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Crooked Lake vacation rentals

Book unique houses, vacation rentals, and more on Airbnb

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Popular amenities for Crooked Lake vacation rentals

Lake side house rentals in Crooked Lake

Top guest favorite
Home in Auburndale
4.94 out of 5 average rating, 157 reviews

Lake Whistler Beach House with lakefront pool

ToddRating, 5 stars1 month ago
Can't say enough great things about Jonathan and his place! We loved staying there, felt right at home, we were there with 5 kids and there was always something fun for them to do, swimming in the pool and hot tub, s'mores by the fire, pool, air hockey, pacman was a hit, basketball, and lots of games, books and movies to choose from. There was plenty of space to spread out and feel comfortable and Jonathan added so many thoughtful touches to our stay - greeting us with an Apple Pie on the kitchen counter, a bowl of chocolates in the entry way and plenty of coffee. The kitchen was fully stocked with everything we needed, there were plenty of towels for showers and swimming, life jackets were supplied. The kids said they wanted to move there : ). Need I say more? haha
Top guest favorite
Home in Lakeland
4.96 out of 5 average rating, 125 reviews

Cozy Lake House Retreat - Amazing Views !

DeidreRating, 5 stars1 week ago
The house was so comfortable, clean, and in a great location for our family visit. The views from the lanai were our favorite. We sat out every night and watched the lake, birds, and wildlife. Beds were very comfortable for all. Kitchen had all we needed. Host Luke was very communicative and friendly. Would recommend. Hope to stay again!
Top guest favorite
Home in Winter Haven
4.98 out of 5 average rating, 116 reviews

Spectacular Waterfront Home in Winter Haven

RobertRating, 5 stars3 weeks ago
This beautiful lakefront property provided an ideal setting for our small gathering, offering a perfect combination of comfort, charm, and scenic views. The home was well-maintained and thoughtfully equipped for hosting, making our experience seamless and enjoyable. The owners were exceptionally gracious and accommodating, contributing greatly to the overall experience. We highly recommend this property and look forward to returning next year.
Guest favorite
Home in Avon Park
4.94 out of 5 average rating, 101 reviews

Charming Lake View 1935 Cottage

RickRating, 5 stars3 weeks ago
We really enjoyed our stay. My wife described it as one of the cutest cottages she has seen. The house has a very nice view of the lake from the front porch, we highly recommend it.
Top guest favorite
Home in Winter Haven
4.95 out of 5 average rating, 97 reviews

Lakefront Home on the Winter Haven Chain O’Lakes!

AmandaRating, 5 stars2 days ago
Beautiful home! Awesome host! We will for sure be back!!!
Guest favorite
Home in Frostproof
4.88 out of 5 average rating, 16 reviews

Lake Reedy Living

RonaldRating, 5 stars3 weeks ago
The home was very clean and comfortable. The house was as advertised. Enjoyed our stay.
Superhost
Home in Davenport
4.86 out of 5 average rating, 14 reviews

Beautiful Lake View Pool House Brand new Hot Tub

WendyRating, 5 stars1 month ago
we stayed here for 17 nights and what a beautiful place and stay. We were 3 couples and the house was so spacious and comfortable for us all. We especially loved the beautiful pool (we had it heated and was well worth it as so warm), hot tub and spacious deck area. The furnishing in the living areas is so comfortable and there is plenty of it. We also enjoyed the pool table and games table in the garage. A major highlight for me was the neighbourhood alligator, Clarence, who frequently showed up on the lake behind us. He was well behaved and just watched from the lake edge 🙂 What a blessing to watch him safely from the screened in area but to be able to be so close, such an amazing creature. Just remember however to never feed the gators as it can be a death penalty for them 😥. And keep your distance as they are wild animals. We loved this place and would return again in the future if in that area.
Superhost
Home in Lake Wales
4.91 out of 5 average rating, 47 reviews

Waterfront Lake Kissimmee House W/ BOAT LIFT

EricRating, 5 stars1 month ago
Great location! Wonderful house and in a perfect spot! The listing says it sleeps 6 but there are only two beds and all the couches are love seats that don’t pull out. So unless you’re sleeping 3 to a bed or have 2 children or dwarves, it sleeps 4. I could be wrong, but I sent messages to the host that weren’t responded to. Otherwise, we would definitely stay again!

Crooked Lake house rentals

Guest favorite
Home in Wauchula
4.86 out of 5 average rating, 64 reviews

Casa Linda Entire 3-bedroom home with free parking

ShaneRating, 5 stars1 month ago
Here for a work trip, only thing available. Was great, there to sleep and my guys had no complaints. Thank you!
Guest favorite
Home in Davenport
4.79 out of 5 average rating, 48 reviews

969T-Single Storey House 20 min from Disney 4 bed

AlciraRating, 5 stars1 week ago
Tatiana is an excellent professional, friendly, and attentive to all requirements. The house is spacious, bright and with all the details to spend a comfortable and pleasant stay Nothing negative to mention, quite the contrary
Superhost
Home in Kissimmee
5 out of 5 average rating, 4 reviews

Casa Orlando

DanielaRating, 5 stars2 days ago
I had a great experience at this Airbnb! The place was clean, comfortable, and exactly as described. The host was friendly and responsive, making my stay even more enjoyable. I would definitely stay here again!
Superhost
Home in Winter Haven
5 out of 5 average rating, 5 reviews

Attached Beautiful 2 Bedroom/2 Bathroom Home.

