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.
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 27 – Aug 1, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($287/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 27 – Aug 1, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,057 ($211/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 27–31, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($249/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 27–31, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $391 ($98/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 27–31, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $746 ($186/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 27–31, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $906 ($226/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 5–8, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,158 ($386/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 5–8, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $599 ($200/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jun 5–8, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $852 ($284/night)
Westgate Town Center
Kissimmee, Florida- May 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $887 ($127/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Aug 28 – Sep 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Aug 30 – Sep 6, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
Verified & Protected
Westgate Towers
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,963 ($423/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,026 ($147/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $777 ($111/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Nov 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,795 ($256/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Oct 30 – Nov 6, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $475 ($68/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Aug 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,434 ($205/night)
Westgate Town Center
Kissimmee, Florida- Jun 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
Westgate Vacation Villas
Kissimmee, Florida- Apr 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,204 ($315/night)
Westgate Vacation Villas
Kissimmee, Florida- May 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- May 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Aug 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 29 – Apr 1, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($314/night)
Westgate Vacation Villas
Kissimmee, Florida- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Westgate Vacation Villas
Kissimmee, Florida- Jul 25 – Aug 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,280 ($183/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
Verified & Protected
WorldMark Orlando – Reunion
Kissimmee, Florida- Dec 23–30, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $2,641 ($377/night)
Westgate Town Center
Kissimmee, Florida- Jul 25 – Aug 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,986 ($284/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Jul 1–7, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,106 ($184/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Mar 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Mar 14–21, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,418 ($345/night)
Westgate Town Center
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,110 ($159/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Aug 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Jul 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $1,987 ($284/night)
Westgate Town Center
Kissimmee, Florida- Oct 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,368 ($338/night)
Westgate Town Center
Kissimmee, Florida- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Westgate Town Center
Kissimmee, Florida- Sep 25 – Oct 2, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
Westgate Town Center
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,022 ($432/night)
Westgate Town Center
Kissimmee, Florida- Nov 28 – Dec 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,536 ($219/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,329 ($190/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Mar 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $776 ($111/night)