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Family-friendly holiday rentals in Lake Wales

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Lake Wales

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Home in Winter Haven

4.89 out of 5 average rating, 261 reviews

The Old Haven - An Enduring Piece of Nostalgia

This charming home was built in 1908 and is located 45 minutes from Tampa/Orlando. Fully furnished, this space is perfect for families and friends providing plenty of space to sleep 8 people comfortably. With games, puzzles and Dvds, backyard fun for kids while the parents watch from the porch. Enjoy downtown entertainment within walking distance! Home is centrally located to dining, shopping, and small town fare. 4 bar restaurants walking distance on the lake. Live music from Lake sometimes.

29 Oct – 5 Nov

$205 SGD per night

Guest favourite

Home in Haines City

4.95 out of 5 average rating, 139 reviews

Luxury Home 4/3 near Disney, 2 Masters

Luxury 4 bedroom home located in a quiet, gated community about 15 miles from Disney World. The travel time to Disney will depend on the traffic but is usually between 30 and 40 minutes. Fully furnished with 2 master King bed suites, one queen bedroom and one bedroom with 2 twin beds. 3 full baths. 5 high definition televisions, high speed Wifi, free long distance phone calls to US, Canada and UK. Large pool and spa. Large game room with many games and activities for children of all ages.

25 Nov – 2 Dec

$263 SGD per night

Guest favourite

Cottage in Polk City

4.85 out of 5 average rating, 199 reviews

Cozy Historical Cottage

This lovely cottage of 1,000 sqft of living space, two bedrooms, one bath, dining room. Enjoy the view from the patio overlooking the backyard or relax in the Florida room on a traditional swing. The Van Fleet Trail and Freedom Park are just a few yards away. Popular attractions like Fantasy of Flight, Dinosaur World, Lego Land, and Disney are nearby. The Lakeland Mall is 10 minutes away movies & restaurants. Just a short walk away you'll find two family restaurants. Book your stay today!

2–9 Mar

$120 SGD per night

Guest favourite

Apartment in Davenport

4.97 out of 5 average rating, 152 reviews

Disney Orlando Bahama Bay Resort Theme Parks &More

1st floor Caribbean style condo with fully equipped kitchen, eating area, living room, 3 bedrooms, and 2 full bathrooms. The unit has everything you need including linens, towels & kitchen items. Resort amenities include pools, hot tubs, kids splash pad, tennis court, basketball court, lake, beach area, walking trails and more. We're located near Walt Disney World theme parks, Universal, SeaWorld, restaurants, entertainment and all that Orlando has to offer. Please add us to your WISH LIST.

24 Nov – 1 Dec

$167 SGD per night

Guest favourite

Cottage in Lake Wales

4.88 out of 5 average rating, 108 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.

8–15 Oct

$183 SGD per night

Guest favourite

Home in Clermont

4.93 out of 5 average rating, 188 reviews

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow full disinfecting of the house.

31 Jul – 7 Aug

$239 SGD per night

Guest favourite

Apartment in Davenport

4.92 out of 5 average rating, 377 reviews

Mediterranean Resort! 2+2 Condo. 10 mins to Disney

Tuscana Resort Orlando is a Mediterranean-style villa resort minutes from DisneyWorld. Universal, Sea World & LEGOLAND are close as well. The amenities are top notch with a beautiful swimming complex that includes pool, hot tub, cabanas, kiddie pool, fitness centre etc. The very spacious 2-bed/2-bath condo is 1200sqft! Recently renovated/painted/new stainless steel appliances! Sleeps 8. Tile Throughout! Gorgeous Kitchen! 55” Smart TVs. FREE WIFI/Cable/Netflix. A/C. Washer/Dryer.

26 Jul – 2 Aug

$185 SGD per night

Guest favourite

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!

3–10 Jun

$407 SGD per night

Guest favourite

Guest suite in Kissimmee

4.86 out of 5 average rating, 567 reviews

Private Studio in POOL home

Hello! We offer a portion of our home with a King sized bed, a large private bathroom with a Jacuzzi tub, and a Harry Potter play area accessed by rock climbing wall. The mini kitchen has a microwave, bread toaster, coffee maker, and refrigerator. There's an internet TV in the apartment with access to Prime. The pool and garden areas are shared with my family and another set of travelers. We are happy to offer our studio with a 5-star cleanliness rating.

7–14 Jul

$105 SGD per night

Guest favourite

Treehouse in Saint Cloud

4.97 out of 5 average rating, 790 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.

5–12 Apr

$233 SGD per night

Guest favourite

Townhouse in Kissimmee

4.92 out of 5 average rating, 226 reviews

Beautiful Farm House Decor near Disney, Sleeps 6

Welcome to our beautifully decorated 2-store Townhouse only 6 miles away from the Disney Parks and many other attractions. You will have the entirely house for yourself and your family while enjoying your vacation in Florida. We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. We truly believe that our home is special based on 4 main reasons: Location, Security, Decoration and Comfort.

