Vacation rentals in Lake Wales

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Lake Wales

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

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Guest favorite

Guesthouse in Winter Haven

4.95 out of 5 average rating, 202 reviews

The Paradise Hide Away

This is a beautiful and private place newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! Talk to me if you need different check in/out times? Dogs are allowed with permission. There is a $200 fully refundable pet security deposit to cover any damages that may occur since Airbnb doesn’t cover damages caused by pets plus a non refundable pet fee of $50 per pet for every 1-7 day period and must be paid before checking in !

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

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.

Guest favorite

Apartment in Auburndale

4.96 out of 5 average rating, 212 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

Guest favorite

Tiny home in Babson Park

4.92 out of 5 average rating, 289 reviews

Lil cedar tiny home, on crooked lake

Newly constructed tiny home.locatedon one of Florida's most prestigious lakes.crooked lake in s central floridais noted for its spring fed,clear water and white sand beaches,as well as it's amazing fishing and boating opportunities.the tiny house sits on 3/4 acre property overlooking crooked lake.the "million dollar view" as it's been called is spectacular at sunrise.the tiny house has an open ,airy, feel,with its comfortable roomy bedroom loft,and all the amenities of home.

Guest favorite

Guesthouse in Winter Haven

4.84 out of 5 average rating, 145 reviews

Adorable 1 bedroom Guesthouse near Lego Land

This is a beautiful and private place offers a queen size bed, newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! We are located less than 8.6 miles from Legoland & under 6.2 miles from the Lake Myrtle Sports complex. Winter Haven is halfway between Orlando and Tampa. Around 29 miles to Disney World, Universal and Sea World. Around 38 miles to Bush Gardens, Dali museum, Aquarium and much more!

Guest favorite

Guesthouse in Lake Hamilton

4.9 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!

Guest favorite

Treehouse in Saint Cloud

4.97 out of 5 average rating, 788 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.

Guest favorite

Home in Winter Haven

4.94 out of 5 average rating, 141 reviews

Cozy Family Home Near Legoland

Relax with the fam after a fun day at LEGOLAND (4.1 miles) or Disney World (36 miles) in our cozy home complete with a well-stocked kitchen, fully-fenced backyard, and comfortable beds. Spend a day on the famous Chain of Lakes (24 canal-connected lakes), catch a free ski show on Lake Silver, wander downtown to shop, or toast a pint at Union Taproom. Winter Haven is centrally located between Tampa and Orlando with plenty of fun nearby for the whole family.

Guest favorite

Cottage in Davenport

4.92 out of 5 average rating, 127 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!

Guest favorite

Guest suite in Winter Haven

4.91 out of 5 average rating, 139 reviews

2 Bedroom Winter Haven Guest Suite

Private lock-off unit. Only shared between your party. 1st bedroom -Queen bed and sitting area bathroom attached. 2nd bedroom- two twin sized beds Kitchen and living room included and not shared outside of your party. 3 minutes from Winter Haven hospital. Self check in and out. 20 minutes from Legoland. 45 minutes from Disney and Universal This is an older florida neighborhood with a diverse and working class vibe. Located on Lake Maude

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!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Lake Wales vacation rentals

Laptop-friendly workspace

Stay near Lake Wales's top sights

Bok Tower Gardens224 locals recommend

Manny's Original Chophouse- Lake Wales11 locals recommend

Spook Hill17 locals recommend

Ovation Bistro & Bar, Winter Haven3 locals recommend

Crazy Fish Bar And Grill11 locals recommend

Florida Skydiving Center4 locals recommend

Other great vacation rentals in Lake Wales

Superhost

Cottage in Winter Haven

4.8 out of 5 average rating, 117 reviews

9 Just Beachin' Cabin Unit 10

Superhost

Guesthouse in Winter Haven

4.87 out of 5 average rating, 231 reviews

The Russell Lake House

Guest favorite

Guest suite in Winter Haven

4.96 out of 5 average rating, 256 reviews

Horse Farm on a Beautiful Lake

Guest favorite

Guest suite in Dundee

4.94 out of 5 average rating, 124 reviews

Zetta's Hide-a-Way

Guest favorite

Guesthouse in Winter Haven

4.87 out of 5 average rating, 143 reviews

Brutus Way Cottage, a cosy hide away

Guest favorite

Home in Babson Park

4.97 out of 5 average rating, 108 reviews

Authentic "Old Florida" on Crooked Lake!

