Beachfront holiday rentals in Osceola County

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Osceola County

Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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Home in Frostproof

4.93 out of 5 average rating, 28 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.

Home in Kissimmee

4.69 out of 5 average rating, 201 reviews

MAGIC LAKE VIEW VILLA 5* HEATED POOL & SPA DISNEY

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. Safe & deeply cleaned house! LOCATION - LOCATION - LOCATION!!!

Villa in Kissimmee

5 out of 5 average rating, 14 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

Serviced 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).

Superhost

Home in Babson Park

4.98 out of 5 average rating, 55 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.

Home in Babson Park

4.97 out of 5 average rating, 114 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!

Villa in Davenport

4.85 out of 5 average rating, 48 reviews

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

Villa Mickey Mouse est située dans une communauté avec un gardien à l'entrée. Tout est magique et de très grande qualité. Les photos parlent alors si vous avez des questions, n'hésitez-pas à communiquer avec moi. Nous avons ajouter une arcade avec possibilité de jouer à 60 différents jeux. Les animaux ne sont pas admis et interdits car nous avons des allergies très importantes. Merci de votre compréhension SVP, avant de réserver, envoyez-moi un courriel.

Villa in Davenport

4.36 out of 5 average rating, 74 reviews

Bahama Bay Resort - Grand Bahama Penthouse

Boasting more than 1,600 square feet of space, this 3-bedroom Grand Bahama Penthouse Villa at Bahama Bay Resort is the ideal Vacation Home. Comfortable King-sized bed are standard in the master bedroom and Queen in the first guest bedroom, while the second guest bedroom features two twin beds. Additional sleeping space is available via a sleeper-sofa that opens up into a Full-sized bed in the living room. This Penthouse villa features two full bathrooms.

Home in Kissimmee

4.68 out of 5 average rating, 22 reviews

Luxury 8BR Villa-Private Pool and Themed Bedrooms

You’ll have the house to yourself. 8 Bedrooms/5 Bathrooms/Sleeps 18 **Self-Check-in** Keyless check-in with a unique door code provided. **House Rules** Check-in time is 4:00 pm Check-out time is 10:00 am No pets, parties, or smoking allowed; Minimum age is 21 years old. - A selfie and a valid government-issued ID (e.g., Driver's License or Passport) are required for all reservations.

Superhost

Home in Frostproof

5 out of 5 average rating, 29 reviews

Lake Clinch Getaway

Take it easy at this unique and tranquil getaway. Spend time in "old Florida" at this peaceful relaxing getaway on beautiful clear water sand bottom Lake Clinch. Great for fishing, swimming and watersports. Enjoy breathtaking sunrises while sipping coffee in the gazebo overlooking the water. Relax under the huge grandfather oak offering all day shade on even the hottest summer day.