AmyRating, 5 stars1 month ago
We were in town for baseball and the place was perfect for myself and my elderly Mom. Clean and close to what we needed. We had an issue with the lock on the door the first day but the owner came right away and got us in and figured out we were doing something wrong with code. Very nice folks and stayed in contact with us throughout our stay. Highly recommend the host!
Guest favorite
Home in Winter Haven
4.91 out of 5 average rating, 23 reviews

Vera’s Vacation

CortneyRating, 5 stars3 weeks ago
Great place to stay! Clean and very comfortable! Veronica was quick to respond and gave great local spots for ice cream! We stayed for our daughter’s Volleyball tournament which was 5 mins away from the venue! We will definitely stay again for our next visit!
Superhost
Home in Davenport
5 out of 5 average rating, 3 reviews

20 min to Disney, 40 min to Universal, 7 bd 5.5 ba

BenRating, 5 stars1 week ago
We had an amazing experience. Great communication from Justin. The house is very spacious and great for multiple families. Lots of activities and games for kids. The only challenge is you can only park two cars in the driveway and have a bit of a walk to visitor parking. Also, the clubhouse is very strict on not allowing you to bring in food or snacks for kids which is annoying. Overall the development is clean, safe and great to explore.
Guest favorite
Home in Kissimmee
4.88 out of 5 average rating, 188 reviews

4BR,PrvtNOTOverlookedPool,FencedYard,GameRM,WiFi

MustafaRating, 5 stars3 weeks ago
Great house and host was very friendly with clear instructions on check in and check out. Pool was clean and well maintained.
Guest favorite
Home in Davenport
4.92 out of 5 average rating, 24 reviews

Retreat Race

VeronicaRating, 5 stars1 month ago
Beautiful, spacious and clean home. Great stay. Hope to be back in the future.

Crooked Lake fishing vacation rentals

Top guest favorite
Apartment in St. Cloud
4.96 out of 5 average rating, 447 reviews

LAKE FRONT Apartment w/ FREE use of Kayaks & Canoe

Jean AnnRating, 5 stars1 day ago
This was the most amazing trip we’ve taken to date and having a great place to rest our heads was super important. The apartment had everything we needed and even extras! Cheryl was an amazing hostess from her quick response time to helping me create a birthday surprise for my fiance. Her and Tod were delightful the few times we saw each other. They have a stack of menus for local businesses in the nightstand which helped us find our new favorite place for when we stay again! The apartment was neat, clean and despite it being Florida, we didn’t see any buggies inside. The outside portion had so many nice places to sit, we loved every second of enjoying the outdoors in the various sitting areas. We just had an amazing time and we can’t wait to stay again. The space is beautiful and i don’t know if i can say enough to really explain just how much we enjoyed it. Thank you for sharing this space Cheryl and Tod!
Superhost
Cottage in Winter Haven
4.82 out of 5 average rating, 148 reviews

6 - Just Beachin' Cabin 2bed/2bath - Unit 10

KatharineRating, 5 stars3 weeks ago
Perfect spot for our family while visiting Legoland! Clean and comfortable amenities (full kitchen, A/C, washer/dryer) with convenient parking, and a nice porch. Will definitely come back!
Guest favorite
Guesthouse in Winter Haven
4.87 out of 5 average rating, 268 reviews

The Russell Lake House

JennyRating, 5 stars3 weeks ago
Definitely a hidden gem!!! 5 miles from Legoland. 2 miles from chick-fil-a. If you are a family with 2 younger kids, absolutely perfect place to stay. After the hustle and bustle from theme parks, it’s a quiet place to come home to. Grab to go food and sit outside by the pool or lake to eat!! Beautiful views and very clean cabana! We enjoyed our stay so much that we booked again before we even checked out. Great price and 10 times better than staying in a hotel!
Top guest favorite
Cabin in Lake Alfred
5 out of 5 average rating, 29 reviews

Lakefront Cabin in Private Woods - Central Florida

AngelaRating, 5 stars1 week ago
We thoroughly enjoyed our stay at this delightfully quirky cabin by the lake. The attention to detail and thoughtfulness is apparent from the moment you arrive. The place is incredibly clean, the view is beautiful, and the location was perfect for our trip. Stacy stopped in for a quick hello and walk-through to point out some details of the place. She was a top-notch host in every way. We knew we could contact her with any questions, but she also gave us our privacy. We would happily stay here again if our travels bring us back to the area.
Top guest favorite
Home in Sebring
4.96 out of 5 average rating, 92 reviews

LakeFront Sunrise Cottage

SamanthaRating, 5 stars3 days ago
One of the best Airbnb experiences we have had! Beautiful home and hosts were absolutely fantastic!! They truly went above and beyond to make our trip wonderful. Peaceful location and well stocked with activities for a lovely restful stay. We cannot wait to come back again :)
Superhost
Home in Lake Wales
4.88 out of 5 average rating, 139 reviews

Hidden Gem - Hot Tub/ Fire pit/Hammock/Grill Area

BobRating, 5 stars2 weeks ago
Really nice place with a really cool outdoor area would definitely go back or recommend
Guest favorite
Tiny home in Babson Park
4.92 out of 5 average rating, 366 reviews

Lil cedar tiny home, on crooked lake

MichelRating, 5 stars2 days ago
This was our second time staying at Lil Cedar, and we'll be back!
Guest favorite
Home in Lake Wales
4.91 out of 5 average rating, 88 reviews

"Cutty Shack" Waterfront Kissimmee River House 3/3

MarcusRating, 5 stars6 months ago
We have fished out of Cutty Shack multiple times. I would discourage mid October bookings because it might affect our trip next year. :) Thanks, Kristen, see y’all next year. Another great trip to the Kissimmee Chain.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Polk County
  5. Hillcrest Heights
  6. Crooked Lake