosure, overlooking a serene lake. The vibrant sunset casts warm colors across the water, visible through the enclosure's panels. The inviting pool features a separate spa, with smooth stones lining the edge for a natural touch.

Villa in Kissimmee

5.0 out of 5 average rating, 17 reviews

Mickey's O'hana Disney Area Lakefront Luxury

3.5 miles to Disney! Lakefront property with your OWN PRIVATE HUGE POOL (large enough to fit the entire family plus friends)!! Most pools cannot even fit half the family. Come stay at Mickey's O'hana Oyster Cay in Formosa Garden Estates. Please come join us at our peaceful oasis to become part of Mickey's extended family. Make memories to last a lifetime at an unforgettable villa that offers peace and tranquility unlike any other in the Disney area!! See out website at www.dreamrentaldisney.com

ViewPoolAccuracy

The front exterior of a lakefront home features a screened-in porch with large windows and a welcoming entry door. Vibrant green grass surrounds the home, complemented by decorative plants and a flag. A serene view of the lake is visible in the background.

Home in Frostproof

4.9 out of 5 average rating, 41 reviews

Lakefront Home w/ Screened Porches in Frostproof!

Badminton, Volleyball & Ladder Ball | Fishing Gear | Near Boat Ramp Experience the best of Central Florida when you book this lakefront escape in Frostproof! The 3-bedroom, 2-bathroom home provides that Old Florida charm, perfectly blended with modern-chic updates! Lounge on the screened porch, take the innertubes out on Lake Clinch, or prep a meal in the full kitchen! When you're ready to explore, this vacation rental is centrally located for easy access to Disney World, Tampa, and Lakeland.

BeachViewAccess

The resort features elegant buildings surrounding a serene lake, with softly illuminated balconies reflecting in the water. Lush palm trees and manicured greenery enhance the tranquil ambiance, providing a peaceful setting for relaxation.

Apartment in Kissimmee

1BR Deluxe Star Island Resort Villa + Amenities

LIMITED AVAILABILITY - our calendars are open - please request for updated availability and rates (varies per week). If unavailable, we have other luxury accommodations in the area. Inquire for Exclusive Rates Not Shown Online - Flexibility in Dates is Appreciated for the Discounted Rates. Book direct to save (NO additional AirBNB booking fees) : ChimeraVacations [period] com 6-Nights Stay for Special Rates - otherwise additional fee may apply (Sat-Sat, Sun-Sun stays may have better rates).

A wooden dock extends over calm waters, supported by sturdy pilings. The scene showcases a clear blue sky with scattered clouds, while lush greenery surrounds the lake. A small floating platform is visible in the distance, enhancing the tranquil lakeside setting.

Home in Lake Wales

4.33 out of 5 average rating, 3 reviews

Artsy Bungalow on St Anne Lake: Pool, Dock & Deck

Sunset Views | Walk to St. Anne Shrine | Day Trip to Disney World Welcome to this vacation rental on the shores of St. Anne Lake! The 3-bedroom, 1-bath Lake Wales home blends good vibes with an eclectic antique collection for a unique interior experience. Enjoy lake views through large windows, or step outside to the private dock and beach — perfect for swimming, paddle boating, or soaking up the sun. Kick back, grab a drink, and bask in the promise of an unforgettable Florida trip!

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Cottage in St. Cloud

4.64 out of 5 average rating, 61 reviews

Beautiful Home Private Pool Close to Attractions

Quaint & picturesque private home located in the heart of Saint cloud. Enjoy preparing a beautiful meal for your family while overlooking the private pool. Fully remodeled home perfect for the entire family. Equipped with three beds, Recliner Sofa, Dinning table making room for the entire family. ( AirMattress available upon request ) Minutes away from the Turnpike (Highway). Walking distance to Lakefront Park St. Cloud Located walk-in distance to restaurant and antique shops.

WalkabilityShared spacesComfort

Top Guest favourite

A single-story home is set back from a gravel driveway, framed by a white picket fence. Lush greenery surrounds the property, with tall trees providing shade. The backdrop features a glimpse of water beyond the house, highlighting its lakeside location.

Home in Babson Park

4.98 out of 5 average rating, 61 reviews

🐠 CROOKED LAKE RETREAT 🐠

Beautiful & spacious 3 Bedroom/2 Bath home on Crooked Lake in Babson Park (Lake Wales), Florida. Our home is clean & comfortable offering 1,800+ sq ft of living space, and sleeps 9 people. Huge covered lanai overlooks the lake with your own beach area. Crooked Lake is a 5,500 acre deep water lake offering some of the best fishing in Florida. You can swim, boat, ski, jet ski, or just lay back and enjoy the view. Minimum 3 night stay. Discount for weekly or monthly rental.

ViewWalkabilityOutdoor spaces

Top Guest favourite

The lakehouse exterior features a large screened porch complemented by blue and white striped awnings. A hammock is visible nearby, along with a playful swing set. Mature trees provide shade, while the manicured lawn enhances the property's inviting atmosphere.

Home in Babson Park

4.98 out of 5 average rating, 120 reviews

Authentic "Old Florida" on Crooked Lake!

Authentic "Old Florida" on Crooked Lake! Surrounded by palmettos and Florida foliage, our 1930's rustic lakehouse is serene, private, and exceptionally relaxing. Spring-fed Crooked Lake is designated an "Outstanding Florida Waters" lake and is great for swimming, paddle boarding, kayaking, fishing, and waterskiing. Huge screen porch, ping pong table, fully-equipped kitchen, dining room table for 12, spacious living area (great for games) -- you won't want to leave!

ViewBeachCondition

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

4.77 out of 5 average rating, 31 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

KitchenValueHospitality

Home in Kissimmee

8848 BC - 8Bds Windsor At Westside

Guest favourite

A tranquil pool area is enclosed by a black mesh safety fence, with sunlight reflecting off the clear water. The pool is surrounded by a screened structure, ensuring a spacious atmosphere with views of the natural scenery beyond.

Villa in Davenport

4.85 out of 5 average rating, 48 reviews

Private villa/mickey pool/Game room/Disney 20 mins

Villa Mickey Mouse is located in a community with a guard at the entrance. Everything is magical and of very high quality. The photos speak for themselves, so if you have any questions, feel free to contact me. We have added an arcade with the ability to play 60 different games. No pets allowed and prohibited because we have very severe allergies. Thank you for understanding Please email me before booking.

WalkabilityViewBathroom