Family-friendly holiday rentals in Lakeside
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Lakeside
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Lakeside family-friendly rentals
Family-friendly home rentals with a hot tub
Guesthouse in St. Augustine
4.91 out of 5 average rating, 531 reviewsCaptain's Quarters Tiny House
25 Oct – 1 Nov
Cottage in Keystone Heights
4.84 out of 5 average rating, 193 reviews"Love Shack"
21–28 May
Condo in Saint Augustine Beach
4.9 out of 5 average rating, 298 reviewsBeach side condo
17–24 Jan
Home in Saint Augustine
4.98 out of 5 average rating, 173 reviewsThe Cordova House, Historic Downtown St. Augustine
16–23 Jun
Condo in Saint Augustine Beach
4.93 out of 5 average rating, 317 reviews❤~HEATED POOL~HOT TUB~OCEAN VIEW PATIO~KING BED~❤
22 Feb – 1 Mar
Home in St. Augustine
4.99 out of 5 average rating, 163 reviewsFun & Artsy 3BR/2BACottage in Downtown St. Aug
17–24 Apr
Home in Saint Augustine
4.87 out of 5 average rating, 304 reviewsDirect Ocean & Beach View Home
3–10 Mar
Home in Jacksonville Beach
4.94 out of 5 average rating, 159 reviewsThe confetti house - 1 mile from the Mayo clinic!
19–26 Oct
Family- and pet-friendly home rentals
Home in Jacksonville Beach
4.82 out of 5 average rating, 246 reviewsApartment across street from beach - backyard
Home in Jacksonville
4.76 out of 5 average rating, 174 reviewsThe Sunshine Studio Place
8–15 Aug
Guesthouse in Jacksonville
4.74 out of 5 average rating, 433 reviewsPool House-2 Bdr/1Ba Apt-Pool-Sleeps 5-Pets OK
3–10 Nov
Apartment in Jacksonville
4.96 out of 5 average rating, 199 reviewsStudio Apartment in Historic Springfield
4–11 Jul
Bungalow in Butler Beach
4.93 out of 5 average rating, 122 reviewsCrescent Moon: One block pet friendly beach!
10–17 Dec
Home in Saint Augustine
4.99 out of 5 average rating, 366 reviewsYour Home Away From Home
20–27 Sep
Guesthouse in St. Augustine
4.95 out of 5 average rating, 197 reviewsLa Casa Luna Beach Cottage
19–26 Jan
Guesthouse in Jacksonville
4.91 out of 5 average rating, 132 reviewsWaterfront , Private Fishing Cottage Retreat
11–18 Nov
Family-friendly home rentals with a pool
Condo in St. Augustine
4.95 out of 5 average rating, 129 reviews"Captain Jacks" First Floor 2BR/2Bath Condo
25 Aug – 1 Sep
Condo in Ponte Vedra Beach
4.99 out of 5 average rating, 128 reviewsGated Sawgrass Beach Club - Infection Control Rx
4–11 Aug
Apartment in St. Augustine
4.95 out of 5 average rating, 167 reviewsUpdated and clean, private beach access condo
6–13 Jan
Townhouse in Saint Augustine
4.99 out of 5 average rating, 103 reviewsAffordable and Ocean View Condo! Steps from Pool!
23–30 Nov
Home in Jacksonville Beach
4.92 out of 5 average rating, 111 reviewsLuxury Beach House w/ Heated Pool & Game Room
21–28 Apr
Home in St. Augustine
4.87 out of 5 average rating, 288 reviewsPure Relaxation: beach, heated pool, cabana & more
27 Dec – 3 Jan
Home in St. Augustine
5.0 out of 5 average rating, 110 reviewsSouthern Charmer w/Pool - Walk to Everything!
15–22 Dec
Apartment in Saint Augustine Beach
4.93 out of 5 average rating, 160 reviews2B/2B Ground floor★Steps to the Beach & Pool★
24–31 Oct
Quick stats about holiday rentals that are family-friendly in Lakeside
Total rentals
40 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Total number of reviews
2K reviews
Nightly prices starting at
$50 NZD before taxes and fees
Destinations to explore
- Orlando Holiday rentals
- Kissimmee Holiday rentals
- Tampa Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Charleston Holiday rentals
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- Boca Raton Holiday rentals
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- Fort Lauderdale Holiday rentals
- Myrtle Beach Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Florida
- Family-friendly rentals Jacksonville
- Family-friendly rentals Daytona Beach
- Family-friendly rentals St. Augustine
- Monthly Rentals Lakeside
- Pet-friendly rentals Lakeside
- Rentals with a fireplace Lakeside
- Rentals with pools Lakeside
- Rentals with a patio Lakeside
- Rentals with outdoor seating Lakeside
- Rentals with a fire pit Lakeside
- Rentals with a washing machine and dryer Lakeside
- House rentals Lakeside
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