Crooked Lake vacation rentals

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Top-rated vacation rentals in Crooked Lake

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Sebring

4.98 out of 5 average rating, 296 reviews

Chill and Relax at the Little White House

Cozy and inviting house,recently renovated with modern and old touches which has one bedroom and two full size beds.Also a small area where you can relax and read a book or use as a dressing room since is located next to the bathroom and bedroom.Office space with a desk,printer and all you need for your business trip.On the back there's a nice covered patio where you can relax and have a nice time.The house is centrally located,close to supermarkets,shopping,etc.Two minutes drive to Lake Beaches

Oct 12 – 19

R2,007 ZAR per night

Guest favorite

Villa in Lake Wales

4.99 out of 5 average rating, 179 reviews

Lakefront, Dock, 2 Kayaks, near Bok & Legoland

** New Construction ** Breathtaking view of lake, private dock (2 kayaks for guests included), beach/swim area, outdoor shower, large private balcony w/gas grill and gorgeous sunsets! 2 Bedrooms each w/walk in closet, two full baths, full kitchen w/all amenities. All new furnishings, (3) 4K Smart TV's, FAST free wifi. Gorgeous location, quiet street, private free parking, 2 private entrances. Villa is detached from main house. Near Disney, LegoLand, Bok Tower. WEEKLY & MONTLY DISCOUNTS

Jan 13 – 20

R2,982 ZAR per night

Guest favorite

Cottage in Homeland

4.99 out of 5 average rating, 138 reviews

Garden Cottage at The Garden Gate Bed & Breakfast

At the Garden Gate, a fully licensed and professional bed and breakfast, we hope you will find respite; a quiet place to rest, relax and reconnect. The 1905 Garden Cottage, carefully restored and beautifully appointed, will be your home while you are here. Enjoy the view of the cottage garden and its seasonal vegetables and flowers from your front porch rocking chair. Fresh baked cookies and chocolates will greet you upon arrival and you will enjoy a full gourmet breakfast in the morning.

Oct 26 – Nov 2

R3,686 ZAR per night

Guest favorite

Cottage in Lake Wales

4.88 out of 5 average rating, 107 reviews

The "Little ‘Toa" Ideal for short & long stays!

Welcome to the Little TOA, Central Florida's fishing, hunting and winter get away. The house sits just off the Kissimmee River which is part of the Kissimmee chain of lakes, connecting Lake Hatchineha and Kissimmee. This will be a great spot for you and your buddies or family for a short weekend trip or an extended stay. Come see old Florida, the area holds many things to occupy your vacation time. *Your pet is welcome, please let me know ahead of time. There is a one time fee for pets.

Jul 15 – 22

R2,556 ZAR per night

Guest favorite

Guesthouse in Sebring

4.98 out of 5 average rating, 134 reviews

“The Morden Lake Jackson Suite”

Recently built spacious guest house/apartment located on the second floor of a beautiful lakefront property. The suite is tucked behind the main building of our property and has a view of Lake Jackson. Living room area: Large comfy couch, flat screen TV and cable Kitchen: Full-size appliances including fridge, stove, oven and Keurig coffeemaker with counter top seating Bathroom: Large shower with dual shower-heads WiFi available We welcome people from all backgrounds :)

Jul 26 – Aug 2

R2,389 ZAR per night

Guest favorite

Apartment in Auburndale

4.95 out of 5 average rating, 213 reviews

Ariana Place - Tree House Like Lakefront Views

An Upstairs Sumptuous Tree house (like) Apt on Lake Ariana Waterfront. Upper Outside Deck with chairs & table. Quiet and tranquil with Hi-Speed Wifi for Business Travelers, Smart Antenna TV and Incredible Views for Romantic Get-Aways. Located near Disney, Legoland & Busch Gardens in Central Florida. Luxurious Bedding, Full Kitchen with Coffee & Wine Bar. One Complimentary Bottle of Cabernet per Stay. Sorry, No Pets. No Smoking inside Apt but allowed on property. Save 5% monthly

May 7 – 14

R1,645 ZAR per night

Guest favorite

Home in Babson Park

4.97 out of 5 average rating, 108 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!

May 11 – 18

R5,691 ZAR per night

Guest favorite

Guesthouse in Lake Hamilton

4.89 out of 5 average rating, 142 reviews

Luxury Cottage Near Legoland & Chain of Lakes

The Old Florida Cottage, in the quaint community of Lake Hamilton, just 5-miles from Legoland, less than an hour from Disney, and minutes away from the only public boat access to Lake Hamilton, is your perfect getaway! Enjoy a fully-equipped kitchen, a luxurious suite and modern bathroom, surrounded by Old Florida decor. We look forward to welcoming you to the cottage, with its own entrance and dedicated parking, located on a quiet street. Your home away from home!

Aug 26 – Sep 2

R2,649 ZAR per night

Guest favorite

Treehouse in Saint Cloud

4.97 out of 5 average rating, 789 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. For a video tour type the following link into your browser: https://tinyurl.com/a72vevp5 There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; meemaws-country -cottage which sleeps six.

Apr 13 – 20

R3,268 ZAR per night

Guest favorite

Cottage in Davenport

4.92 out of 5 average rating, 129 reviews

$79! Cozy Cottage + Outdoor Fun -Close to Disney!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet ⚡️ •Outdoor Movie Theater 🎥 •Ping Ping Table/Pool Table 🏓🎱 •Complimentary Coffee & Breakfast ☕️ •Safe Gated Location •Large Enclosed Covered Patio •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •And Much More! Book with us now!

Jun 3 – 10

R1,848 ZAR per night

Guest favorite

Cabin in Davenport

4.92 out of 5 average rating, 169 reviews

$89! Cozy Cabin- Disney 20 Miles Away!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet •Covered Patio •Safe Gated Location •Keypad Entry Door •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions, Theme Parks, and Malls •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •Complimentary Coffee & Breakfast •Cooking Equipment •And Much More! Book with us now!

Jun 13 – 20

R2,070 ZAR per night

Guest favorite

Guesthouse in Lakeland

4.98 out of 5 average rating, 213 reviews

Modern lakeside retreat by SEU and FSC

This 1/1 lakefront historic cottage, built in 1920, is separate from the main house with its own entrance, parking, front porch & beach. The queen bed and large couch sleeps 3 adults. Only 1 mile from Southeastern University and 3 miles to Florida Southern College. Kayaks and fishing poles are provided for your enjoyment during your stay. Come unwind and enjoy the lake views from the hammock and private beach!

Aug 11 – 18

R2,161 ZAR per night