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
Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($171/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,459 ($208/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Westgate Town Center
Kissimmee, Florida- Mar 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Verified & Protected
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- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 29 – Apr 1, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($314/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 31 – Aug 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,536 ($219/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Mar 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,280 ($183/night)
Westgate Town Center
Kissimmee, Florida- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Westgate Vacation Villas
Kissimmee, Florida- Jul 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $1,987 ($284/night)
Westgate Vacation Villas
Kissimmee, Florida- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $2,750 ($393/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Nov 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
Verified & Protected
Club Wyndham Reunion
Kissimmee, Florida- Mar 7–14, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $1,931 ($276/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Apr 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
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- Jul 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,283 ($183/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 25 – Aug 1, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Verified & Protected
Westgate Towers
Kissimmee, Florida- Jul 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Mar 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
Westgate Town Center
Kissimmee, Florida- Mar 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,109 ($158/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Apr 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $2,804 ($401/night)
Westgate Vacation Villas
Kissimmee, Florida- May 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Westgate Vacation Villas
Kissimmee, Florida- Mar 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $2,314 ($331/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
WorldMark Orlando – Reunion
Kissimmee, Florida- Jul 3–6, 2026 (3 nights)
- 3 bed/3 bath, sleeps 8
- $1,769 ($590/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Jul 17–24, 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)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/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 17–24, 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)
- 3 bed/3 bath, sleeps 12
- $1,862 ($266/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Sep 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,581 ($369/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Apr 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($190/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)
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)
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)