Guest favorite

Cottage in Eagle Lake

4.99 out of 5 average rating, 221 reviews

Central FL Lake House, Sleeps 5, Close to Legoland

Guest favorite

Guesthouse in Lakeland

4.98 out of 5 average rating, 212 reviews

Modern lakeside retreat by SEU and FSC

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Lake side house rentals in Lake Wales

Superhost

Home in Winter Haven

4.9 out of 5 average rating, 259 reviews

The Old Haven - An Enduring Piece of Nostalgia

Guest favorite

Home in Lakeland

4.93 out of 5 average rating, 146 reviews

Charming Bungalow steps from Lake Hollingsworth

Guest favorite

Home in Auburndale

4.94 out of 5 average rating, 145 reviews

Lake Whistler Beach House with lakefront pool

Guest favorite

Home in Lakeland

4.96 out of 5 average rating, 115 reviews

Clean Lakeland Home w/ Water Views & RV Parking!!!

Guest favorite

Home in Lakeland

4.92 out of 5 average rating, 143 reviews

Family Lake House Get Away With a Pool!

Superhost

Home in Davenport

4.92 out of 5 average rating, 240 reviews

Orlando Disney area home

Guest favorite

Home in Kissimmee

4.84 out of 5 average rating, 204 reviews

3 bedroom Villa in Kissimmee

Guest favorite

Home in Lake Wales

4.92 out of 5 average rating, 88 reviews

Lake house 3/2 Fish 4 Monster Bass! Kayak & Canoe

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House rentals in Lake Wales

Superhost

Home in Winter Haven

4.86 out of 5 average rating, 110 reviews

The Flamingo

Guest favorite

Home in Haines City

4.88 out of 5 average rating, 136 reviews

3 Bedroom Executive with Private Pool near Disney

Guest favorite

Home in Lake Alfred

5.0 out of 5 average rating, 132 reviews

LA Loft, Upstairs private studio

Guest favorite

Home in Haines City

4.95 out of 5 average rating, 139 reviews

Luxury Home 4/3 near Disney, 2 Masters

Guest favorite

Home in Haines City

4.82 out of 5 average rating, 106 reviews

Southern Dunes Golf Vacation Villa

Guest favorite

Home in Lake Wales

4.96 out of 5 average rating, 27 reviews

La Casita Redonda

Guest favorite

Home in Lake Wales

4.92 out of 5 average rating, 13 reviews

Cozy House near to Legoland FL

Guest favorite

Home in Lake Wales

4.92 out of 5 average rating, 65 reviews

*This must be THE PLACE FL*

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Quick stats about vacation rentals in Lake Wales

Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.4K reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Lake Wales?
Yes! Work meets play with ease at over 20 vacation rentals in Lake Wales featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Lake Wales?
Four-legged friends are welcome in Lake Wales. Choose from more than 10 vacation rentals for guests traveling with pets.

Vacation rentals in Lake Wales

Top-rated vacation rentals in Lake Wales

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Lake Wales vacation rentals

Stay near Lake Wales's top sights

Other great vacation rentals in Lake Wales

Cottage in Winter Haven

Guesthouse in Winter Haven

Guest suite in Winter Haven

Guest suite in Dundee

Guesthouse in Winter Haven

Home in Babson Park

Cottage in Eagle Lake

Guesthouse in Lakeland

Lake side house rentals in Lake Wales

Home in Winter Haven

Home in Lakeland

Home in Auburndale

Home in Lakeland

Home in Lakeland

Home in Davenport

Home in Kissimmee

Home in Lake Wales

House rentals in Lake Wales

Home in Winter Haven

Home in Haines City

Home in Lake Alfred

Home in Haines City

Home in Haines City

Home in Lake Wales

Home in Lake Wales

Home in Lake Wales

Quick stats about vacation rentals in Lake Wales

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Lake Wales?

Are there pet-friendly vacation rentals in Lake Wales?

Destinations to explore