18–23 Sep

$142 SGD per night

Guest favourite

Cottage in Kissimmee

4.96 out of 5 average rating, 421 reviews

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.

20–27 May

$136 SGD per night

Holiday rentals for every style

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Popular amenities for Lake Wales family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Apartment in Champions Gate

4.85 out of 5 average rating, 262 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

6–13 Dec

$180 SGD per night

Guest favourite

Apartment in Orlando

4.97 out of 5 average rating, 297 reviews

Luxurious Waterfront Resort near Disney &Universal

1–8 Feb

$261 SGD per night

Guest favourite

Townhouse in Kissimmee

4.97 out of 5 average rating, 280 reviews

Find a Little Magic in a Townhouse near Disney and Universal

21–28 Feb

$256 SGD per night

Guest favourite

Flat in Orlando

4.9 out of 5 average rating, 313 reviews

Beautiful View, Newly Renovated 1 Mile to Disney

13–20 Dec

$197 SGD per night

Guest favourite

Townhouse in Kissimmee

4.95 out of 5 average rating, 251 reviews

Disney/Universal Home Away from Home!

9–16 Sep

$214 SGD per night

Guest favourite

Townhouse in Kissimmee

4.95 out of 5 average rating, 161 reviews

Beautiful family home near all attractions.

27 Jun – 4 Jul

$166 SGD per night

Guest favourite

Villa in Kissimmee

4.96 out of 5 average rating, 167 reviews

4 bed villa w/private pool near Disney, sleeps 6+

22–29 Aug

$214 SGD per night

Guest favourite

Home in Davenport

4.94 out of 5 average rating, 172 reviews

Star Wars Villa - 5 Bed/4 Bath Star Wars/Frozen Home Private Pool/Spa (Pool Heat Included)

10–17 Jan

$289 SGD per night

Family- and pet-friendly home rentals

Guest favourite

Home in Lakeland

4.82 out of 5 average rating, 130 reviews

Florida Lake View With Private Pool And Fishing

5–12 Sep

$328 SGD per night

Guest favourite

Home in Lakeland

4.91 out of 5 average rating, 121 reviews

Central Lakeland Home Convenient to Parks & Sports

17–24 Jul

$183 SGD per night

Guest favourite

Home in Clermont

4.86 out of 5 average rating, 117 reviews

Cozy Family Home near Disney

18–25 Oct

$193 SGD per night

Guest favourite

Villa in Kissimmee

4.78 out of 5 average rating, 406 reviews

7BD with Movie Theater Pool & Jacuzzi near Disney!

5–12 Dec

$446 SGD per night

Guest favourite

Home in Kissimmee

4.89 out of 5 average rating, 145 reviews

Luxury Disney Vacation Home on Reunion Golf Resort

18–25 Apr

$627 SGD per night

Guest favourite

Villa in Kissimmee

4.85 out of 5 average rating, 370 reviews

Amazing Cozy 4Bed/3Bath, Disney Area, Private Pool

28 Aug – 4 Sep

$268 SGD per night

Guest favourite

Villa in Kissimmee

4.92 out of 5 average rating, 181 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

22 Feb – 1 Mar

$618 SGD per night

Guest favourite

Home in Orlando

4.83 out of 5 average rating, 175 reviews

Waterside Pet Friendly Lakefront

7–14 Dec

$319 SGD per night

Family-friendly home rentals with a pool

Guest favourite

Home in Kissimmee

4.84 out of 5 average rating, 205 reviews

3 bedroom Villa in Kissimmee

21–28 Apr

$167 SGD per night

Home in Davenport

4.86 out of 5 average rating, 205 reviews

Disney World Area Villa Orlando * Pool * Sleeps 10

8–15 Sep

$214 SGD per night

Guest favourite

Home in Davenport

4.9 out of 5 average rating, 200 reviews

Disney Area Luxury Villa with Private Pool

22–29 Aug

$203 SGD per night

Guest favourite

Home in Davenport

4.93 out of 5 average rating, 200 reviews

Family pool villa - 20 minutes to Disney!

16–23 Apr

$214 SGD per night

Guest favourite

Cottage in Kissimmee

4.94 out of 5 average rating, 371 reviews

Entire Cottage close to Disney, Universal, Airport

30 Jul – 6 Aug

$135 SGD per night

Guest favourite

Guest suite in Kissimmee

4.83 out of 5 average rating, 510 reviews

Private 2 bedroom w/bathrm in portion of POOL home

17–24 Jan

$95 SGD per night

Home in Kissimmee

4.79 out of 5 average rating, 256 reviews

3 bedroom Orlando Florida pool home

17–24 Dec

$161 SGD per night

Guest favourite

Home in Davenport

4.81 out of 5 average rating, 131 reviews

Welcoming fully equipped villa in Davenport

15–22 Jan

$195 SGD per night

Quick stats about holiday rentals that are family-friendly in Lake Wales

Total rentals
20 properties
Local attractions
Bok Tower Gardens, Walmart and Manny's Original Chophouse- Lake Wales
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
640 reviews

Destinations to explore