Kid Friendly Resorts
Traveling with kids can be a rewarding experience for the whole family, provided you make a few smart choices. We recommend choosing a resort with kid friendly amenities (pools, playgrounds, on-site activities), and a room that is large enough to accommodate everyone comfortably — with kids in their own bedroom and a kitchen to prepare food in the room. Staying at the same resort for at least a week is the ultimate way to minimize transitions and ensure the whole family has time to relax.
Westgate Vacation Villas
Kissimmee, Florida- Mar 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $1,987 ($284/night)
Westgate Town Center
Kissimmee, Florida- Jul 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 3–10, 2026 (7 nights)
- 5 bed/5 bath, sleeps 20
- $7,655 ($1,094/night)
Westgate Town Center
Kissimmee, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($315/night)
Westgate Towers
Kissimmee, Florida- Jul 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Westgate Vacation Villas
Kissimmee, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Westgate Town Center
Kissimmee, Florida- Apr 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/night)
Westgate Town Center
Kissimmee, Florida- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,878 ($268/night)
Verified & Protected
Calypso Cay Vacation Villas
Kissimmee, Florida- Mar 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,330 ($190/night)
Verified & Protected
Calypso Cay Vacation Villas
Kissimmee, Florida- Mar 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,330 ($190/night)
Verified & Protected
Calypso Cay Vacation Villas
Kissimmee, Florida- Mar 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,330 ($190/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Westgate Vacation Villas
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Jul 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 10–17, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- May 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,204 ($315/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,459 ($208/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jun 28 – Jul 5, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Feb 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Feb 28 – Mar 7, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,220 ($174/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Apr 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 27 – Mar 2, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $777 ($259/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Mar 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $1,495 ($214/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- May 29 – Jun 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
Westgate Town Center
Kissimmee, Florida- Sep 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,295 ($471/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Mar 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $855 ($122/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- May 17–24, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- May 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
Verified & Protected
WorldMark Orlando – Reunion
Kissimmee, Florida- Jun 4–11, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $3,382 ($483/night)
Verified & Protected
WorldMark Orlando – Reunion
Kissimmee, Florida- Apr 4–11, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,696 ($385/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Mar 14–21, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $1,660 ($237/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- May 31 – Jun 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- May 8–15, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- May 1–8, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($159/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Mar 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Apr 17–24, 2026 (7 nights)
- 5 bed/5 bath, sleeps 20
- $2,531 ($362/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Sep 27 – Oct 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)